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

Rockland Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Rockland vacation rentals

A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

1. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (680 reviews)
"I can’t believe this property is a hotel and not a historic landmark. If you like historical places this is the place to stay in Boston."
United States
Benny
$229 nightly
The price is $263
Nov 25 - Nov 26
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

2. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (42 reviews)
"Charming historic building with modern room interiors and amenities, high quality linens/towels, and an easy walk to BSO, Northeastern University, and shopping."
United States
Andrew
$270 nightly
The price is $310
Nov 10 - Nov 11
Total with taxes and fees
The Chester Hotel
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

3. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (347 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
$270 nightly
The price is $297
Nov 9 - Nov 10
Total with taxes and fees
Kasa Boston at Fenway
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

4. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (772 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
$209 nightly
The price is $240
Nov 22 - Nov 23
Total with taxes and fees
Global Luxury Suites Downtown Boston
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

5. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (473 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
$199 nightly
The price is $229
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 28 Fenway
A modern living room with a grey sofa, a flat-screen TV, a coffee table, and a red and beige patterned rug.

6. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very good, (24 reviews)
"Several items were broken, damaged, or in disrepair upon arrival. An elevator alarm was ringing for at least 16 hours before being resolved late at night. Check in and check out process needs to be more clear and streamlined."
United States
Gina
$244 nightly
The price is $273
Nov 5 - Nov 6
Total with taxes and fees
Furnished Apartments near Encore Boston
A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

7. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (131 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
$429 nightly
The price is $480
Nov 5 - Nov 6
Total with taxes and fees
Thomas Sea Suites
A wooden hallway with a patterned floor leading to a door.

8. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (353 reviews)
"The area was walkable and the room was great!"
United States
Edna
$194 nightly
The price is $217
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 89 Marion
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

9. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (38 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
$257 nightly
The price is $296
Nov 22 - Nov 23
Total with taxes and fees
The Concord Hotel
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

10. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (215 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
$219 nightly
The price is $252
Nov 29 - Nov 30
Total with taxes and fees
Global Luxury Suites East Boston
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

11. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (394 reviews)
"Good place to stay."
United States
Jaetaek
$139 nightly
The price is $160
Nov 9 - Nov 10
Total with taxes and fees
Premier Suites - Bay Village
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

12. 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, (164 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
$192 nightly
The price is $221
Nov 9 - Nov 10
Total with taxes and fees
Maverick Suites at 40 Temple St
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, (216 reviews)
"Great location - plenty to do."
United States
Chloe
$240 nightly
The price is $276
Nov 22 - Nov 23
Total with taxes and fees
Maverick Suites at 245 Newbury St
A modern hotel room with a bed, a desk, a sofa, and a dining area.

14. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (246 reviews)
"Spacers, convenient location"
United States
Svetlana
$322 nightly
The price is $370
Nov 23 - Nov 24
Total with taxes and fees
Charlesgate Suites
A hotel room with a large bed, two bedside lamps, a headboard, a wall-mounted abstract art piece, and potted plants.

15. Furnished Apartment Near Longwood

Furnished Apartment Near Longwood
3.0 star property
North Brookline
8.2 out of 10, Very good, (15 reviews)
"Great location, easy to access, and quick to respond to questions"
United States
ANITA
Furnished Apartment Near Longwood
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

16. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (547 reviews)
"We will definitely stay here again!"
United States
James
$158 nightly
The price is $182
Nov 22 - Nov 23
Total with taxes and fees
Temple Place Suites
A modern living room with a round dining table, grey sofas, and large windows offering city views.

17. Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
8.4 out of 10, Very good, (18 reviews)
"spacious, clean, central location"
United States
Gregory
Furnished Apts near Harvard Stadium
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

18. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (100 reviews)
"Enjoyed the stay"
United States
Frances
$215 nightly
The price is $248
Nov 23 - Nov 24
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
A hotel room with a bed, a desk, a lamp, a potted plant, and large windows with blinds.

19. Furnished Apartment near BMC

Furnished Apartment near BMC
3.0 star property
South End
5.6 out of 10, (4 reviews)
"I loved this apartment. It was perfect for what we needed. I only gave four stars because the apartment could use a little love and updating, and that may be important to some people. It was not for me. We were just over 2 miles away from Mass General where my husband was having an operation. It had a full kitchen, 1 1/2 baths, and was surprisingly quiet. The description of the apartment was clear there was no parking space associated with the apartment; however, I found that every night...
United States
Christine
$392 nightly
The price is $451
Nov 5 - Nov 6
Total with taxes and fees
Furnished Apartment near BMC
A modern living room with a sofa, a dining table, and a kitchen area with appliances.

20. Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
6.6 out of 10, (7 reviews)
"Excellent location. Clean,"
Canada
Carrie-Anne
$303 nightly
The price is $338
Nov 5 - Nov 6
Total with taxes and fees
Luxury 2BR near Cambridge
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rockland Hotel Reviews

citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"Cool tech in the rooms and the location is probably the best in all of Boston. I recommend!"
Dong 1-night trip
Posted 2 hours ago
citizenM Boston North Station

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 $160 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. 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.