Title: Holiday Rentals Winchester from £81: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Flights to Winchester](https://expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6056879.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d6056879.Holidays-City-Breaks)

![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Search Holiday Rentals in Winchester

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Save instantly and earn perks with One Key  
[Learn about One Key](https://www.expedia.co.uk/welcome-one-key)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

Tonight

[10 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-10&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[11 Jan - 12 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-11&endDate=2026-01-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester holiday rentals

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/e4739be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/234bd7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/ccd121a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/33aedc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Stephens City

[](https://www.expedia.co.uk/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information)

10/10

Exceptional

(1 review)

"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris F.

£125

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104380000/104379800/104379779/w1206h803x0y1-c15e243f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104380000/104379800/104379779/37c783cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104380000/104379800/104379779/5a0576c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104380000/104379800/104379779/468501e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Strasburg

[](https://www.expedia.co.uk/Strasburg-Hotels-The-Haven-At-Turkey-Run-Hot-Tub.h104379779.Hotel-Information)

10/10

Exceptional

(11 reviews)

"Loved the creek and the hot tub!!! Cant say enough good things about this place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maxx H.

£420

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Strasburg-Hotels-The-Haven-At-Turkey-Run-Hot-Tub.h104379779.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/88000000/87570000/87568700/87568610/d99f13dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87570000/87568700/87568610/e2e1297b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/88000000/87570000/87568700/87568610/24d174bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87570000/87568700/87568610/d2755eeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Royal-Cabin-Private-Getaway-W-Hot-Tub.h87568610.Hotel-Information)

9.8/10

Exceptional

(11 reviews)

"House was very clean and well stocked. Great outdoor games for all ages. Perfect for our family and friends as we celebrated a wedding."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

mollie g.

£582

includes taxes & fees

22 Jan - 23 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Royal-Cabin-Private-Getaway-W-Hot-Tub.h87568610.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/9e880709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/e0865dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/bd1270e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119110000/119109900/119109888/2888dcd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Old Town Winchester

[](https://www.expedia.co.uk/Winchester-Hotels-Magnolia-Wind-Elegant-3-BR-1BA-Loft-Apartment-Park-For-Free-And-Walk-Downtown.h119109888.Hotel-Information)

10/10

Exceptional

(1 review)

"Beautiful space; helpful host."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sally C.

£296

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Winchester-Hotels-Magnolia-Wind-Elegant-3-BR-1BA-Loft-Apartment-Park-For-Free-And-Walk-Downtown.h119109888.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/1845043f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/c54a2943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/d1874855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118360000/118355600/118355581/3afe401a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Linden

[](https://www.expedia.co.uk/Linden-Hotels-Cozy-Luxury.h118355581.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Megan was exceptional at communications, the property was perfect for our Family Thanksgiving. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynne S.

£412

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Linden-Hotels-Cozy-Luxury.h118355581.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/fa314ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/0ff0b53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/adf7c69e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/124000000/123440000/123436100/123436078/dc83b2f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-Cozy-A-Frame-Cabin-In-Quaint-Front-Royal-Dog-Friendly.h123436078.Hotel-Information)

£196

includes taxes & fees

12 Jan - 13 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-Cozy-A-Frame-Cabin-In-Quaint-Front-Royal-Dog-Friendly.h123436078.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/f7d693d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/c2c2b573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/d80b6458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107620000/107613900/107613898/f8332737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information)

9.8/10

Exceptional

(10 reviews)

"Our family had a lovely time at The Vue! It was clean, comfortable, and had everything we needed for a quick getaway. The mountain view was truly incredible and we enjoyed watching the sunrise with our coffee on the back deck. While there's not much of a yard, our pup enjoyed the outdoor space too! Thank for being a part of our family's special memories. We'll be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa L.

£331

includes taxes & fees

12 Jan - 13 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Vue-Mountain-Top-Hot-Tub-Overlooking-The-Shenandoah-River.h107613898.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2999h2002x1y1-cd135358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w3000h2002x0y1-7661df89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w2998h2002x1y1-e4dac9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117740000/117735000/117734997/w3000h2002x0y1-874ebd45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Boyce

[](https://www.expedia.co.uk/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information)

10/10

Exceptional

(1 review)

"This home is lovely and the host has thought of everything. We will definitely stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine A.

