West Rupert Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for West Rupert vacation rentals

Fridge, microwave, oven, stovetop
Cozy Bromley Retreat

Apartment in Bromley Mountain

Cozy Bromley Retreat
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
$276 nightly
The price is $312
Dec 15 - Dec 16
Total with taxes and fees
Cozy Bromley Retreat
Private kitchen
The Birchwood Cabin - Stunning Mountain Views

Cabin in Sunderland

The Birchwood Cabin - Stunning Mountain Views
2.0 star property
10.0 out of 10, Exceptional, (2)
"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."
United States
Shannon C.
$699 nightly
The price is $783
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Birchwood Cabin - Stunning Mountain Views
Exterior
The Vermont A-Frame Mountain Retreat

Cabin in Winhall

The Vermont A-Frame Mountain Retreat
9.8 out of 10, Exceptional, (26)
"Great home, perfect weekend away at Stratton. Host was great and so was the property"
United States
Kevin M.
$427 nightly
The price is $456
Dec 18 - Dec 19
Total with taxes and fees
The Vermont A-Frame Mountain Retreat
Exterior
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Vacation Home in Winhall

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
10.0 out of 10, Exceptional, (8)
"Great location, large space for family, good amenities, love the fireplace and coffee set up."
United States
Eitan S.
$879 nightly
The price is $993
Dec 16 - Dec 17
Total with taxes and fees
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Outdoor spa tub
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Vacation Home in Winhall

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
9.6 out of 10, Exceptional, (31)
"It was exactly what we wanted. Fireplace , hot tub, and ample sleeping arrangements "
United States
Craig F.
$584 nightly
The price is $655
Dec 16 - Dec 17
Total with taxes and fees
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Fridge, microwave, oven, stovetop
New! Vermont Getaway! Stratton - close to skiing!

Condo in Winhall

New! Vermont Getaway! Stratton - close to skiing!
2.0 star property
$521 nightly
The price is $529
Dec 15 - Dec 16
Total with taxes and fees
New! Vermont Getaway! Stratton - close to skiing!
Exterior
Bear Pass - Mountain View by RedAwning

Vacation Home in Sunderland

Bear Pass - Mountain View by RedAwning
9.6 out of 10, Exceptional, (5)
"We loved our stay at Bear Pass! The kitchen was more than adequately stocked. The hous was great for our extended family and our 3 dogs"
United States
Megan G.
$599 nightly
The price is $671
Dec 12 - Dec 13
Total with taxes and fees
Bear Pass - Mountain View by RedAwning
Terrace/patio
Mountain Dream Escape

Vacation Home in Sandgate

Mountain Dream Escape
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."
United States
Morgan C.
$440 nightly
The price is $493
Dec 15 - Dec 16
Total with taxes and fees
Mountain Dream Escape
Property grounds
Spacious apartment in beautiful, historic Arlington VT

Apartment in Arlington

Spacious apartment in beautiful, historic Arlington VT
10.0 out of 10, Exceptional, (58)
"Great place—though it’s a basement, it’s nearly perfect. We’d definitely stay here again"
United States
aytac
$194 nightly
The price is $217
Dec 12 - Dec 13
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT
House, 4 Bedrooms | Exterior
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Vacation Home in Arlington

Bear Pass - Mountain View 4 Bedroom Home by RedAwning
3.0 star property
8.0 out of 10, Very Good, (1)
"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "
United States
Manish
$583 nightly
The price is $641
Dec 12 - Dec 13
Total with taxes and fees
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
Property grounds
Cozy 220 Year Colonial with a spectacular view

Vacation Home in Tinmouth

Cozy 220 Year Colonial with a spectacular view
9.6 out of 10, Exceptional, (5)
"Beautiful place. We had a great time. "
United States
Laurel W.
$592 nightly
The price is $663
Dec 13 - Dec 14
Total with taxes and fees
Cozy 220 Year Colonial with a spectacular view
Interior
6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT

