Family-friendly vacation rentals in Middlesex County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Middlesex County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlesex County family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Newton
4.71 out of 5 average rating, 7 reviewsLuxury Ultra Modern House in Newton ; Boston
Home in North Andover
4.94 out of 5 average rating, 150 reviewsNana-tucket Inn
Home in Hopkinton
4.94 out of 5 average rating, 145 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Rental unit in Boston
4.92 out of 5 average rating, 61 reviewsSouth Boston. Minutes away from Convention Center
Guest suite in Canton
4.72 out of 5 average rating, 106 reviewsNewly renovated, close to Foxboro and Boston
Home in Newton
4.77 out of 5 average rating, 61 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
Cottage in Westford
4.86 out of 5 average rating, 37 reviewsBeach & pond cottage ! Westford MA and Boston!
Rental unit in Boston
4.78 out of 5 average rating, 312 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
Family- and pet-friendly home rentals
Rental unit in Boston
4.87 out of 5 average rating, 291 reviewsBoston Brownstone
Home in Wakefield
4.96 out of 5 average rating, 244 reviewsWelcoming 7-room house <15 miles to Boston & Salem
Home in Everett
4.92 out of 5 average rating, 229 reviews#9 Modern Home 15 min to Boston. Relax in Style!
Townhouse in Boston
4.91 out of 5 average rating, 319 reviewsSpacious Family-Friendly Townhome Near Harvard
Rental unit in Boston
4.96 out of 5 average rating, 358 reviewsCharming South End Duplex (Pets Ok)
Condo in Somerville
4.82 out of 5 average rating, 164 reviewsQuiet Low-Key Boston Get Away
Home in Boston
4.91 out of 5 average rating, 1,040 reviewsSanitized Modern 3BD private home-near BCEC
Rental unit in Boston
4.81 out of 5 average rating, 105 reviewsSeparate entrance in-law suite in heart of JP
Family-friendly home rentals with a pool
Home in Newton
4.71 out of 5 average rating, 7 reviewsLuxury Ultra Modern House in Newton ; Boston
Home in North Andover
4.94 out of 5 average rating, 150 reviewsNana-tucket Inn
Home in Hopkinton
4.94 out of 5 average rating, 145 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Guest suite in Canton
4.72 out of 5 average rating, 106 reviewsNewly renovated, close to Foxboro and Boston
Cottage in Westford
4.86 out of 5 average rating, 37 reviewsBeach & pond cottage ! Westford MA and Boston!
Townhouse in Groton
5 out of 5 average rating, 68 reviewsPotager Farm Private Townhouse
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals Cape Cod
- Family-friendly rentals Downtown
- Family-friendly rentals Massachusetts
- Smoking-friendly rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with a hot tub Middlesex County
- Condo rentals Middlesex County
- Rentals with a fire pit Middlesex County
- House rentals Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with a home theater Middlesex County
- Townhouse rentals Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a kayak Middlesex County
- Beachfront rentals Middlesex County
- Rentals with breakfast Middlesex County
- Monthly Rentals Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with an EV charger Middlesex County
- Loft rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Guesthouse rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with pools Middlesex County
- Private suite rentals Middlesex County
- Rentals with lake access Middlesex County
- Apartment rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with beach access Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with an accessible height bed Middlesex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sports activities United States
- Wellness United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Art and culture United States
- Nature and outdoors United States
- Things to do Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Nature and outdoors Massachusetts
- Art and culture Massachusetts
- Things to do Middlesex County
- Sightseeing Middlesex County
- Food and drink Middlesex County
- Art and culture Middlesex County