Dedham Vacation Rentals
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Our top choices for Dedham 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, (8 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 $318
CA $437 total
includes taxes & fees
Nov 17 - Nov 18
2. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway ParkingDorchester
9.6 out of 10, Exceptional, (11 reviews)
"Amazing place and great host!"
Harmoni C.
The price is CA $191
CA $289 total
includes taxes & fees
Nov 11 - Nov 12
3. 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."
Travis B.
The price is CA $282
CA $591 total
includes taxes & fees
Dec 1 - Dec 2
4. Designer Condo in Jamaica Plain | Steps to Forest Hills
Designer Condo in Jamaica Plain | Steps to Forest HillsRoslindale
The price is CA $222
CA $897 total
includes taxes & fees
Nov 23 - Nov 24
5. Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2
Exclusive Summer Offer · Spacious 4BR Boston Stay w/ Parking & Pet-Friendly 37/2Dorchester
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!"
Julie C.
The price is CA $195
CA $503 total
includes taxes & fees
Nov 11 - Nov 12
6. Skylit Suite in Musical home
Skylit Suite in Musical homeRoxbury
9.6 out of 10, Exceptional, (15 reviews)
"The property was well furnished and had all the amenities we needed. "
Anonymous traveller
The price is CA $281
CA $566 total
includes taxes & fees
Nov 11 - Nov 12
7. Newly Renovated 3BR Private Home in Newton
Newly Renovated 3BR Private Home in NewtonNewton Center
The price is CA $316
CA $495 total
includes taxes & fees
Nov 12 - Nov 13
8. The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1
The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1Milton
The price is CA $438
CA $969 total
includes taxes & fees
Nov 12 - Nov 13
9. Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76
Pet friendly 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View 76Dorchester
10.0 out of 10, Exceptional, (21 reviews)
"Great highly recommend"
L M.
The price is CA $300
CA $725 total
includes taxes & fees
Nov 16 - Nov 17
10. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383Quincy
9.8 out of 10, Exceptional, (53 reviews)
"Extraordinarily beautiful VRBO, very clean, convenient to highway, walking distance to several eateries, walk or quick drive to the Red Line to use to get into downtown Boston, and very responsive owner."
Mark T.
The price is CA $240
CA $514 total
includes taxes & fees
Nov 15 - Nov 16
11. 4BR Family Vacation Home • Near Boston • Gillette Stadium • Free Parking
4BR Family Vacation Home • Near Boston • Gillette Stadium • Free ParkingNorwood
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."
Chris B.
The price is CA $464
CA $988 total
includes taxes & fees
Nov 20 - Nov 21
12. Peaceful Milton Getaway- Trails & City Nearby
Peaceful Milton Getaway- Trails & City NearbyMilton
10.0 out of 10, Exceptional, (3 reviews)
"Very beautiful place and clean. The hosts were very nice and gave speedy responses. "
The P.
The price is CA $671
CA $1,502 total
includes taxes & fees
Dec 7 - Dec 8
13. Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17
Pet-Friendly 4BR Single Home • Easy Access I-93 w/ Free Parking 17Randolph
10.0 out of 10, Exceptional, (7 reviews)
"Great stay! Host was very responsive to any questions. Family friendly house with lots of beds and a wide open living room. Easy check in and check out process. Nice central location to all that the Boston area has to offer."
Anonymous traveller
The price is CA $225
CA $615 total
includes taxes & fees
Nov 12 - Nov 13
14. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39Quincy
9.6 out of 10, Exceptional, (57 reviews)
"Very clean and stay was enjoyable. "
Sheldon S.
The price is CA $210
CA $478 total
includes taxes & fees
Nov 11 - Nov 12
15. 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 76/1Dorchester
9.8 out of 10, Exceptional, (21 reviews)
"Nice place, nice area, train was easily accessible for transportation. Overall very good place to stay."
Janis F.
The price is CA $180
CA $486 total
includes taxes & fees
Nov 11 - Nov 12
16. Centrally located in the heart of Boston free parking near T
Centrally located in the heart of Boston free parking near TDorchester
9.4 out of 10, Exceptional, (34 reviews)
"Great location, amazing host, beautiful space! 10/10 would recommend "
Emily L.
The price is CA $247
CA $614 total
includes taxes & fees
Nov 16 - Nov 17
17. Pet-Friendly 3BR Retreat • Easy Boston, Logan Airport & I-93 Access w/Parking 37
Pet-Friendly 3BR Retreat • Easy Boston, Logan Airport & I-93 Access w/Parking 37Quincy
9.2 out of 10, Wonderful, (40 reviews)
"Everything was absolutely excellent."
Rafael M.
The price is CA $180
CA $441 total
includes taxes & fees
Nov 11 - Nov 12
18. Renovated Beach House Close to Everything, Minutes to Boston
Renovated Beach House Close to Everything, Minutes to BostonQuincy
9.2 out of 10, Wonderful, (126 reviews)
"Great location! Owner was responsive with any issues."
Samuel K.
The price is CA $241
CA $550 total
includes taxes & fees
Nov 11 - Nov 12
19. 47 Elegant 5BR House Near Boston - King Beds + 5 Free parking
47 Elegant 5BR House Near Boston - King Beds + 5 Free parkingDorchester
10.0 out of 10, Exceptional, (1 review)
"Great and well maintained condo. Very close to the T station."
Sharon B.
The price is CA $301
CA $774 total
includes taxes & fees
Nov 11 - Nov 12
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 Dedham Hotel Reviews
citizenM Boston North Station
8/10 Good
Find out more about Dedham
Dedham Vacation Homes information
Number of reviews | 318 |
|---|---|
Accommodation | 482 Vacation Homes |
Lowest Price | CA $289 |
Highest Price | CA $1,502 |
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