Vacation Home in Manchester Center

6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT
10.0 out of 10, Exceptional, (51)
"This was the most well-stocked house we've ever rented. It's like being in the comfort of your own home. Lots of herbs and spices in the kitchen and all sorts of pots and pans that make it possible to cook anything. Great location and clean."
United States
Anonymous traveler
$1,763 nightly
The price is $1,992
Dec 18 - Dec 19
Total with taxes and fees
6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT
Interior
Cozy 3 Bedroom Condo in the Heart of Manchester VT

Vacation Home in Manchester

Cozy 3 Bedroom Condo in the Heart of Manchester VT
$550 nightly
The price is $558
Dec 14 - Dec 15
Total with taxes and fees
Cozy 3 Bedroom Condo in the Heart of Manchester VT
Exterior
Equinox Getaway | Queen Room + Culinary Delights

Apartment in Manchester Village Historic District

Equinox Getaway | Queen Room + Culinary Delights
$247 nightly
The price is $273
Jan 5 - Jan 6, 2026
Total with taxes and fees
Equinox Getaway | Queen Room + Culinary Delights
Exterior
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Vacation Home in shushan

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
9.6 out of 10, Exceptional, (20)
"Lovely home. Very pet friendly. "
United States
Kimberly D.
$333 nightly
The price is $370
Dec 12 - Dec 13
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Property grounds
Sowilo Retreat All-Inclusive Maple House

Mobile Home in Cambridge

Sowilo Retreat All-Inclusive Maple House
10.0 out of 10, Exceptional, (1)
$506 nightly
The price is $523
Dec 14 - Dec 15
Total with taxes and fees
Sowilo Retreat All-Inclusive Maple House
TV, offices
Elevated Escape | Cupola Suite + Local Favorites

Aparthotel in Manchester Village Historic District

Elevated Escape | Cupola Suite + Local Favorites
$305 nightly
The price is $337
Dec 15 - Dec 16
Total with taxes and fees
Elevated Escape | Cupola Suite + Local Favorites
Property grounds
Amanita Dome. All-inclusive food and drinks.

Vacation Home in Cambridge

Amanita Dome. All-inclusive food and drinks.
2.0 star property
$441 nightly
The price is $455
Dec 15 - Dec 16
Total with taxes and fees
Amanita Dome. All-inclusive food and drinks.
Indoor pool
Equinox | King Bi-Level Suite

Aparthotel in Manchester Village Historic District

Equinox | King Bi-Level Suite
$403 nightly
The price is $445
Dec 15 - Dec 16
Total with taxes and fees
Equinox | King Bi-Level Suite
Dining
Sowilo Pine House. All-inclusive food and drinks.

Mobile Home in Cambridge

Sowilo Pine House. All-inclusive food and drinks.
10.0 out of 10, Exceptional, (4)
"BEAUTIFUL HOME GREAT VIEWS, CLEAN, SPACIOUS, AND A VERY HELPFUL PROPERTY MANAGER. CLOSE TO OUR WEDDING DESTINATION. HAD A WONDERFUL TIME. WOULD HIGHLY RECOMMEND THIS PROPERTY."
United States
diane
$513 nightly
The price is $531
Dec 16 - Dec 17
Total with taxes and fees
Sowilo Pine House. All-inclusive food and drinks.
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.
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Top West Rupert Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
Amanda 1-night trip
Posted 4 days ago
The Palmer House Resort, an Ascend Collection Hotel

Find out more about West Rupert

Everything you need to know about West Rupert vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the West Rupert vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 West Rupert vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Rupert vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $655 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on West Rupert rentals

At Expedia, we put the best West Rupert vacation 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 West 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 West Rupert vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around West 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

Frequently asked questions

Can I find vacation rentals in West Rupert?

Yes, we have vacation rentals near popular points of interest in West Rupert, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals that West Rupert has to offer?

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing: This vacation home rental near West Rupert is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

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

Explore the area and family-friendly sights such as Sugar Shack, or get out into nature at a spot like Equinox Preservation Trust. Dorset Playhouse and Southern Vermont Arts Center are a couple of places you'll find in the larger area.

What’s a vacation rental in West Rupert like?

Vacation rentals are private properties you can stay in for short or long periods in West Rupert. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family trip.