Discover a selection of 1,000 vacation rentals in Wellesley 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 $62 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.
Top rated rentals — Wellesley
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?

Our 2021 property listings offer a large selection of 1,100 vacation rentals around Wellesley. From 193 house rentals to 881 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.