Title: Holiday Rentals Windsor County from £179: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Windsor County Hotels](https://expedia.co.uk/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Windsor County Car Hire](https://expedia.co.uk/Destinations-In-Windsor-County.d553248635976432508.Car-Hire-Destinations)[Windsor County Holidays](https://expedia.co.uk/Windsor-County.d553248635976432508.Holidays-City-Breaks)

![Must stop while in Vermont #autumn  #fall #roadtrip #travel #adventure #colorful  #vermont ](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Rachel Samanyi

![](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Windsor County Accommodation: Most Popular Cities to Stay

![Paine Mountain](https://images.trvl-media.com/place/184063/fd3e4c3f-7b8d-43ea-be6c-7ecb5c63234e.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Norwich

[](https://expedia.co.uk/Norwich-Holiday-Rentals.d184063.Travel-Guide-HolidayRentals)

## Our top choices for Windsor County holiday rentals

![House (5 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/fc371b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/9b4bc035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/09450a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/127000000/126490000/126481900/126481809/0d8dca3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

[](https://www.expedia.co.uk/Ludlow-Hotels-Luxe-Mountain-Home-W-Chefs-Kitchen-Okemo-Views.h126481809.Hotel-Information)

Ludlow

£1,275

includes taxes & fees

26 Mar - 27 Mar

[](https://www.expedia.co.uk/Ludlow-Hotels-Luxe-Mountain-Home-W-Chefs-Kitchen-Okemo-Views.h126481809.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/05713f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Kettle Brook Two Bedroom 1 Bath Ski In/Out | Living room | 47-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/12d879f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/c3a6cd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/33000000/32350000/32342000/32341945/66b853e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Okemo Mountain Lodging by Vail Resorts

[](https://www.expedia.co.uk/Ludlow-Hotels-Okemo-Mountain-Lodging.h32341945.Hotel-Information)

Clock Tower Base Area

7.8/10

Good

(28 reviews)

"I had an amazing time with my family, I will definitely be coming back "

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

Yenifer

£1,421

includes taxes & fees

26 Mar - 27 Mar

[](https://www.expedia.co.uk/Ludlow-Hotels-Okemo-Mountain-Lodging.h32341945.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/bf24c523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin 5 (Pet Friendly) - Owl's Branch | Exterior](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/4ce94b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/27dce88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin 5 (Pet Friendly) - Owl's Branch | Living area | Flat-screen TV, fireplace, DVD player](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/87344fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Robert Frost Mountain Cabins

[](https://www.expedia.co.uk/Ripton-Hotels-Robert-Frost-Mountain-Cabins.h16341282.Hotel-Information)

Ripton

10/10

Exceptional

(40 reviews)

"Ammazing,would go again!"

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

Joseph

£211

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Ripton-Hotels-Robert-Frost-Mountain-Cabins.h16341282.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)

![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)

![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)

### Brook Road Cabin

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

Goshen

7.8/10

Good

(9 reviews)

"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)

![Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/4994716e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/a16eeef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/b907a89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/c46d6757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Long Trail House at Stratton Mountain Resort

[](https://www.expedia.co.uk/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

Stratton

8.6/10

Excellent

(83 reviews)

"Nice place and great location!!!"

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

William

£300

includes taxes & fees

15 Apr - 16 Apr

[](https://www.expedia.co.uk/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/d86ef278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/fbb93ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/9248d6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/101000000/100910000/100902900/100902878/f419fb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bridges Resort

[](https://www.expedia.co.uk/Warren-Hotels-Bridges-Resort.h100902878.Hotel-Information)

Warren

8.2/10

Very good

(21 reviews)

"The stay at Bridges Resort was great. It was a very nice place to unwind and relax. "

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

Timeka

£151

includes taxes & fees

7 Apr - 8 Apr

[](https://www.expedia.co.uk/Warren-Hotels-Bridges-Resort.h100902878.Hotel-Information)

![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/e55fb446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Dining](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/4002ba2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/7a4f12da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Pool | Indoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90020000/90019400/90019372/1a544915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Woods by Killington Vacation Rentals - 2 Bedrooms

[](https://www.expedia.co.uk/Killington-Hotels-The-Woods-By-Killington-Vacation-Rentals-2-Bedrooms.h90019372.Hotel-Information)

The Woods

10/10

Exceptional

(2 reviews)

"The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again."

