Rockland Vacation Rentals from $160: Search Short-Term Rentals

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Our top choices for Rockland vacation 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

Brockton

Robin

$127 nightly

Nov 17 - Nov 18

Total with taxes and fees

A wooden front door with a glass panel and the number 383.

2. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

Quincy

Mark T.

$323 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

North Braintree

Chris R.

$381 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Quincy

Ryan E.

$283 nightly

Nov 17 - Nov 18

Total with taxes and fees

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

Quincy

Sheldon S.

$266 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Chinatown

Yelitza

$200 nightly

Dec 8 - Dec 9

Total with taxes and fees

A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

7. Entire 5BR Large Family House near Perry Beach • Pet-Friendly w/Parking 284

Quincy

Fayette J.

$473 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

8. The Chester Hotel

South End

Tracy

$270 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Fenway–Kenmore

Judy

$186 nightly

Nov 11 - Nov 12

Total with taxes and fees

10. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Quincy

Jeff L.

$326 nightly

Nov 19 - Nov 20

Total with taxes and fees

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

Dorchester

Harmoni C.

$180 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

12. Maverick Suites at 89 Marion

Coolidge Corner

Edna

$159 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

13. Maverick Suites at 245 Newbury St

Back Bay

Chloe

$168 nightly

Dec 6 - Dec 7

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.

14. Kasa Boston at Fenway

Fenway–Kenmore

antonio

$270 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

Quincy

Samuel K.

$346 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

16. The Concord Hotel

South End

Rupintal

$270 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

17. Maverick Suites at 40 Temple St

Beacon Hill

Andrea

$151 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

18. Global Luxury Suites East Boston

East Boston

Erica

$227 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

Winthrop

Edmund W.

$183 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Mattapan

Jeremy B.

$335 nightly

Nov 11 - Nov 12

Total with taxes and fees

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Top Rockland Hotel Reviews

Arcadian Hotel

10/10 Excellent

"T"

citizenM Boston North Station

8/10 Good

"Love staying at CitizenM for convenience when attending concerts and sports games at TD Garden! The rooms are basic and compact but has everything you need for a comfortable stay. We checked out the hotel bar which we also loved! The biggest downside to these rooms is that there is no fan in the room and the bathroom/shower is very close to the bed, so number twos should be done elsewhere lol. Very friendly and helpful staff though! I recommend if the bathroom thing isn’t a dealbreaker for you."

Omni Boston Hotel at the Seaport

10/10 Excellent

"Clean and comfortable. Valet staff was great. Front desk staff was friendly but failed to mention there were two separate parts of the hotel and were accessed by different elevators. We went to the correct floor only to find our room didn’t exist. We went back to the lobby and realized we were on the opposite side of the hotel. No big deal, but thought it was an important piece of information to be left out."

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.

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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.

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Check prices for these dates

Our top choices for Rockland vacation rentals

1. Private Suite w/ Bath & Free Parking

2. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

3. Cozy three-bedroom home close to Boston w/ plenty of parking

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

5. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

6. Global Luxury Suites Downtown Boston

7. Entire 5BR Large Family House near Perry Beach • Pet-Friendly w/Parking 284

8. The Chester Hotel

9. Maverick Suites at 28 Fenway

10. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

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

12. Maverick Suites at 89 Marion

13. Maverick Suites at 245 Newbury St

14. Kasa Boston at Fenway

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

16. The Concord Hotel

17. Maverick Suites at 40 Temple St

18. Global Luxury Suites East Boston

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

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

Find vacation rentals that suit your style

Top Rockland Hotel Reviews

Arcadian Hotel

citizenM Boston North Station

Hilton Boston Park Plaza

The Revolution Hotel

Harborside Inn Of Boston

Omni Boston Hotel at the Seaport

Ramada by Wyndham Boston

Find out more about Rockland

Explore a world of travel with Expedia

Frequently asked questions

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