£308

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Paris-Hotels-Welcome-To-The-Ladybug-Retreat.h117734997.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/26a9ad25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/1c0f432c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/647506e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112550000/112549200/112549200/6e3d67f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-Cozy-Bear-Cabin-Hot-Tub.h112549200.Hotel-Information)

10/10

Exceptional

(4 reviews)

"We had a wonderful time staying there during our time at upperville. The quiet nights in the hot tub were just what we needed! Matthew was a wonderful host and so helpful ! We hope to come back again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

grace g.

£501

includes taxes & fees

27 Jan - 28 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-Cozy-Bear-Cabin-Hot-Tub.h112549200.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/7f22680b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/0c0a82ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/dbdd487f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/d5eb0f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information)

10/10

Exceptional

(3 reviews)

"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jay L.

£314

includes taxes & fees

4 Feb - 5 Feb

[](https://www.expedia.co.uk/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/7c748bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, stovetop](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/a6f1e321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/ef522d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121420000/121418500/121418475/dda7ab71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Warren County

[](https://www.expedia.co.uk/Front-Royal-Hotels-Luxury-Riverfront-Home-Getaway-With-Hot-Tub.h121418475.Hotel-Information)

£358

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-Luxury-Riverfront-Home-Getaway-With-Hot-Tub.h121418475.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/92815ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/16f6f354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/d94ec148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/f9fe7afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information)

10/10

Exceptional

(27 reviews)

"Great place to relax"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Judy

£172

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/94000000/93530000/93522600/93522518/4ff9afaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93530000/93522600/93522518/fd0c3d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/94000000/93530000/93522600/93522518/76c94669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93530000/93522600/93522518/e311c93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Far-View-Retreat-Hot-Tub-Scenic-Views.h93522518.Hotel-Information)

10/10

Exceptional

(15 reviews)

"The cabin was spacious and well equipped. The rooms were clean and comfy. The hot tub was clean and refreshing after a long hiking day. Lovd the covered deck for watching sunrises and the deer. I heard a coyote howl early one morning."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gina H.

£430

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Far-View-Retreat-Hot-Tub-Scenic-Views.h93522518.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/a6d1f136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/4181fefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/396388c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/76000000/75860000/75857000/75856945/1ca53946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Winchester

[](https://www.expedia.co.uk/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information)

9.4/10

Exceptional

(6 reviews)

"The home was exactly as advertised! It was also located in a great spot whichbwas within walking distance to many of the Historic District of Downtown Winchester. We will definitely be staying here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David K.

£265

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Winchester-Hotels-Cameron-Charmer-Pristine-Downtown-Apt-With-Double-Master-Suites.h75856945.Hotel-Information)

![Indoor spa tub](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/c34010ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/2544836a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/38d4adcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113303900/113303853/065be894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Front Royal

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Foxwood-Cabin-Hot-Tub.h113303853.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Beautiful, quiet place to stay. Beds are very comfortable. Every room was very clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex H.

£422

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Front-Royal-Hotels-The-Foxwood-Cabin-Hot-Tub.h113303853.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/32fe1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table football](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/8a0bbbc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/58eee7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113280000/113270800/113270721/aba028a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Stephens City

[](https://www.expedia.co.uk/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information)

9.4/10

Exceptional

(8 reviews)

"Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maureen W.

£249

includes taxes & fees

16 Jan - 17 Jan

[](https://www.expedia.co.uk/Stephens-City-Hotels-3BDR.h113270721.Hotel-Information)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/a9aba125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/39735457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/w799h533x0y0-47d0df54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87560000/87551300/87551282/98795e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Linden

[](https://www.expedia.co.uk/Linden-Hotels-Delicious-Cabin-Wine-Country-Retreat-W-Hot-Tub.h87551282.Hotel-Information)

9.8/10

Exceptional

(10 reviews)

"The cabin was impressive both inside and out. We loved the location and proximity to skyline drive. We would definitely stay here again as it made our trip so much more enjoyable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bill A.

