Title: Holiday Rentals Windsor from £96: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Hotels in Windsor](https://expedia.co.uk/Windsor-Hotels.d180667.Travel-Guide-Hotels)[Windsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor.d180667.Car-Hire-Guide)[Windsor Holidays](https://expedia.co.uk/Windsor.d180667.Holidays-City-Breaks)

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## Check prices for these dates

In two weeks

[24 Apr - 26 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=180667&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=180667&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[3 Jul - 5 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=180667&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[31 Jul - 2 Aug](https://www.expedia.co.uk/Hotel-Search?regionId=180667&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor holiday rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/ec91cc9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/24cf5025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/cd9099b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/717052e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bedroom - Main Street Sun Prairie WI

[](https://www.expedia.co.uk/Madison-Hotels-2-Bedroom-Main-Street-Sun-Prairie-WI.h88410689.Hotel-Information)

Sun Prairie

9.6/10

Exceptional

(40 reviews)

"The host was very responsive and very kind and considerate to our reason for traveling. The property was beautiful and clean inside and out, we really enjoyed our stay."

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

Sha'Vonne G.

£304

includes taxes & fees

13 Apr - 14 Apr

[](https://www.expedia.co.uk/Madison-Hotels-2-Bedroom-Main-Street-Sun-Prairie-WI.h88410689.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/653d7d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/50fba4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/9ed68925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67449100/67449049/50de3f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated home with lake views, across the street from Lake Wisc!

[](https://www.expedia.co.uk/Merrimac-Hotels-Updated-Home-W-Lake-Views-Across-From-Lake-WI.h67449049.Hotel-Information)

Merrimac

10/10

Exceptional

(33 reviews)

"Beautiful home, Merrimack is such a quaint town. "

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

Laura L.

£210

includes taxes & fees

13 Apr - 14 Apr

[](https://www.expedia.co.uk/Merrimac-Hotels-Updated-Home-W-Lake-Views-Across-From-Lake-WI.h67449049.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/a2858593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/15c7e503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/5ab3b59a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/86000000/85540000/85537300/85537244/39556d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Suite | Free Breakfast. Pool and Hot Tub

[](https://www.expedia.co.uk/Madison-Hotels-King-Suite-Free-Breakfast-Pool-And-Hot-Tub.h85537244.Hotel-Information)

Middleton

8.0/10

Very good

(5 reviews)

"Great place for a stay."

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

Andy D.

£105

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Madison-Hotels-King-Suite-Free-Breakfast-Pool-And-Hot-Tub.h85537244.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333182/cf9e642a.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/116000000/115340000/115333200/115333182/98b4110c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333182/9e5dccce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115340000/115333200/115333182/12ab8d48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

[](https://www.expedia.co.uk/Madison-Hotels-King-Suite-Free-Breakfast-Pool-With-A-Slide-Close-To-Olbrich-Botanical-Gardens.h115333182.Hotel-Information)

Fitchburg

£155

includes taxes & fees

10 Apr - 11 Apr

[](https://www.expedia.co.uk/Madison-Hotels-King-Suite-Free-Breakfast-Pool-With-A-Slide-Close-To-Olbrich-Botanical-Gardens.h115333182.Hotel-Information)

![TV, fireplace, table football, offices](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/3cd5e81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/f194f824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table football, offices](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/b000fe2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111240000/111234000/111233952/b03aa88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub - King Suite - Game Room - Large Groups

[](https://www.expedia.co.uk/Sun-Prairie-Hotels-AMazing-Place-Summary.h111233952.Hotel-Information)

Sun Prairie

10/10

Exceptional

(19 reviews)

"An amazing house, great location, it was the most wonderfully supplied VRBO ever!"

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

George P.

£528

includes taxes & fees

9 Apr - 10 Apr

[](https://www.expedia.co.uk/Sun-Prairie-Hotels-AMazing-Place-Summary.h111233952.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/844f3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/ea776218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/70f4dce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/a42601a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cannery Square Short Term Rentals -104 by Patriot

[](https://www.expedia.co.uk/Madison-Hotels-Cannery-Square-Short-Term-Rentals-104-By-Patriot.h69715655.Hotel-Information)

Sun Prairie

9.6/10

Exceptional

(47 reviews)

"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"

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

Sara M.

