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29 Aug - 31 Aug
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5 Sept - 7 Sept
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19 Sept - 21 Sept
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Featured Cottages in Weston and around

Our top choices for Weston cottages

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, (227)
"We had an incredible time staying at the cottage and can't wait to visit again sometime! From hiking, sitting on the porch drinking coffee, cooking while listening to music, and enjoying time on the pond, everything about our stay was perfect. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (13)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Exterior

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (17)
"We loved the house and especially the location. The views are beautiful and the proximity to town, the mountain and parks make it a fantastic spot to stay."
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Home with a spring-fed pond and mountain view.
Exterior

Home with a spring-fed pond and mountain view.

10.0 out of 10, Exceptional, (118)
"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.
Vermont Cottage • Sleeps Five • Spectacular Mountain Views • Bed and Breakfast
Exterior

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
The Paw House Inn & Country Cottages
1 bedroom, free WiFi, bed sheets

The Paw House Inn & Country Cottages

The Paw House Inn & Country Cottages
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Exterior

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

10.0 out of 10, Exceptional, (7)
"very good cozy location. enjoyed the privacy during our stay."
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Near Skiing & Hiking: Quiet Home in West Wardsboro
Interior

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
Near Skiing & Hiking: Quiet Home in West Wardsboro
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.

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.
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
House (3 Bedrooms) | Interior

'mount Pine' Getaway Near Green Mtn Nat'l Forest!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Interior

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Luxury Vermont Vacation Rental: Private Hot Tub!
House (4 Bedrooms) | Interior

Luxury Vermont Vacation Rental: Private Hot Tub!

3.0 star property
Luxury Vermont Vacation Rental: Private Hot Tub!
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Terrace/patio

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

10.0 out of 10, Exceptional, (2)
"The Carriage House is lovely and surroundings beautiful. We had a very relaxing experience. Lizzie was a perfect host."
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Cozy Historic Hilltop Cottage with Mount Ascutney View
Exterior

Cozy Historic Hilltop Cottage with Mount Ascutney View

9.6 out of 10, Exceptional, (78)
"Great location for our vacation. Owner was bery quick to respond to questionsz"
Cozy Historic Hilltop Cottage with Mount Ascutney View
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
Exterior

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!
Historic New Hampshire Home: 1 Mi to Boat Launch
House (3 Bedrooms) | Interior

Historic New Hampshire Home: 1 Mi to Boat Launch

3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
Vermont Country Cottage (Near Village)
Exterior

Vermont Country Cottage (Near Village)

9.4 out of 10, Exceptional, (13)
"Cute place. Enjoyed our stay. "
Vermont Country Cottage (Near Village)
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
House (3 Bedrooms) | Interior

Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place "
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Spacious Home Near Bromley Mountain Ski Resort!
Exterior

Spacious Home Near Bromley Mountain Ski Resort!

3.0 star property
Spacious Home Near Bromley Mountain Ski Resort!
Idyllic Wallingford Retreat - Near Skiing & Hiking
House (1 Bedroom) | Interior

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very good, (2)
"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
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 Weston Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Clean and very friendly, capable staff. 👍"
Richard 2-night trip
Posted 1 day ago
The Mountain Inn at Killington

Frequently asked questions

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What is there to do in Weston near my cottage?
After you've unpacked and settled in, get out and explore the amazing things Weston has for you to experience. Weston Priory is a popular attraction to add to your itinerary.