Rupert Vacation Rentals

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Oct 9 - Oct 10
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Oct 10 - Oct 11
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Oct 10 - Oct 12
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Oct 17 - Oct 19

Vacation Rentals in Rupert

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, (20)
"What a beautiful place it was for an escape weekend! Definitely would recommend this beautiful place!"
The price is ￥23,090
￥30,249 total
includes taxes & fees
Oct 15 - Oct 16
Schuyler Yacht Basin
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, (24)
"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 ￥29,246
￥95,339 total
includes taxes & fees
Oct 26 - Oct 27
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
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 ￥46,834
￥58,214 total
includes taxes & fees
Nov 9 - Nov 10
Long Trail House at Stratton Mountain Resort
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, (236)
"Extremely cozy. Would highly recommend staying here."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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 ￥12,507
￥43,687 total
includes taxes & fees
Oct 20 - Oct 21
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Private and Artistic cabin, Pet friendly, no cleaning fee
Property grounds

Private and Artistic cabin, Pet friendly, no cleaning fee

10.0 out of 10, Exceptional, (264)
"Have stayed before and enjoy the place and the area, it’s quiet and serene. "
Private and Artistic cabin, Pet friendly, no cleaning fee
Peaceful getaway at Stratton View Lodge
Fridge, microwave, oven, stovetop

Peaceful getaway at Stratton View Lodge

9.0 out of 10, Wonderful, (2)
"Spacious (3 stories) and cozy house in a beautiful spot between Bromley and Stratton Mountains! We had fun with the pool table, sauna, and hot tub, and sitting with coffee on the back porch with a view of the foliage! "
Peaceful getaway at Stratton View Lodge
Lakefront Lookout - Family and Pet-Friendly
Exterior

Lakefront Lookout - Family and Pet-Friendly

10.0 out of 10, Exceptional, (71)
"It's a nice secluded house on the water with everything that you need. We enjoyed our time there so much."
Lakefront Lookout - Family and Pet-Friendly
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, (73)
"Great spot for a quick visit to Manchester VT."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
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!

9.6 out of 10, Exceptional, (7)
"We had a wonderful stay."
The price is ￥50,106
￥86,440 total
includes taxes & fees
Oct 13 - Oct 14
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Treetop townhouse with Hot Tub and plenty of space for the whole family!
Smart TV, fireplace, books

Treetop townhouse with Hot Tub and plenty of space for the whole family!

5.4 out of 10, (3)
"We arrived at our rental at 4:05pm (check-in was at 4pm) and were met by the management company. They just started to clean the rental, due to cleaners canceling. They did not contact us to let us know the rental would not be ready. They allowed us to settled in. They finished cleaning about 30 minutes later. I specially asked if they were finished with everything and they replied yes. The next morning I woke up and had an asthma attack. I realized there was dog hair everywhere. I...
Treetop townhouse with Hot Tub and plenty of space for the whole family!
Charming mountain retreat with pool, fire pit, glamping loft, and endless views
Outdoor pool, a heated pool

Charming mountain retreat with pool, fire pit, glamping loft, and endless views

9.8 out of 10, Exceptional, (7)
"Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a...
The price is ￥100,802
￥158,125 total
includes taxes & fees
Oct 13 - Oct 14
Charming mountain retreat with pool, fire pit, glamping loft, and endless views
Spacious Riverfront Home 7 Minutes to Stratton!
Fridge, microwave, oven, stovetop

Spacious Riverfront Home 7 Minutes to Stratton!

10.0 out of 10, Exceptional, (33)
"Perfect house for a few families to gather and have fun. "
Spacious Riverfront Home 7 Minutes to Stratton!
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit
Property grounds

Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

2.0 star property
9.2 out of 10, Wonderful, (10)
"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "
The price is ￥40,989
￥108,245 total
includes taxes & fees
Oct 16 - Oct 17
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit
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, (22)
"We had a wonderful stay at this cute house by the lake. The home was cozy, clean, and had everything we needed for a relaxing trip. Waking up to the lake view was a treat, and the peaceful surroundings made it a perfect escape. Highly recommend for a quiet, scenic getaway!"
The price is ￥26,220
￥52,978 total
includes taxes & fees
Oct 21 - Oct 22
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Contemporary king w/futon
Private kitchen

Contemporary king w/futon

10.0 out of 10, Exceptional, (7)
"Beautiful place very convenient would stay again"
Contemporary king w/futon
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Terrace/patio

Stratton South Long Trail Studio Adjacent to the Village and Lifts

9.4 out of 10, Exceptional, (67)
"Clean place, great location. We enjoyed the stay "
Stratton South Long Trail Studio Adjacent to the Village and Lifts
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
Room for the whole family 8 minutes to Manchester
Terrace/patio

Room for the whole family 8 minutes to Manchester

10.0 out of 10, Exceptional, (7)
"Very priceable and great house with 5 bedrooms - each rooms are big and clean! Love it! Will come back again for next ski plan"
Room for the whole family 8 minutes to Manchester
Cozy Creekside Chalet centrally located near 4 ski resorts
Exterior

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (15)
"We spent a great week in Weston. Great location to ski Stratton. Hosts were very responsive. Would def go back."
Cozy Creekside Chalet centrally located near 4 ski resorts
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
"Very courteous staff"
C.jeffery 1-night trip
Posted 3 days ago
Hampton Inn and Suites Manchester

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?

Your Vermont Mountain Haven Pet Friendly home with Hot tub!: This vacation home rental outside of Rupert is located in the mountains and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

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.