Holiday rentals in Massachusetts

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Top-rated holiday rentals in Massachusetts

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Farm stay in Southbridge
Scandanavian Wigwam with Sauna and Forest Baths
Deep sleeps await in our off grid forest Wigam. With everything you need, and nothing you do not, this exceptional retreat boasts a Danish Morso wood stove, fire pit, private forest baths, Finnish sauna, HUGE windows overlooking a wildlife trail and Peepers Owls and Coyote song. From photo shoots to wedding proposals - this is a special place to care for yourself and your family. We are on farm - but out of sight. Bring your kids, dogs, friends, guitar, or just a good book and settle in!
24–29 MarIndividual Host,
£104 per night
4.88 out of 5 average rating, 284 reviews
Guest favourite
Guest suite in Tyngsborough
Lakefront Suite Two-Room, Comfy, Tranquil
Re-opening mid April! Guests can enjoy a lovely small lake with a panoramic view, a spa-like bathroom, cotton linens, and a comfy bed. A/C and a fireplaced living room. Quietly watch lake nature or boats going by, venture out to swim, kayak, or fish. Enjoy Lowell's mill history and it's national park, take a forest walk nearby, or drive 10 min. to Nashua, NH for its many restaurants and tax-free shopping. One hour from Boston and central to New England highlights. Low cleaning fees too!
7–14 SeptIndividual Host,
£111 per night
4.98 out of 5 average rating, 215 reviews
Guest favourite
Chalet in Otis
Mid-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
15–22 NovIndividual Host,
£350 per night
4.94 out of 5 average rating, 345 reviews

Popular amenities for Massachusetts holiday rentals

Other great holiday rentals in Massachusetts

Guest favourite
Guest suite in Scituate
Private Scituate Getaway - walk to harbor
27 Mar – 3 AprIndividual Host,
£100 per night
4.91 out of 5 average rating, 172 reviews
Guest favourite
Flat in Westport
15 Acres of Open Fields & 15 Minutes to the Beach
14–21 NovIndividual Host,
£93 per night
4.94 out of 5 average rating, 233 reviews
Guest favourite
Guest suite in Uxbridge
Beautiful, Unique, & Cozy Cedar Flat
2–9 SeptIndividual Host,
£125 per night
5.0 out of 5 average rating, 266 reviews
Guest favourite
Home in Plymouth
Romantic Get-Away or Fun filled Family Vacation
8–15 NovIndividual Host,
£126 per night
4.94 out of 5 average rating, 109 reviews
Guest favourite
Guest suite in Warren
Craig's Cove
29 Oct – 5 NovIndividual Host,
£61 per night
4.95 out of 5 average rating, 262 reviews
Guest favourite
Guest suite in Peabody
Cozy West Peabody Guest Suite
4–11 JunIndividual Host,
£99 per night
4.98 out of 5 average rating, 177 reviews
Guest favourite
Guest suite in New Bedford
Private Comfy/Gorgeous Getaway near Park/Zoo
7–14 MayIndividual Host,
£98 per night
4.99 out of 5 average rating, 442 reviews
Guest favourite
Guest suite in Ashburnham
The Ginger Bed King Suite
26 Jan – 2 FebIndividual Host,
£93 per night
4.99 out of 5 average rating, 401 reviews
Superhost
Guest suite in Attleboro
Cozy, spacious 2 bedroom in law suite
14–21 SeptIndividual Host,
£100 per night
4.82 out of 5 average rating, 114 reviews
Superhost
Guest suite in Bourne
Rustic Beach Cottage
8–15 AprIndividual Host,
£111 per night
4.78 out of 5 average rating, 136 reviews
Guest favourite
Flat in Hudson
Private Mother-In-Law apartment on the lake!
26 May – 2 JunIndividual Host,
£83 per night
4.86 out of 5 average rating, 290 reviews
Guest favourite
Cottage in Fairhaven
Seaside cottage
26 Feb – 5 MarIndividual Host,
£111 per night
4.95 out of 5 average rating, 83 reviews

Destinations to explore