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
Rental unit in Boston
4.77 out of 5 average rating, 286 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
Townhouse in Newton
4.8 out of 5 average rating, 218 reviewsAiry 3 BR House w/ Outdoor Sauna Hot Tub EV Charge
Home in Newton
4.75 out of 5 average rating, 53 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
Rental unit in Boston
4.9 out of 5 average rating, 50 reviewsSouth Boston. Minutes away from Convention Center
Family- and pet-friendly home rentals
Home in Everett
4.9 out of 5 average rating, 273 reviews#7 Comfortable Spacious Home Near Boston + Parking
Rental unit in Arlington
4.93 out of 5 average rating, 157 reviewsVictorian Arlington Apt. Near Cambridge & Transit
Home in Wakefield
4.96 out of 5 average rating, 218 reviewsWelcoming 7-room house <15 miles to Boston & Salem
Townhouse in Wakefield
4.89 out of 5 average rating, 118 reviewsEntire 3 bedroom 1st floor home (pets by request)
Home in Boston
4.91 out of 5 average rating, 998 reviewsSanitized Modern 3BD private home-near BCEC
Townhouse in Boston
4.93 out of 5 average rating, 175 reviewsSparkling Condo With Modern Amenities
Rental unit in Boston
4.96 out of 5 average rating, 334 reviewsCharming South End Duplex (Pets Ok)
Condo in Boston
4.94 out of 5 average rating, 165 reviewsFamily Home + Near Downtown + Cool Backyard!
Family-friendly home rentals with a pool
Rental unit in Holliston
4.96 out of 5 average rating, 112 reviewsLake Link
Home in North Andover
4.94 out of 5 average rating, 134 reviewsNana-tucket Inn
Home in Hopkinton
4.95 out of 5 average rating, 140 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Guest suite in Canton
4.71 out of 5 average rating, 92 reviewsNewly renovated, close to Foxboro and Boston
Townhouse in Groton
5 out of 5 average rating, 53 reviewsPotager Farm Private Home
Cottage in Westford
4.91 out of 5 average rating, 33 reviewsBeach & pond cottage ! Westford MA and Boston!
Home in Newton
4.71 out of 5 average rating, 7 reviewsLuxury Ultra Modern House in Newton ; Boston
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Boston
- Family-friendly rentals Cape Cod
- Family-friendly rentals New Hampshire
- Family-friendly rentals Massachusetts
- Loft rentals Middlesex County
- House rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Townhouse rentals Middlesex County
- Rentals with a home theater Middlesex County
- Rentals with a fireplace Middlesex County
- Smoking-friendly rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Waterfront rentals Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with an accessible height bed Middlesex County
- Rentals with pools Middlesex County
- Guesthouse rentals Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with a patio Middlesex County
- Rentals with beach access Middlesex County
- Pet-friendly rentals Middlesex County
- Kid-friendly rentals Middlesex County
- Rentals with lake access Middlesex County
- Condo rentals Middlesex County
- Monthly Rentals Middlesex County
- Rentals with a washer and dryer Middlesex County
- Apartment rentals Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with a kayak Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Private suite rentals 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