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 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, 88 reviewsHot Tub Lake Views Propane Fire Pit Kayaks for 6
Cottage in Monterey
4.69 out of 5 average rating, 13 reviewsmountain refuge
Cottage in Norfolk
5 out of 5 average rating, 11 reviewsThe Cottage at Blackberry River Inn
Cottage in Williamsburg
4.7 out of 5 average rating, 115 reviewsNorthampton-area Hot tub Pet Friendly
Cottage in Becket
4.65 out of 5 average rating, 164 reviewsA Magical Spot on Little Robin Lake
Cottage in Otis
4.98 out of 5 average rating, 42 reviewsBerkshire lakefront cabin with modern luxuries
Cottage in Pownal
5 out of 5 average rating, 26 reviewsBeautiful, 100 Acre Retreat, Williamstown 10 Mins
Pet-friendly cottage rentals
Cottage in Williamstown
4.89 out of 5 average rating, 178 reviewsCute Cozy Comfy Cottage in the Berkshires
Cottage in Great Barrington
4.92 out of 5 average rating, 63 reviewsCarriage house with Chef's Kitchen, close to town
Cottage in Hancock
4.86 out of 5 average rating, 73 reviewsBerkshire Cottage Queen Bd-Jiminy Peak 3 mi
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 Williamsburg
4.77 out of 5 average rating, 71 reviewsA Place for Peace - perfectly imperfect!
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, 60 reviewsCheerful 2 bedroom cottage with lake access.
Private cottage rentals
Cottage in Becket
4.87 out of 5 average rating, 86 reviewsStylish Shales Brook Cottage-Cozy up to happiness
Cottage in Hinsdale
4.99 out of 5 average rating, 152 reviewsCozy Cottage in the Berkshires
Cottage in Enfield
4.81 out of 5 average rating, 43 reviewsLakefront Lovely Cottage
Cottage in Vernon
4.97 out of 5 average rating, 108 reviewsVintage Bolton Lake!
Cottage in Williamstown
4.99 out of 5 average rating, 105 reviewsCharming Williamstown Cottage
Cottage in Amherst
4.99 out of 5 average rating, 74 reviewsSerene Modern Country Cottage near Amherst Center
Cottage in Collinsville
4.97 out of 5 average rating, 126 reviewsThe Carriage House
Cottage in New Marlborough
4.95 out of 5 average rating, 118 reviewsConverted Berkshire schoolhouse on a quiet river
Destinations to explore
- Cottage rentals The Hamptons
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