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Wellesley Vacation Rentals

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Our top choices for Wellesley vacation rentals

2.0 star property
7.4 out of 10, Good, (133)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
Maverick Suites at 400 Columbus Ave

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very Good, (155)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St
4.0 star property
8.0 out of 10, Very Good, (637)
"Very clean, beautiful place. I would stay there again."
Canada
Liam
Global Luxury Suites Downtown Boston

Aparthotel in Bay Village

Bay Village Suites
2.0 star property
6.6 out of 10, (252)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites

Aparthotel in Beacon Hill

Maverick Suites at 40 Temple St
2.0 star property
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St

Aparthotel in Bay Village

Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (252)
"Clean room, good location, check in check out easily!"
United States
HIEN T
The price is P5,991
P9,924 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Premier Suites - Bay Village

Apartment in Downtown Boston

Temple Place Suites
2.5 star property
7.0 out of 10, Good, (327)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is P5,286
P9,789 total
includes taxes & fees
Dec 27 - Dec 28
Temple Place Suites

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (327)
"Good place"
United States
Elijah
The price is P5,022
P11,511 total
includes taxes & fees
Dec 28 - Dec 29
Maverick Suites at 28 Fenway

Aparthotel in Coolidge Corner South Side

Maverick Suites at 89 Marion
2.0 star property
8.2 out of 10, Very Good, (270)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
Maverick Suites at 89 Marion

Aparthotel in Fenway–Kenmore

Charlesgate Suites
3.5 star property
9.4 out of 10, Exceptional, (201)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is P8,927
P20,389 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charlesgate Suites
2.5 star property
7.8 out of 10, Good, (68)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave
2.5 star property
8.4 out of 10, Very Good, (8)
"Great place. Very clean. Great communication."
United States
Michele
The price is P8,942
P16,559 total
includes taxes & fees
Dec 27 - Dec 28
Furnished Apartments near Encore Boston

Aparthotel in Downtown Boston

The Monty Boston
2.5 star property
9.4 out of 10, Exceptional, (29)
"Amazing property, would stay again."
United States
Doug
The price is P29,995
P44,606 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Monty Boston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wellesley Hotel Reviews

Find out more about Wellesley

Search for holiday rentals in Wellesley on Expedia! You can easily find your home rentals, villas, holiday apartments in Wellesley using one of the methods below:

  • View our selection of featured holiday rentals in Wellesley
  • Use the map to find apartments and other holiday homes in the Wellesley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wellesley while they last

Look no further and take a look at our great range of rental properties in Wellesley!

Frequently asked questions

Can I find vacation rentals in Wellesley?

Yes, there are vacation rentals in Wellesley close to Massachusetts Horticultural Society's Gardens at Elm Bank, or you can go with a more remote option if you're looking for extra privacy while you relax. Wellesley is known for its university setting and basketball games. Make sure you have time to check out the gardens while you're in the area.

How many vacation rentals are there in Wellesley?

Choose from 12 Expedia vacation rentals in Wellesley for a memorable vacation.

What can I see and do in Wellesley?

Family-friendly attractions include Massachusetts Horticultural Society's Gardens at Elm Bank, whereas Charles River is a spot to enjoy the outdoors. Other popular places to visit in the area include Fenway Park and Harvard Square.

What are vacation rentals like in Wellesley?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Wellesley. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family trip.