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

Paul

£487

includes taxes & fees

29 Mar - 30 Mar

[](https://www.expedia.co.uk/Killington-Hotels-The-Woods-By-Killington-Vacation-Rentals-2-Bedrooms.h90019372.Hotel-Information)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94470000/94469400/94469319/85660e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94470000/94469400/94469319/9307b46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94470000/94469400/94469319/53cf9bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94470000/94469400/94469319/fe90e7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

[](https://www.expedia.co.uk/Fair-Haven-Hotels-Orwell-Cabin-On-Sunrise-Lake-W-Private-Dock-BBQ.h94469319.Hotel-Information)

Fair Haven

10/10

Exceptional

(1 review)

" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...

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

Angel

£668

includes taxes & fees

26 Mar - 27 Mar

[](https://www.expedia.co.uk/Fair-Haven-Hotels-Orwell-Cabin-On-Sunrise-Lake-W-Private-Dock-BBQ.h94469319.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122379/4e34a8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122379/20e5391c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122379/348c157d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125122400/125122379/7ff23a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country

[](https://www.expedia.co.uk/Killington-Hotels-Hotel-Style-Condo-Promising-A-Comfortable-And-Convenient-Retreat-Right-In-The-Heart-Of-Vermont-Ski-Country.h125122379.Hotel-Information)

Killington

£273

includes taxes & fees

2 Apr - 3 Apr

[](https://www.expedia.co.uk/Killington-Hotels-Hotel-Style-Condo-Promising-A-Comfortable-And-Convenient-Retreat-Right-In-The-Heart-Of-Vermont-Ski-Country.h125122379.Hotel-Information)

![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)

![Point of interest](https://images.trvl-media.com/lodging/47000000/46990000/46981400/46981398/5f47804a.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 reviews)

"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

£223

includes taxes & fees

26 Mar - 27 Mar

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

![Aerial view](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/2925807e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/dca1ec05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/a2bbfdb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 3 Bedrooms | View from room](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/cf0bfccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Green

[](https://www.expedia.co.uk/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information)

Killington

7.2/10

Good

(23 reviews)

"I enjoy the location "

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

troy

£177

includes taxes & fees

7 Apr - 8 Apr

[](https://www.expedia.co.uk/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information)

![Condo, 3 Bedrooms | View from property](https://images.trvl-media.com/lodging/104000000/103050000/103047300/103047222/bdebb514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | View from property](https://images.trvl-media.com/lodging/104000000/103050000/103047300/103047222/2dc29698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | 3 bedrooms, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103050000/103047300/103047222/90ea41d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/104000000/103050000/103047300/103047222/ba716242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 22 Village Run 3 Bedroom Condo by RedAwning

[](https://www.expedia.co.uk/Warren-Hotels-22-Village-Run-3-Bedroom-Condo.h103047222.Hotel-Information)

Warren

£735

includes taxes & fees

1 Apr - 2 Apr

[](https://www.expedia.co.uk/Warren-Hotels-22-Village-Run-3-Bedroom-Condo.h103047222.Hotel-Information)

![House, 6 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027835/1f9e32bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027835/3a7dce96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027835/8921270b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 6 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90030000/90027900/90027835/8c4c5576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breakaway House by Killington Vacation Rentals

[](https://www.expedia.co.uk/Killington-Hotels-Breakaway-House-By-Killington-Vacation-Rentals.h90027835.Hotel-Information)

Killington

£598

includes taxes & fees

26 Mar - 27 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Breakaway-House-By-Killington-Vacation-Rentals.h90027835.Hotel-Information)

