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Our top choices for Wellesley vacation homes

1. Newly Renovated 3BR Private Home in Newton

Newly Renovated 3BR Private Home in Newton
Newton Center
The price is AED 832
AED 1,294 total
includes taxes & fees
13 Dec - 14 Dec
Newly Renovated 3BR Private Home in Newton

2. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Westwood
10.0 out of 10, Exceptional, (8 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
United States
Eva O.
The price is AED 826
AED 1,136 total
includes taxes & fees
19 Nov - 20 Nov
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026

3. Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!
Framingham
10.0 out of 10, Exceptional, (3 reviews)
"Clean, pet friendly"
United States
Rebecca M.
The price is AED 1,365
AED 2,768 total
includes taxes & fees
23 Nov - 24 Nov
Retreat Near Boston with Roku, Deck, BBQ , Piano + Fenced in Yard for Pets!

4. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Framingham
10.0 out of 10, Exceptional, (5 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
United States
Christina S.
The price is AED 1,405
AED 2,238 total
includes taxes & fees
14 Nov - 15 Nov
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston

5. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Framingham
9.6 out of 10, Exceptional, (36 reviews)
"We had a great stay."
United States
Jessica D.
The price is AED 837
AED 1,350 total
includes taxes & fees
30 Nov - 1 Dec
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access

6. Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking
Ward Two
9.8 out of 10, Exceptional, (20 reviews)
"Easy access to the trains and buses, great food within a few blocks"
United States
Mike w.
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

7. Skylit Suite in Musical home

Skylit Suite in Musical home
Roxbury
9.6 out of 10, Exceptional, (15 reviews)
"The property was well furnished and had all the amenities we needed. "
United States
Anonymous traveler
The price is AED 731
AED 1,486 total
includes taxes & fees
16 Nov - 17 Nov
Skylit Suite in Musical home

8. 4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking

4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
Norwood
10.0 out of 10, Exceptional, (3 reviews)
"Not only was Joseph, our host, very accommodating, but the house was amazing! Each bed was comfortable, and each room had a TV. The life size connect 4, the video games, and the fact that every room had AC was an exciting surprise. I would definitely recommend staying here."
United States
Chris B.
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking

9. Modern Upper-Level Oasis, Minutes to Boston.

Modern Upper-Level Oasis, Minutes to Boston.
Norwood
9.8 out of 10, Exceptional, (9 reviews)
"Cute, welcoming, and everything we needed. Host was very responsive and we had a blast."
United States
Travis B.
The price is AED 735
AED 1,539 total
includes taxes & fees
1 Dec - 2 Dec
Modern Upper-Level Oasis, Minutes to Boston.

10. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.6 out of 10, Exceptional, (11 reviews)
"Amazing place and great host!"
United States
Harmoni C.
The price is AED 496
AED 761 total
includes taxes & fees
16 Nov - 17 Nov
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

11. Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2

Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Dorchester
8.0 out of 10, Very good, (2 reviews)
"Was clean and easy to get into. Good amount of parking and easy to contact host with questions!"
United States
Julie C.
The price is AED 545
AED 1,370 total
includes taxes & fees
16 Nov - 17 Nov
Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2

12. Stylish 4 Bedroom Townhouse in Boston, Walkable to Train, Quiet & Safe Area 76/1

Stylish 4 Bedroom Townhouse in Boston, Walkable to Train, Quiet & Safe Area 76/1
Dorchester
9.4 out of 10, Exceptional, (22 reviews)
"Nice place, nice area, train was easily accessible for transportation. Overall very good place to stay."
United States
Janis F.
The price is AED 585
AED 1,419 total
includes taxes & fees
15 Nov - 16 Nov
Stylish 4 Bedroom Townhouse in Boston, Walkable to Train, Quiet & Safe Area 76/1

13. Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
South Medford
8.6 out of 10, Excellent, (19 reviews)
"Great place, friendly check-in"
United States
Anonymous traveler
The price is AED 593
AED 1,611 total
includes taxes & fees
28 Nov - 29 Nov
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

14. Funky and cozy home ! A little bit of everything for everyone.

Funky and cozy home ! A little bit of everything for everyone.
Arlington
10.0 out of 10, Exceptional, (30 reviews)
"Awesome, clean, lots of room, great amenities."
United States
Craig R.
The price is AED 1,216
AED 2,187 total
includes taxes & fees
24 Nov - 25 Nov
Funky and cozy home ! A little bit of everything for everyone.

15. Cozy Davis SQ 4BDs/Free Parking/7 Min to Harvard & MIT/5 Min Walk-Train Station

Cozy Davis SQ 4BDs/Free Parking/7 Min to Harvard & MIT/5 Min Walk-Train Station
Davis Square
6.0 out of 10, (5 reviews)
"Great location. Host was communicative and easy to connect with. "
United States
Joe C.
The price is AED 633
AED 1,347 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Davis SQ 4BDs/Free Parking/7 Min to Harvard & MIT/5 Min Walk-Train Station

16. PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
Everett
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful and clean. Very friendly and helpful host. If ever in the area would definitely choose this lovely home first!"
United States
Dawn B.
The price is AED 585
AED 1,068 total
includes taxes & fees
13 Nov - 14 Nov
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

17. Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton
Brockton
8.6 out of 10, Excellent, (19 reviews)
"Pet friendly"
United States
John
The price is AED 347
AED 601 total
includes taxes & fees
13 Nov - 14 Nov
Charming garden level 1 bedroom 1 bath apartment in Brockton

18. Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway

Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway
West Somerville
8.2 out of 10, Very good, (18 reviews)
"Very clean home and easy onsite parking. Good location as well!"
United States
Katie D.
The price is AED 652
AED 1,544 total
includes taxes & fees
18 Nov - 19 Nov
Tufts 4BD/2BA - 5.MIN to Harvard&Boston / Free Parking / Walk to Subway

19. Centrally located in the heart of Boston free parking near T

Centrally located in the heart of Boston free parking near T
Dorchester
9.4 out of 10, Exceptional, (35 reviews)
"Great location, amazing host, beautiful space! 10/10 would recommend "
United States
Emily L.
The price is AED 641
AED 1,577 total
includes taxes & fees
16 Nov - 17 Nov
Centrally located in the heart of Boston free parking near T

20. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.2 out of 10, Wonderful, (37 reviews)
"Wonderful stay"
United States
Brent H.
The price is AED 364
AED 625 total
includes taxes & fees
15 Nov - 16 Nov
✨Private Studio w/ Loft Center Historic Carlisle✨
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.

Learn more about Wellesley

Stroll through the picturesque campus of Wellesley College, where you can admire stunning architecture and lush gardens. Don't miss the Davis Museum's impressive art collection or a peaceful walk around Lake Waban's scenic shores.

A church with a tall steeple, surrounded by autumn-colored trees and residential buildings.

Top reviews in Wellesley

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