Rupert Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Rupert

Our top choices for Rupert vacation rentals

Schuyler Yacht Basin
Mini-fridge, cookware/dishes/utensils, cleaning supplies, paper towels

Schuyler Yacht Basin

3.0 star property
8.6 out of 10, Excellent, (17)
"Great place to stay while visiting the area!"
The price is ￥22,366
￥29,301 total
includes taxes & fees
Sep 2 - Sep 3
Schuyler Yacht Basin
3-bedroom cottage on Cossayuna Lake
Pool

3-bedroom cottage on Cossayuna Lake

7.6 out of 10, Good, (4)
"We had a good time. I was a little disappointed about the pool"
The price is ￥25,734
￥37,379 total
includes taxes & fees
Sep 5 - Sep 6
3-bedroom cottage on Cossayuna Lake
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Interior

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

10.0 out of 10, Exceptional, (4)
"We had a wonderful stay."
The price is ￥48,306
￥83,335 total
includes taxes & fees
Sep 2 - Sep 3
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Dining

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (228)
"We had an incredible time staying at the cottage and can't wait to visit again sometime! From hiking, sitting on the porch drinking coffee, cooking while listening to music, and enjoying time on the pond, everything about our stay was perfect. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Reflections of Tranquility- Lakefront Splendor
Private kitchen

Reflections of Tranquility- Lakefront Splendor

9.0 out of 10, Wonderful, (4)
"Check in was a little delayed, but after that, all was good. Property was clean and as described"
Reflections of Tranquility- Lakefront Splendor
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Interior

Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside

10.0 out of 10, Exceptional, (12)
"This is the perfect cabin in Dorset VT! The views on the way in are spectacular. Hiking right out the back door and cozy natural wood experience on the inside. I will definitely be returning to the same location every October! "
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Interior

Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

10.0 out of 10, Exceptional, (71)
"Great spot for a quick visit to Manchester VT."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Contemporary king w/futon
Private kitchen

Contemporary king w/futon

10.0 out of 10, Exceptional, (6)
"Beautiful place very convenient would stay again"
Contemporary king w/futon
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (21)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is ￥28,195
￥92,578 total
includes taxes & fees
Sep 2 - Sep 3
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Adirondack Lakefront home with private dock
Outdoor dining

Adirondack Lakefront home with private dock

9.8 out of 10, Exceptional, (22)
"Everything was great, lots of things to do at the house and close by. "
Adirondack Lakefront home with private dock
Lovely ski-in/out condo steps from ski lift with trails and amazing views
TV, fireplace

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

8.4 out of 10, Very Good, (25)
"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."
The price is ￥10,441
￥39,738 total
includes taxes & fees
Sep 2 - Sep 3
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Adirondacks Family Retreat
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

Adirondacks Family Retreat

9.6 out of 10, Exceptional, (27)
"Very nice place to stay. Everything was clean and very roomy. We loved our stay!!"
Adirondacks Family Retreat
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Exterior

Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

10.0 out of 10, Exceptional, (19)
"The house is tranquil, clean and well-equipped. My son and I were very comfortable, wish we could have been there more than 1 night. "
The price is ￥41,027
￥70,513 total
includes taxes & fees
Oct 1 - Oct 2
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Fridge, microwave, oven, stovetop

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

10.0 out of 10, Exceptional, (120)
"House was accurately described. Kitchen was well-equipped. Village of Manchester is just a short drive away. Deck and hot tub were awesome!"
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Stay on 80 acres near Lake George w/heated pool, stables, game room - pets ok
Fridge, microwave, oven, stovetop

Stay on 80 acres near Lake George w/heated pool, stables, game room - pets ok

10.0 out of 10, Exceptional, (4)
"Check in was easy, with our host meeting us. Absolutely gorgeous kitchen with everything you need, even a separate coffee station. Very large and comfortable bathrooms with a ton of towels. Swimming pool was just perfect and sparkling with outside TV. Game room also was a lot of fun! Thank you Lisa and Michael "
Stay on 80 acres near Lake George w/heated pool, stables, game room - pets ok
Dockside Manor-Family and Pet friendly- Private Dock,Gameroom, Firepit & Hot Tub
Outdoor dining

Dockside Manor-Family and Pet friendly- Private Dock,Gameroom, Firepit & Hot Tub

9.8 out of 10, Exceptional, (49)
"Great house, more stunning than the pictures. Had everything you need. Owners were friendly and helpful."
Dockside Manor-Family and Pet friendly- Private Dock,Gameroom, Firepit & Hot Tub
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
Outdoor dining

Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George

10.0 out of 10, Exceptional, (28)
"Amazing view, so peaceful and relaxing! The hosts were fantastic"
The price is ￥42,350
￥75,083 total
includes taxes & fees
Sep 16 - Sep 17
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is ￥49,717
￥61,799 total
includes taxes & fees
Oct 1 - Oct 2
Long Trail House at Stratton Mountain Resort
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Dining

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

9.6 out of 10, Exceptional, (17)
"Happy experience and plenty of room. Everyone enjoyed the lake and sounding places."
8-bedroom vacation home just 16 minutes from Golf Club at Equinox
Vermont Lake House
Property grounds

Vermont Lake House

10.0 out of 10, Exceptional, (22)
"Host was great and it was in a great location "
Vermont Lake House
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

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?

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!: This vacation home rental outside Rupert is located in the mountains and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Dorset Playhouse.

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.