£420

includes taxes & fees

19 Jan - 20 Jan

[](https://www.expedia.co.uk/Linden-Hotels-Delicious-Cabin-Wine-Country-Retreat-W-Hot-Tub.h87551282.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/8fd8f395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/4632b060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/1031bffa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112790000/112787100/112787004/0d2f57a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin in Linden

[](https://www.expedia.co.uk/Linden-Hotels-Wilderness-Ridge-Private-Cabin-W-Mountain-Views.h112787004.Hotel-Information)

9.4/10

Exceptional

(6 reviews)

"great get away for a family retreat!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rex P.

£496

includes taxes & fees

11 Jan - 12 Jan

[](https://www.expedia.co.uk/Linden-Hotels-Wilderness-Ridge-Private-Cabin-W-Mountain-Views.h112787004.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/13764d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/fa4984f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/4a787ba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/64000000/63120000/63112800/63112784/9d72428f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Bluemont

[](https://www.expedia.co.uk/Winchester-Hotels-Historic-Cottage-In-Bluemont-Village-VA-Wine-Country.h63112784.Hotel-Information)

10/10

Exceptional

(39 reviews)

"This was one of the best VRBO experiences I’ve had! Communication with the host was exceptional, and the home itself was gorgeous. It’s clear they have put a lot of thought into make this house a perfect getaway — it is beautifully decorated and has all the comforts of home. We will definitely stay here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary S.

£325

includes taxes & fees

12 Jan - 13 Jan

[](https://www.expedia.co.uk/Winchester-Hotels-Historic-Cottage-In-Bluemont-Village-VA-Wine-Country.h63112784.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/5441842b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/1df4120a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/3bc90753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/90000000/89800000/89794800/89794757/e073d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Strasburg

[](https://www.expedia.co.uk/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information)

10/10

Exceptional

(38 reviews)

"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon H.

£246

includes taxes & fees

21 Jan - 22 Jan

[](https://www.expedia.co.uk/Strasburg-Hotels-Newly-Renovated-Farm-Cottage-With-Mountain-Views.h89794757.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-24&endDate=2026-01-25&regionId=6056879&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals)[

Sign up, it's free

](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals)

## Top Winchester Hotel Reviews

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg)

### Hampton Inn Martinsburg

10/10 Excellent

"Yes"

[](https://expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information)

![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg)

### Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"It was all totally smooth "

[](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information)

![Microtel Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg)

### Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent

"Service was exceptional. It’s a small hotel, but was clean and great service. "

[](https://expedia.co.uk/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information)

![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg)

### Hampton Inn Winchester-University/Mall Area

10/10 Excellent

"Great breakfast. 24 hr coffee. Clean rooms. Pet friendly! Friendly front desk staff"

[](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information)

![Quality Inn Winchester](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg)

### Quality Inn Winchester

10/10 Excellent

"Clean room, front dest service. "

[](https://expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information)

![TRU By Hilton Winchester](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg)

### TRU By Hilton Winchester

10/10 Excellent

"Clean room, good breakfast, easy check in/out."

[](https://expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg)

### La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Great"

[](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information)

![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg)

### The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent

"Staff was amazing! Benjamin and Carla are two of the kindest people ever! "

[](https://expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information)

![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg)

### Travelodge by Wyndham Winchester

10/10 Excellent

"No need for Air conditioning, parking great "

[](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information)

## Find out more about Winchester

**Everything you need to know about** **Winchester** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchester holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Winchester holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Winchester. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Winchester holiday rentals we have selected for you start as low as £81 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Winchester rentals**

At Expedia, we put the best Winchester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

- Trending destinations on Expedia.co.uk
- All accommodation types in Winchester

### Trending destinations on Expedia.co.uk

- [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold)
- [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district)
- [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations)
- [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations)
- [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations)
- [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations)
- [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations)
- [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations)
- [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations)
- [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations)
- [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals)
- [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals)
- [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals)
- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
- [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals)
- [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals)
- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

- [Cabin Rentals in Winchester ](https://expedia.co.uk/Winchester-Cabins.d6056879-aaCabins.Travel-Guide-Accommodation)
- [B&B in Winchester ](https://expedia.co.uk/Winchester-Bed-And-Breakfasts.d6056879-aaBedAndBreakfasts.Travel-Guide-Accommodation)
- [Villas in Winchester ](https://expedia.co.uk/Winchester-Villas.d6056879-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find holiday rentals in Winchester?

