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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

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, (211)
"Very cute cabin with fireplace and jacuzzi. Host provided firewood - which was a nice touch. Cabin is on dead end private road so, as mentioned, very peaceful. Lots of snow so no deck access, but imagine it would be great in summer too."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Peaceful Cottage Retreat
Exterior

Peaceful Cottage Retreat

9.8 out of 10, Exceptional, (41)
"We enjoyed our stay. Nice country atmosphere. "
The price is SAR 469
SAR 708 total
includes taxes & fees
8 Apr - 9 Apr
Peaceful Cottage Retreat
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!
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
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
Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!
Property grounds

Lakefront Home w/Fireplace near Lk George. Dog-friendly! 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!"
Lakefront Home w/Fireplace near Lk George. Dog-friendly! Telecommuters welcome!
Vermont Country Cottage (Near Village)
Exterior

Vermont Country Cottage (Near Village)

9.2 out of 10, Wonderful, (10)
"This cottage reviewed very well online and pictures were very accurate too. It was secluded and far from neighbors, fire house across the street but zero activity the whole weekend. The cottage had the amenities listed. It was neat and tidy, well equipped. Very confortable. Loved the wood stove. We used that and it was wonderful. Check in/out Instructions were easy to follow. The area was beautiful, peacefu and not too far away from groceries, food or beverages. Would definitely go...
Vermont Country Cottage (Near Village)
Cottage on Lake Saint Catherine
Interior

Cottage on Lake Saint Catherine

10.0 out of 10, Exceptional, (8)
"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.
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, (116)
"We stayed at the guest house for 2 nights with our black lab. Jeremy’s hospitality was amazing! There were snacks and a full fridge waiting for us along with helpful guides to the area. Our dog had the best time swimming in the pond and watching the fish. It’s a very comfortable space in a stunning setting. Could not recommend more highly! "
Home with a spring-fed pond and mountain view.
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)
"Enjoyed the screened in front porch facing the Lake Recommend a new mattress for the double bed"
Quaint, friendly cottage with lakefront location & water views
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
Cottage 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK
TV, fireplace, DVD player, books

Cottage 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was clean and neat. Very quaint and in the woods. We had a great time. Looking forward to doing it again in the near future. "
The price is SAR 319
SAR 848 total
includes taxes & fees
15 Apr - 16 Apr
Cottage 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK
Comfy Cottage in Historic East Poultney
Aerial view

Comfy Cottage in Historic East Poultney

10.0 out of 10, Exceptional, (5)
"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 "
The price is SAR 638
SAR 1,232 total
includes taxes & fees
8 Apr - 9 Apr
Comfy Cottage in Historic East Poultney
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)
"The cabin was pretty clean when we got there and it was a beautiful view."
Quaint lakefront home with great views & full kitchen
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, (75)
"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
Historic Cottage- near Saratoga- on Summit Lake
Terrace/patio

Historic Cottage- near Saratoga- on Summit Lake

10.0 out of 10, Exceptional, (14)
"We were visiting relatives in Argyle and Glens Falls. Good location for us. Thanks"
Historic Cottage- near Saratoga- on Summit Lake
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 (adult couple) stayed at Andelyn Farm’s Hummingbird Cottage for a full week in July 2024. It is a comfortable and adorably-furnished antique cottage but we essentially lived on the spacious back porch which is furnished comfortably for reading, snoozing, playing board games and enjoying meals and overlooks the grounds (and is great for watching the hummingbirds visit their feeder). Andy and Lyn were the perfect hosts — responsive and helpful but unobtrusive. Only downsides or caveats: it is...
Rustic Farm Cottage set in over 100 acres in beautiful rural Upstate New York.
Idyllic Wallingford Retreat - Near Skiing & Hiking
House (1 Bedroom) | Private kitchen | Microwave, oven, stovetop, cookware/dishes/utensils

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
10.0 out of 10, Exceptional, (1)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Fridge, microwave, oven, stovetop

Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont

10.0 out of 10, Exceptional, (2)
"We had the BEST time on our short little getaway to the Vermont mountains! We are very familiar with the area but this was our first VRBO. We didn’t really know what to expect but Lizzie’s place was absolutely perfect for our family of 5 (kids ages 2,5 and 7.) The space was cleaner than clean (which is a big deal to us) and updated. It is such a cute and happy little place and we didn’t want to leave. The kids loved the bunk beds, and the rooms couldn’t have been more comfortable and well...
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
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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Other property types in Rupert

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Exterior

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (165)
"This place is magical for a mental health reset. The water, the trees, everything was perfect! "
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
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, (16)
"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 SAR 760
SAR 2,387 total
includes taxes & fees
15 Apr - 16 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
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, (211)
"Very cute cabin with fireplace and jacuzzi. Host provided firewood - which was a nice touch. Cabin is on dead end private road so, as mentioned, very peaceful. Lots of snow so no deck access, but imagine it would be great in summer too."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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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