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Compare 467 Vacation Homes in Rockland with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (55)
"We truly enjoyed our stay. The house is adorable and located in a beautiful suburban neighbourhoid. It was an excellent home base from which to explore Boston. The host is extremely accommodating and is easily contacted.We would 100% recommend this place as long as you have your own car to get around the city."
West Roxbury Retreat –Near Downtown Boston, Steps to Train & Bus, Spacious&Comfy

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

9.8 out of 10, Exceptional, (158)
"Walkable to so many restaurants and transit! Highly recommended!"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Clean, Contemporary Escape | Near T

10.0 out of 10, Exceptional, (1)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape | Near T

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

9.0 out of 10, Wonderful, (28)
"Good place for a stay near Boston."
The price is AED 749
AED 1,637 total
includes taxes & fees
5 May - 6 May
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

10.0 out of 10, Exceptional, (69)
"House is awesome, team is easy to work with. it was a perfect stay. "
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

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

10.0 out of 10, Exceptional, (57)
"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

CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

2.0 star property
9.4 out of 10, Exceptional, (18)
"We stayed for a short trip for a concert, and it worked out great! The space was very comfortable and clean, and was very conveniently located! Would stay again!"
The price is AED 1,028
AED 2,465 total
includes taxes & fees
30 May - 31 May
CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

Direct Ocean Front Home; Recently renovated, top to bottom!

10.0 out of 10, Exceptional, (110)
"My family and I had a fantastic time during our stay. This was a wonderful home that was exactly as advertised. Clean and up to date, with beautiful views of the water and the seals and sea lions in the morning. Very convenient location that was within walking distance to restaurants and stores. Owner was very easy to get a hold of and responded quickly to any questions I had. I would definitely stay here again and highly recommend this to anyone looking for a great place to stay. "
Direct Ocean Front Home; Recently renovated, top to bottom!

Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

9.2 out of 10, Wonderful, (25)
"Came to Boston for a few sporting events and the VRBO was optimally located to get us to all hot spots with minimal delay. Very clean and inviting place. "
Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

Charming home with deck- walkable to transit, shops & restaurants

10.0 out of 10, Exceptional, (2)
"Everything was great! Our host was very quick to respond if there was a question. Plenty of room for all 5 adults (and then some). The only negative about the location is pulling out of the driveway. Easy enough to deal with though. For us, the proximity of this location to our family and friends for this visit was great. 20-25 minutes at most whether going into Boston or heading out to family in the suburbs."
Charming home with deck- walkable to transit, shops & restaurants

Large Oceanfront Home in Exclusive Brant Rock Section of Marshfield - Sleeps 10

9.4 out of 10, Exceptional, (23)
"Our family had a perfect pre-Christmas Weekend !"
Large Oceanfront Home in Exclusive Brant Rock Section of Marshfield - Sleeps 10

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay. The apartment was exactly as advertised. It’s very clean and in a cute borough with some great restaurants and shops and any other convenience you might need. The apartment has a large kitchen that’s great for cooking your own meals if you wish to do so. Check in was completely seamless even though we were arriving late at night. "
Hidden Gem right in the city of Boston!

Bright Boston House | near T

9.6 out of 10, Exceptional, (5)
Bright Boston House | near T

Union Square House

9.6 out of 10, Exceptional, (67)
"Very convenient for getting off the transit and fun area to wander around! House was easy to check into and very clean!"
Union Square House

37 - 3BR - Quincy Cozy Townhouse near Blue Hills

9.0 out of 10, Wonderful, (28)
"We were here for a performance at Boston Symphony Hall and it was nice and away from the crazy of the city."
The price is AED 621
AED 1,448 total
includes taxes & fees
5 May - 6 May
37 - 3BR - Quincy Cozy Townhouse near Blue Hills

Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches

8.0 out of 10, Very Good, (7)
"This house is spacious great living area for family get away. Location is fabulous!"
Dog-friendly, spacious coastal retreat with large deck & W/D - walk to beaches

Historic house renovated for modern convenience

9.8 out of 10, Exceptional, (121)
"Really great location and the right size for our group! We had a great time"
Historic house renovated for modern convenience

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

8.8 out of 10, Excellent, (20)
"Excellent property; easy to work with owners."
The price is AED 1,466
AED 2,396 total
includes taxes & fees
13 May - 14 May
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location

Looking for a HUGE family reunion house, Corporate Holiday Events

8.0 out of 10, Very Good, (59)
"Stayed for a couple of days while visiting Boston. The home is very roomy. Would definitely stay again."
Looking for a HUGE family reunion house, Corporate Holiday Events

383 - 3BR - Quincy Chic House near Marina Bay

9.8 out of 10, Exceptional, (31)
"We very much enjoyed our stay. Very convenient to the Boston scene. The host was extremely helpful with our planned trips into Boston. Thank you so much for a wonderful stay."
The price is AED 657
AED 1,497 total
includes taxes & fees
14 May - 15 May
383 - 3BR - Quincy Chic House near Marina Bay
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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Other property types in Rockland

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (470)
"The location was great. Close to the metro and good dining options. "
The price is AED 571
AED 662 total
includes taxes & fees
26 May - 27 May
Sonder 907 Main

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (192)
"Amazing stay, thank you!"
The price is AED 617
AED 1,068 total
includes taxes & fees
5 May - 6 May
Maverick Suites at 28 Fenway

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (550)
"Great place to stay, central and very secure"
The price is AED 896
AED 1,492 total
includes taxes & fees
12 May - 13 May
Global Luxury Suites Downtown Boston
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.