£242

includes taxes & fees

15 Apr - 16 Apr

[](https://www.expedia.co.uk/Madison-Hotels-Cannery-Square-Short-Term-Rentals-104-By-Patriot.h69715655.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/de864266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table football, books](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/w2041h1365x3y0-d97a9b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/98181479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91680000/91678600/91678589/80aa63ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview Cabin > Unique Mid-Century Tucked in Bluff

[](https://www.expedia.co.uk/Merrimac-Hotels-NEW-OWNER-SPECIAL-Mid-Century-Cabin-W-Lakeview.h91678589.Hotel-Information)

Merrimac

9.8/10

Exceptional

(27 reviews)

"Beautiful house! We loved the basement game room and found our stay very comfortable. "

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

Anonymous traveller

£356

includes taxes & fees

20 Apr - 21 Apr

[](https://www.expedia.co.uk/Merrimac-Hotels-NEW-OWNER-SPECIAL-Mid-Century-Cabin-W-Lakeview.h91678589.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/7369ac14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/3efd103e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/aa0e675c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/06426659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enjoy Nature with Full Comfort! 

[](https://www.expedia.co.uk/Verona-Hotels-Enjoy-Nature-With-Full-Comfort.h74637492.Hotel-Information)

Verona

9.2/10

Wonderful

(39 reviews)

"We were visiting friends in the area and it was a perfect spot to stay."

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

Christine U.

£114

includes taxes & fees

20 Apr - 21 Apr

[](https://www.expedia.co.uk/Verona-Hotels-Enjoy-Nature-With-Full-Comfort.h74637492.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125380000/125375000/125374913/d2c6a129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/126000000/125380000/125375000/125374913/fb7a8a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125380000/125375000/125374913/a7e251da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/126000000/125380000/125375000/125374913/14b91731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cabin on Crooked Lane close to Lake Wisconsin

[](https://www.expedia.co.uk/Poynette-Hotels-Cozy-Cabin-On-Crooked-Lane-Close-To-Lake-Wisconsin.h125374913.Hotel-Information)

Poynette

10/10

Exceptional

(1 review)

"Pet friendly cabin in the woods. Mostly updated and nice for 4-6 people. We stayed with our dogs and it worked well for us. "

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

Jon A.

£203

includes taxes & fees

8 Apr - 9 Apr

[](https://www.expedia.co.uk/Poynette-Hotels-Cozy-Cabin-On-Crooked-Lane-Close-To-Lake-Wisconsin.h125374913.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/ee30cc24_edited_d167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/1f2f92df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/9f69ba7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92560000/92556500/92556475/9e90f932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waters Edge Cottage

[](https://www.expedia.co.uk/Merrimac-Hotels-Waters-Edge-Private-Cottage.h92556475.Hotel-Information)

Merrimac

7.8/10

Good

(12 reviews)

"Won $500 pull tab this weekend. Would stay again."

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

Ryan R.

£375

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Merrimac-Hotels-Waters-Edge-Private-Cottage.h92556475.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/b591d86e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite | Living area](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/a67fadd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Suite | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/9ae34cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Two Bedroom Suite - Queen/Queen | Dining room](https://images.trvl-media.com/lodging/111000000/110850000/110849800/110849795/593ef7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Dylin

[](https://www.expedia.co.uk/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information)

Tenney-Lapham

9.4/10

Exceptional

(134 reviews)

"Well-decorated, coffee/kitchenette setup was great! "

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

Chandra

£96

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Madison-Hotels-The-Dylin-By-Locale.h110849795.Hotel-Information)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/2f2d26f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/2e310a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/f9754302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/d446c4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

[](https://www.expedia.co.uk/Middleton-Hotels-Chic-Apartment-In-Amazing-Middleton-With-Fitness-Equipment.h120679093.Hotel-Information)

Middleton

10/10

Exceptional

(2 reviews)

"This stay was truly perfect! Our hosts thought of every single detail and more. The property was perfectly appointed with all the little touches that made it ideal for a quiet couple's getaway just outside Madison. We drove nearly 8 hours north from Kansas City to get here, so imagine how wonderful it was to walk into a warm, cozy, welcoming house that had snacks on hand and a pizza delivery number front and center waiting for us! Best part of all - it was dog-friendly! Our dog immediately felt...

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

Heather P.

£158

includes taxes & fees

13 Apr - 14 Apr

[](https://www.expedia.co.uk/Middleton-Hotels-Chic-Apartment-In-Amazing-Middleton-With-Fitness-Equipment.h120679093.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/112000000/111999300/111999285/915f9e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/112000000/111999300/111999285/923928f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/112000000/111999300/111999285/f90b098b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/112000000/111999300/111999285/94b7dd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright 3BR Home — Quiet Twin Unit w/ Parking in Cottage Grove

[](https://www.expedia.co.uk/Cottage-Grove-Hotels-Charming-3-Bedroom-Duplex-Unit-With-WiFi-In-Cottage-Grove.h111999285.Hotel-Information)

Village of Cottage Grove

10/10

Exceptional

(11 reviews)

"Very comfortable, clean and quiet. Host very accommodating. "

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

Marisa P.

