Rockland Vacation Rentals from $166: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Downtown Boston

Benny

$257 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

2. The Chester Hotel

South End

Andrew

$246 nightly

Nov 1 - Nov 2

Total with taxes and fees

A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

3. Thomas Sea Suites

Plymouth Downtown Waterfront District

Heather

$429 nightly

Nov 3 - Nov 4

Total with taxes and fees

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

Chinatown

Myah

$206 nightly

Nov 29 - Nov 30

Total with taxes and fees

A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

5. Kasa Boston at Fenway

Fenway–Kenmore

Krista

$270 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

6. Furnished Apartments near Encore Boston

Everett

Gina

$352 nightly

Oct 31 - Nov 1

Total with taxes and fees

A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

7. Maverick Suites at 28 Fenway

Fenway–Kenmore

Beenish

$234 nightly

Nov 10 - Nov 11

Total with taxes and fees

A row of brick buildings with storefronts, including a bakery and a liquor store.

8. Maverick Suites at 245 Newbury St

Back Bay

Jennifer

$240 nightly

Nov 22 - Nov 23

Total with taxes and fees

A wooden hallway with a patterned floor leading to a door.

9. Maverick Suites at 89 Marion

Coolidge Corner

Edna

$206 nightly

Nov 15 - Nov 16

Total with taxes and fees

A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

10. Global Luxury Suites East Boston

East Boston

Erica

$217 nightly

Nov 24 - Nov 25

Total with taxes and fees

A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

11. Maverick Suites at 40 Temple St

Beacon Hill

TommyWallace

$192 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern living room with a round dining table, grey sofas, and large windows offering city views.

12. Furnished Apts near Harvard Stadium

Allston

Gregory

$289 nightly

Oct 30 - Oct 31

Total with taxes and fees

A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

13. The Concord Hotel

South End

Rupintal

$257 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern bedroom with a large bed, a fireplace, and two windows with blinds.

14. Premier Suites - Bay Village

Bay Village

Jaetaek

$144 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern hotel room with a bed, a desk, a sofa, and a dining area.

15. Charlesgate Suites

Fenway–Kenmore

Svetlana

$322 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern kitchen with a central island, a dining area with a round table and chairs, and a large window providing a view of the city at night.

16. The Monty Boston

Downtown Boston

Jodi

$1,056 nightly

Nov 29 - Nov 30

Total with taxes and fees

A white table with a vase of white orchids, a white chair, and a view of a cityscape through a window with a black frame.

17. Maverick Suites at 400 Columbus Ave

South End

Lorne

$206 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

18. Temple Place Suites

Downtown Boston

James

$147 nightly

Nov 29 - Nov 30

Total with taxes and fees

19. Symple Live

Fenway–Kenmore

Erica

$320 nightly

Nov 29 - Nov 30

Total with taxes and fees

A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

20. Maverick Suites at 402 Columbus Ave

South End

Frances

$216 nightly

Nov 9 - Nov 10

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Aparthotels

Private vacation homes

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

Hyatt Regency Boston

8/10 Good

"Location, location, location. That's what you're paying for with this hotel. You're about 2 blocks from Boston Common, Chinatown, and just a little further to Newbury St./Back Bay. Parking was easy...the Pilgrim Parking on Lafayette is connected to the hotel so you don't even have to go outside after you park. I wish they wouldn't charge "destination fees". We didn't use any of the "perks" that that fee supports anyway. Our adult son used the gym and he really liked it - was impressed by the equipment and that there was a sauna and indoor lap pool. We were told at check in that the restaurant/bar was open til midnight, but when my husband went to buy a beer at just barely 11pm, someone from the restaurant told him they were closed. Hotel was clean and quiet. Could definitely use some sprucing up...it looks a little tired in places. The staff was friendly. Shower was hot with good water pressure. If we were to splurge again, we would probably stay here."

citizenM Boston North Station

10/10 Excellent

"I stayed with my daughter at this hotel for a KATSEYE concert, which was next door AT TD Everyone was so warm and friendly. The rooms were pristine and although they were small, super efficient exactly what we needed. Lots of really nice thoughtful details and every step person I came in contact with was incredibly helpful and warm."

Arcadian Hotel

8/10 Good

"The hotel staff was very accommodating and friendly, I checked in late at night and the gentleman at the welcome desk quickly checked me in and provided me with instructions as to where the parking garage was. He ran through all the amenities and anything I may need to know about the property. If you are a light sleeper, or are affected by light, this is the hotel for you - my room did not have a window to the outside, only the interior hallway, so it was completely blackout, which helped me get great sleep"

The Revolution Hotel

8/10 Good

"Hotel was in a good neighborhood, and close enough to walk to main attractions. Staff was attentive and helpful. Only caution...the rooms are small, if you get one with a bathroom inside the room (as opposed to group bathrooms down a hallway), the floor tends to flood after taking a shower. Lastly, be prepared to do some yoga bends to get in and out of the queen size bed that barely fits in the room."

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 $166 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

Things to do in Braintree

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.

Rockland Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Rockland vacation rentals

1. Marriott Vacation Club® at Custom House, Boston

2. The Chester Hotel

3. Thomas Sea Suites

4. Global Luxury Suites Downtown Boston

5. Kasa Boston at Fenway

6. Furnished Apartments near Encore Boston

7. Maverick Suites at 28 Fenway

8. Maverick Suites at 245 Newbury St

9. Maverick Suites at 89 Marion

10. Global Luxury Suites East Boston

11. Maverick Suites at 40 Temple St

12. Furnished Apts near Harvard Stadium

13. The Concord Hotel

14. Premier Suites - Bay Village

15. Charlesgate Suites

16. The Monty Boston

17. Maverick Suites at 400 Columbus Ave

18. Temple Place Suites

19. Symple Live

20. Maverick Suites at 402 Columbus Ave

Find vacation rentals that suit your style

Top Rockland Hotel Reviews

Hyatt Regency Boston

Find out more about Rockland

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app