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

Rockland Vacation Rentals

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Our top choices for Rockland vacation rentals

1. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (335 reviews)
"Location is great"
United States
Eria
The price is CA $143
CA $236 total
includes taxes & fees
Sep 6 - Sep 7
Premier Suites - Bay Village

2. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (460 reviews)
"The Property was comfortable, close to public transport, The Goston Common and lots of lively eateries."
United Kingdom
Lisa
The price is CA $166
CA $278 total
includes taxes & fees
Sep 6 - Sep 7
Temple Place Suites

3. 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, (54 reviews)
"Great overall stay!"
United States
Chris R.
The price is CA $304
CA $671 total
includes taxes & fees
Sep 7 - Sep 8
Cozy three-bedroom home close to Boston w/ plenty of parking

4. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (54 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is CA $264
CA $566 total
includes taxes & fees
Sep 7 - Sep 8
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

5. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (20 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is CA $251
CA $464 total
includes taxes & fees
Sep 8 - Sep 9
The Concord Hotel

6. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
The price is CA $249
CA $547 total
includes taxes & fees
Sep 7 - Sep 8
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

7. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (38 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is CA $248
CA $460 total
includes taxes & fees
Sep 8 - Sep 9
The Chester Hotel

8. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.4 out of 10, Very good, (13 reviews)
"Good use of space, comfortable bed and sofa, Very pleasant neighborhood walking distance to Fenway Park, Whole Foods and 2 subway stations. The kitchen is small but functional. The refrigerator either freezes salad or leaks water and the bathroom sink is tiny. But otherwise a sweet place to stay. Use Bounce if you need to stash your bags before check in or after check out."
United States
Donna L.
The price is CA $110
CA $310 total
includes taxes & fees
Sep 6 - Sep 7
Stunning Back Bay Studio Apartment

9. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (739 reviews)
"Great for the price; central to everything"
United States
afshin
The price is CA $252
CA $456 total
includes taxes & fees
Sep 6 - Sep 7
Global Luxury Suites Downtown Boston

10. Easy access! 1br, 5 min walk to T train, easy access to Highway

Easy access! 1br, 5 min walk to T train, easy access to Highway
Westwood
9.2 out of 10, Wonderful, (17 reviews)
"Great location. Clean and private."
United States
Eric B.
Easy access! 1br, 5 min walk to T train, easy access to Highway

11. Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555

Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555
Quincy
9.8 out of 10, Exceptional, (37 reviews)
"Place matched the pictures. I would stay again. Kitchen was nice, lots of bedding and space for all."
United States
Dan M.
The price is CA $353
CA $847 total
includes taxes & fees
Sep 8 - Sep 9
Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555

12. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is CA $264
CA $566 total
includes taxes & fees
Sep 7 - Sep 8
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

13. 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, (121 reviews)
"Overall great stay, loved the location"
United States
Anthony E.
Renovated Beach House Close to Everything, Minutes to Boston

14. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (416 reviews)
"Great property beautiful vintage building great location"
United States
James
The price is CA $274
CA $450 total
includes taxes & fees
Sep 7 - Sep 8
Maverick Suites at 28 Fenway

15. Stellar South End Studio

Stellar South End Studio
Back Bay
9.0 out of 10, Wonderful, (4 reviews)
"This place is not fancy, but is clean and comfortable and exactly as advertised I had an issue with the WiFi and the host fixed it as soon as they could. I would definitely stay here again."
United States
Daniel
The price is CA $173
CA $396 total
includes taxes & fees
Sep 20 - Sep 21
Stellar South End Studio

16. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (311 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is CA $217
CA $392 total
includes taxes & fees
Sep 7 - Sep 8
Kasa Boston at Fenway

17. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.6 out of 10, Good, (169 reviews)
"Well located"
United States
Evelyn
The price is CA $223
CA $384 total
includes taxes & fees
Sep 6 - Sep 7
Maverick Suites at 400 Columbus Ave

18. FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602

FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602
Mattapan
9.4 out of 10, Exceptional, (25 reviews)
"Fantastic experience! Clean and tidy upon arrival! Great communication and excellent to work with! We loved the location and would book again if we ever return to Boston! "
United States
Jessica D.
The price is CA $234
CA $539 total
includes taxes & fees
Sep 7 - Sep 8
FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602

19. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (58 reviews)
"Our stay was awesome! The house was beautiful and well cared for. The host was great and ensured they left lights on as we had a later flight. We had no issues during our stay but the host made themselves available for anything. We would stay here again in a heartbeat!"
United States
Mary B.
Village Colonial / Harbor Views.
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

Find out more about Rockland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rockland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Cozy 3BD 1BA near Beach T-10 Min from Boston: Visitors like this Rockland vacation home rental. It is equipped with a patio, a Smart TV, and WiFi to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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. New England Aquarium and Copley Square 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.