
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

*Ready4Check-In* GuestHouse—20 Min to City—Hot Tub

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

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

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

New Super Modern 3 Bed in Waltham

Newly renovated, spacious, clean, 3 bedroom home.

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

AKBrownstone: cozy private studio by T

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

Unique and Private Cottage in Worcester

Quiet country apartment in farmland setting.
Family-friendly home rentals with a pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cozy Maynard Retreat: 3BR•Wood stove•kid friendly

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town

Ideal for long stays | Spacious suite in Boston

Country Cottage in the City

Cozy Private Studio Unit w/ Laundry and Parking!

Elegant Oasis with Pool and Gym
Destinations to explore
- Rentals with a patio Middlesex County
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- Townhouse rentals Middlesex County
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- Rentals with a hot tub Middlesex County
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- Guesthouse rentals Middlesex County
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- Apartment rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Revere Beach
- Harvard University
- Brown University
- Lynn Beach
- Duxbury Beach
- New England Aquarium
- Canobie Lake Park
- Good Harbor Beach
- Crane Beach
- Monadnock State Park
- Freedom Trail
- Faneuil Hall Marketplace
- Rye North Beach
- MIT Museum
- Jenness State Beach
- North Hampton Beach
- Quincy Market
- Museum of Fine Arts, Boston
- Prudential Center
- Roger Williams Park Zoo
- Things to do Middlesex County
- Sightseeing Middlesex County
- Food and drink Middlesex County
- Art and culture Middlesex County
- Things to do Massachusetts
- Tours Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Sightseeing Massachusetts
- Sports activities Massachusetts
- Food and drink Massachusetts
- Things to do United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Tours United States