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Wellesley Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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, (1,287 reviews)
"Great location, close to restaurants and stores. Beautiful rooms. Close enought to Boston without all the traffic. Close to Mass Pike."
United States
Mark
The price is SAR 556
SAR 622 total
includes taxes & fees
4 Oct - 5 Oct
Crescent Suites Hotel
Interior entrance

2. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (318 reviews)
"Room was clean, neat area."
United States
Keir
The price is SAR 459
SAR 848 total
includes taxes & fees
28 Sep - 29 Sep
Maverick Suites at 89 Marion
Property grounds

3. 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, (70 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 SAR 518
SAR 851 total
includes taxes & fees
30 Sep - 1 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Smart TV, books

4. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (44 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is SAR 365
SAR 1,088 total
includes taxes & fees
28 Sep - 29 Sep
Bright 2BR by Boston Waterfront
Smart TV

5. NEW Modern Apartment Near Boston & Harvard Square.

NEW Modern Apartment Near Boston & Harvard Square.
Watertown
10.0 out of 10, Exceptional, (53 reviews)
"That was the most comfortable bed I have slept in away from home!"
United States
Kimberly M.
The price is SAR 466
SAR 814 total
includes taxes & fees
25 Oct - 26 Oct
NEW Modern Apartment Near Boston & Harvard Square.
Deluxe Double Room, Shared Bathroom | Iron/ironing board, WiFi (free), bed sheets

6. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (350 reviews)
"Location is great"
United States
Eria
The price is SAR 453
SAR 715 total
includes taxes & fees
28 Sep - 29 Sep
Premier Suites - Bay Village
Premium Apartment | Living area | 24-inch Smart TV with digital channels

7. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is SAR 618
SAR 1,186 total
includes taxes & fees
30 Sep - 1 Oct
The Chester Hotel
Exterior

8. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"A little issue getting in with the door code operation but otherwise great"
United States
Unspecified U.
The price is SAR 417
SAR 976 total
includes taxes & fees
4 Oct - 5 Oct
Sleek Studio Apartment in the South End
Property grounds

9. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
The price is SAR 466
SAR 961 total
includes taxes & fees
28 Sep - 29 Sep
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, WiFi (free), bed sheets

10. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (483 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is SAR 480
SAR 789 total
includes taxes & fees
27 Oct - 28 Oct
Temple Place Suites
Outdoor dining

11. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (91 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
The price is SAR 436
SAR 1,235 total
includes taxes & fees
5 Oct - 6 Oct
🎖The Boiler Room - Close to Subway & Downtown🎖
Smart TV, fireplace, books, stereo

12. 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, (10 reviews)
"Very quiet, quaint and so cozy. We’re very satisfied with this property "
United States
roger n.
The price is SAR 522
SAR 830 total
includes taxes & fees
16 Oct - 17 Oct
Private Cozy 1-br condo w/ high ceilings, WiFi, AC in quiet N. Framingham
Exterior detail

13. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is SAR 517
SAR 1,207 total
includes taxes & fees
28 Sep - 29 Sep
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Interior

14. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is SAR 517
SAR 1,207 total
includes taxes & fees
29 Sep - 30 Sep
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Exterior

15. Charming 1-bedroom well located Garden Apartment in Historic West Medford

Charming 1-bedroom well located Garden Apartment in Historic West Medford
West Medford
10.0 out of 10, Exceptional, (14 reviews)
"Will not be disappointed!"
United States
Dave O.
The price is SAR 547
SAR 1,010 total
includes taxes & fees
30 Sep - 1 Oct
Charming 1-bedroom well located Garden Apartment in Historic West Medford
Coffee/tea maker, fridge, microwave, oven

16. 3BR2Bth Parking, Cambridge/Boston, W/D, Subway,A/C

3BR2Bth Parking, Cambridge/Boston, W/D, Subway,A/C
Ward Two
9.6 out of 10, Exceptional, (20 reviews)
"This place was great! Everything was very clean and new. It was easy to get in and out, and the host was extremely helpful and communicative. "
United States
Sierra K.
The price is SAR 487
SAR 1,479 total
includes taxes & fees
28 Sep - 29 Sep
3BR2Bth Parking, Cambridge/Boston, W/D, Subway,A/C
Dining

17. Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601

Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
Mattapan
9.6 out of 10, Exceptional, (26 reviews)
"Was such a great spot for the 11 of us!! "
United States
Bryston J.
The price is SAR 1,310
SAR 2,464 total
includes taxes & fees
28 Oct - 29 Oct
Newly Renovated 4BR Boston - Cozy Apt near Franklin Park • Pet-Friendly 601
Studio | Iron/ironing board, WiFi (free)

18. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (24 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is SAR 779
SAR 1,370 total
includes taxes & fees
30 Sep - 1 Oct
The Concord Hotel
42-inch TV with satellite channels

19. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (174 reviews)
"Well located"
United States
Evelyn
The price is SAR 547
SAR 975 total
includes taxes & fees
30 Sep - 1 Oct
Maverick Suites at 400 Columbus Ave
Exterior

20. Modern Studio | South End

Modern Studio | South End
Back Bay
The price is SAR 492
SAR 1,021 total
includes taxes & fees
19 Oct - 20 Oct
Modern Studio | South End
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 Westin Boston Seaport District

The Westin Boston Seaport District

8/10 Good
"Good overall stay"
Jen 1-night trip
Posted 1 hour ago
The Westin Boston Seaport District

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.