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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Rupert vacation rentals

Exterior

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

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
shushan
9.6 out of 10, Exceptional, (23 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is AED 658
AED 1,297 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Property grounds

2. 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 AED 413
AED 545 total
includes taxes & fees
17 Aug - 18 Aug
Beautiful 1-bedroom cabin with AC in wonderful Wells
Property grounds

3. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (64 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is AED 661
AED 942 total
includes taxes & fees
24 Aug - 25 Aug
Spacious apartment in beautiful, historic Arlington VT
1 bedroom, desk, iron/ironing board, WiFi

4. 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
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
Outdoor spa tub

5. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is AED 1,148
AED 1,427 total
includes taxes & fees
23 Aug - 24 Aug
Long Trail House at Stratton Mountain Resort
Exterior

6. 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 AED 1,388
AED 2,743 total
includes taxes & fees
20 Aug - 21 Aug
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Outdoor dining

7. 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 AED 1,405
AED 2,098 total
includes taxes & fees
22 Aug - 23 Aug
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
WiFi (free), bed sheets

8. Schuyler Yacht Basin

Schuyler Yacht Basin
3.0 star property
Schuylerville
8.8 out of 10, Excellent, (24 reviews)
"Love this place and the ease of the check in and check out! Quiet and peaceful! Would have like to seen the pub open though! See you all next year!"
United States
Jean Paul
The price is AED 625
AED 816 total
includes taxes & fees
7 Sep - 8 Sep
Schuyler Yacht Basin
Dining

9. 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 AED 484
AED 1,577 total
includes taxes & fees
2 Sep - 3 Sep
Historic Home with Colonial Charm in Manchester
Children's area

10. Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.6 out of 10, Exceptional, (17 reviews)
"Nice place "
United States
Janja L.
The price is AED 371
AED 1,259 total
includes taxes & fees
30 Aug - 31 Aug
Cozy Bromley Retreat
TV

11. Hilltop Cottage

Hilltop Cottage
Argyle
10.0 out of 10, Exceptional, (3 reviews)
"great place to stay"
United States
Anna Z.
The price is AED 2,020
AED 3,262 total
includes taxes & fees
14 Aug - 15 Aug
Hilltop Cottage
Spa

12. Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (16 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is AED 790
AED 1,436 total
includes taxes & fees
17 Aug - 18 Aug
Comfy Cottage with Private Hot Tub in Historic East Poultney
Terrace/patio

13. 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 AED 849
AED 2,358 total
includes taxes & fees
9 Sep - 10 Sep
The Birchwood Cabin - Stunning Mountain Views
Private kitchen

14. Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is AED 669
AED 1,814 total
includes taxes & fees
1 Sep - 2 Sep
Modern Mountain Retreat w/ Chef’s Kitchen
Terrace/patio

15. Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (37 reviews)
"Great place"
United States
Aidan K.
The price is AED 380
AED 936 total
includes taxes & fees
17 Aug - 18 Aug
Peaceful getaway at birds of a feather
Private kitchen

16. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is AED 1,161
AED 2,922 total
includes taxes & fees
13 Sep - 14 Sep
1812 House, 2 Stays, 1 home
Coffee/tea maker, fridge, microwave, oven

17. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Stratton Mountain
10.0 out of 10, Exceptional, (32 reviews)
"Great space, great location!"
United States
Jason S.
The price is AED 578
AED 1,459 total
includes taxes & fees
14 Aug - 15 Aug
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Pool

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

Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Manchester Village Historic District
The price is AED 929
AED 1,172 total
includes taxes & fees
24 Aug - 25 Aug
Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Outdoor spa tub

19. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (40 reviews)
"House was clean and pet-friendly! Great location between Bromley and Stratton!"
United States
Michael I.
The price is AED 826
AED 2,566 total
includes taxes & fees
24 Aug - 25 Aug
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
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 Manchester View

The Manchester View

10/10 Excellent
"Renovated and beautiful property in a perfect setting. Rooms are spacious and we really enjoyed our stay."
Matthew 8-night trip
Posted 1 hour ago
The Manchester View

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?

Merck Forest Farmland Center and Green Mountain National Forest 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.