
Vacation rentals in Wellesley
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Top-rated vacation rentals in Wellesley
Guests agree: these stays 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 vacation rentals
Other great vacation rentals in Wellesley

Spacious Guest Suite/Private Full Bath @Newton

Lovely room close to Boston with parking

Beautiful 2 Bedroom Suite in Home, close to Boston

Great room, beautiful yard and nice neighborhood.

Perfect Metro Boston Sunny Room - Newton/Wellesley

King Bed in Cozy Room w/Skylights

⭐️Perfect for business travelers & college visits⭐️

Marlborough center, 1 bedroom #3
Quick stats about vacation rentals in Wellesley
Total rentals
60 properties
Total number of reviews
3.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Frequently Asked Questions
Do house rentals in Wellesley have free parking?
Absolutely! We offer over 30 house rentals with free parking in Wellesley. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Wellesley?
Make yourself at home in Wellesley by choosing from our most frequently booked neighborhoods. We have over 330 vacation rentals in Waban, over 330 vacation rentals in Wellesley Farms, and over 370 vacation rentals in Wellesley Hills.
What are the most popular amenities for House Rentals in Wellesley?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 30 homes with air conditioning, over 40 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Wellesley?
Four-legged friends are welcome in Wellesley. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Wellesley?
Yes! Work meets play with ease at over 20 house rentals in Wellesley featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Wellesley have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Wellesley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wellesley have wifi?
Absolutely! We offer over 40 house rentals with wifi in Wellesley. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wellesley have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Wellesley. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- Duxbury Beach
- New England Aquarium
- Good Harbor Beach
- Canobie Lake Park
- Freedom Trail
- Crane Beach
- MIT Museum
- Faneuil Hall Marketplace
- Museum of Fine Arts, Boston
- Oakland Beach
- Quincy Market
- Prudential Center
- White Horse Beach
- Roger Williams Park Zoo
- Salem Willows Park
- Pinehills Golf Club