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

Rupert Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Rupert vacation rentals

Property grounds

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 ￥36,100
￥46,352 total
includes taxes & fees
Sep 1 - Sep 2
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
Pool

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

Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Manchester Village Historic District
The price is ￥38,742
￥48,948 total
includes taxes & fees
Sep 7 - Sep 8
Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Room

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

ADA King Room w/ Roll-In Shower & Views
Manchester Village Historic District
The price is ￥42,104
￥53,189 total
includes taxes & fees
Sep 7 - Sep 8
ADA King Room w/ Roll-In Shower & Views
Pool

4. Cozy Queen Suite with Fireplace & Kitchen

Cozy Queen Suite with Fireplace & Kitchen
Manchester Village Historic District
The price is ￥68,999
￥87,115 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Queen Suite with Fireplace & Kitchen
Outdoor dining

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 ￥57,632
￥86,832 total
includes taxes & fees
Sep 10 - Sep 11
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Private kitchen

6. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is ￥48,510
￥123,559 total
includes taxes & fees
Sep 1 - Sep 2
1812 House, 2 Stays, 1 home
Private kitchen

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 ￥22,859
￥70,513 total
includes taxes & fees
Sep 1 - Sep 2
Modern Mountain Retreat w/ Chef’s Kitchen
Dining

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 ￥20,591
￥67,589 total
includes taxes & fees
Sep 1 - Sep 2
Historic Home with Colonial Charm in Manchester
Exterior

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 ￥60,514
￥119,576 total
includes taxes & fees
Sep 7 - Sep 8
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Property grounds

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 ￥18,010
￥23,759 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful 1-bedroom cabin with AC in wonderful Wells
Terrace/patio

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 ￥39,766
￥105,680 total
includes taxes & fees
Sep 8 - Sep 9
The Birchwood Cabin - Stunning Mountain Views
Living area

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 ￥88,050
￥141,983 total
includes taxes & fees
Sep 2 - Sep 3
Hilltop Cottage
Property grounds

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 ￥28,816
￥40,880 total
includes taxes & fees
Sep 1 - Sep 2
Spacious apartment in beautiful, historic Arlington VT
Pool

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

Equinox Haven | King Room w/ Pool & Spa Access
Manchester Village Historic District
The price is ￥42,104
￥53,189 total
includes taxes & fees
Sep 7 - Sep 8
Equinox Haven | King Room w/ Pool & Spa Access
Pool

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

Enchanting Equinox | 2 Queen Room + Pool & Spa
Manchester Village Historic District
The price is ￥45,626
￥57,606 total
includes taxes & fees
Sep 7 - Sep 8
Enchanting Equinox | 2 Queen Room + Pool & Spa
Pool

16. Accessible Guest Room | King + Mountain View

Accessible Guest Room | King + Mountain View
Manchester Village Historic District
The price is ￥59,393
￥74,920 total
includes taxes & fees
Sep 8 - Sep 9
Accessible Guest Room | King + Mountain View
Pool

17. Accessible Retreat | King Room + Mountain View

Accessible Retreat | King Room + Mountain View
Manchester Village Historic District
The price is ￥59,393
￥74,920 total
includes taxes & fees
Sep 8 - Sep 9
Accessible Retreat | King Room + Mountain View
Pool

18. Majestic Equinox | King Room + Mountain View

Majestic Equinox | King Room + Mountain View
Manchester Village Historic District
The price is ￥59,553
￥75,096 total
includes taxes & fees
Sep 8 - Sep 9
Majestic Equinox | King Room + Mountain View
Exterior

19. Historic Inn King Room w/ Private Terrace

Historic Inn King Room w/ Private Terrace
Manchester Village Historic District
The price is ￥74,602
￥94,002 total
includes taxes & fees
Sep 2 - Sep 3
Historic Inn King Room w/ Private Terrace
Pool

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

Grand Equinox | 2 Queen Room + Pool & Spa Access
Manchester Village Historic District
The price is ￥64,676
￥81,636 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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"WOW! Nicest Hampton Inn ever! The manager Stacy is over the top cordial, professional and helpful. I highly recommend this stay. Nice breakfast and all of the employees are doing a great job. Fun shopping nearby and great restaurant selections too. I would not hesitate to book a stay here again in the future."
Karen 1-night trip
Posted 2 hours ago
Hampton Inn and Suites Manchester

Find out more about Rupert

Search for holiday rentals in Rupert on Expedia! You can easily find your home rentals, villas, holiday apartments in Rupert using one of the methods below:

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Look no further and take a look at our great range of rental properties in Rupert!

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.