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.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Massachusetts holiday rentals
Other great holiday rentals in Massachusetts
Guest favourite
Guest suite in Littleton
4.91 out of 5 average rating, 315 reviewsHistoric Loft with bathroom & kitchenette
13–20 Sep
€ 117 per night
Guest favourite
Guest suite in Dover
4.98 out of 5 average rating, 184 reviewsPeaceful Country Home, Dover, Ma: Private Entrance
22–29 Mar
€ 155 per night
Guest favourite
Flat in Barnstable
4.99 out of 5 average rating, 231 reviewsYour dog will love it here and you will too.
30 Jan – 6 Feb
€ 149 per night
Guest favourite
Guest suite in Ashburnham
4.99 out of 5 average rating, 404 reviewsThe Ginger Bed King Suite
9–16 Feb
€ 110 per night
Guest favourite
Flat in Plainfield
4.95 out of 5 average rating, 237 reviewsSunny carriage house apartment
31 Dec – 7 Jan
€ 120 per night
Guest favourite
Guest suite in Warren
4.95 out of 5 average rating, 269 reviewsCraig's Cove
19–26 Dec
€ 73 per night
Guest favourite
Flat in Westport
4.94 out of 5 average rating, 238 reviews15 Acres of Open Fields & 15 Minutes to the Beach
9–16 Jan
€ 111 per night
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 351 reviewsMid-Century Glass Octagon in the Berkshires
24–31 Mar
€ 390 per night
Destinations to explore
- Flat rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Monthly Rentals Massachusetts
- Waterfront rentals Massachusetts
- Hotel rentals Massachusetts
- Rentals with a kayak Massachusetts
- Cabin rentals Massachusetts
- Rentals with a patio Massachusetts
- Townhouse rentals Massachusetts
- Rentals with breakfast Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Beachfront rentals Massachusetts
- Resort rentals Massachusetts
- Luxury rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Mansion rentals Massachusetts
- Rentals with pools Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Ski-in/ski-out rentals Massachusetts
- House rentals Massachusetts
- Wheelchair-accessible rentals Massachusetts
- Cottage rentals Massachusetts
- Lakehouse rentals Massachusetts
- Chalet rentals Massachusetts
- Rentals with lake access Massachusetts
- Boutique hotel rentals Massachusetts
- Barn rentals Massachusetts
- Private suite rentals Massachusetts
- Beach house rentals Massachusetts
- Guest house rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a cinema Massachusetts
- Rentals with a fireplace Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Apartment rentals Massachusetts
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- Farm stay rentals Massachusetts
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- Pet-friendly rentals Massachusetts
- Bungalow rentals Massachusetts
- Loft rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with beach access Massachusetts
- Rentals with a firepit Massachusetts
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