![Condo, 1 Bedroom | Interior](https://images.trvl-media.com/lodging/125000000/124490000/124483100/124483070/e8dba3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/125000000/124490000/124483100/124483070/668e5488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/125000000/124490000/124483100/124483070/c7ab5dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/125000000/124490000/124483100/124483070/c29fc1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Green Condo 3a2 1 Bedroom Condo

[](https://www.expedia.co.uk/Killington-Hotels-Mountain-Green-Condo-3a2-1-Bedroom-Condo.h124483070.Hotel-Information)

Killington

£451

includes taxes & fees

26 Mar - 27 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Mountain-Green-Condo-3a2-1-Bedroom-Condo.h124483070.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90020000/90018800/90018728/15d93c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90020000/90018800/90018728/c9185524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | Interior](https://images.trvl-media.com/lodging/91000000/90020000/90018800/90018728/f1ecfe66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/91000000/90020000/90018800/90018728/35dca063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fall Line Condos by Killington VR - 3 Bedrooms

[](https://www.expedia.co.uk/Killington-Hotels-Fall-Line-Condos-By-Killington-VR-3-Bedrooms.h90018728.Hotel-Information)

Killington

£745

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Killington-Hotels-Fall-Line-Condos-By-Killington-VR-3-Bedrooms.h90018728.Hotel-Information)

![Condo, 1 Bedroom | Living area | Smart TV](https://images.trvl-media.com/lodging/121000000/120500000/120495900/120495862/8575c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Dining](https://images.trvl-media.com/lodging/121000000/120500000/120495900/120495862/92b6511a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/121000000/120500000/120495900/120495862/eb8ec629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/121000000/120500000/120495900/120495862/b5f386ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glades 14 1 Bedroom Condo

[](https://www.expedia.co.uk/Warren-Hotels-Glades-14-1-Bedroom-Condo.h120495862.Hotel-Information)

Warren

£513

includes taxes & fees

30 Mar - 31 Mar

[](https://www.expedia.co.uk/Warren-Hotels-Glades-14-1-Bedroom-Condo.h120495862.Hotel-Information)

![Condo, 3 Bedrooms | Living area | Smart TV](https://images.trvl-media.com/lodging/120000000/119130000/119124600/119124520/d9737f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | 3 bedrooms, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/120000000/119130000/119124600/119124520/f77a74f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/120000000/119130000/119124600/119124520/w5262h3509x6y0-0f7dfa12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 3 Bedrooms | Living area | Smart TV](https://images.trvl-media.com/lodging/120000000/119130000/119124600/119124520/c90944bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Club Sugarbush #8 3 Bedroom Condo

[](https://www.expedia.co.uk/Warren-Hotels-Club-Sugarbush-8-3-Bedroom-Condo.h119124520.Hotel-Information)

Warren

£844

includes taxes & fees

26 Mar - 27 Mar

[](https://www.expedia.co.uk/Warren-Hotels-Club-Sugarbush-8-3-Bedroom-Condo.h119124520.Hotel-Information)

![Condo, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/121000000/120800000/120797500/120797442/8bcaba7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Living area | Smart TV](https://images.trvl-media.com/lodging/121000000/120800000/120797500/120797442/2bf81e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/121000000/120800000/120797500/120797442/a7eae325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/121000000/120800000/120797500/120797442/a9966919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 203 Village Gate 1 Bedroom Condo

[](https://www.expedia.co.uk/Warren-Hotels-203-Village-Gate-1-Bedroom-Condo.h120797442.Hotel-Information)

Warren

£434

includes taxes & fees

31 Mar - 1 Apr

[](https://www.expedia.co.uk/Warren-Hotels-203-Village-Gate-1-Bedroom-Condo.h120797442.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=2026-04-08&endDate=2026-04-09&regionId=553248635976432508&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+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=APART_HOTEL)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CHALET)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America&regionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=COTTAGE)

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## Top Windsor County Hotel Reviews

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"My wife and I always stay at The Pointe whenever we ski at Okemo. It is dependably clean, comfortable and convenient. Only a short drive from Okemo and the accommodation for the price is a much better value than on-mountain options. The Castle Dining Room is a 5-star experience and many other Ludlow restaurants are only a few minutes away.!I am happy to recommend it."

