
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

Nana-tucket Inn

Hopkinton Mass 3+ Bedrooms - Great location!

* * Crooked_Spring_Colonial * *

Your Cozy 1 BR Apt & Relaxing Retreat

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

1BR—Peaceful Guest House w/HotTub—20 Min to Boston

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

Carriage house apartment

Cheerful 1-bedroom New England Ranch

Pretzel Factory Loft w/Peloton

Newly renovated, spacious, clean, 3 bedroom home.

Lakefront, view of ski mtn, firepit, kayaks, dock

Luxe Serene 1BR 15 min from Boston with Gym & More

New Super Modern 2 bed in Waltham

1 Free parking spot - 1BR/1Bath - Location - Walk!
Family-friendly home rentals with a pool

Villa with private Pool in Boston's Elite Enclave

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cute mill house: 3BR•Wood stove *Brkfst included*

the house of id; vintage shop, accessible space

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Ideal for long stays | Spacious suite in Boston

Country Cottage in the City

Monthly Skyline Apartment
Destinations to explore
- Smoking-friendly rentals Middlesex County
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- House rentals Middlesex County
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- Condo rentals Middlesex County
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- Rentals with an EV charger Middlesex County
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- Hampton Beach
- Fenway Park
- Boston Common
- Revere Beach
- TD Garden
- Harvard University
- Brown University
- Lynn Beach
- Duxbury Beach
- New England Aquarium
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Monadnock State Park
- Freedom Trail
- Faneuil Hall Marketplace
- Rye North Beach
- MIT Museum
- Jenness State Beach
- North Hampton Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Prudential Center
- Roger Williams Park Zoo
- Things to do Middlesex County
- Art and culture Middlesex County
- Food and drink Middlesex County
- Sightseeing Middlesex County
- Things to do Massachusetts
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- Tours Massachusetts
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