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Rockland Holiday Rentals

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Our top choices for Rockland holiday rentals

1. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (653 reviews)
"Best hotel for stay in Boston!"
United States
Frank
The price is NZ$595
includes taxes & fees
30 Aug - 31 Aug
Marriott Vacation Club® at Custom House, Boston

2. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (197 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
The price is NZ$448
includes taxes & fees
18 Aug - 19 Aug
Maverick Suites at 245 Newbury St

3. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (141 reviews)
"Worth the stay"
Canada
Akansha
The price is NZ$431
includes taxes & fees
12 Aug - 13 Aug
Maverick Suites at 40 Temple St

4. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (733 reviews)
"The accommodation is very good."
United States
honghao
The price is NZ$511
includes taxes & fees
12 Aug - 13 Aug
Global Luxury Suites Downtown Boston

5. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (161 reviews)
"Well located"
United States
Evelyn
The price is NZ$405
includes taxes & fees
26 Aug - 27 Aug
Maverick Suites at 400 Columbus Ave

6. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is NZ$510
includes taxes & fees
12 Aug - 13 Aug
The Chester Hotel

7. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (402 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
The price is NZ$461
includes taxes & fees
12 Aug - 13 Aug
Maverick Suites at 28 Fenway

8. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (12 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
The price is NZ$488
includes taxes & fees
12 Aug - 13 Aug
The Concord Hotel

9. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (433 reviews)
"Great location so close to everything"
United States
Hunter
The price is NZ$299
includes taxes & fees
12 Aug - 13 Aug
Temple Place Suites

10. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (304 reviews)
"The place was exactly as described, very comfortable and we had everything we needed for a relaxing stay. We especially appreciated the stocked kitchen essential pantry items!"
United States
KATERINA
The price is NZ$517
includes taxes & fees
13 Aug - 14 Aug
Kasa Boston at Fenway

11. 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, (52 reviews)
"Great overall stay!"
United States
Chris R.
The price is NZ$836
includes taxes & fees
18 Aug - 19 Aug
Cozy three-bedroom home close to Boston w/ plenty of parking

12. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (324 reviews)
"Lovely small property with thoughtful touches like cool water bottles & Nespresso available 24hrs. I had to take a last minute Zoom call and the front desk reserved the business center room for me. The rooms themselves are a bit small but very comfortable beds and linens."
United States
Theresa
The price is NZ$279
includes taxes & fees
12 Aug - 13 Aug
Premier Suites - Bay Village

13. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (224 reviews)
"Very nice room and close to fenway"
United States
timothy
The price is NZ$641
includes taxes & fees
16 Aug - 17 Aug
Charlesgate Suites

14. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Extraordinarily beautiful VRBO, very clean, convenient to highway, walking distance to several eateries, walk or quick drive to the Red Line to use to get into downtown Boston, and very responsive owner."
United States
Mark T.
The price is NZ$608
includes taxes & fees
16 Aug - 17 Aug
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (17 reviews)
"Great location to fenway. Easy and clean."
United States
Allison
The price is NZ$594
includes taxes & fees
16 Aug - 17 Aug
Symple Live

16. 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, (31 reviews)
"The property was as presented, it’s actually 3 floors which I did not realize but plenty spacious and comfortable, the host was communicative, helpful and responsive. We were all very comfortable, definitely met our expectations and would recommend."
United States
Shaunna S.
The price is NZ$660
includes taxes & fees
17 Aug - 18 Aug
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

17. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (118 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
The price is NZ$740
includes taxes & fees
8 Sept - 9 Sept
Thomas Sea Suites

18. 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 NZ$781
includes taxes & fees
25 Aug - 26 Aug
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

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

Renovated Beach House Close to Everything, Minutes to Boston
Quincy
9.4 out of 10, Exceptional, (118 reviews)
"nice"
United States
Anonymous traveller
The price is NZ$758
includes taxes & fees
13 Aug - 14 Aug
Renovated Beach House Close to Everything, Minutes to Boston

20. 3 Bedroom Condo - entire space

3 Bedroom Condo - entire space
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Owners responded quickly, check in was smooth, great location, close to downtown Boston. A lot of great options for food around the property. The property is very spacious, perfect for groups of friends or families."
United States
Jannifer
The price is NZ$715
includes taxes & fees
12 Aug - 13 Aug
3 Bedroom Condo - entire space
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Rockland holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Rockland. 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 Rockland. 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 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 holiday 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 Rockland short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Rockland?

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

What are some of the best holiday rentals that Rockland has to offer?

Boston's Best Vacation Home : This holiday home rental outside of Rockland 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 holiday rentals like in Rockland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rockland. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.