Rockland Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Rockland holiday rentals

A modern bedroom with a wooden wall, a bed with grey bedding, a bedside table, a TV mounted on the wall, and a ceiling light.

1. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking
Brockton
10.0 out of 10, Exceptional, (5 reviews)
"It was a very nice little place with a convienient patio deck."
United States
Robin
The price is NZ$254
includes taxes & fees
17 Nov - 18 Nov
Private Suite w/ Bath & Free Parking
A wooden front door with a glass panel and the number 383.

2. 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, (53 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$561
includes taxes & fees
10 Nov - 11 Nov
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

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, (60 reviews)
"Great overall stay!"
United States
Chris R.
The price is NZ$755
includes taxes & fees
10 Nov - 11 Nov
Cozy three-bedroom home close to Boston w/ plenty of parking
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

4. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
9.8 out of 10, Exceptional, (9 reviews)
"Perfect stay for the night. Communication was great and property was clean and had everything we needed."
United States
Ryan E.
The price is NZ$566
includes taxes & fees
16 Nov - 17 Nov
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

5. 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, (57 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is NZ$585
includes taxes & fees
10 Nov - 11 Nov
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

6. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (774 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
The price is NZ$427
includes taxes & fees
6 Dec - 7 Dec
Global Luxury Suites Downtown Boston
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

7. 284 - Cozy House with free huge parking

284 - Cozy House with free huge parking
Quincy
9.6 out of 10, Exceptional, (81 reviews)
"Communication with the host was great! The most important"
United States
Fayette J.
The price is NZ$987
includes taxes & fees
16 Nov - 17 Nov
284 - Cozy House with free huge parking
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

8. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (44 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
The price is NZ$527
includes taxes & fees
10 Nov - 11 Nov
The Chester Hotel
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

9. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (475 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is NZ$389
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 28 Fenway
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

10. 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, (37 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
The price is NZ$679
includes taxes & fees
19 Nov - 20 Nov
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

11. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.6 out of 10, Exceptional, (11 reviews)
"Amazing place and great host!"
United States
Harmoni C.
The price is NZ$369
includes taxes & fees
11 Nov - 12 Nov
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
A wooden hallway with a patterned floor leading to a door.

12. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (355 reviews)
"The area was walkable and the room was great!"
United States
Edna
The price is NZ$368
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 89 Marion
A row of brick buildings with storefronts, including a bakery and a liquor store.

13. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (219 reviews)
"Great location - plenty to do."
United States
Chloe
The price is NZ$401
includes taxes & fees
6 Dec - 7 Dec
Maverick Suites at 245 Newbury St
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

14. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (350 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
The price is NZ$536
includes taxes & fees
24 Nov - 25 Nov
Kasa Boston at Fenway
A view of a beach with cars parked on the side of the road, a pedestrian crossing, and a wooden fence.

15. 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, (126 reviews)
"Great location! Owner was responsive with any issues."
United States
Samuel K.
The price is NZ$689
includes taxes & fees
10 Nov - 11 Nov
Renovated Beach House Close to Everything, Minutes to Boston
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

16. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (39 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
The price is NZ$560
includes taxes & fees
11 Nov - 12 Nov
The Concord Hotel
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

17. 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, (166 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
The price is NZ$401
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 40 Temple St
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

18. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (216 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
The price is NZ$457
includes taxes & fees
6 Dec - 7 Dec
Global Luxury Suites East Boston
A hallway with a framed artwork of a person and a colorful bird illustration on the wall.

19. Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches
Winthrop
9.2 out of 10, Wonderful, (22 reviews)
"Very amazing room to stay! Everything was very clean and comfortable! Host was very responsive and wonderful!"
United States
Edmund W.
The price is NZ$360
includes taxes & fees
10 Nov - 11 Nov
Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches
A modern kitchen with white cabinets, a central island, and a dining area set for six with white chairs and a marble table.

20. FREE Parking & Newly Entire Renovated 4BR Boston/Franklin Park, Pet-Friendly 601

FREE Parking & Newly Entire Renovated 4BR Boston/Franklin Park, Pet-Friendly 601
Mattapan
9.6 out of 10, Exceptional, (29 reviews)
"Jenny was super helpful and communicative. The unit was clean and spacious. Thank you."
United States
Linda L.
The price is NZ$703
includes taxes & fees
10 Nov - 11 Nov
FREE Parking & Newly Entire Renovated 4BR Boston/Franklin Park, Pet-Friendly 601
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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Find holiday rentals that suit your style

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Top Rockland Hotel Reviews

A modern lobby with a sectional sofa, two round tables, and a dining area in the background.
Marriott Boston Quincy

Marriott Boston Quincy

Marriott Boston Quincy
Quincy

8/10 Good

Everything was typical formula. Nothing great. Nothing terrible.
Australia
Mark
Reviewed August 18, 2024
Marriott Boston Quincy

Find out more about Rockland

Everything you need to know about Rockland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rockland holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rockland holiday rentals we have selected for you start as low as NZ$253 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland holiday 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 holiday.

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.

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. Copley Square and Faneuil Hall Marketplace 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.