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Rockland Vacation Rentals

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Browse Select Rockland Vacation Homes

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (170)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Charming Boston Home | Near T

Charming Boston Home | Near T

17 - 4BR Randolph - Cozy Single House

The price is CA $210
CA $622 total
includes taxes & fees
Aug 31 - Sep 1
17 - 4BR Randolph - Cozy Single House

Charming 3-bedroom house with fast WiFi and is pet-friendly in Brockton

Charming 3-bedroom house with fast WiFi and is pet-friendly in Brockton

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (65)
"Really enjoyed the house. Great location, easy checking in. They even had a decorated Christmas tree for us."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Hidden Gem right in the city of Boston!

9.6 out of 10, Exceptional, (22)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
The price is CA $180
CA $546 total
includes taxes & fees
Aug 31 - Sep 1
Hidden Gem right in the city of Boston!

Charming garden level 1 bedroom 1 bath apartment in Brockton

8.6 out of 10, Excellent, (4)
"Easy to find, very comfortable, clean and convenient"
The price is CA $125
CA $232 total
includes taxes & fees
Sep 3 - Sep 4
Charming garden level 1 bedroom 1 bath apartment in Brockton

West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

9.8 out of 10, Exceptional, (64)
"The property is a great place for a family to stay. Plenty of room, well stocked kitchen, a great location in Boston. Highly recommend! "
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (10)
"It was a great experience for all of our students who used this as a 'home base' for the 3 packed days in Boston. Great property, and very attentive hosts. "
Spacious, New Renovation | Near T

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

9.6 out of 10, Exceptional, (87)
"Easy and fast communication with host, was a great stay."
The price is CA $555
CA $1,027 total
includes taxes & fees
Aug 24 - Aug 25
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Essential Boston Home | Near South End

10.0 out of 10, Exceptional, (4)
"It was great!"
Essential Boston Home | Near South End

Casa Castor • Private Room 3

The price is CA $137
CA $184 total
includes taxes & fees
Sep 5 - Sep 6
Casa Castor • Private Room 3

Comfortable and Central 3 Bed Apartment

Comfortable and Central 3 Bed Apartment

Terrific vacation house only 4.5 miles away from downtown Boston

10.0 out of 10, Exceptional, (43)
"Had everything as listed and was a good location."
The price is CA $418
CA $911 total
includes taxes & fees
Aug 25 - Aug 26
Terrific vacation house only 4.5 miles away from downtown Boston

Cape cod style seaside condo Boston, Airport,Train

9.4 out of 10, Exceptional, (8)
"Property and owners were top notch. Views were amazing"
Cape cod style seaside condo Boston, Airport,Train

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (58)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home

Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

8.8 out of 10, Excellent, (29)
"Location is good and the host is easy to reach and communicate with. Needs a couple of minor improvements:1. AC in the main floor BR & LR.2. Include wash cloths and upgrade towels.3. Add shade on skylight on top floor BR. "
The price is CA $406
CA $785 total
includes taxes & fees
Aug 25 - Aug 26
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

King Bed in Lux Boutique Hotel

8.8 out of 10, Excellent, (6)
"The property was convenient."
The price is CA $189
CA $256 total
includes taxes & fees
Aug 24 - Aug 25
King Bed in Lux Boutique Hotel

Charming 2-bedroom building in delightful Hull with ocean view

10.0 out of 10, Exceptional, (2)
"Great place to stay we had a great time the host was awesome and easy to communicate with thank you for a wonderful weekend"
The price is CA $277
CA $487 total
includes taxes & fees
Sep 15 - Sep 16
Charming 2-bedroom building in delightful Hull with ocean view

Spacious 3-bedroom house with WiFi, AC in Cambridge- walk to Harvard/MIT+parking

Spacious 3-bedroom house with WiFi, AC in Cambridge- walk to Harvard/MIT+parking
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 Rockland Hotel Reviews