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Wellesley vacation rentals

We found 2,154 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 7 homes and other vacation rentals in Wellesley that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, such as a garden and pool. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the perfect vacation rental for your Wellesley getaway

The gardens and other outdoor surroundings create an inviting atmosphere in Wellesley. Renowned for its university setting, basketball games and ice skating, this city welcomes all visitors. Fenway Park and TD Garden are just a couple of the must-sees in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Wellesley

Are you searching for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Wellesley a fun spot to vacation. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (13.1 mi / 21.1 km)
  • Encore Boston Harbor (13.4 mi / 21.5 km)
  • Massachusetts Horticultural Society's Gardens at Elm Bank (1.6 mi / 2.6 km)
  • Samuel Adams Brewery (9.8 mi / 15.7 km)
  • Franklin Park Zoo (10.4 mi / 16.7 km)
  • Blue Hills Ski Area (10.6 mi / 17.1 km)

Exploring the natural features in Wellesley

Whether you're an active traveler or just want to spend some time taking in the scenery, Wellesley is a great place to get outside. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Copley Square (11.6 mi / 18.7 km)
  • Boston Common (12.2 mi / 19.7 km)
  • Cochituate State Park (4.4 mi / 7.1 km)
  • Walden Pond (10.1 mi / 16.3 km)
  • Back Bay Fens (10.7 mi / 17.2 km)
  • Minute Man National Historical Park (10.9 mi / 17.6 km)

Transportation options to and around Wellesley

Fly into Norwood, MA (OWD-Norwood Memorial), the closest airport, located 9.6 mi (15.4 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Bedford, MA (BED-Laurence G. Hanscom Field), which is 11.5 mi (18.6 km) away.

If you're traveling by train, Wellesley Square Station, Wellesley Hills Station and Wellesley Farms Station are the main stations in the area.

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.

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