Title: Holiday Rentals Windsor from £143: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Hotels in Windsor](https://expedia.co.uk/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Windsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor.d7881.Car-Hire-Guide)[Windsor Holidays](https://expedia.co.uk/Windsor.d7881.Holidays-City-Breaks)

![A neat place to walk  around an explore](https://images.trvl-media.com/place/7881/9675231b-9d1e-4af8-9ac0-4a4684345ff1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by mike dobias

# Search Holiday Rentals in Windsor

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## Check prices for these dates

In two weeks

[2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2026-04-10&endDate=2026-04-12&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

![Comfort Townhome | In-room dining](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/483cb73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Townhome | Living area | 40-inch flat-screen TV with digital channels, Smart TV](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/4a850f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Townhome | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/94f81059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/f87b40a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Condo

[](https://www.expedia.co.uk/Goshen-Hotels-Brook-Road-Flat.h46981398.Hotel-Information)

Goshen

8.8/10

Excellent

(3)

"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."

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

Margaret

£224

includes taxes & fees

1 Jan - 2 Jan 2026

[](https://www.expedia.co.uk/Goshen-Hotels-Brook-Road-Flat.h46981398.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/37d6047a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/e5e04820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/w997h909x1y0-4d70501b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/47000000/46560000/46559000/46558945/b51e78a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Cabin

[](https://www.expedia.co.uk/Goshen-Hotels-Brook-Road-Cabin.h46558945.Hotel-Information)

Goshen

9.8/10

Exceptional

(17)

"Would go back!"

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

Elizabeth C.

£242

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Goshen-Hotels-Brook-Road-Cabin.h46558945.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/3d411f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/5554154f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/f5aaae02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/e329a225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-in/out mountainside condo close to everything with full kitchen - tranquil

[](https://www.expedia.co.uk/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

Clock Tower Base Area

9.0/10

Wonderful

(74)

"Perfect location for a quick ski trip. "

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

Michael D.

£256

includes taxes & fees

11 Jan - 12 Jan 2026

[](https://www.expedia.co.uk/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/f0d8549c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a125b83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a04844f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/e2065bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean & bright condo with mountain views & modern kitchen - walk to lifts

[](https://www.expedia.co.uk/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information)

Killington

7.2/10

Good

(44)

"Quick trip to and from Killington mt"

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

Phillip F.

£223

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/13076901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/45ee8d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/cf3838ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/7ddaf7ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ben & Jerry’s Studio | 10 Min to Killington

[](https://www.expedia.co.uk/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information)

Bridgewater

9.2/10

Wonderful

(7)

"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."

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

Nancy

£180

includes taxes & fees

12 Jan - 13 Jan 2026

[](https://www.expedia.co.uk/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/8cea4885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/629fe5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/2ed7e619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/108000000/107610000/107603000/107602909/fbaf812d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

[](https://www.expedia.co.uk/Sunapee-Hotels-SunapeeSeasonsAcross-From-Dewey-Beach.h107602909.Hotel-Information)

Sunapee

10/10

Exceptional

(18)

"Great home. The hosts were accessible and responded quickly to questions. Definitely will stay there again!"

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

Ellen V.

£521

includes taxes & fees

1 Jan - 2 Jan 2026

[](https://www.expedia.co.uk/Sunapee-Hotels-SunapeeSeasonsAcross-From-Dewey-Beach.h107602909.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/12b9c5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/0636cbc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h676x0y46-997613ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67680000/67676900/67676844/w1024h676x0y46-4a569c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

[](https://www.expedia.co.uk/Cavendish-Hotels-Beautiful-Condominium-At-Castle-Hill-Resort.h67676844.Hotel-Information)

Cavendish

10/10

Exceptional

(19)

"Amazing place! "

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

Tara

£411

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Cavendish-Hotels-Beautiful-Condominium-At-Castle-Hill-Resort.h67676844.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/b0da744f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/cb6b5625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/1662100f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/46000000/45710000/45709000/45708952/37889f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

[](https://www.expedia.co.uk/Central-Vermont-Killington-Hotels-2-Bed-Fireplace-Condo-In-The-Heart-Of-Town-On-Shuttle-Route-1-Mile-To-Okemo.h45708952.Hotel-Information)

Ludlow

10/10

Exceptional

(102)

"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."

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

Andrew L.

£280

includes taxes & fees

19 Jan - 20 Jan 2026

[](https://www.expedia.co.uk/Central-Vermont-Killington-Hotels-2-Bed-Fireplace-Condo-In-The-Heart-Of-Town-On-Shuttle-Route-1-Mile-To-Okemo.h45708952.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/34000000/33670000/33668900/33668819/947fa368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33670000/33668900/33668819/ae6be5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33670000/33668900/33668819/53445e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33670000/33668900/33668819/49e992f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy condo on ski shuttle route with free WiFi & full ktichen

[](https://www.expedia.co.uk/Killington-Hotels-Cozy-Condo-On-Ski-Shuttle-Route-With-Free-WiFi-Full-Ktichen.h33668819.Hotel-Information)

Killington

8.4/10

Very good

(38)

"Great place. Met our needs. "

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

Sean K.

