Rupert Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Rupert

Private kitchen
Beautiful country cabin with hot tub and outdoor shower in Londonderry

Cabin in Londonderry

2.0 star property
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
$320 nightly
The price is $361
Dec 8 - Dec 9
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Fridge, microwave, oven, stovetop
Cozy Bromley Retreat

Apartment in Bromley Mountain

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.
$288 nightly
The price is $325
Dec 7 - Dec 8
Total with taxes and fees
Cozy Bromley Retreat
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Long Trail House at Stratton Mountain Resort

Aparthotel in Stratton

3.0 star property
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
$413 nightly
The price is $467
Dec 7 - Dec 8
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
Terrace/patio
Mountain Dream Escape

Vacation Home in Sandgate

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.
$473 nightly
The price is $530
Dec 8 - Dec 9
Total with taxes and fees
Mountain Dream Escape
Exterior
Peaceful Cottage Retreat

Cottage in cambridge

9.8 out of 10, Exceptional, (44)
"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
Victor L.
$158 nightly
The price is $175
Dec 7 - Dec 8
Total with taxes and fees
Peaceful Cottage Retreat
Private kitchen
The Birchwood Cabin - Stunning Mountain Views

Cabin in Sunderland

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.
$643 nightly
The price is $720
Dec 16 - Dec 17
Total with taxes and fees
The Birchwood Cabin - Stunning Mountain Views
1 bedroom, WiFi, bed sheets
Romantic Riverbed Treehouse - hot tub & new sauna!

Cabin in londonderry

10.0 out of 10, Exceptional, (2)
"We had a great stay. The cabin was well lit and perfect for two people. Very clean, warm, and comfortable. There was a snow storm the night before we left and they kept the driveway plowed for us. Gorgeous views and close to everything."
United States
Karen L.
$567 nightly
The price is $641
Dec 8 - Dec 9
Total with taxes and fees
Romantic Riverbed Treehouse - hot tub & new sauna!
Exterior
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Cottage in Fort Ann

10.0 out of 10, Exceptional, (24)
"Great little get away with the family and the dogs! Met both Linda and her husband. Both very friendly and accommodating "
United States
Allan G.
$345 nightly
The price is $383
Dec 7 - Dec 8
Total with taxes and fees
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Outdoor spa tub
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Vacation Home in Jamaica

9.6 out of 10, Exceptional, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
$705 nightly
The price is $797
Dec 9 - Dec 10
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft
Property grounds
Sowilo Retreat All-Inclusive Maple House

Mobile Home in Cambridge

10.0 out of 10, Exceptional, (1)
$515 nightly
The price is $533
Dec 7 - Dec 8
Total with taxes and fees
Sowilo Retreat All-Inclusive Maple House
2 bedrooms, WiFi, bed sheets
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Vacation Home in Londonderry

2.0 star property
8.0 out of 10, Very Good, (1)
"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
Christine M.
$439 nightly
The price is $496
Dec 8 - Dec 9
Total with taxes and fees
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
House (2 Bedrooms) | Front of property
7 Mi to Glens Falls: Peaceful Retreat w/ Game Room

Cottage in Hudson Falls

3.0 star property
$609 nightly
The price is $676
Dec 5 - Dec 6
Total with taxes and fees
7 Mi to Glens Falls: Peaceful Retreat w/ Game Room
TV, fireplace
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Condo in Stratton

8.6 out of 10, Excellent, (27)
"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
John N.
$268 nightly
The price is $303
Dec 15 - Dec 16
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Outdoor dining
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres

Chalet in Stratton

10.0 out of 10, Exceptional, (5)
"We had an amazing stay. It was the perfect location for 4 couples. The owners were super responsive. Amenities were great (our only kitchen recommendation is a non-glass cutting board and individual salt and pepper shakers). Would love to stay again in the summer next time! "
United States
Nicholas D.
$629 nightly
The price is $711
Dec 8 - Dec 9
Total with taxes and fees
Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres
Property grounds
Spacious apartment in beautiful, historic Arlington VT

Apartment in Arlington

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 5 - Dec 6
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT
Exterior
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Vacation Home in shushan

9.6 out of 10, Exceptional, (20)
"Lovely home. Very pet friendly. "
United States
Kimberly D.
$339 nightly
The price is $376
Dec 5 - Dec 6
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Fridge, microwave, oven, stovetop
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Vacation Home in South Londonderry

9.6 out of 10, Exceptional, (4)
"Host was accommodating with responses."
United States
Michael S.
$423 nightly
The price is $477
Dec 8 - Dec 9
Total with taxes and fees
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Terrace/patio
Ski in Ski out Condo! Pool access

Vacation Home in Stratton

8.8 out of 10, Excellent, (3)
"Great location with plenty of space for the whole family. Highly recommend!"
United States
Joseph S.
$509 nightly
The price is $575
Dec 10 - Dec 11
Total with taxes and fees
Ski in Ski out Condo! Pool access
Exterior
Bear Pass - Mountain View by RedAwning

Vacation Home in Sunderland

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.
$577 nightly
The price is $647
Dec 5 - Dec 6
Total with taxes and fees
Bear Pass - Mountain View by RedAwning
House, 3 Bedrooms | Exterior
Bear Pass - Mountain View 4 Bedroom Home by RedAwning

Vacation Home in Arlington

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
$588 nightly
The price is $647
Dec 12 - Dec 13
Total with taxes and fees
Bear Pass - Mountain View 4 Bedroom Home by RedAwning
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 Rupert Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent
"Staff was courteous. The room was clean. "
Patricia 1-night trip
Posted 4 days ago
The Palmer House Resort, an Ascend Collection Hotel

Find out more about Rupert

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

Rupert vacation 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 low season months. For more hustle and bustle, you may prefer to visit 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 $303 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 Rupert rentals

At Expedia, we put the best 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 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 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 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

Are there vacation rentals in Rupert?

Yes, we give you a choice of vacation rentals near popular local attractions in Rupert, or you can go with a more secluded option if you're looking for a relaxing stay. Rupert is known for its parks.

What are some of the best vacation rentals in Rupert?

Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft: This vacation home rental outside of Rupert is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Rupert?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Rupert stay.

What’s there to see and do in Rupert?

Green Mountain National Forest and Merck Forest Farmland Center are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find R. K. Kittay Public Library and Stratton Mountain Resort.

What’s a vacation rental in Rupert like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Rupert. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family gatherings.