[](https://expedia.co.uk/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4cc53d97_y.jpg)

### Align Inn Vermont

10/10 Excellent

"Great for a ski weekend at killington. Amazing breakfast and very clean. "

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

![The Quechee Inn at Marshland Farm](https://images.trvl-media.com/lodging/2000000/1930000/1924800/1924710/c8372335_y.jpg)

### The Quechee Inn at Marshland Farm

10/10 Excellent

"Rooms are nicely decorated & in a condition that is expected for a historic Inn. Updated bathrooms are nicely done with wonderful linens & toiletries. All staff was friendly& helpful. Location is great for exploring nearby attractions & the dinner food was excellent. "

[](https://expedia.co.uk/Quechee-Hotels-The-Quechee-Inn-At-Marshland-Farm.h1924710.Hotel-Information)

![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg)

### On The River Inn

10/10 Excellent

"the lady at the check in and the waiter were amazing"

[](https://expedia.co.uk/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information)

![Jackson Gore Village, A Vail Resorts Property](https://images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg)

### Jackson Gore Village, A Vail Resorts Property

4/10 Poor

"Filthy room, lots of availability but no upgrade. Poop in the pool"

[](https://expedia.co.uk/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information)

![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg)

### Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"It was great to have so many amenities on site. It felt like a home away from home. "

[](https://expedia.co.uk/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information)

![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg)

### Fullerton Inn

4/10 Poor

"Yes, little guests easy parking spaces. Restaurant staff were pleasant. Heat didn’t appear until 11PM. A tad chilly. Room was clean. "

[](https://expedia.co.uk/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information)

![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/fd07b171_y.jpg)

### Woodstock Inn & Resort

10/10 Excellent

"Excellent!!"

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

![Castle Hill Resort And Spa](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/c098bcf8_y.jpg)

### Castle Hill Resort And Spa

10/10 Excellent

"Gorgeous multi bedroom suite that was perfect and spacious for our little family getaway. Loved the fireplace and we were conveniently located right near the outdoor pool. "

[](https://expedia.co.uk/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information)

## Find out more about Windsor County

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

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

Whenever you want to travel, a warm welcome awaits you in Windsor County. 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 County 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 County holiday rentals we have selected for you start as low as £179 per night. Entering your travel dates in the search wizard you might find even better deals!

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

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

- Popular Windsor County Cities

- [Norwich Holiday Rentals ](https://expedia.co.uk/Norwich-Holiday-Rentals.d184063.Travel-Guide-HolidayRentals)
- [Plymouth Holiday Rentals ](https://expedia.co.uk/Plymouth-Holiday-Rentals.d146918.Travel-Guide-HolidayRentals)
- [Windsor Holiday Rentals ](https://expedia.co.uk/Windsor-Holiday-Rentals.d7881.Travel-Guide-HolidayRentals)
- [Hartland Holiday Rentals ](https://expedia.co.uk/Hartland-Holiday-Rentals.d6052375.Travel-Guide-HolidayRentals)
- [Stockbridge Holiday Rentals ](https://expedia.co.uk/Stockbridge-Holiday-Rentals.d6357893.Travel-Guide-HolidayRentals)
- [Reading Holiday Rentals ](https://expedia.co.uk/Reading-Holiday-Rentals.d177836.Travel-Guide-HolidayRentals)

