Cottage holiday rentals in Pioneer Valley
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Top-rated cottage rentals in Pioneer Valley
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 cottage rentals in Pioneer Valley
Cottage rentals with a hot tub
Cottage in Burlington
4.99 out of 5 average rating, 87 reviewsCozy Cottage w/Lakefront Views, Swim Spa & Firepit
Cottage in Litchfield
4.89 out of 5 average rating, 305 reviewsLitchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
Cottage in Pownal
5 out of 5 average rating, 28 reviewsBeautiful, 100 Acre Retreat, Williamstown 10 Mins
Cottage in Lanesborough
5 out of 5 average rating, 14 reviewsNorte Maison 2 beds 2 Baths Minutes to Jiminy Peak
Cottage in Southwick
4.98 out of 5 average rating, 91 reviewsPrivate Hot Tub with Lake Views Fire Pit & Kayaks
Cottage in Monterey
4.69 out of 5 average rating, 13 reviewsmountain refuge
Cottage in Norfolk
4.92 out of 5 average rating, 12 reviewsThe Cottage at Blackberry River Inn
Cottage in Williamsburg
4.71 out of 5 average rating, 116 reviewsNorthampton-area Hot tub Pet Friendly
Pet-friendly cottage rentals
Cottage in Williamstown
4.89 out of 5 average rating, 179 reviewsCute Cozy Comfy Cottage in the Berkshires
Cottage in North Bennington
4.88 out of 5 average rating, 312 reviewsRomantic Private Vermont Cottage - Waterfront
Cottage in Warwick
4.94 out of 5 average rating, 31 reviewsBy Still Waters Cottage
Cottage in Becket
4.77 out of 5 average rating, 156 reviewsTranquil Lake Cottage on 3 Acres with Large Deck
Cottage in Windsor
4.9 out of 5 average rating, 172 reviewsIn-law apartment in Farmington River Cottage
Cottage in Brimfield
4.98 out of 5 average rating, 61 reviewsCheerful 2 bedroom cottage with lake access.
Cottage in Monterey
4.94 out of 5 average rating, 17 reviewsNew! Fully renovated private cottage
Cottage in Newfane
4.99 out of 5 average rating, 207 reviewsCozy Vermont Antique Sugar House with Fireplace
Private cottage rentals
Cottage in Becket
4.87 out of 5 average rating, 87 reviewsStylish Shales Brook Cottage-Cozy up to happiness
Cottage in Great Barrington
4.92 out of 5 average rating, 66 reviewsCarriage house with Chef's Kitchen, close to town
Cottage in Eagle Bridge
5 out of 5 average rating, 26 reviewsThe Crik House: modern digs, American farm country
Cottage in Warwick
4.99 out of 5 average rating, 83 reviewsCorkscrew: Lakeside Cozy Cottage in Warwick, MA
Cottage in Enfield
4.81 out of 5 average rating, 43 reviewsLakefront Lovely Cottage
Cottage in Bennington
4.99 out of 5 average rating, 75 reviewsCozy, bright 3-bedroom Cottage with fireplace.
Cottage in Brattleboro
4.95 out of 5 average rating, 19 reviewsOn the Water at North Bridge Cove
Cottage in Amherst
4.99 out of 5 average rating, 76 reviewsSerene Modern Country Cottage near Amherst Center
Destinations to explore
- Cottage rentals The Hamptons
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