Tiny house holiday rentals in Massachusetts
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Top-rated tiny home rentals in Massachusetts
Guests agree: these tiny home rentals 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 tiny home rentals in Massachusetts
Family-friendly tiny home rentals
Place to stay in Falmouth
4.94 out of 5 average rating, 297 reviewsCottage facing fresh water pond
27 Dec – 3 Jan
Guest house in Brewster
4.94 out of 5 average rating, 212 reviewsCharming Antique Cape Cod Cottage
1–8 Nov
Cottage in Bernardston
4.88 out of 5 average rating, 286 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
25 Mar – 1 Apr
Cabin in Otis
4.87 out of 5 average rating, 402 reviewsCozy cabin in the Berkshires
5–12 Sep
Guest house in Dedham
4.95 out of 5 average rating, 171 reviewsCountry Cottage in the City
24 Jun – 1 Jul
Home in Chatham
4.96 out of 5 average rating, 192 reviewsStudio cottage in Chatham Ma.
15–22 Feb
Cottage in Dennis
4.94 out of 5 average rating, 217 reviewsWalk to Beach - Experience Dennis Beach House - AC
16–23 Dec
Guest house in Gloucester
4.94 out of 5 average rating, 143 reviewsJestina's Cottage - Next to Rocky Neck
10–17 Oct
Tiny home rentals with a patio
Guest house in Williamstown
4.97 out of 5 average rating, 146 reviewsBrookside Cottage
25 Aug – 1 Sep
Tiny home in Leicester
4.97 out of 5 average rating, 37 reviewsEntire Rustic Tiny House @ Barred Owl Retreat
1–8 Aug
Tiny home in Yarmouth
4.99 out of 5 average rating, 90 reviews🔥Tiny House ★Walk to Village & Pond beach★Firepit★
10–17 Mar
Cottage in Wareham
4.97 out of 5 average rating, 34 reviewsCute cottage w/ ocean view & beach access
20–27 Apr
Treehouse in New Marlborough
4.92 out of 5 average rating, 84 reviewsDouble 3 Bedroom Tree House in the Berkshires
25 Feb – 4 Mar
Cottage in Wareham
4.95 out of 5 average rating, 21 reviewsCharming Family Friendly Cottage Steps from Beach
24–31 Jan
Cottage in Marblehead
5.0 out of 5 average rating, 21 reviewsMarblehead, Cottage on Whittier, new construction
5–12 Jan
Cottage in Dennis
4.89 out of 5 average rating, 36 reviewsOyster Isle-Steps from the Beach!
17–24 Aug
Tiny home rentals with outdoor seating
Tiny home in Marion
4.93 out of 5 average rating, 107 reviewsGoat Shanty
10–17 Feb
Guest suite in Yarmouth
4.99 out of 5 average rating, 245 reviewsSweet Little Suite in South Yarmouth
24–31 Mar
Tiny home in Tyringham
4.97 out of 5 average rating, 298 reviewsEnchanted Tiny Tower nestled in the Berkshires
19–26 Aug
Tiny home in S. Yarmouth
4.88 out of 5 average rating, 539 reviewsRomantic Cottage w/ Bikes, Paddle Boards & Kayaks
20–27 Dec
Cabin in North Adams
4.95 out of 5 average rating, 182 reviewsMahican Cabin - A Private Nature's Reserve For 2
26 Sep – 3 Oct
Home in Yarmouth
5.0 out of 5 average rating, 248 reviewsgorgeous waterfront cottage w/4kayaks and 2 SUPs
18–25 Mar
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
29 Nov – 6 Dec
Tiny home in Wilbraham
4.99 out of 5 average rating, 161 reviewsPrivate Tiny House - Farm like setting
28 Aug – 4 Sep
Destinations to explore
- House rentals United States
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