Title: Holiday Rentals Rupert from £285: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Hotels in Rupert](https://expedia.co.uk/Rupert-Hotels.d3000459728.Travel-Guide-Hotels)[Rupert Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Rupert.d3000459728.Car-Hire-Guide)[Rupert Holidays](https://expedia.co.uk/Rupert.d3000459728.Holidays-City-Breaks)

![Vermont Foliage](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[6 Mar - 8 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=3000459728&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=3000459728&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[15 May - 17 May](https://www.expedia.co.uk/Hotel-Search?regionId=3000459728&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[12 Jun - 14 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=3000459728&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Rupert holiday rentals

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/31f1e05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/85d27ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/91747289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112530000/112525700/112525604/4dc7bdc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK

[](https://www.expedia.co.uk/Jamaica-Hotels-Cabin-7-Min-To-Ski-Stratton.h112525604.Hotel-Information)

JAMAICA

10/10

Exceptional

(1 review)

"Had a great couple days at the "glamping cabin." The ride to get there on a dark foggy night was a bit thrilling, but could immediately relax once I got into the cabin. Place has everything needed for a semi-primitive cabin experience. Enjoyed the sauna and thencozy bed. "

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

Brittney C.

[](https://www.expedia.co.uk/Jamaica-Hotels-Cabin-7-Min-To-Ski-Stratton.h112525604.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/4f7d918f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/ecf344dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/eaa31f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107160000/107157400/107157394/4cb3a4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful country cabin with hot tub and outdoor shower in Londonderry

[](https://www.expedia.co.uk/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

Londonderry

10/10

Exceptional

(3 reviews)

"Stay is very cozy and rustic. Be prepared for house to be cold when you show up. Host is very responsive and accommodating."

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

Michael D.

£274

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Londonderry-Hotels-Beautiful-Country-Cabin-With-Hot-Tub-And-Outdoor-Shower-In-Londonderry.h107157394.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/defca110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/79c166d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/6958837e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/614084d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Cottage Retreat

[](https://www.expedia.co.uk/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information)

cambridge

9.8/10

Exceptional

(47 reviews)

"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "

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

Victor L.

£143

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w906h683x59y0-81ea00c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w904h683x60y0-62d4a56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w506h639x259y44-0fd7b2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89710000/89700500/89700465/w505h683x260y0-3895f5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Stay at Birds of a Feather Farm & Spa 

[](https://www.expedia.co.uk/Shaftsbury-Hotels-Peaceful-Country-Getaway-Birds-Of-A-Feather-Farm.h89700465.Hotel-Information)

Shaftsbury

9.8/10

Exceptional

(31 reviews)

"Great place!!"

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

Margaret D.

£186

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Shaftsbury-Hotels-Peaceful-Country-Getaway-Birds-Of-A-Feather-Farm.h89700465.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/1b33e3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/85f99895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/e1e135fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103590000/103582500/103582490/w1179h1473x0y0-1190758b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Riverbed Treehouse - hot tub & new sauna!

[](https://www.expedia.co.uk/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information)

londonderry

9.6/10

Exceptional

(5 reviews)

"Great little space"

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

John

£479

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Londonderry-Hotels-Romantic-Riverbed-Treehouse-Hot-Tub-New-Sauna.h103582490.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/c01ec95e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/0a9e241b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/18e42197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82950000/82945200/82945159/1e1c1bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

[](https://www.expedia.co.uk/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information)

Fort Ann

10/10

Exceptional

(24 reviews)

"Wonderful stay at a GREAT property!Couldn't ask for more!"

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

Robert H.

£285

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Fort-Ann-Hotels-Waterfront-Cottage-With-Fireplace-20-Min-From-Lake-George.h82945159.Hotel-Information)

![Children’s area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/965a693c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/38f7fdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bromley Retreat

[](https://www.expedia.co.uk/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

Bromley Mountain

9.4/10

Exceptional

(10 reviews)

"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"

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

Vanessa P.

£266

includes taxes & fees

17 Mar - 18 Mar

[](https://www.expedia.co.uk/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/f8d749ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/57d42e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/bf43c699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/916d5cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely ski-in/out condo steps from ski lift with trails and amazing views

[](https://www.expedia.co.uk/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information)

Stratton

8.4/10

Very good

(30 reviews)

"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."

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

John N.

£287

includes taxes & fees

18 Mar - 19 Mar

[](https://www.expedia.co.uk/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/620d544b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/5f732777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/d295676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cea2d009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

[](https://www.expedia.co.uk/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information)

Stratton

7.6/10

Good

(54 reviews)

"Location was great, pool, hot tubs and sauna were great"

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

Lin M.

£228

includes taxes & fees

2 Mar - 3 Mar

[](https://www.expedia.co.uk/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information)

![TV, stereo](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/b288df60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/c07b75b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/e70842b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107780000/107773500/107773414/fdc22138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Killington Retreat | Deck-Fire Pit-Mountain Views!

