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

Rupert Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Rupert vacation rentals

1. Cozy 2 bedroom apartment near Lake George

Cozy 2 bedroom apartment near Lake George
Fort Ann
$205 nightly
The price is $227
Sep 1 - Sep 2
Total with taxes and fees
Cozy 2 bedroom apartment near Lake George
A hotel room with a large bed, a chair, a small table, a TV, and a mirror.

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

ADA King Room w/ Roll-In Shower & Views
Manchester Village Historic District
$325 nightly
The price is $359
Sep 7 - Sep 8
Total with taxes and fees
ADA King Room w/ Roll-In Shower & Views
A white building with green shutters, a covered entrance, and a flower garden in front.

3. Historic Inn King Room w/ Private Terrace

Historic Inn King Room w/ Private Terrace
Manchester Village Historic District
$469 nightly
The price is $518
Aug 26 - Aug 27
Total with taxes and fees
Historic Inn King Room w/ Private Terrace
A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

4. 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
$133 nightly
The price is $148
Sep 19 - Sep 20
Total with taxes and fees
Beautiful 1-bedroom cabin with AC in wonderful Wells
A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

5. 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.
$369 nightly
The price is $417
Sep 9 - Sep 10
Total with taxes and fees
Historic Home with Colonial Charm in Manchester
A playground with slides and climbing structures surrounded by trees.

6. Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (19 reviews)
"This is an amazing location. The home is exceptionally clean and well equipped. The pool was amazing and so was our experience. We were centrally located to everything we wanted to do. I would highly recommend this home and Management company to anyone visiting the Bromley area. Exceptional."
United States
Jaime
$304 nightly
The price is $343
Aug 26 - Aug 27
Total with taxes and fees
Cozy Bromley Retreat
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

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.
$402 nightly
The price is $454
Sep 1 - Sep 2
Total with taxes and fees
Modern Mountain Retreat w/ Chef’s Kitchen

8. 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.
$229 nightly
The price is $256
Aug 26 - Aug 27
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT
A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

9. Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very Good, (35 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
$281 nightly
The price is $317
Aug 26 - Aug 27
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

10. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
$230 nightly
The price is $259
Aug 26 - Aug 27
Total with taxes and fees
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A building with a sign reading 'Fire Tower Restaurant & Tavern.'

11. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
$201 nightly
The price is $227
Aug 26 - Aug 27
Total with taxes and fees
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
A room with wooden walls, a window with a view of the sky and greenery, a hanging macrame wall decoration, and a vase with flowers on the windowsill.

12. Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (38 reviews)
"Great place"
United States
Aidan K.
$222 nightly
The price is $249
Aug 31 - Sep 1
Total with taxes and fees
Peaceful getaway at birds of a feather
A red barn, a hammock, a fire pit, and a chair in a grassy area with trees and a stream in the background.

13. 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
$253 nightly
The price is $286
Aug 26 - Aug 27
Total with taxes and fees
Tranquil Cabin Hideaway with Firepit and Riverfront Views on the Green River in Vermont
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

14. 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.
$319 nightly
The price is $354
Aug 26 - Aug 27
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
A bedroom with a bed, a window, and a door.

15. Schuyler Yacht Basin

Schuyler Yacht Basin
3.0 star property
Schuylerville
8.8 out of 10, Excellent, (25 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
$221 nightly
The price is $243
Sep 7 - Sep 8
Total with taxes and fees
Schuyler Yacht Basin
A modern kitchen with dark cabinetry, stainless steel appliances, and a bar area with stools.

16. 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.
$352 nightly
The price is $397
Aug 26 - Aug 27
Total with taxes and fees
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
A spacious living room with a stone fireplace, wooden beams, and a large sofa.

17. Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Londonderry
9.6 out of 10, Exceptional, (24 reviews)
"Super attentive and accommodating host! It was a perfect cozy getaway on a frigid weekend, and the fireplace and hot tub were just the ticket. "
United States
Meghan R.
$535 nightly
The price is $605
Aug 27 - Aug 28
Total with taxes and fees
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

18. 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.
$591 nightly
The price is $663
Aug 26 - Aug 27
Total with taxes and fees
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
A small cabin with a wooden deck, a front door, and large windows.

19. Runamuk Farm Camp Tiny House near Cambridge, New York

Runamuk Farm Camp Tiny House near Cambridge, New York
Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"Phenomenal site, with stunning views. Highly recommend!"
United States
Jess M.
$141 nightly
The price is $143
Aug 26 - Aug 27
Total with taxes and fees
Runamuk Farm Camp Tiny House near Cambridge, New York
A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

20. Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
8.0 out of 10, Very Good, (1 review)
$360 nightly
The price is $406
Aug 26 - Aug 27
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rupert Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"A great Hotel"
Tatiana 2-night trip
Posted 5 hours ago
Hampton Inn and Suites Manchester

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 $243 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?

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.