### What are some of the best holiday rentals that Winchester has to offer?

### How many holiday rentals will I find in Winchester?

### What’s there to see and do in Winchester?

### What’s a holiday rental in Winchester like?

### Expedia's Latest Trends

Hotels

- [Hotels in Alexandria](https://expedia.co.uk/Alexandria-Hotels.d5980.Travel-Guide-Hotels)
- [Hotels in Norfolk](https://expedia.co.uk/Norfolk-Hotels.d2689.Travel-Guide-Hotels)
- [Hotels in Charlottesville](https://expedia.co.uk/Charlottesville-Hotels.d6057012.Travel-Guide-Hotels)
- [Hotels in Virginia Beach](https://expedia.co.uk/Virginia-Beach-Hotels.d10271.Travel-Guide-Hotels)
- [5 Star Syria Accommodation](https://expedia.co.uk/5Star-Syria-Hotels.s50-0-d184113.Travel-Guide-Filter-Hotels)
- [Hotels in Roanoke](https://expedia.co.uk/Roanoke-Hotels.d3020.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Williamsburg](https://expedia.co.uk/Cheap-Flights-To-Williamsburg.d6296.Travel-Guide-Flights)
- [Flights from Sterling](https://expedia.co.uk/lp/flights/9843/flights-from-sterling)
- [Cheap Flights to Palestine](https://expedia.co.uk/Cheap-Flights-To-Palestine.d9482.Travel-Guide-Flights)
- [Cheap Flights to Virginia Beach](https://expedia.co.uk/Cheap-Flights-To-Virginia-Beach.d10271.Travel-Guide-Flights)
- [Cheap Flights to Syria](https://expedia.co.uk/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights)
- [Cheap Flights to Newport News](https://expedia.co.uk/Cheap-Flights-To-Newport-News.d6056964.Travel-Guide-Flights)
- [Cheap Flights to Quantico](https://expedia.co.uk/Cheap-Flights-To-Quantico.d6204547.Travel-Guide-Flights)
- [Flights from Syria](https://expedia.co.uk/lp/flights/184113/flights-from-syria)
- [Cheap Flights to Damascus](https://expedia.co.uk/Cheap-Flights-To-Damascus.d6242026.Travel-Guide-Flights)
- [Cheap Flights to North Pole](https://expedia.co.uk/Cheap-Flights-To-North-Pole.d182915.Travel-Guide-Flights)
- [Cheap Flights to Charlottesville](https://expedia.co.uk/Cheap-Flights-To-Charlottesville.d6057012.Travel-Guide-Flights)
- [Cheap Flights to Triangle](https://expedia.co.uk/Cheap-Flights-To-Triangle.d7335.Travel-Guide-Flights)
- [Cheap Flights to San Diego](https://expedia.co.uk/Cheap-Flights-To-San-Diego.d3073.Travel-Guide-Flights)
- [Cheap Flights to Roanoke](https://expedia.co.uk/Cheap-Flights-To-Roanoke.d3020.Travel-Guide-Flights)

Activities

- [Things to do in Norfolk](https://expedia.co.uk/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities)
- [Things to do in Suffolk](https://expedia.co.uk/Things-To-Do-In-Suffolk.d6981.Travel-Guide-Activities)

Packages

- [Damascus Holidays](https://expedia.co.uk/Damascus.d6242026.Holidays-City-Breaks)
- [Virginia Beach Holidays](https://expedia.co.uk/Virginia-Beach.d10271.Holidays-City-Breaks)
- [Charlottesville Holidays](https://expedia.co.uk/Charlottesville.d6057012.Holidays-City-Breaks)
- [Syria Holidays](https://expedia.co.uk/Syria.d184113.Holidays-City-Breaks)
- [Arvonia Holidays](https://expedia.co.uk/Arvonia.d3000355001.Holidays-City-Breaks)

General

- [Visit Surry](https://expedia.co.uk/Surry.dx3000460686)
- [Visit Ashburn](https://expedia.co.uk/Ashburn.dx6035055)
- [Visit Arvonia](https://expedia.co.uk/Arvonia.dx3000355001)

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app