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, HomeAway 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?

Our 2020 vacation rental listings offer a large selection of 535 house rentals around Wellesley. From 122 Houses to 351 Condos/Apartments, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Wellesley is on HomeAway.

What is the best area to stay when travelling to Wellesley?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Wellesley:

  • North End: 87 vacation rentals
  • Downtown: 145 vacation rentals
  • Dorchester: 202 vacation rentals
  • South End: 138 vacation rentals
  • Back Bay: 133 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Wellesley?

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

  • Wellesley Square Station: 545 home rentals
  • Wellesley Hills Station: 549 home rentals
  • Wellesley Farms Station: 548 home rentals
  • Wellesley College: 544 home rentals
  • Babson College: 552 home rentals

But there are many other points of interest around Wellesley listed on HomeAway 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. HomeAway has 122 Houses in Wellesley. Our other popular types of vacation rentals in Wellesley include:

  • Condos/Apartments: 351 lodging choices
  • Studios: 293 lodging choices
  • Villas: 2 lodging choices

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

Can I find a vacation rental with pool in Wellesley?

Yes, you can select your preferred vacation rental with pool among our 14 vacation homes with pool available in Wellesley.

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