[](https://www.expedia.co.uk/North-Clarendon-Hotels-OPEN-Custom-Vacation-Retreat-In-Killington-Valley.h107773414.Hotel-Information)

Clarendon

9.0/10

Wonderful

(4 reviews)

"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "

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

Thaddeus T.

£312

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/North-Clarendon-Hotels-OPEN-Custom-Vacation-Retreat-In-Killington-Valley.h107773414.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/3081d55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/00165d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/ff9732b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103490000/103489995/179138f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Insanely romantic treehouse perched next to a stream and rolling hills.

[](https://www.expedia.co.uk/Londonderry-Hotels-Insanely-Romantic-Treehouse-Perched-Next-To-A-Stream-And-Rolling-Hills.h103489995.Hotel-Information)

Londonderry

10/10

Exceptional

(2 reviews)

"Very nice secluded treehouse. We would definitely recommend!"

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

Beth H.

£664

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Londonderry-Hotels-Insanely-Romantic-Treehouse-Perched-Next-To-A-Stream-And-Rolling-Hills.h103489995.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/98181c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/76d59ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/cda234b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74110000/74100100/74100040/74c7fd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

[](https://www.expedia.co.uk/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information)

Stratton

7.4/10

Good

(21 reviews)

"A great weekend. The property was clean and comfortable."

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

Joan P.

£301

includes taxes & fees

25 Feb - 26 Feb

[](https://www.expedia.co.uk/Stratton-Hotels-Mountain-View-Condo-With-Fast-WiFi.h74100040.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/423b678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/4bfc8590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/1e5eab43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/39000000/38840000/38839300/38839270/c28fac4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious apartment in beautiful, historic Arlington VT

[](https://www.expedia.co.uk/Bennington-Hotels-Spacious-Apartment-In-Beautiful.h38839270.Hotel-Information)

Arlington

10/10

Exceptional

(60 reviews)

"This home was spacious, super clean, and in a great location. "

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

Des C.

£182

includes taxes & fees

24 Feb - 25 Feb

[](https://www.expedia.co.uk/Bennington-Hotels-Spacious-Apartment-In-Beautiful.h38839270.Hotel-Information)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/3e9df2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/4c677d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/29b5b165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106680000/106675000/106674947/0444e51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

[](https://www.expedia.co.uk/Londonderry-Hotels-Enjoy-This-Authentic-And-Cozy-VT-Barn-With-Brand-New-Hot-Tub.h106674947.Hotel-Information)

Londonderry

7.0/10

Good

(2 reviews)

"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "

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

Christine M.

£365

includes taxes & fees

16 Mar - 17 Mar

[](https://www.expedia.co.uk/Londonderry-Hotels-Enjoy-This-Authentic-And-Cozy-VT-Barn-With-Brand-New-Hot-Tub.h106674947.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/f5d0c9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/ef649af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/6beaf5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/464b1801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

[](https://www.expedia.co.uk/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information)

Jamaica

9.6/10

Exceptional

(23 reviews)

"Absolutely a wonderful place to vacation. The house is comfortable and warming. The hosts went above and beyond to make our stay great and responded to our questions promptly. We will definitely rent again. "

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

Lee Anna C.

£743

includes taxes & fees

11 Mar - 12 Mar

[](https://www.expedia.co.uk/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b93f8a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/16edb5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/95908bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/f358eaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cabin in charming Londonderry

[](https://www.expedia.co.uk/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

Londonderry

8.4/10

Very good

(5 reviews)

"Very cozy and quiet. "

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

Eric H.

£208

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/f3293a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/407a0d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/6a20b4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/a3e005f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Stratton Ski Haus: A-Frame Hot Tub Sauna EV Privacy 1Gbps Manchester Okemo

[](https://www.expedia.co.uk/Jamaica-Hotels-PreLaunch-A-Frame-Hot-Tub-Sauna-EV-Stratton.h120429915.Hotel-Information)

Jamaica

10/10

Exceptional

(2 reviews)

"Couldn't be better! Outstanding! We had our family holiday ski trip from Dec 25-29th,2025\. The amenities were second to none. The hot tub, sauna and fire pit made the winter warm! The house was clean comfortable and very cozy. The kitchen was extremely well appointed (sharp knives!). The staples available (coffee, tea, oil, spices etc.) were high quality and the best I've ever experienced in a short term rental. The beds and bedding were very comfortable! Most immortality the hosts were very...

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

Laird N.

£816

includes taxes & fees

23 Feb - 24 Feb

[](https://www.expedia.co.uk/Jamaica-Hotels-PreLaunch-A-Frame-Hot-Tub-Sauna-EV-Stratton.h120429915.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/56942c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/8eaa2151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/w1198h799x2y0-00d2a21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124538100/124538047/d6484e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Woods · Secluded Vermont Cabin Retreat

[](https://www.expedia.co.uk/West-Wardsboro-Hotels-Stratton-Woods-Secluded-Vermont-Cabin-Retreat.h124538047.Hotel-Information)

Wardsboro

10/10

Exceptional

(1 review)

"Cabin was wonderful!Thank you,The Katz Family "

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

kim k.