£335

includes taxes & fees

20 Apr - 21 Apr

[](https://www.expedia.co.uk/Cottage-Grove-Hotels-Charming-3-Bedroom-Duplex-Unit-With-WiFi-In-Cottage-Grove.h111999285.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/8a317c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/c87e9887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/71c1dc76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112250000/112243000/112243000/64676f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

[](https://www.expedia.co.uk/Madison-Hotels-Citys-EDGE-Of-Madison-6-Miles-To-Downtown.h112243000.Hotel-Information)

Sun Prairie

10/10

Exceptional

(14 reviews)

"Beautiful spacious property, extremely clean and excellent host!"

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

Jen F.

£425

includes taxes & fees

14 Apr - 15 Apr

[](https://www.expedia.co.uk/Madison-Hotels-Citys-EDGE-Of-Madison-6-Miles-To-Downtown.h112243000.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89783700/89783692/4270c7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89783700/89783692/ec4455e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89790000/89783700/89783692/10858971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89790000/89783700/89783692/0743063b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

[](https://www.expedia.co.uk/Madison-Hotels-NEW-OWNER-SPECIALMadison-Lakefront-Home.h89783692.Hotel-Information)

Monona

9.8/10

Exceptional

(47 reviews)

"It was lovely to be by the lake and have the view from the living room along with gas fireplace. So relaxing even in the off season."

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

Justine K.

£372

includes taxes & fees

8 Apr - 9 Apr

[](https://www.expedia.co.uk/Madison-Hotels-NEW-OWNER-SPECIALMadison-Lakefront-Home.h89783692.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83300000/83295200/83295120/e73435fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/84000000/83300000/83295200/83295120/0675f8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83300000/83295200/83295120/w2998h1998x2y2-cbbfc1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Spa](https://images.trvl-media.com/lodging/84000000/83300000/83295200/83295120/a9ab4368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free Breakfast Pool & Hot Tub. Near UW-Madison

[](https://www.expedia.co.uk/Madison-Hotels-Free-Breakfast-Pool-Hot-Tub-Near-UW-Madison.h83295120.Hotel-Information)

Madison

10/10

Exceptional

(1 review)

"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."

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

Joy E.

£203

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Madison-Hotels-Free-Breakfast-Pool-Hot-Tub-Near-UW-Madison.h83295120.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/128000000/127410000/127410000/127409972/34339a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127410000/127410000/127409972/05ad25bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127410000/127410000/127409972/8757850d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127410000/127410000/127409972/ce7a6394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cannery Square Short Term Rentals -307 by Patriot

[](https://www.expedia.co.uk/Madison-Hotels-Cannery-Square-Short-Term-Rentals-307-By-Patriot.h127409972.Hotel-Information)

Sun Prairie

£179

includes taxes & fees

21 Apr - 22 Apr

[](https://www.expedia.co.uk/Madison-Hotels-Cannery-Square-Short-Term-Rentals-307-By-Patriot.h127409972.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124541/e901e932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124541/199c30da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124541/621d9da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/75000000/74130000/74124600/74124541/f8090f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Doty ★ Walk to Everything -Hotel Quality- Downtown

[](https://www.expedia.co.uk/Madison-Hotels-Doty-Walk-To-Everything-Hotel-Quality-Downtown.h74124541.Hotel-Information)

Downtown Madison

9.8/10

Exceptional

(40 reviews)

"Wonderful host, and a beautiful home within walking distance to many restaurants and museums. Parking nearby was easy to find. We were able to rest and relax, and make many meals there. Great kitchen amenities, and very comfortable beds. Truly a warm and inviting home. I would highly recommend!"

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

Jacquie T.

£214

includes taxes & fees

14 Apr - 15 Apr

[](https://www.expedia.co.uk/Madison-Hotels-Doty-Walk-To-Everything-Hotel-Quality-Downtown.h74124541.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/48c40e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/070b417b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/b273577f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/10ff1c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pool with Slide. Great for Business Travelers!

[](https://www.expedia.co.uk/Madison-Hotels-Pool-With-Slide-Great-For-Business-Travelers.h83137225.Hotel-Information)

Fitchburg

£139

includes taxes & fees

21 Apr - 22 Apr

[](https://www.expedia.co.uk/Madison-Hotels-Pool-With-Slide-Great-For-Business-Travelers.h83137225.Hotel-Information)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/b69df2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/2b886a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/99f10351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101620000/101617200/101617146/ee32ded2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capital City- 6 Miles from Madison with fireplace

[](https://www.expedia.co.uk/Madison-Hotels-Capital-PrimeTime-6-Miles-From-Madison-W-Fireplace.h101617146.Hotel-Information)

Sun Prairie

9.8/10

Exceptional

(39 reviews)

"The entire place was spotless and the fireplace was very nice to warm up next to"

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

Jacob M.

