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Compare 352 Vacation Homes in Rupert with updated reviews, rates, and availability.

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
8.2 out of 10, Very Good, (12)
"The area was beautiful, we really enjoyed the piece and quiet while at the house. Enjoyed coffee on the screened porch and drinks by the fire pit. The sunrise was spectacular to watch!"
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
Getaway to the green mountain
10.0 out of 10, Exceptional, (44)
"I recently stayed here along with my sister and her husband. This property was great. It lacked for nothing. Very clean and well supplied. The property manager was great as well. Answered all my questions quickly. The location to town was fantastic as well. Will definitely look to stay here again!"
Getaway to the green mountain
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
9.4 out of 10, Exceptional, (18)
"We enjoyed the small cabin and the view. The loft was a bit difficult to climb to. Kitchen had all supplies and we enjoyed cooking our meals and eating them with a view."
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
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Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
10.0 out of 10, Exceptional, (185)
"Lovely, very private property that feels far away and yet is super convenient to Manchester. Great host … everything was easy."
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
10.0 out of 10, Exceptional, (101)
"We were looking for a quick getaway to Vermont and this gorgeous home was perfect! The views are every bit as spectacular as the photos. The home is clean and modern with stunning views of the mountains from the kitchen, living room, and back deck. The living room is large and comfortable for gathering. The adjoining kitchen is clean, modern, and has everything you need to cook a meal or just prepare a quick snack. There are dishes and cooking supplies available, which made meal prep a breeze....
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Spacious home Featuring a hot tub, fire pit, fireplace and more!
9.0 out of 10, Wonderful, (4)
"We had a pleasant experience staying at this space for our gathering. It provided a quiet environment conducive to our needs. The host was very friendly and responsive, addressing any inquiries promptly. It's a peaceful and accommodating venue."
The price is AED 1,405
AED 3,588 total
includes taxes & fees
20 Jun - 21 Jun
Spacious home Featuring a hot tub, fire pit, fireplace and more!
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
9.8 out of 10, Exceptional, (22)
"Friendly host, ans check in process was very simple. House was big enough for 8 adults and 6 children. Location is 30-40 mins away from stratton, which we decided to go fo skiing. It felt a little further away due to traffic and busy long weekend."
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
10.0 out of 10, Exceptional, (12)
"The place was stunning and location was perfect for a calm quiet vacation. Everything was there. My only issue is they sent us to vacasa another VRBO type and the communication was aweful and all they did was send automated responses to everything. Do not reccomend using vacasa for anything"
Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond
Charming Farmhouse Retreat+Hot Tub+2.5 Acres+Green Mountain Views+Dogs Welcome
10.0 out of 10, Exceptional, (21)
"Warm Brook Farm is so beautiful, peaceful and in the perfect location. Convenient to both Bennington and Manchester. The home itself is warm and very inviting with amazing “perks” for guests. The owners are excellent communicators. Definitely will be back! Cannot wait."
Charming Farmhouse Retreat+Hot Tub+2.5 Acres+Green Mountain Views+Dogs Welcome
Amazing Mountain Views: Countryside Retreat
10.0 out of 10, Exceptional, (3)
"We thoroughly enjoyed the location of this property. Beautiful home with many windows and a nice deck providing great viewing opportunities. It was close to many hiking trails and beautiful waterfalls, and the sunset views were very nice to return to each evening. The host was very helpful and we would definitely stay here again if we returned to this area."
Amazing Mountain Views: Countryside Retreat
Three Bedroom home with loft
Three Bedroom home with loft
Spacious Family getaway near Magic Mountain, VT
9.4 out of 10, Exceptional, (3)
"Perfect house for family with kids ! Plenty of room for three families !"
Spacious Family getaway near Magic Mountain, VT
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, (17)
"Definitely recommend this place for large groups. Very clean, so much to do, and great communication with host. Very private location"
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
10.0 out of 10, Exceptional, (64)
"Wonderful property to rest and relax in nature. This was our second year staying at Rik's magical treehouse and we will continue to do so. Rik is a fantastic host and we feel blessed that he shares it with others."
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
9.8 out of 10, Exceptional, (28)
"Super clean and tidy. Good location with 5 nearby ski mountains. The listing does not state that the indoor fireplace can not be used; so we were disappointed to discover that on arrival."
The price is AED 731
AED 3,091 total
includes taxes & fees
20 Jun - 21 Jun
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Views! Enjoy the Entire 3-floor Custom Chalet, AC+1gig internet on 18 acres.
9.8 out of 10, Exceptional, (92)
"It’s a beautiful house on a beautiful piece of land. We had a wonderful stay. I have never rented from a more attentive and caring home owner. If you’re looking for a quite space to enjoy family time this is the place for you."
Views! Enjoy the Entire 3-floor Custom Chalet, AC+1gig internet on 18 acres.
House near the Emerald lake by VT Festival & Horse Show
9.6 out of 10, Exceptional, (14)
"The house has TWO dishwashers and TWO fridges and THREE dining tables. It was a great house for a large group. We visited for Labor Day and went to three different rail trails to bike in the area. Being able to walk to Emerald Lake was great, it's a wonderful place to swim and paddle."
House near the Emerald lake by VT Festival & Horse Show
Lovely home on 500 acres w/private lake near great skiing - for all-season fun
9.2 out of 10, Wonderful, (41)
"Had a great time . House is big and easily accommodated our group, lots of room and great space by the fireplace. enjoyed very much"
Lovely home on 500 acres w/private lake near great skiing - for all-season fun
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
10.0 out of 10, Exceptional, (151)
"This property was amazing! Enjoyed the back deck with the sounds of the creek. Incredibly clean, and stocked with anything you may need. The bottle of Prosecco for our anniversary was a nice surprise, we thank you so much!"
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
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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.

Other property types in Rupert

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (179)
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (70)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is AED 1,178
AED 1,408 total
includes taxes & fees
23 Jun - 24 Jun
Long Trail House at Stratton Mountain Resort
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
10.0 out of 10, Exceptional, (146)
"Booked this terrific log cabin for its closeness to Slate Valley Trails for our annual Memorial Day Weekend mountain bike getaway. Terrific location, quiet spot on a gravel road with woods and farmlands. Great kitchen, lots of space to spread out. Very comfortable! So quiet at night, all we heard were a pair of barred owls calling to each other. Highly recommend!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern 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.

Recent reviews of Rupert hotels
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