£315

includes taxes & fees

17 Mar - 18 Mar

[](https://www.expedia.co.uk/West-Wardsboro-Hotels-Stratton-Woods-Secluded-Vermont-Cabin-Retreat.h124538047.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/245ee0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/a7539bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/db97c90e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/90000000/89070000/89068200/89068117/2f6c29d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!

[](https://www.expedia.co.uk/Londonderry-Hotels-Summit-View-Cottage-Close-To-Stratton-Mountain.h89068117.Hotel-Information)

Londonderry

10/10

Exceptional

(10 reviews)

"Great location, well-designed house, and a beautiful view."

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

Marcel P.

£601

includes taxes & fees

3 Mar - 4 Mar

[](https://www.expedia.co.uk/Londonderry-Hotels-Summit-View-Cottage-Close-To-Stratton-Mountain.h89068117.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/55ac514e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/6608b975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/2a8a3947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/43000000/42540000/42537200/42537185/eb93dcd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

[](https://www.expedia.co.uk/Cambridge-Hotels-Cozy-Rustic-Cabin-In-The-Hamlet-Of-Shushan-NY.h42537185.Hotel-Information)

shushan

9.6/10

Exceptional

(20 reviews)

"Lovely location, well appointed, dog friendly."

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

Anonymous traveller

£260

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Cambridge-Hotels-Cozy-Rustic-Cabin-In-The-Hamlet-Of-Shushan-NY.h42537185.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=2026-03-07&endDate=2026-03-08&regionId=3000459728&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

[Book now](https://expedia.co.uk/cheap-deals?rfrr=VR_SPRING_PROMO_3000459728)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=VACATION_HOME)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=CONDO)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=VILLA)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=COTTAGE)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=CABIN)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Rupert%2C+Vermont%2C+United+States+of+America&regionId=3000459728&latLong=43.259796%2C-73.222885&adults=2&startDate=2026-05-21&d1=2026-05-21&endDate=2026-05-24&d2=2026-05-24&lodging=CHALET)

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## Top Rupert Hotel Reviews

![Sun Lodge](https://images.trvl-media.com/lodging/2000000/1160000/1157400/1157354/3e494820_y.jpg)

### Sun Lodge

10/10 Excellent

"Staff is fab and location is perfect. Bar had great live music. "

[](https://expedia.co.uk/Bennington-Hotels-The-Lodge-At-Bromley.h1157354.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg)

### The Manchester View

10/10 Excellent

"Clean, comfortable room."

[](https://expedia.co.uk/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"Great staff, clean rooms, great amenities and proximity of things to do and places to eat"

[](https://expedia.co.uk/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![The Olympia Lodge](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg)

### The Olympia Lodge

10/10 Excellent

"Great location to visit multiple ski resorts, friendly environment, hot breakfast, and feels-like-home service. "

[](https://expedia.co.uk/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg)

### The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Our 2nd time staying here this season. We love it, perfect location to town and ski. Spotless rooms, microwave and fridge a bonus when kids are traveling. Rooms were so warm we turned off heat. Breakfast included. Check in and out very quick and friendly, we will absolutely stay again."

[](https://expedia.co.uk/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![The Reluctant Panther Inn and Restaurant](https://images.trvl-media.com/lodging/4000000/3910000/3908500/3908442/8359157a_y.jpg)

### The Reluctant Panther Inn and Restaurant

10/10 Excellent

"Quiet/relaxing Valentines Weekend. Room was awesome, friendly staff. Excellent light breakfast. That's why we keep coming back!"

[](https://expedia.co.uk/Bennington-Hotels-The-Reluctant-Panther-Inn-And-Restaurant.h3908442.Hotel-Information)

![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg)

### Aspen At Manchester

10/10 Excellent

"Solid updated motor lodge. Recommended"

[](https://expedia.co.uk/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![Weathervane Motel](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189_y.jpg)

### Weathervane Motel

10/10 Excellent

"Family owned and run! Everything was as advertised and the room was large, clean and comfortable. This Motel is like the old fashioned ones where you can part directly in front of your room, which is VERY convenient!!!"

[](https://expedia.co.uk/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information)

![Brittany Motel](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/26d2b6f4_y.jpg)

### Brittany Motel

10/10 Excellent

"It was nice and comfortable "

[](https://expedia.co.uk/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information)

## Find out more about Rupert

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

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

Whenever you want to travel, a warm welcome awaits you in Rupert. 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 Rupert 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 Rupert holiday rentals we have selected for you start as low as £285 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Rupert 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 Rupert 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 Rupert 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 Rupert. 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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- [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

### Are there holiday rentals in Rupert?

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

### How many holiday rentals are there in Rupert?

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

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

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