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Check prices for these dates

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Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Rupert Cottages

3-bedroom cottage on Cossayuna Lake
Standalone building with a gabled roof and a cozy porch.

3-bedroom cottage on Cossayuna Lake

9.4 out of 10, Exceptional, (3)
"We had a good time. I was a little disappointed about the pool"
The price is CA $241
CA $350 total
includes taxes & fees
Aug 10 - Aug 11
3-bedroom cottage on Cossayuna Lake
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Escape to a secluded cabin surrounded by lush forest, perfect for a peaceful retreat.

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

9.6 out of 10, Exceptional, (225)
"Very cozy cabin for a weekend getaway. Multiple fireplaces with plenty of firewood available. Great place to curl up with a book or lots of shopping / restaurants in the area. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Quaint, friendly cottage with lakefront location & water views
Situated on a serene lawn, this charming house offers a peaceful retreat with a gabled roof and a cozy outdoor seating area.

Quaint, friendly cottage with lakefront location & water views

9.4 out of 10, Exceptional, (57)
"Great access to lake."
Quaint, friendly cottage with lakefront location & water views
Home with a spring-fed pond and mountain view.
Surrounded by dense coniferous trees, this house features a sloped roof and a chimney, with a pathway leading to the entrance.

Home with a spring-fed pond and mountain view.

10.0 out of 10, Exceptional, (117)
"Cute cottage with a lot of charm. The kiddos loved the concept of staying next to a pond. Convenient location to Manchester center and also to Bromley. Jeremy was quick to respond to all to all pf our questions."
Home with a spring-fed pond and mountain view.
New York Vermont Border Cottage Getaway
Enjoy cooking in this well-equipped kitchen with an oven, stainless steel appliances, and a window above the sink.

New York Vermont Border Cottage Getaway

9.2 out of 10, Wonderful, (13)
"Clean and quiet little place . Easy to find ."
New York Vermont Border Cottage Getaway
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast
Stately historic building with a clock tower, situated by a serene body of water, surrounded by lush trees.

Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast

10.0 out of 10, Exceptional, (79)
"The cabin had everything we needed for a long weekend, pristine condition, comfortable furnishings, lovely location. Glenn and Kay could not have been nicer - my Dad said he'd love to move right in!"
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Escape to a serene cabin nestled among the trees, surrounded by a frozen lake and tranquil forest scenery.

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

10.0 out of 10, Exceptional, (18)
"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. "
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Comfy Cottage in Historic East Poultney
Traditional building with exposed beams, set amidst a well-manicured lawn and lush trees.

Comfy Cottage in Historic East Poultney

10.0 out of 10, Exceptional, (7)
"We enjoyed our extended stay at the cottage! Nate was a great host and available, if needed. My 5 yr old still talks about her favorite stone in the shower Would highly recommend this location "
Comfy Cottage in Historic East Poultney
Cottage on Lake Saint Catherine
Guests can enjoy serene lakeside views from the deck, surrounded by autumn foliage and trees.

Cottage on Lake Saint Catherine

10.0 out of 10, Exceptional, (15)
"Looking for a quiet getaway on a Lake in Vermont in the Poultney area, this is where you would like to be. Comfortable rooms and great Lake views."
Cottage on Lake Saint Catherine
Peaceful Cottage Retreat
Traditional house with a gabled roof and front porch, surrounded by a well-maintained garden with a variety of plants and a topiary tree.

Peaceful Cottage Retreat

9.8 out of 10, Exceptional, (44)
"This property was a great stay for our vacation. It was separate from their house, that we never heard them and forgot we were on the same property lot. It was clean, well stocked, with modern amenities. It has two in wall air conditioners that work very well, even in the 90 degree heat. There's a nice private sitting area outside, and a large TV with Roku built-in and a Netflix account made available to you. All in all it was a great stay for our trip, being able to make meals there and...
Peaceful Cottage Retreat
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
Guests can enjoy a peaceful stay in this charming home surrounded by a beautifully maintained garden.

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

10.0 out of 10, Exceptional, (28)
"Loved Dorset and this house was great. Very clean and living area was nice to spend time with family. Also close to skiing which we took advantage of"
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
Waterfront 2BR cottage, beach, dock, lake views, fishing, wifi, partial A/C
Children can play on the playground with a swing set and slide, surrounded by a well-maintained lawn and a tranquil lake view.

Waterfront 2BR cottage, beach, dock, lake views, fishing, wifi, partial A/C

2.0 star property
Waterfront 2BR cottage, beach, dock, lake views, fishing, wifi, partial A/C
Cozy Country Cottage located in Greenwich, NY
Relax on the deck with two comfortable chairs and a small table, surrounded by lush greenery and a serene view.

Cozy Country Cottage located in Greenwich, NY

10.0 out of 10, Exceptional, (42)
"My wife and I loved the place everything was well marked everything we needed was there we are planning on going back that is how much we loved it very cleaned and cozy"
Cozy Country Cottage located in Greenwich, NY
Cozy Country Cottage
Perched on stilts, this cabin offers a serene retreat surrounded by lush greenery.

Cozy Country Cottage

10.0 out of 10, Exceptional, (6)
"Absolutely amazing place to stay property owner was so nice and easy to get along with very gorgeous property looking forward to staying again!! "
Cozy Country Cottage
Quaint lakefront home with great views & full kitchen
Relax on the enclosed porch with a view of lush greenery, surrounded by a wooden table and chairs.

Quaint lakefront home with great views & full kitchen

8.2 out of 10, Very good, (23)
"Great lake. Nice clean house only a few feet from the water."
Quaint lakefront home with great views & full kitchen
This cottage is a 0 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Set amidst lush greenery, this charming house features a gabled roof and a welcoming porch.

This cottage is a 0 bedroom(s), 1.5 bathrooms, located in Manchester, VT.

10.0 out of 10, Exceptional, (28)
"This was a great location… close to town but also close to skiing, hiking and skating."
This cottage is a 0 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Historic Cottage- near Saratoga- on Summit Lake
Situated in a lush green environment, this charming house features a small porch and a variety of flowering plants.

Historic Cottage- near Saratoga- on Summit Lake

10.0 out of 10, Exceptional, (15)
"Overall it was great! Very nice and helpful hosts and great lake views!"
The price is CA $242
CA $475 total
includes taxes & fees
Aug 7 - Aug 8
Historic Cottage- near Saratoga- on Summit Lake
< 6 Mi to Arlington: 'whimsical Stone Abode!'
Cottage (1 Bedroom) | Interior

< 6 Mi to Arlington: 'whimsical Stone Abode!'

3.0 star property
10.0 out of 10, Exceptional, (1)
"We came into town for a few days to visit friends. This was a perfect place. The home was clean and very inviting! Quiet location. Fully stocked kitchen with all the appliances and cooking ware you may need. You will not regret staying here. We loved the photo album of how the home was built! "
< 6 Mi to Arlington: 'whimsical Stone Abode!'
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Exterior

< 6 Mi to Arlington: 'Whimsical Stone Abode!'

< 6 Mi to Arlington: 'Whimsical Stone Abode!'
Hilltop Cottage
Relax in Adirondack chairs on a spacious deck overlooking a lush landscape with distant views.

Hilltop Cottage

Hilltop Cottage
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 Governor's Rock Motel DF ROCKLLC

The Governor's Rock Motel DF ROCKLLC

10/10 Excellent
"Great room for our needs with pet!!!"
Pamela 2-night trip
Posted 21 hours ago
The Governor's Rock Motel DF ROCKLLC