A calm sea with multiple sailboats anchored, a distant ship, and a hazy shoreline.

Rockland Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Rockland vacation rentals

A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

1. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (58 reviews)
"Great overall stay!"
United States
Chris R.
The price is AED 678
AED 1,594 total
includes taxes & fees
18 Oct - 19 Oct
Cozy three-bedroom home close to Boston w/ plenty of parking
A spacious living room with a large window overlooking a body of water, a dining area with a view, and a cozy seating arrangement.

2. Spectacular Ocean Sunsets I Pet Friendly

Spectacular Ocean Sunsets I Pet Friendly
Weymouth
8.6 out of 10, Excellent, (4 reviews)
"Location - excellent"
United States
Andrea
The price is AED 1,277
AED 2,308 total
includes taxes & fees
11 Oct - 12 Oct
Spectacular Ocean Sunsets I Pet Friendly
A living room with a sofa, coffee table, and a view of the kitchen.

3. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (60 reviews)
"This was the perfect stay for our family as we celebrated a wedding at the Red Lion Inn!!! It made everything so easy!"
United States
Kelly C.
The price is AED 1,098
AED 2,494 total
includes taxes & fees
19 Oct - 20 Oct
Village Colonial / Harbor Views.
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

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

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (94 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 AED 364
AED 1,195 total
includes taxes & fees
18 Oct - 19 Oct
🎖The Boiler Room - Close to Subway & Downtown🎖
A two-story house with a gabled roof, multiple windows, and a front porch.

5. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.6 out of 10, Exceptional, (31 reviews)
"We were very pleased with the cleanliness, size of the 2 bedrooms, the kitchenette, bathroom and location! Our Host was very easily contacted and responded quickly always --- we would highly recommend this location as it was easy access to major highways. Will definitely stay again when another function happens! TY Delphine!"
United States
Patricia B.
The price is AED 657
AED 829 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom apartment with WiFi, AC in superb Canton
A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

6. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
Quincy
10.0 out of 10, Exceptional, (46 reviews)
"Kim was great in regards to communication and and answered all my questions and was very accommodating! We enjoyed our stay and the kids loved playing at the beach too as it was a couple minute walk :) Theres a playground nearby which helped out a lot too!"
United States
Jennifer V.
The price is AED 1,256
AED 3,065 total
includes taxes & fees
20 Oct - 21 Oct
4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
A gazebo with a stone barbecue grill and a table with chairs.

7. 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 AED 507
AED 857 total
includes taxes & fees
28 Oct - 29 Oct
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

8. Renovated Beach House Close to Everything, Minutes to Boston

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.2 out of 10, Wonderful, (122 reviews)
"Overall great stay, loved the location"
United States
Anthony E.
The price is AED 1,107
AED 2,090 total
includes taxes & fees
12 Oct - 13 Oct
Renovated Beach House Close to Everything, Minutes to Boston
A spacious living room with a grey sofa set, a coffee table, and a ceiling fan. Large windows provide a view of the cityscape.

9. Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
Duxbury
10.0 out of 10, Exceptional, (35 reviews)
"Excellent place, we will be returning. "
United States
Kevan
The price is AED 918
AED 1,545 total
includes taxes & fees
11 Oct - 12 Oct
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
A cozy living room with a sofa, chairs, a TV, and a dining area with a table and chairs.

10. Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
Marshfield
9.8 out of 10, Exceptional, (28 reviews)
"Great location and cozy cottage, would book again!"
United States
Erik N.
The price is AED 1,102
AED 1,588 total
includes taxes & fees
11 Oct - 12 Oct
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
A modern living room with a flat-screen TV, a white sofa, a coffee table, and decorative items.

11. Lorenzo Inn

Lorenzo Inn
Dorchester
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful house. Very well furnished and equipped. Friendly host. Comfortable beds. Easy to quickly get town centre in an Uber. Highly recommend."
United Kingdom
patrick
The price is AED 955
AED 1,419 total
includes taxes & fees
1 Nov - 2 Nov
Lorenzo Inn
A residential property with a wooden staircase leading to a deck, surrounded by a fenced yard with a large tree and a small house in the background.

12. Downtown!! Located in the Cultural District - One Block to Yacht Club

Downtown!! Located in the Cultural District - One Block to Yacht Club
Plymouth Cultural District
9.8 out of 10, Exceptional, (51 reviews)
"The condo/apartment was as advertise, we enjoyed our stay very much, it's in a great location!"
United States
William W.
The price is AED 687
AED 1,346 total
includes taxes & fees
22 Oct - 23 Oct
Downtown!! Located in the Cultural District - One Block to Yacht Club
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

13. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.8 out of 10, Excellent, (19 reviews)
"Cute place with a great location and responsive communication from the host. Would stay here again!"
United States
Lisa
The price is AED 342
AED 907 total
includes taxes & fees
4 Nov - 5 Nov
Stunning Back Bay Studio Apartment
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

14. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (154 reviews)
"Great property in a great location. Tons of food options nearby. Walking distance to Target and Whole Foods. Easy access to the Blue line. The neighborhood was quiet and clean. Boston common is just a block away. Definitely would stay again and highly recommend."
United States
TommyWallace
The price is AED 426
AED 828 total
includes taxes & fees
1 Nov - 2 Nov
Maverick Suites at 40 Temple St
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

15. Modern Studio | South End

Modern Studio | South End
Back Bay
"The location was PERFECT! Very walkable, safe and close to the subway. Exceptional communication! We will chose to stay here again when in Boston."
United States
Lori
The price is AED 342
AED 851 total
includes taxes & fees
1 Nov - 2 Nov
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 Rockland Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

10/10 Excellent
"-"
Emily 4-night trip
Posted 3 hours ago
The Midtown Hotel MOD Collection by Sonesta

Frequently asked questions

Can I find a vacation rental in Rockland?

Yes, there are vacation rentals in Rockland close to Rockland Ice Rink, or you can select a secluded option if you're looking for extra privacy while you relax. The shops and restaurants are several reasons why visitors like Rockland. Make sure you have time to check out the hockey games and coffeehouses during your trip.

What are some of the best vacation rentals in Rockland?

Boston's Best Vacation Home : Visitors like this Rockland vacation home rental. It is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay.

What can I see and do in Rockland?

Family-friendly attractions include Rockland Ice Rink, whereas Major Reed Park is a spot to enjoy the outdoors. Copley Square and Faneuil Hall Marketplace are other popular places to visit in the area.

What are vacation rentals like in Rockland?

Vacation rentals are private properties you can reserve for a few days or a quick weekend in Rockland. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.