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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
$154 nightly
The price is $177
Sep 3 - Sep 4
Total with taxes and fees
Premier Suites - Bay Village

2. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (455 reviews)
"Great location so close to everything"
United States
Hunter
$174 nightly
The price is $200
Sep 7 - Sep 8
Total with taxes and fees
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.
$435 nightly
The price is $485
Sep 7 - Sep 8
Total with taxes and fees
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.
$306 nightly
The price is $341
Sep 3 - Sep 4
Total with taxes and fees
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
$314 nightly
The price is $361
Sep 2 - Sep 3
Total with taxes and fees
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.
$427 nightly
The price is $477
Sep 7 - Sep 8
Total with taxes and fees
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
$305 nightly
The price is $350
Sep 2 - Sep 3
Total with taxes and fees
The Chester Hotel

8. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.2 out of 10, Very Good, (12 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.
$206 nightly
The price is $242
Sep 7 - Sep 8
Total with taxes and fees
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, (738 reviews)
"Great for the price; central to everything"
United States
afshin
$298 nightly
The price is $342
Sep 6 - Sep 7
Total with taxes and fees
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.
$252 nightly
The price is $282
Sep 3 - Sep 4
Total with taxes and fees
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.
$481 nightly
The price is $538
Sep 2 - Sep 3
Total with taxes and fees
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)
"Our experience was excellent! The property was very clean, comfortable, and the accommodations were exactly as represented on the app. The property owner provided excellent instructions for our stay including entry, parking, and departure. We had one question upon arrival and the owner was immediately responsive. We would definitely stay again!"
United States
Kasey F.
$404 nightly
The price is $451
Sep 7 - Sep 8
Total with taxes and fees
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, (120 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, (412 reviews)
"Good clear communication. Great location! Walked to Fenway for a game. All kinds of restaurants close. Nice clean, comfortable room in a beautifully maintained building!"
United States
James
$302 nightly
The price is $347
Sep 2 - Sep 3
Total with taxes and fees
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
$238 nightly
The price is $280
Sep 20 - Sep 21
Total with taxes and fees
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, (310 reviews)
"Amazing location we loved it"
United States
MARLYN
$293 nightly
The price is $336
Sep 7 - Sep 8
Total with taxes and fees
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
$278 nightly
The price is $320
Sep 2 - Sep 3
Total with taxes and fees
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.
$306 nightly
The price is $351
Sep 2 - Sep 3
Total with taxes and fees
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.
$684 nightly
The price is $750
Sep 2 - Sep 3
Total with taxes and fees
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

Everything you need to know about Rockland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rockland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rockland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rockland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $177 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rockland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rockland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rockland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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. 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.