A rural landscape with a barn on a hill, surrounded by autumn-colored trees.

Rupert Vacation Rentals

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Our top choices for Rupert vacation rentals

1. Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont

Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
Sandgate
The price is CA $317
CA $406 total
includes taxes & fees
Sep 2 - Sep 3
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont

2. Equinox Getaway | Queen Guest Room w/ Sauna & Spa

Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Manchester Village Historic District
The price is CA $337
CA $422 total
includes taxes & fees
Sep 7 - Sep 8
Equinox Getaway | Queen Guest Room w/ Sauna & Spa

3. ADA King Room w/ Roll-In Shower & Views

ADA King Room w/ Roll-In Shower & Views
Manchester Village Historic District
The price is CA $366
CA $460 total
includes taxes & fees
Sep 7 - Sep 8
ADA King Room w/ Roll-In Shower & Views

4. Cozy Queen Suite with Fireplace & Kitchen

Cozy Queen Suite with Fireplace & Kitchen
Manchester Village Historic District
The price is CA $599
CA $754 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Queen Suite with Fireplace & Kitchen

5. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Manchester
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful cozy house with plenty of beds and space. We drove here in a snowstorm and were so thankful that the host had cleared the driveway and walkways for us. Overall a great stay."
United States
Greg W.
The price is CA $499
CA $748 total
includes taxes & fees
Sep 3 - Sep 4
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

6. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is CA $424
CA $1,086 total
includes taxes & fees
Sep 13 - Sep 14
1812 House, 2 Stays, 1 home

7. Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
10.0 out of 10, Exceptional, (1 review)
"Communication with Caroline was top notch and speedy! Very clear instructions for accessing the property and check out. Even though this place is connected with two other rooms/units ( I think that is what it is) we never heard them and hopefully we didn't bother them either!The house was amazing inside and out. The location was exceptional!Thank you for a beautiful stay!"
United States
Eva G.
The price is CA $220
CA $641 total
includes taxes & fees
Sep 2 - Sep 3
Modern Mountain Retreat w/ Chef’s Kitchen

8. Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations were absolutely amazing. We had a wonderful time. The home is beautiful. The host is very communicative."
United States
Victor G.
The price is CA $206
CA $623 total
includes taxes & fees
Sep 2 - Sep 3
Historic Home with Colonial Charm in Manchester

9. Cozy farmhouse in Manchester - short drive to multiple ski mountains!

Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"The hosts were very friendly and responsive during our stay. Loved that the house is close to the main town as well as close to the ski slopes (Bromley). "
United States
Marissa H.
The price is CA $524
CA $1,035 total
includes taxes & fees
Sep 9 - Sep 10
Cozy farmhouse in Manchester - short drive to multiple ski mountains!

10. Beautiful 1-bedroom cabin with AC in wonderful Wells

Beautiful 1-bedroom cabin with AC in wonderful Wells
Wells
10.0 out of 10, Exceptional, (1 review)
"We last minute booked this place just for a place to sleep that night. What we found was much more beauty. A place you could just sit outside watching the mountains and sky. The owners are as sweet as can be! We definitely want to come back soon for a quiet beautiful view!"
United States
Melissa
The price is CA $156
CA $206 total
includes taxes & fees
Sep 2 - Sep 3
Beautiful 1-bedroom cabin with AC in wonderful Wells

11. The Birchwood Cabin - Stunning Mountain Views

The Birchwood Cabin - Stunning Mountain Views
Sunderland
10.0 out of 10, Exceptional, (4 reviews)
"Excellent host very responsive. Beautiful cozy cabin with all the amenities you need. Highly recommend! "
United States
Robert V.
The price is CA $347
CA $924 total
includes taxes & fees
Sep 8 - Sep 9
The Birchwood Cabin - Stunning Mountain Views

12. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is CA $762
CA $1,230 total
includes taxes & fees
Sep 2 - Sep 3
Hilltop Cottage

13. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (64 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
The price is CA $249
CA $352 total
includes taxes & fees
Sep 3 - Sep 4
Spacious apartment in beautiful, historic Arlington VT

14. Equinox Haven | King Room w/ Pool & Spa Access

Equinox Haven | King Room w/ Pool & Spa Access
Manchester Village Historic District
The price is CA $366
CA $460 total
includes taxes & fees
Sep 7 - Sep 8
Equinox Haven | King Room w/ Pool & Spa Access

15. Enchanting Equinox | 2 Queen Room + Pool & Spa

Enchanting Equinox | 2 Queen Room + Pool & Spa
Manchester Village Historic District
The price is CA $396
CA $499 total
includes taxes & fees
Sep 7 - Sep 8
Enchanting Equinox | 2 Queen Room + Pool & Spa

16. Accessible Guest Room | King + Mountain View

Accessible Guest Room | King + Mountain View
Manchester Village Historic District
The price is CA $517
CA $648 total
includes taxes & fees
Sep 8 - Sep 9
Accessible Guest Room | King + Mountain View

17. Accessible Retreat | King Room + Mountain View

Accessible Retreat | King Room + Mountain View
Manchester Village Historic District
The price is CA $517
CA $648 total
includes taxes & fees
Sep 8 - Sep 9
Accessible Retreat | King Room + Mountain View

18. Majestic Equinox | King Room + Mountain View

Majestic Equinox | King Room + Mountain View
Manchester Village Historic District
The price is CA $517
CA $648 total
includes taxes & fees
Sep 8 - Sep 9
Majestic Equinox | King Room + Mountain View

19. Historic Inn King Room w/ Private Terrace

Historic Inn King Room w/ Private Terrace
Manchester Village Historic District
The price is CA $562
CA $706 total
includes taxes & fees
Sep 8 - Sep 9
Historic Inn King Room w/ Private Terrace

20. Grand Equinox | 2 Queen Room + Pool & Spa Access

Grand Equinox | 2 Queen Room + Pool & Spa Access
Manchester Village Historic District
The price is CA $562
CA $706 total
includes taxes & fees
Sep 8 - Sep 9
Grand Equinox | 2 Queen Room + Pool & Spa Access
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

Find out more about Rupert

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rupert. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Riverfront 2-bedroom house tons of light, AC, deck & patio Sleeps 8 Pet Friendly: This vacation home rental outside of Rupert is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Rupert?

With 4 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. While here, R. K. Kittay Public Library and Haystack Mountain are other places worth a visit.

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.