£468

includes taxes & fees

12 Apr - 13 Apr

[](https://www.expedia.co.uk/Madison-Hotels-Capital-PrimeTime-6-Miles-From-Madison-W-Fireplace.h101617146.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=2026-04-21&endDate=2026-04-22&regionId=180667&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=APARTMENT)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CONDO)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=COTTAGE)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America&regionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-07-06&d1=2026-07-06&endDate=2026-07-09&d2=2026-07-09&lodging=CABIN)

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## Top Windsor Hotel Reviews

![Embassy Suites By Hilton Madison Downtown](https://images.trvl-media.com/lodging/105000000/104100000/104094900/104094803/c01c100f_y.jpg)

### Embassy Suites By Hilton Madison Downtown

10/10 Excellent

"Friendly staff. Good breakfast bar. Convenient location. "

[](https://expedia.co.uk/Madison-Hotels-Embassy-Suites-By-Hilton-Madison-Downtown.h104094803.Hotel-Information)

![Home2 Suites by Hilton Madison Central Alliant Energy Center](https://images.trvl-media.com/lodging/36000000/35290000/35287100/35287067/50892372_y.jpg)

### Home2 Suites by Hilton Madison Central Alliant Energy Center

10/10 Excellent

"Check was easy, room was nice and clean and breakfast with the selection they had was amazing. Highly recommend this place"

[](https://expedia.co.uk/Madison-Hotels-Home2-Suites-By-Hilton-Madison-Central-Alliant-Energy-Center.h35287067.Hotel-Information)

![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/5fd64d1f_y.jpg)

### The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"Beautiful space, very clean, helpful staff, and wonderful location."

[](https://expedia.co.uk/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information)

![DoubleTree by Hilton Madison East](https://images.trvl-media.com/lodging/1000000/10000/3200/3157/e4eb5914_y.jpg)

### DoubleTree by Hilton Madison East

10/10 Excellent

"Everything was absolutely amazing and all the staff was helpful and informative! 100% coming back!"

[](https://expedia.co.uk/Madison-Hotels-DoubleTree-By-Hilton-Madison-East.h3157.Hotel-Information)

![Moxy Madison Downtown](https://images.trvl-media.com/lodging/104000000/103390000/103384000/103383944/8732ca24_y.jpg)

### Moxy Madison Downtown

10/10 Excellent

"Everything was great for our stay. I arrived prior to check in and just had a few questions about parking. After asking my questions she offered to check me in early! The staff in the restaurant were attentive and food was delicious. We made it to the lobby bar and again, the bartender was friendly and attentive. Overall a great stay, just wish there would have been a pool or hot tub available. "

[](https://expedia.co.uk/Madison-Hotels-Moxy-Madison-Downtown.h103383944.Hotel-Information)

![The Edgewater](https://images.trvl-media.com/lodging/1000000/20000/14900/14843/96fe33c7_y.jpg)

### The Edgewater

2/10 Terrible

"Put us in the wrong room and the room was horrible drafty. Made alot of whistling noise at night. Place was very nice other than that."

[](https://expedia.co.uk/Madison-Hotels-The-Edgewater.h14843.Hotel-Information)

![Super 8 by Wyndham Madison South](https://images.trvl-media.com/lodging/1000000/460000/459600/459589/85c6384c_y.jpg)

### Super 8 by Wyndham Madison South

6/10 Okay

"The hot tub doesn't have enough water in it and there's too much chlorine and the Jets don't work and the pool there's way too much chlorine and it's not clean actually neither of the hot tub"

[](https://expedia.co.uk/Madison-Hotels-Super-8-By-Wyndham-Madison-South.h459589.Hotel-Information)

![Days Inn by Wyndham Madison NE/Windsor](https://images.trvl-media.com/lodging/1000000/80000/79700/79658/839b5a09_y.jpg)

### Days Inn by Wyndham Madison NE/Windsor

2/10 Terrible

"Staff had no teeth, place was dirty, breakfast was stale bread. I will never go back there!"

[](https://expedia.co.uk/Madison-Hotels-Days-Inn-By-Wyndham-Madison-NEWindsor.h79658.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Madison American Center](https://images.trvl-media.com/lodging/1000000/70000/66500/66424/d7e153c1_y.jpg)

### La Quinta Inn & Suites by Wyndham Madison American Center

6/10 Okay

"Very nice staff, room for clean but very old"

[](https://expedia.co.uk/Madison-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Madison-American-Center.h66424.Hotel-Information)

## Find out more about Windsor

**Everything you need to know about** **Windsor** **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 Windsor 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 Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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

Whenever you want to travel, a warm welcome awaits you in Windsor. 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 Windsor 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 Windsor holiday rentals we have selected for you start as low as £96 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Windsor 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 Windsor 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 Windsor 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 Windsor. 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

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- [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)

## Frequently asked questions

### Can I find a holiday rental in Windsor?

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

### What can I see and do in Windsor?

### What are holiday rentals like in Windsor?

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