Holiday houses 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 Brewster
4.95 out of 5 average rating, 150 reviewsCozy and Secluded Apartment/Seasonal garden view
14–21 Dec
$218 NZD per night
Guest favourite
Guest suite in Beverly
4.97 out of 5 average rating, 334 reviewsThe Hideaway | Theater | Downtown | Beach
9–16 May
$269 NZD per night
Guest favourite
Guest suite in Stoughton
4.99 out of 5 average rating, 160 reviewsModern private studio with outdoor hot tub!
11–18 Aug
$573 NZD per night
Guest favourite
Guesthouse in Framingham
4.98 out of 5 average rating, 200 reviewsPrivate guest house on beautiful country road
27 Mar – 3 Apr
$235 NZD per night
Guest favourite
Guesthouse in Uxbridge
5.0 out of 5 average rating, 123 reviewsZen Inspired Private Suite with 2-mile Trail Loop
27 Feb – 6 Mar
$287 NZD per night
Guest favourite
Guest suite in Winchester
5.0 out of 5 average rating, 104 reviewsWarm and cozy 1st flr sweet guest suite w parking
29 Dec – 5 Jan
$211 NZD per night
Guest favourite
Guesthouse in Westminster
4.98 out of 5 average rating, 291 reviewsGuest House - 4 miles from Wachusett Mt.
16–23 Dec
$262 NZD per night
Guest favourite
Guest suite in Littleton
4.91 out of 5 average rating, 315 reviewsHistoric Loft with bathroom & kitchenette
25 Jun – 2 Jul
$210 NZD per night
Destinations to explore
- Smoking-friendly rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- Rentals with an EV charger Massachusetts
- House rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Waterfront rentals Massachusetts
- Monthly Rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a sauna Massachusetts
- Luxury rentals Massachusetts
- Chalet rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with beach access Massachusetts
- Hotel rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a home theatre Massachusetts
- Rentals with pools Massachusetts
- Loft rentals Massachusetts
- Farmstay rentals Massachusetts
- Villa rentals Massachusetts
- Condo rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Lakehouse rentals Massachusetts
- Barn rentals Massachusetts
- Bungalow rentals Massachusetts
- Rentals with lake access Massachusetts
- Rentals with a kayak Massachusetts
- Cabin rentals Massachusetts
- Tiny house rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Resort rentals Massachusetts
- Mansion rentals Massachusetts
- Cottage rentals Massachusetts
- Beachfront rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with breakfast Massachusetts
- Private suite rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Beach house rentals Massachusetts
- Guesthouse rentals Massachusetts
- Pet-friendly rentals Massachusetts
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