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Wellesley vacation rentals

We found 2,039 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024

Find spaces that suit your style

  • Peace of mind
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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

What is the best area to stay in Wellesley when booking a vacation rental?

Babson Park is among the more sought-after locations for a vacation property in Wellesley. Stay here to enjoy the comfort and privacy that comes with having an entire place to yourself.

What is the most popular type of vacation rental accommodation in Wellesley?

Houses are the most popular style of vacation rental in Wellesley, according to our data. Even if you've got something else in mind, Vrbo has vacation homes in many shapes and sizes. Take a look at our options to find your ideal match.

How much does it cost to rent a vacation rental in Wellesley?

Different things determine what you'll pay for a vacation rental in Wellesley, including the time of year, length of stay and property type. However, all of our vacation homes have one thing in common — unbeatable value. Just enter your travel dates to find your ideal fit.

How much does it cost to rent a beach house in Wellesley?

Prices for beach houses in Wellesley may differ depending on the size and type of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use our filter tool to tailor your search by ratings, amenities, nearby activities and more.

Are there pet-friendly vacation rentals in Wellesley?

With 10 properties that welcome pets, your furry friend can join in on your Wellesley getaway. Use our filter tool to browse our pet-friendly vacation rentals and find a stay that's pawfect on Vrbo.

What are popular rental amenities in Wellesley?

A barbecue grill, tennis and nearby museums rank as the most popular rental amenities in Wellesley. Whether you plan to go by yourself, with your better half or a group of friends, Vrbo can help you find a vacation rental that matches your style with all the features you're looking for.

Are there large group vacation rentals in Wellesley?

You'll find three properties in Wellesley that can host a group of five or more guests. From family getaways to events like a friend's birthday, these stays have enough space to chill out with your favorite people.

Are there vacation rentals in Wellesley that welcome kids?

Wellesley has 10 family-friendly vacation homes to pick from. And securing a stay that welcomes kiddos is a cinch with Vrbo's "Properties good for families" filter. Besides having the entire place to yourselves, you'll enjoy access to perks and amenities such as multiple bedrooms, full kitchens and private pools.

What are the top attractions for families in Wellesley?

Keep the kids amused at these popular family-friendly attractions in Wellesley:

  • Legacy Place
  • Fun and Games Family Entertainment Center
  • Larz Anderson Auto Museum

Can I find two-bedroom vacation rentals in Wellesley?

Wellesley has two two-bedroom vacation properties for you to select from. Find a vacation home with all the privacy and comfort you want at a price that won't break the bank on Vrbo.

Are there vacation rentals with WiFi in Wellesley?

You can pick from three vacation rentals with WiFi in Wellesley. If you'd like to disconnect from the world during your escape, but still want to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Wellesley?

Select your travel dates and then use our filter tool to find vacation rentals with ac in Wellesley on Vrbo. With eight air-conditioned properties available, you can enjoy a cool and comfortable break.