Cottage holiday rentals in Western Massachusetts
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Top-rated cottage rentals in Western Massachusetts
Guests agree: These cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts cottage rentals
Cottage rentals with a hot tub
Cottage in Great Barrington
4.93 out of 5 average rating, 238 reviewsArtist Cottage
Cottage in Red Hook
4.92 out of 5 average rating, 324 reviewsGoose Landing Cottage by the lake with NEW Hot Tub
Cottage in Litchfield
4.89 out of 5 average rating, 260 reviewsLitchfield - Hot Tub - Mohawk Mountain - Fireplace
Cottage in Southwick
4.97 out of 5 average rating, 65 reviews4 Kayaks Lake View from Hot Tub Fire Pit Six Flags
Cottage in Burlington
5.0 out of 5 average rating, 44 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
Cottage in Eastford
4.89 out of 5 average rating, 75 reviewsSerenity Ashford Lake
Cottage in Williamsburg
4.71 out of 5 average rating, 99 reviewsNorthampton-area Hot tub Pet Friendly
Cottage in Rindge
4.8 out of 5 average rating, 54 reviewsWaterfront Cottage with a HOT TUB
Pet-friendly cottage rentals
Cottage in Red Hook
4.98 out of 5 average rating, 599 reviewsbright serene + spacious barn
Cottage in Catskill
4.96 out of 5 average rating, 233 reviews1930's Cottage charm air conditioned near hiking
Cottage in Argyle
4.99 out of 5 average rating, 115 reviewsThree Pines Lake House on Cossayuna Lake
Cottage in Hillsdale
4.94 out of 5 average rating, 171 reviewsCozy Cottage Catamount, Berkshires Walk to Brewery
Cottage in Williamstown
4.9 out of 5 average rating, 165 reviewsCute Cozy Comfy Cottage in the Berkshires
Cottage in Claverack
4.98 out of 5 average rating, 246 reviews‘Clavashack’ Country Cottage
Cottage in Newfane
4.99 out of 5 average rating, 178 reviewsCozy Vermont Antique Sugar House with Fireplace
Cottage in Lanesborough
4.85 out of 5 average rating, 251 reviewsWildlife Lakeside Cottage
Private cottage rentals
Cottage in West Stockbridge
4.98 out of 5 average rating, 108 reviewsHistoric 1810 Farmhouse - Fully Renovated
Cottage in Sturbridge
4.93 out of 5 average rating, 123 reviewsCozy Cottage on Cedar Lake- "Cottage Cheeze"
Cottage in Lanesborough
4.93 out of 5 average rating, 220 reviewsStone School Cottage
Cottage in Goshen
4.98 out of 5 average rating, 103 reviewsCountry Cottage in Goshen
Cottage in Shaftsbury
4.96 out of 5 average rating, 112 reviewsRollin Cottage
Cottage in Weare
4.94 out of 5 average rating, 259 reviewsSeasonal lake side cottage
Cottage in Hinsdale
4.99 out of 5 average rating, 141 reviewsCozy Cottage in the Berkshires
Cottage in Guilford
4.92 out of 5 average rating, 133 reviewsPeaceful Cozy Cottage in the Vermont Woods
Destinations to explore
- Cambridge Holiday rentals
- New Haven Holiday rentals
- Lake George Holiday rentals
- Providence Holiday rentals
- Catskill Holiday rentals
- Albany Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
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- Beachfront rentals Western Massachusetts
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- Rentals with a hot tub Western Massachusetts
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- Ski-in/ski-out rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
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