
Family-friendly vacation rentals in Wellesley
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wellesley
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 Wellesley family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Hopkinton Mass 3+ Bedrooms - Great location!

Your Cozy 1 BR Apt & Relaxing Retreat

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

Oceanfront Pool. Close to Boston. Free Parking.

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

Lakeside apartment, patio, hot tub, outside shower

Lake Front with Hot Tub and New Fitness Studio
Family- and pet-friendly home rentals

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

Pretzel Factory Loft w/Peloton

Spacious Two Bedroom Apartment

White Pine Cottage

Large One Bedroom Apartment

Newly Renovated + Spacious Apt w/ Parking

Cozy, historic 3 bedroom home close to Boston!

AKBrownstone: cozy private studio by T
Family-friendly home rentals with a pool

*Country style 2 Bedroom Pet Friendly Guest Suite*

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Spacious vacation unit in premium suburban town

Modern Space With Pool Close To Singing Beach

Ideal for long stays | Spacious suite in Boston

Country Cottage in the City

Cozy Private Studio Unit w/ Laundry and Parking!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- 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
- Freedom Trail
- Faneuil Hall Marketplace
- MIT Museum
- Oakland Beach
- Quincy Market
- Museum of Fine Arts, Boston
- Prudential Center
- White Horse Beach
- Roger Williams Park Zoo
- Boston Children's Museum
- Island Park Beach