Discover a selection of 1,000 holiday rentals in Wellesley, MA, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including internet/WiFi and pool. Prices start at £ 71 per night, and houses and flats & apartments 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 holiday rental for your Wellesley getaway

The gardens and surrounding scenery provide a peaceful ambience to your holiday 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-see attractions in the area. If you're looking for accommodation options 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 holiday home and check out everything that makes Wellesley a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 centre:

  • 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 centre. 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 holiday rentals are available around Wellesley?

Our 2020 accommodation listings offer a large selection of 795 holiday lettings around Wellesley. From 147 houses to 574 flats & apartments, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

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

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Wellesley:

  • South End: 357 holiday homes
  • Jeffries Point: 35 holiday homes
  • Chinatown: 216 holiday homes
  • Dorchester: 441 holiday homes
  • Commonwealth: 60 holiday homes

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

What are the most popular points of interest and landmarks to stay near when travelling to Wellesley?

Vrbo UK offers a large selection of holiday accommodations near great places in Wellesley. From Vrbo UK travellers, the most popular points of interest to stay near are:

  • Wellesley Farms Station: 895 holiday lettings
  • Massachusetts Horticultural Society's Gardens at Elm Bank: 904 holiday lettings
  • Wellesley Square Station: 886 holiday lettings
  • Wellesley College: 884 holiday lettings
  • Babson College: 872 holiday lettings

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

Can I rent Houses in Wellesley?

Yes, of course. Vrbo UK offers 147 Houses in Wellesley. Our other popular types of Wellesley holiday rentals include:

  • Flats: 574 self catering accommodations
  • Studios: 547 self catering accommodations
  • Townhouses: 13 self catering accommodations

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

Can I find a holiday accommodation with pool in Wellesley?

Yes, you can select your preferred holiday accommodation with pool among our 40 holiday homes with pool available in Wellesley. Please use our search bar to access the selection of holiday rentals available.

    Explore destinations around Wellesley

    846 holiday rentals
    789 holiday rentals
    727 holiday rentals
    774 holiday rentals
    833 holiday rentals
    658 holiday rentals
    776 holiday rentals
    747 holiday rentals
    550 holiday rentals
    20 holiday rentals
    124 holiday rentals
    764 holiday rentals
    721 holiday rentals
    513 holiday rentals
    104 holiday rentals
    42 holiday rentals
    25 holiday rentals
    1,156 holiday rentals
    757 holiday rentals
    211 holiday rentals