£309

includes taxes & fees

20 Jan - 21 Jan 2026

[](https://www.expedia.co.uk/Killington-Hotels-Cozy-Condo-On-Ski-Shuttle-Route-With-Free-WiFi-Full-Ktichen.h33668819.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/8a4ceaf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/1cda3030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/4c9c72c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662486/96c98149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unique Treehouse Near Mt Sunapee – No Cleaning Fee

[](https://www.expedia.co.uk/Newbury-Hotels-Luxurious-Two-Story-Treehouse-Minutes-From-Skiing-Peaceful.h60662486.Hotel-Information)

Newbury

10/10

Exceptional

(26)

"Great stay. Had a wonderful time."

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

Chris P.

£343

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Newbury-Hotels-Luxurious-Two-Story-Treehouse-Minutes-From-Skiing-Peaceful.h60662486.Hotel-Information)

![Family Cabin, 2 Bedrooms, Mountain View | Living room | 40-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/2061befc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | In-room dining](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/4a598028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/fc4a7c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/dfc2abda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Cabin

[](https://www.expedia.co.uk/Goshen-Hotels-Brook-Road-Cottage.h35089946.Hotel-Information)

Goshen

7.8/10

Good

(9)

"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"

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

Jill

[](https://www.expedia.co.uk/Goshen-Hotels-Brook-Road-Cottage.h35089946.Hotel-Information)

![Golf](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/856198d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/5f696632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/bd848cc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/fc9e744d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Well-appointed studio right downtown - less than a mile to Okemo Mountain

[](https://www.expedia.co.uk/Ludlow-Hotels-Well-Appointed-Studio-Right-Downtown-Less-Than-A-Mile-To-Okemo-Mountain.h90038646.Hotel-Information)

Ludlow

8.6/10

Excellent

(12)

"Clean with everything we needed for a few nights stay."

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

Sandra S.

£283

includes taxes & fees

7 Jan - 8 Jan 2026

[](https://www.expedia.co.uk/Ludlow-Hotels-Well-Appointed-Studio-Right-Downtown-Less-Than-A-Mile-To-Okemo-Mountain.h90038646.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/a85da85c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/0d2fff39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/4b5e753b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/f92877ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

[](https://www.expedia.co.uk/Killington-Hotels-Tranquil-Peaks-Studio-At-Killington-Center-Perfect-For-A-Getaway-In-The-Heart-Of-Killington.h110285457.Hotel-Information)

Killington

9.6/10

Exceptional

(4)

"The place was clean and easy to get to. "

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

Sarah Z.

£281

includes taxes & fees

24 Dec - 25 Dec

[](https://www.expedia.co.uk/Killington-Hotels-Tranquil-Peaks-Studio-At-Killington-Center-Perfect-For-A-Getaway-In-The-Heart-Of-Killington.h110285457.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/7516811d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/18611595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/e389d49a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/5afbd4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Addie's Place: A Quiet and Quirky Private Guesthouse

[](https://www.expedia.co.uk/Wilder-Hotels-Addies-Place-A-Quiet-And-Quirky-Private-Guesthouse.h116341257.Hotel-Information)

Hartford

10/10

Exceptional

(4)

"Perfect size and location! "

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

Lyn H.

£144

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Wilder-Hotels-Addies-Place-A-Quiet-And-Quirky-Private-Guesthouse.h116341257.Hotel-Information)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/59000000/58070000/58062700/58062634/796c182a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/59000000/58070000/58062700/58062634/794f277f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/59000000/58070000/58062700/58062634/8c8621cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/59000000/58070000/58062700/58062634/f8561d25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Mountain Condo with Spa

[](https://www.expedia.co.uk/Killington-Hotels-Modern-Mountain-Condo-With-Spa.h58062634.Hotel-Information)

The Woods

9.6/10

Exceptional

(9)

"The property met our expectations. Great property for parties less than 6 people."

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

Michael H.

£332

includes taxes & fees

21 Dec - 22 Dec

[](https://www.expedia.co.uk/Killington-Hotels-Modern-Mountain-Condo-With-Spa.h58062634.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/63238a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/ad2f042c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/47dfeff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/0df9f82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

[](https://www.expedia.co.uk/Plymouth-Hotels-BIGFOOT-CHALET.h106157385.Hotel-Information)

Plymouth

10/10

Exceptional

(14)

"Really enjoyed the setup at the location and the owners were very responsive to any queries!"

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

Ed N.