### Expedia's Latest Trends

Hotels

- [Hotels in Orange County](https://expedia.co.uk/Destinations-In-Orange-County.d603224.Hotel-Destinations)
- [All-Inclusive Hotels in San Diego County](https://expedia.co.uk/Destinations-In-San-Diego-County-All-Inclusive-Hotel.0-0-d178304-tAllInclusiveHotel.Hotel-Filter-Destinations)
- [Hotels in San Francisco County](https://expedia.co.uk/Destinations-In-San-Francisco-County.d553248635996709347.Hotel-Destinations)
- [Hotels in San Diego County](https://expedia.co.uk/Destinations-In-San-Diego-County.d178304.Hotel-Destinations)
- [All-Inclusive Hotels in Los Angeles County](https://expedia.co.uk/Destinations-In-Los-Angeles-County-All-Inclusive-Hotel.0-0-d6056560-tAllInclusiveHotel.Hotel-Filter-Destinations)
- [Hotels near Manchester Designer Outlets](https://expedia.co.uk/Manchester-Designer-Outlets-Hotels.0-l6329588-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Orange County](https://expedia.co.uk/Destinations-In-Orange-County-Budget-Hotels.0-0-d603224-tBudgetHotels.Hotel-Filter-Destinations)
- [Best Western Hotels in Cornwall](https://expedia.co.uk/Cornwall-Hotels-Best-Western.0-0-d3000459611--bBestWestern.Travel-Guide-Filter-Hotels)
- [Hotels in Door County](https://expedia.co.uk/Destinations-In-Door-County.d6059811.Hotel-Destinations)
- [Hotels near Mount Snow](https://expedia.co.uk/Mount-Snow-Hotels.0-l6115918-0.Travel-Guide-Filter-Hotels)
- [4 Star Somerset Accommodation](https://expedia.co.uk/4Star-Somerset-Hotels.s40-0-d3000437083.Travel-Guide-Filter-Hotels)

Flights

- [Flights to Middlesex](https://expedia.co.uk/Cheap-Flights-To-Middlesex.d3000391797.Travel-Guide-Flights)
- [Flights to Orange County](https://expedia.co.uk/Destinations-In-Orange-County.d603224.Flight-Destinations)
- [Flights to Norfolk County](https://expedia.co.uk/Destinations-In-Norfolk-County.d553248635976433043.Flight-Destinations)

Cars

- [Car hire in Burlington](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Burlington-Intl.d5657666.Car-Hire-Guide)

Activities

- [Things to do in San Diego County](https://expedia.co.uk/Things-To-Do-In-San-Diego-County.d178304.Travel-Guide-Activities)
- [Things to do in Orange County](https://expedia.co.uk/Things-To-Do-In-Orange-County.d603224.Travel-Guide-Activities)

Packages

- [Orange County Holidays](https://expedia.co.uk/Orange-County.d603224.Holidays-City-Breaks)
- [Pico Mountain at Killington Ski Resort](https://expedia.co.uk/Pico-Mountain-At-Killington-Ski-Resort-Killington.d6082891.Attraction)
- [Montshire Museum of Science](https://expedia.co.uk/Montshire-Museum-Of-Science-Norwich.d6175254.Attraction)
- [Killington Resort](https://expedia.co.uk/Killington-Resort-Killington.d6082887.Attraction)
- [Fletcher Farm School for the Arts and Crafts](https://expedia.co.uk/Fletcher-Farm-School-For-The-Arts-And-Crafts-Ludlow.d553248621532666921.Attraction)
- [Ben and Jerry's Factory](https://expedia.co.uk/Ben-And-Jerrys-Factory-Waterbury.d6123894.Attraction)
- [Stowe Mountain Resort](https://expedia.co.uk/Stowe-Mountain-Resort-Stowe.d6115908.Attraction)
- [San Diego County Holidays](https://expedia.co.uk/San-Diego-County.d178304.Holidays-City-Breaks)

General

- [Visit North Slope Borough](https://expedia.co.uk/North-Slope-Borough.dx6228899)
- [Visit Ryegate](https://expedia.co.uk/Ryegate.dx3000459730)
- [Visit Glastenbury](https://expedia.co.uk/Glastenbury.dx553248635975870958)
- [Visit Suffolk County](https://expedia.co.uk/Suffolk-County.dx553248635083916458)
- [Visit Door County](https://expedia.co.uk/Door-County.dx6059811)