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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 70 Cottages in Rupert with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (217)
"The cabin was everything we thought it was going to be! Cozy and enjoyed the fireplace."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Home with a spring-fed pond and mountain view.
Pool

Home with a spring-fed pond and mountain view.

10.0 out of 10, Exceptional, (117)
"Cozy and charming, clean and comfortable with lots of little extras! "
Home with a spring-fed pond and mountain view.
Peaceful Cottage Retreat
Exterior

Peaceful Cottage Retreat

9.8 out of 10, Exceptional, (41)
"We enjoyed our stay. Nice country atmosphere. "
Peaceful Cottage Retreat
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast

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

10.0 out of 10, Exceptional, (76)
"Cottage was as described, from the beautiful wood floors and furnishings to its’ unique window trim. Super clean and comfortable. But what raised the barr on this rental that tickled my grits was the welcome reception into Kay and Glenn’s home each morning for breakfast. Kay is quite delightful and put out a breakfast each morning that was over the top. Glenn was at the ready with a welcoming coffee and great tips on everything from day trips to accessible biking routes. Would definitely spend...
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
Fridge, microwave, oven, stovetop

Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!

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 Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
3-bedroom cottage on Cossayuna Lake
Pool

3-bedroom cottage on Cossayuna Lake

The price is AED 643
AED 934 total
includes taxes & fees
6 Jun - 7 Jun
3-bedroom cottage on Cossayuna Lake
New York Vermont Border Cottage Getaway
Fridge, microwave, oven, stovetop

New York Vermont Border Cottage Getaway

9.2 out of 10, Wonderful, (11)
"2nd stay here and everything is just right. Owner very responsive to all questions."
New York Vermont Border Cottage Getaway
Comfy Cottage in Historic East Poultney
Aerial view

Comfy Cottage in Historic East Poultney

10.0 out of 10, Exceptional, (6)
"The cottage had everything we needed to make our vacation perfect. It was well located to Ski Killington and Stratton. The host live right next door and was very responsive for all our needs to make the stay as pleasant as possible. We would definitely rent again."
Comfy Cottage in Historic East Poultney
Lake St Catherine Vermont Camp Rockytop
Property grounds

Lake St Catherine Vermont Camp Rockytop

9.6 out of 10, Exceptional, (39)
"Always a great stay. Clean and comfortable."
Lake St Catherine Vermont Camp Rockytop
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Property grounds

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

10.0 out of 10, Exceptional, (13)
"Amazing stay! Great area and lovely house to stay in for the weekend. Linda was amazing and the place was really clean with everything we needed!"
The price is AED 1,058
AED 1,798 total
includes taxes & fees
2 Jun - 3 Jun
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Cozy Country Cottage located in Greenwich, NY
Terrace/patio

Cozy Country Cottage located in Greenwich, NY

10.0 out of 10, Exceptional, (37)
"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
Quaint, friendly cottage with lakefront location & water views
TV, DVD player

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
Quaint lakefront home with great views & full kitchen
Property grounds

Quaint lakefront home with great views & full kitchen

8.4 out of 10, Very Good, (21)
"Place was exactly as described! Great escape at a lake!"
Quaint lakefront home with great views & full kitchen
Rustic Farm Cottage set in over 100 acres in beautiful rural Upstate New York.
Miscellaneous

Rustic Farm Cottage set in over 100 acres in beautiful rural Upstate New York.

10.0 out of 10, Exceptional, (4)
"We were visiting family in Vermont for the forth of July. Hummingbird Cottage was charming and fit the needs of our group of 4 perfectly. We especially enjoyed the large back porch which was comfortable, inviting and perfect for enjoying morning coffee or evening cocktails. Hosts were quick to respond and very accommodating."
Rustic Farm Cottage set in over 100 acres in beautiful rural Upstate New York.
Cottage on Lake Saint Catherine
Interior

Cottage on Lake Saint Catherine

10.0 out of 10, Exceptional, (9)
"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
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Exterior

This cottage is a 1 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 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Historic Cottage- near Saratoga- on Summit Lake
Terrace/patio

Historic Cottage- near Saratoga- on Summit Lake

10.0 out of 10, Exceptional, (14)
"Overall it was great! Very nice and helpful hosts and great lake views!"
Historic Cottage- near Saratoga- on Summit Lake
Vermont Country Cottage (Near Village)
Exterior

Vermont Country Cottage (Near Village)

9.2 out of 10, Wonderful, (10)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)
Cozy Country Cottage
Fridge, microwave, oven, stovetop

Cozy Country Cottage

10.0 out of 10, Exceptional, (5)
"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
Hilltop Cottage
Fridge, microwave, oven, stovetop

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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