Vacation rentals in Windsor
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Top-rated vacation rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
Cabin in Savoy
4.98 out of 5 average rating, 184 reviewsThe Camp - 20 Minutes to Berkshire East!
Enjoy the peaceful silence, private forested expanses, wildlife, and unforgettable starry night skies from this wonderful home. Only 8 minutes to the village of Charlemont and 5 to the Tannery Falls entrance of the Savoy State Forest. During your escape on the mountain rest assured that you’re only a 30 minute drive to Norths Adams, Greenfield. Highlight your visit with journeys to Berkshire East Ski Resort, Thunder Mountain Biking, Zoar Outdoor River Rafting, MASS MoCA, or the Clark Art Museum.
Aug 25 – Sep 1
Apartment in Greenfield
4.96 out of 5 average rating, 257 reviewsMohawk Trail View/ private apt. no cleaning Fee
Apartment: Entrance, bathroom & driveway are all private. Backyard with gas bbq. Kitchenette has microwave, toaster oven, Keurig coffee maker & sink. 2 TV’s one in living room & bedroom. Netflix, Amazon Prime , HBO & Local programs. High speed internet. Bedroom has Queen bed & desk. Apt. Is 2 min's to Rt. 2 Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes.
Jul 23 – 30
Cabin in Cummington
4.98 out of 5 average rating, 159 reviewsJust Be Cabin
Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.
Sep 22 – 29
Vacation rentals for every style
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Popular amenities for Windsor vacation rentals
Other great vacation rentals in Windsor
Apartment in Shelburne Falls
4.96 out of 5 average rating, 286 reviewsAnnies’ Place by The Bridge of Flowers ~
Jan 4 – 11
Apartment in Pittsfield
4.83 out of 5 average rating, 153 reviewsHawksNest: quiet 2BR apt, heart of the Berkshires
Apr 10 – 17
Home in Williamsburg
4.99 out of 5 average rating, 155 reviewsHilltown Studio
Dec 1 – 8
Apartment in North Adams
4.9 out of 5 average rating, 100 reviewsCozy 1 bedroom 1/2 mile to MassMoca
Jul 15 – 22
Cottage in Lanesborough
4.85 out of 5 average rating, 248 reviewsWildlife Lakeside Cottage
Feb 4 – 11
Home in Dalton
4.99 out of 5 average rating, 120 reviewsCleveland House - renovated Berkshires' gem.
Dec 30 – Jan 6
Guest suite in Greenfield
4.94 out of 5 average rating, 143 reviewsPristine Oasis with Private Bath
Nov 10 – 17
Apartment in Northampton
4.96 out of 5 average rating, 272 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Apr 30 – May 7
Loft in Shelburne Falls
4.95 out of 5 average rating, 261 reviewsThe Railroad House
Aug 30 – Sep 6
Apartment in Shelburne Falls
4.98 out of 5 average rating, 480 reviewsIn town, newly renovated studio with private deck
Feb 12 – 19
Apartment in Adams
4.88 out of 5 average rating, 57 reviewsMountain Living, 1-bedroom unit, outdoor hot-tub
Jun 10 – 17
Home in Adams
4.91 out of 5 average rating, 64 reviewsMountain View Hideaway
Feb 11 – 18
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