Wellesley Vacation Rentals
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Our top choices for Wellesley vacation homes
1. Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026
Welcome in this charming one bedroom apartment located in Westwood. WorldCup2026Westwood
10.0 out of 10, Exceptional, (4 reviews)
"Easy-to-find location and charming accommodations. Everything was organized well and very clean. Would highly recommend this listing."
Eva O.
The price is CA $278
CA $403 total
includes taxes & fees
Sep 7 - Sep 8
2. Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport Access
Newly Renovated beautiful 3-Bed 2-Bath Home with Easy Airport AccessFramingham
9.6 out of 10, Exceptional, (28 reviews)
"Perfect place to stay. Clean and has everything you need. Would recommend anyone to stay here. "
Michelle M.
The price is CA $301
CA $458 total
includes taxes & fees
Aug 25 - Aug 26
3. Charming 3-bedroom house in delightful Ashland for your getaway
Charming 3-bedroom house in delightful Ashland for your getawayAshland
10.0 out of 10, Exceptional, (2 reviews)
"This is our second stay here and both times have been good. The house is quiet, even for it being on a well traveled road. "
John W.
The price is CA $188
CA $409 total
includes taxes & fees
Aug 23 - Aug 24
4. totally remodeled house with fitness room, close to Boston and Worcester
totally remodeled house with fitness room, close to Boston and WorcesterFramingham
9.4 out of 10, Exceptional, (13 reviews)
"Nicely located in neighbor with easy access to highways and walking distance to coffee shop this single home is perfect for being near Boston. Space is comfortable with all the comforts of home. "
Karyn V.
The price is CA $416
CA $670 total
includes taxes & fees
Aug 29 - Aug 30
5. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway ParkingDorchester
9.0 out of 10, Wonderful, (6 reviews)
"The apartment was perfect for our needs & the host communicated everything we needed without us needing to ask! Wonderful stay."
Arwen D.
The price is CA $176
CA $283 total
includes taxes & fees
Aug 18 - Aug 19
6. The Harvard Room conveniently near BC & Harvard
The Harvard Room conveniently near BC & HarvardBrighton
9.0 out of 10, Wonderful, (40 reviews)
"The stay here was perfect for my wife and me. It is close ( 0.5 miles) to the purple line, even closer (.2 miles) to a bus stop, and close to restaurants and a brewery (Notch).Note: Big Daddy's Pizza is very close.2 miles) and was superb!"
Michael D.
The price is CA $216
CA $401 total
includes taxes & fees
Aug 20 - Aug 21
7. Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater Boston
Spacious 5 Bedroom Retreat • Free Parking • Pet Friendly• Greater BostonFramingham
10.0 out of 10, Exceptional, (3 reviews)
"The house was nice. The beds were very comfortable. The house was close to everything. Check-in and check-out process was easy."
Christina S.
The price is CA $474
CA $816 total
includes taxes & fees
Aug 20 - Aug 21
8. 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 ParkingSouth Medford
9.6 out of 10, Exceptional, (9 reviews)
"Clean rooms and comfortable beds "
camilo r.
The price is CA $135
CA $520 total
includes taxes & fees
Aug 23 - Aug 24
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 Midtown Hotel MOD Collection by Sonesta
8/10 Good
Find out more about Wellesley
Wellesley Vacation Homes information
Number of reviews | 157 |
|---|---|
Accommodation | 489 Vacation Homes |
Lowest Price | CA $232 |
Highest Price | CA $1,083 |
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