Holiday rentals in Tyringham
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Top-rated holiday rentals in Tyringham
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Lee
4.89 out of 5 average rating, 234 reviewsCozy Berkshires Cottage
Stay in a cozy Berkshires 1920's cottage! The bedroom occupies the entire second floor with peaceful views of the surrounding field and yard. The cottage is set back from the main road, easily accessible yet private. - Zoned air conditioning & heating makes every room comfortable year-round. - Close to Tanglewood, Jacob's Pillow, Outlet Mall, Kripalu, Turnpike. - Ideal for couples, solo adventurers, business travelers, and furry friends (pets). (Note: MA requires 11.7% tax added to charges)
13–20 Sep
Chalet in Otis
4.94 out of 5 average rating, 346 reviewsMid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon
11–18 Sep
Treehouse in Tyringham
5.0 out of 5 average rating, 222 reviewsGingerbread House Tower in the Berkshire Hills
Escape to this newly renovated, off-beat retreat for a magical stay. Part of Tyringham’s Gingerbread House located on the Santarella Estate in the Berkshires, Western Mass. This one-of-a-kind loft with tower bedchamber offers guests a fairytale experience. The open concept living space filled with plants brings the outdoors inside and offers ample room to relax. If looking for activity, guests can spend the day on the grounds, walking nearby trails, or exploring the many nearby Berkshire towns.
13–20 May
Holiday rentals for every style
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Popular amenities for Tyringham holiday rentals
Other great holiday rentals in Tyringham
Farm stay in Pittsfield
4.99 out of 5 average rating, 101 reviewsPrivate 2nd-floor studio on a working produce farm
26 Jul – 2 Aug
Guest house in Lenox
4.94 out of 5 average rating, 271 reviewsThe Granary at House on Golden Hill
6–13 Jun
Home in Becket
4.93 out of 5 average rating, 114 reviewsLake front retreat - Stylish Berkshire home
6–13 Aug
Cottage in Great Barrington
4.98 out of 5 average rating, 124 reviewsNewly built cottage on working farm
7–14 Nov
Cabin in Lee
4.9 out of 5 average rating, 102 reviewsCozy cabin with panoramic views in the Berkshires
10–17 Sep
Guest suite in Canaan
4.98 out of 5 average rating, 290 reviewsWalk to Brewery in Historic Railroad Depot
29 Nov – 6 Dec
Home in Lee
5.0 out of 5 average rating, 33 reviewsGreenHouse
1–8 Sep
Home in Tyringham
4.84 out of 5 average rating, 64 reviewsTreetop Hideaway in Tyringham
13–20 Jun
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
21–28 Oct
Guest suite in Great Barrington
5.0 out of 5 average rating, 42 reviewsSweet 1-bedroom with salt water pool
11–18 May
Home in Otis
4.82 out of 5 average rating, 56 reviewsWintertime Oasis in the Berkshires
23–30 Jun
Home in Monterey
4.9 out of 5 average rating, 39 reviews- Lake Front 4 Bdr w/ Fast Internet! -
8–15 Sep
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