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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Wellesley holiday rentals

An outdoor patio with round tables and chairs, surrounded by green umbrellas.

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,329 reviews)
"Property was clean and cozy, convenient to the university and all the restaurants downtown!"
United States
kari
The price is ฿5,111
฿5,709 total
includes taxes & fees
1 Nov - 2 Nov
Crescent Suites Hotel
A wooden hallway with a patterned floor leading to a door.

2. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (346 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is ฿3,089
฿6,466 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

3. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (41 reviews)
"Location was very loud but thank God for earplugs. It was very clean but very old. Very expensive for such a location and room. I always believe in paying for what u get but I paid a lot for 3 nights."
United States
Luda
The price is ฿3,871
฿8,698 total
includes taxes & fees
1 Nov - 2 Nov
The Chester Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

4. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (335 reviews)
"Clean hotel. The space was very nice and open, Very accessible to everything I needed"
United States
Krista
The price is ฿5,716
฿9,594 total
includes taxes & fees
29 Oct - 30 Oct
Kasa Boston at Fenway
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

5. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (377 reviews)
"Great location,"
United States
Rosemary
The price is ฿2,855
฿5,027 total
includes taxes & fees
23 Nov - 24 Nov
Premier Suites - Bay Village
A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

6. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (183 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is ฿3,089
฿6,654 total
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 400 Columbus Ave
A row of brick buildings with storefronts, including a bakery and a liquor store.

7. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (209 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
The price is ฿4,373
฿8,130 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 245 Newbury St
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

8. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (36 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is ฿5,558
฿10,656 total
includes taxes & fees
23 Nov - 24 Nov
The Concord Hotel
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

9. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (456 reviews)
"Really pretty well maintained accomodation close to a lot of cool things to do in boston. its also pretty close to the train and bus station which was helpful to get around"
United States
Rakshitha
The price is ฿3,857
฿7,731 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 28 Fenway
A modern hotel room with a bed, a desk, a sofa, and a dining area.

10. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (243 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is ฿5,804
฿12,490 total
includes taxes & fees
22 Nov - 23 Nov
Charlesgate Suites
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

11. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (527 reviews)
"Great location, good value and comfortable beds"
United States
Deborah
The price is ฿3,128
฿5,729 total
includes taxes & fees
22 Nov - 23 Nov
Temple Place Suites
A modern hotel lobby with a seating area, a bar, and a kitchen.

12. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (263 reviews)
"Wonderful!!"
United States
Huynh
The price is ฿3,901
฿4,358 total
includes taxes & fees
25 Oct - 26 Oct
Residences at Solomon Pond
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

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

8/10 Good
"Great location. Bad mattress"
Nicola J 1-night trip
Posted less than an hour ago
Wyndham Boston Beacon Hill

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

Frequently asked questions

Can I find holiday rentals in Wellesley?

Yes, there are holiday rentals in Wellesley close to Massachusetts Horticultural Society's Gardens at Elm Bank, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals are there in Wellesley?

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

What can I see and do in Wellesley?

Charles River and Wellesley College Botanic Gardens are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Massachusetts Horticultural Society's Gardens at Elm Bank. Other popular places to visit in the area include Fenway Park and Gillette Stadium.

What are holiday rentals like in Wellesley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wellesley. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.