Lodging Image

Wellesley Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Wellesley vacation 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, (1,358 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
The price is AED 503
AED 562 total
includes taxes & fees
15 Dec - 16 Dec
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, (357 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is AED 291
AED 653 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 89 Marion
A living room with a grey sofa, two armchairs, a coffee table, and a large painting on the wall.

3. Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham

Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Framingham
10.0 out of 10, Exceptional, (11 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is AED 477
AED 780 total
includes taxes & fees
1 Dec - 2 Dec
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
A row of brick buildings with storefronts, including a bakery and a liquor store.

4. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (219 reviews)
"Great location - plenty to do."
United States
Chloe
The price is AED 324
AED 710 total
includes taxes & fees
2 Dec - 3 Dec
Maverick Suites at 245 Newbury St
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

5. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (169 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
The price is AED 260
AED 636 total
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 40 Temple St
A bedroom with a bed, nightstands, a window, and a ceiling fan.

6. Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston

Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
Watertown
9.8 out of 10, Exceptional, (65 reviews)
"I was very satisfied with my stay at this property. Mehmet, our host, made sure that we had everything we needed to make our stay comfortable. If I returned to this area, I would definitely stay here again."
United States
Melissa F.
The price is AED 400
AED 726 total
includes taxes & fees
15 Nov - 16 Nov
Newly refurbished, Sunny bright In-law suite.15 minute easy drive to Boston
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

7. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (776 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
The price is AED 342
AED 826 total
includes taxes & fees
13 Dec - 14 Dec
Global Luxury Suites Downtown Boston
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

8. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (479 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is AED 372
AED 786 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 28 Fenway
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

9. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (401 reviews)
"Good place to stay."
United States
Jaetaek
The price is AED 264
AED 494 total
includes taxes & fees
14 Dec - 15 Dec
Premier Suites - Bay Village
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

10. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (45 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
The price is AED 453
AED 985 total
includes taxes & fees
23 Nov - 24 Nov
The Chester Hotel
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

11. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.2 out of 10, Very good, (41 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is AED 499
AED 1,038 total
includes taxes & fees
24 Nov - 25 Nov
The Concord Hotel
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.

12. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (186 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
The price is AED 291
AED 672 total
includes taxes & fees
15 Nov - 16 Nov
Maverick Suites at 400 Columbus Ave
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

13. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
9.0 out of 10, Wonderful, (25 reviews)
"Great location."
United States
Chloe
The price is AED 234
AED 725 total
includes taxes & fees
8 Dec - 9 Dec
Stunning Back Bay Studio Apartment
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

14. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (352 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is AED 661
AED 1,091 total
includes taxes & fees
23 Nov - 24 Nov
Kasa Boston at Fenway
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

15. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (559 reviews)
"We will definitely stay here again!"
United States
James
The price is AED 331
AED 612 total
includes taxes & fees
1 Dec - 2 Dec
Temple Place Suites
A brick building with a black front door, a staircase, and a well-maintained garden.

16. Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.6 out of 10, Excellent, (39 reviews)
"Great spot to stay when visiting Fenway."
United States
Jay G.
The price is AED 349
AED 754 total
includes taxes & fees
15 Nov - 16 Nov
Free Parking at 1 Bed Basement Apt, Near BU & MIT
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

17. Modern Studio | South End

Modern Studio | South End
Back Bay
10.0 out of 10, Exceptional, (3 reviews)
"Amazing stay in the best location! Would recommend and stay here again!!"
United States
Kaylee P.
The price is AED 227
AED 669 total
includes taxes & fees
7 Dec - 8 Dec
Modern Studio | South End
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

18. Stellar South End Studio

Stellar South End Studio
Back Bay
9.4 out of 10, Exceptional, (6 reviews)
"The room was clean and quiet."
United States
Beth
The price is AED 290
AED 796 total
includes taxes & fees
22 Nov - 23 Nov
Stellar South End Studio
A gazebo with a stone barbecue grill and a table with chairs.

19. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (74 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
The price is AED 507
AED 808 total
includes taxes & fees
15 Nov - 16 Nov
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A modern hotel room with a bed, a desk, a sofa, and a dining area.

20. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (247 reviews)
"Spacers, convenient location"
United States
Svetlana
The price is AED 632
AED 1,360 total
includes taxes & fees
23 Nov - 24 Nov
Charlesgate Suites
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wellesley Hotel Reviews

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Great amenities"
Abigail 1-night trip
Posted 1 hour ago
Omni Boston Hotel at the Seaport

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.

What are some of the best vacation rentals that Wellesley has to offer?

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking: This vacation home rental outside of Wellesley has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Gillette Stadium.

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.