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Wellesley Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Wellesley vacation rentals

Terrace/patio

1. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,244 reviews)
"Dana is a great host, nice spacious rooms"
United States
joseph
The price is P9,820
P10,969 total
includes taxes & fees
Aug 11 - Aug 12
Crescent Suites Hotel
Exterior

2. 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, (197 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
The price is P9,436
P16,452 total
includes taxes & fees
Aug 19 - Aug 20
Maverick Suites at 245 Newbury St
Living area

3. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is P8,778
P17,797 total
includes taxes & fees
Aug 11 - Aug 12
The Chester Hotel
Iron/ironing board, WiFi (free)

4. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (12 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
The price is P8,778
P17,797 total
includes taxes & fees
Aug 11 - Aug 12
The Concord Hotel
Front of property

5. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (141 reviews)
"Worth the stay"
Canada
Akansha
The price is P8,558
P15,443 total
includes taxes & fees
Aug 12 - Aug 13
Maverick Suites at 40 Temple St
Desk, iron/ironing board, WiFi (free), bed sheets

6. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (433 reviews)
"Great location so close to everything"
United States
Hunter
The price is P5,980
P10,727 total
includes taxes & fees
Aug 11 - Aug 12
Temple Place Suites
Front of property

7. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (402 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
The price is P9,509
P16,886 total
includes taxes & fees
Aug 11 - Aug 12
Maverick Suites at 28 Fenway
Front of property

8. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (161 reviews)
"Well located"
United States
Evelyn
The price is P8,997
P14,548 total
includes taxes & fees
Aug 13 - Aug 14
Maverick Suites at 400 Columbus Ave
Interior entrance

9. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very Good, (304 reviews)
"Great location super close to great restaurants and shopping. I've stayed at this location a couple of times and it never disappoints!"
United States
Melissa
The price is P8,064
P14,455 total
includes taxes & fees
Aug 11 - Aug 12
Maverick Suites at 89 Marion
Premium bedding, desk, iron/ironing board, WiFi (free)

10. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (224 reviews)
"Very nice room and close to fenway"
United States
timothy
The price is P10,119
P22,142 total
includes taxes & fees
Aug 11 - Aug 12
Charlesgate Suites
Iron/ironing board, WiFi (free), bed sheets

11. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (320 reviews)
"Lovely small property with thoughtful touches like cool water bottles & Nespresso available 24hrs. I had to take a last minute Zoom call and the front desk reserved the business center room for me. The rooms themselves are a bit small but very comfortable beds and linens."
United States
Theresa
The price is P5,980
P10,027 total
includes taxes & fees
Aug 11 - Aug 12
Premier Suites - Bay Village
Egyptian cotton sheets, premium bedding, down comforters

12. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (16 reviews)
"Great location to fenway. Easy and clean."
United States
Allison
The price is P12,862
P21,441 total
includes taxes & fees
Aug 16 - Aug 17
Symple Live
Lobby

13. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (304 reviews)
"The place was exactly as described, very comfortable and we had everything we needed for a relaxing stay. We especially appreciated the stocked kitchen essential pantry items!"
United States
KATERINA
The price is P17,500
P26,423 total
includes taxes & fees
Aug 11 - Aug 12
Kasa Boston at Fenway
Lobby lounge

14. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (733 reviews)
"The accommodation is very good."
United States
honghao
The price is P11,702
P20,809 total
includes taxes & fees
Aug 25 - Aug 26
Global Luxury Suites Downtown 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

The Revolution Hotel

The Revolution Hotel

10/10 Excellent
"We stayed in a room with the shared bathrooms. I was pleasantly surprised by the experience. There were more available bathrooms than I expected and the cleaning staff were incredibly on top of it. Our rooms came with robes, slippers and so many fresh towels. Our room had two bunk beds and it was so fun as friend trip. Everyone at the hotel was so friendly and helpful. We truly enjoyed my stay."
Kyla 4-night trip
Posted less than an hour ago
The Revolution Hotel

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:

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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?

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 TD Garden.

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.