Discover a selection of 1,000 vacation rentals in Wellesley, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $70 per night, and houses and condos are popular options for a stay in Wellesley. Either way, you'll find a rental for everyone's needs.
Destination guide

Find the perfect vacation rental for your Wellesley getaway

The gardens and surrounding scenery provide a peaceful ambiance to your vacation home in Wellesley. This city's university setting, basketball games and ice skating draw many visitors. Harvard Square and Fenway Park are just a couple of the must-sees in the area. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.


Sightseeing in and around Wellesley

Do you want to discover top things to see and do during your stay? Venture out of your vacation home and check out everything that makes Wellesley a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • New England Aquarium (12.6 mi / 20.3 km)
  • Fun and Games Family Entertainment Center (5.7 mi / 9.1 km)
  • Franklin Park Zoo (10.2 mi / 16.4 km)
  • Artisans Asylum (10.7 mi / 17.2 km)
  • Blue Hills Ski Area (10.7 mi / 17.3 km)
  • Pinecrest Golf Club (11.1 mi / 17.8 km)
Natural features

Exploring the natural landscape of Wellesley

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Wellesley is a great spot to appreciate mother nature. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Boston Public Garden (11.6 mi / 18.7 km)
  • Boston Common (11.8 mi / 19 km)
  • Walden Pond (9.9 mi / 16 km)
  • Broadmoor Wildlife Sanctuary (4.3 mi / 7 km)
  • Wayland Town Beach (4.5 mi / 7.3 km)
  • Cochituate State Park (4.7 mi / 7.6 km)
How to get there

How to get to and around Wellesley

The nearest airport is in Norwood, MA (OWD-Norwood Memorial), located 9.8 mi (15.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Bedford, MA (BED-Laurence G. Hanscom Field), which is 11.1 mi (17.8 km) away.

If you prefer to travel by train, Wellesley Hills Station, Wellesley Square Station and Wellesley Farms Station are the main stations in the city.

How many vacation rentals are available around Wellesley, MA?

Our 2021 property listings offer a large selection of 903 vacation rentals around Wellesley. From 177 house rentals to 667 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Wellesley?

Vrbo offers a large selection of vacation rentals near lovely places in Wellesley. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wellesley College: 974 vacation rentals
  • Babson College: 983 vacation rentals
  • Wellesley Farms Station: 982 vacation rentals
  • Wellesley Square Station: 975 vacation rentals
  • Massachusetts Horticultural Society's Gardens at Elm Bank: 973 vacation rentals

But there are many other points of interest around Wellesley listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Wellesley?

Yes, of course. Vrbo has 177 Houses in Wellesley. Our other popular types of vacation rentals in Wellesley include:

  • Condos/Apartments: 667 rentals available
  • Studios: 626 rentals available
  • Townhouses: 12 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cabins and more.

Can I find a vacation rental with pool in Wellesley?

Yes, you can select your preferred vacation rental with pool among our 53 vacation rentals with pool available in Wellesley. Please use our search bar to access the selection of vacation rentals available.