£562

includes taxes & fees

6 Jan - 7 Jan 2026

[](https://www.expedia.co.uk/Plymouth-Hotels-BIGFOOT-CHALET.h106157385.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/aff31f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/9e08470f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/9636317e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60670000/60662500/60662471/2a3d5154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic Farmhouse Decor | Deck w/View

[](https://www.expedia.co.uk/Sunapee-Hotels-Chic-Farmhouse-Decor-Deck-Wview.h60662471.Hotel-Information)

Sunapee

10/10

Exceptional

(51)

"This place is pristine and very cozy. Bed's are insanely comfortable too. Will definitely try to stay there again. "

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

Peter S.

£345

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Sunapee-Hotels-Chic-Farmhouse-Decor-Deck-Wview.h60662471.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/5094120f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/5e473071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/835fddc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/w2434h1624x0y0-c86eb66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse at Wise Pines- NoBo

[](https://www.expedia.co.uk/Treehouse-At-Wise-Pines-NoBo.h96216492.Hotel-Information)

Woodstock

9.8/10

Exceptional

(14)

"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "

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

Ethan

£143

includes taxes & fees

6 Jan - 7 Jan 2026

[](https://www.expedia.co.uk/Treehouse-At-Wise-Pines-NoBo.h96216492.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/3e2d89ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/5fbd06c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/w2042h1361x0y0-ffbd6619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99560000/99559800/99559765/2b66aab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

[](https://www.expedia.co.uk/Newbury-Hotels-Hideaway-By-The-Bay-20ft-Boat-Slip-And-4-Minutes-To-Mount-Sunapee.h99559765.Hotel-Information)

Newbury

10/10

Exceptional

(16)

"Loved staying at this quaint cottage, the outside spaces were lovely and it was very clean! Communication with the owner was seamless and they were fantastic to deal with. I would highly recommend a stay here! "

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

Lisa P.

£358

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Newbury-Hotels-Hideaway-By-The-Bay-20ft-Boat-Slip-And-4-Minutes-To-Mount-Sunapee.h99559765.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/ef248988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/191f5e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/1d0d61a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/4ed0f838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

[](https://www.expedia.co.uk/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.Hotel-Information)

Ludlow

9.0/10

Wonderful

(22)

"Great rate for a place with all the basics!"

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

Macgregor

£247

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.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=2026-01-03&endDate=2026-01-04&regionId=7881&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=CABIN)

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=VACATION_HOME)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=CONDO)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=COTTAGE)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+Vermont%2C+United+States+of+America&regionId=7881&latLong=43.48%2C-72.386566&adults=2&startDate=2026-03-20&d1=2026-03-20&endDate=2026-03-23&d2=2026-03-23&lodging=CHALET)

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## Top Windsor Hotel Reviews

![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg)

### Align Inn Vermont

10/10 Excellent

"A very clean and comfortable room. Nice facility, the continental breakfast was great."

[](https://expedia.co.uk/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information)

![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg)

### Woodstock Inn & Resort

10/10 Excellent

"Luxurious and friendly resort! Loved it"

[](https://expedia.co.uk/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information)

![White River Inn and Suites](https://images.trvl-media.com/lodging/1000000/30000/28000/27933/f779e2ff_y.jpg)

### White River Inn and Suites

10/10 Excellent

"Nice stay good breakfast"

[](https://expedia.co.uk/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information)

![Holiday Inn Express Hotel & Suites White River Junction by IHG](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/634c6a80_y.jpg)

### Holiday Inn Express Hotel & Suites White River Junction by IHG

10/10 Excellent

"Clean room. Nice facility "

[](https://expedia.co.uk/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.Hotel-Information)

![Hilton Garden Inn Hanover Lebanon](https://images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/0ffc6821_y.jpg)

### Hilton Garden Inn Hanover Lebanon

10/10 Excellent

"Room was very nice - very clean "

[](https://expedia.co.uk/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information)

![Killington Mountain Lodge, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/110000/103700/103640/403a8548_y.jpg)

### Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Hotel staff was top shelf!!! Ate at the bar. Flatbread was great! And beer was ice cold !!! Great hotel definitely will stay here again!!"

[](https://expedia.co.uk/Killington-Hotels-Killington-Mountain-Lodge.h103640.Hotel-Information)

![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg)

### North Star Lodge and Resort

10/10 Excellent

"ALWAYS AMAZING!!!"

[](https://expedia.co.uk/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

![Hampton Inn White River Junction](https://images.trvl-media.com/lodging/1000000/80000/79300/79224/e21b1496_y.jpg)

### Hampton Inn White River Junction

10/10 Excellent

"Room was spotless "

[](https://expedia.co.uk/White-River-Junction-Hotels-Hampton-Inn-White-River-Junction.h79224.Hotel-Information)

![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg)

### Hideaway Inn Mt.Sunapee

10/10 Excellent

"The people who work there are great! Very attentive. The location is very accessible and a rocks throw from the entrance to MT Sunapee Ski Area."

[](https://expedia.co.uk/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.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 £143 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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- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
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- [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?

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