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

Rockland Vacation Rentals

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Check prices for these dates

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

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

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
$125 nightly
The price is $140
Nov 17 - Nov 18
Total with taxes and fees
Private Suite w/ Bath & Free Parking
A kitchen with a dining table, chairs, and a countertop with a vase of flowers.

2. 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, (61 reviews)
"Great overall stay!"
United States
Chris R.
$385 nightly
The price is $429
Nov 16 - Nov 17
Total with taxes and fees
Cozy three-bedroom home close to Boston w/ plenty of parking
A garden with a rock waterfall, colorful flowers, and a Buddha statue.

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

FREE Parking & Bright 3BR Boston Townhouse Near Transit • 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.
$302 nightly
The price is $337
Nov 15 - Nov 16
Total with taxes and fees
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining table with chairs, and a microwave.

4. 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.
$291 nightly
The price is $325
Nov 17 - Nov 18
Total with taxes and fees
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

5. 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.
$280 nightly
The price is $313
Nov 22 - Nov 23
Total with taxes and fees
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
A house with a wooden deck and a white door marked with the number 41.

6. 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.
$326 nightly
The price is $365
Nov 19 - Nov 20
Total with taxes and fees
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A multi-story hotel with a classic architectural style, featuring arched windows and a central entrance.

7. 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
$199 nightly
The price is $229
Dec 7 - Dec 8
Total with taxes and fees
Global Luxury Suites Downtown Boston
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

8. 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, (169 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
$151 nightly
The price is $173
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 40 Temple St
A wooden hallway with a patterned floor leading to a door.

9. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (356 reviews)
"The area was walkable and the room was great!"
United States
Edna
$159 nightly
The price is $178
Nov 15 - Nov 16
Total with taxes and fees
Maverick Suites at 89 Marion
A row of brick buildings with storefronts, including a bakery and a liquor store.

10. 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
$157 nightly
The price is $180
Dec 13 - Dec 14
Total with taxes and fees
Maverick Suites at 245 Newbury St
Beach

11. Spectacular Ocean Sunsets I Pet Friendly

Spectacular Ocean Sunsets I Pet Friendly
Weymouth
9.0 out of 10, Wonderful, (6 reviews)
"We had a wonderful stay in this beautiful spot!"
United States
Laura A.
$486 nightly
The price is $533
Nov 15 - Nov 16
Total with taxes and fees
Spectacular Ocean Sunsets I Pet Friendly
A person walking on a beach with calm water and a distant shoreline.

12. 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.
$349 nightly
The price is $390
Nov 16 - Nov 17
Total with taxes and fees
Renovated Beach House Close to Everything, Minutes to Boston
A wooden deck with white railings, a glass door, and a metal awning.

13. 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.
$180 nightly
The price is $207
Nov 16 - Nov 17
Total with taxes and fees
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

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

Entire 5BR Large Family House near Perry Beach • Pet-Friendly w/Parking 284
Quincy
9.6 out of 10, Exceptional, (81 reviews)
"Communication with the host was great! The most important"
United States
Fayette J.
$439 nightly
The price is $490
Nov 16 - Nov 17
Total with taxes and fees
Entire 5BR Large Family House near Perry Beach • Pet-Friendly w/Parking 284
A kitchen counter with a coffee maker, a bowl, and a vase with flowers.

15. Romantic 2BR Quincy Retreat • Pet-Friendly • Wollaston Beach & Red Line 74R

Romantic 2BR Quincy Retreat • Pet-Friendly • Wollaston Beach & Red Line 74R
North Quincy
9.2 out of 10, Wonderful, (25 reviews)
"Nice place.. very roomy... Clean and efficient!!! Highly recommend!!!!"
United States
Crissy S.
$269 nightly
The price is $301
Nov 15 - Nov 16
Total with taxes and fees
Romantic 2BR Quincy Retreat • Pet-Friendly • Wollaston Beach & Red Line 74R
A spacious living room with a grey sofa set, a coffee table, and a ceiling fan. Large windows provide a view of the cityscape.

16. Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
Duxbury
10.0 out of 10, Exceptional, (37 reviews)
"Excellent place, we will be returning. "
United States
Kevan
$430 nightly
The price is $455
Nov 13 - Nov 14
Total with taxes and fees
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
A brick building with a green awning labeled "The UPS Store" and a door marked "402".

17. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (186 reviews)
"Very well located. Close to two subways and Copeland Square."
Canada
Lorne
$159 nightly
The price is $183
Nov 15 - Nov 16
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

18. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.8 out of 10, Exceptional, (9 reviews)
"The place was exactly as described, it was clean and exactly what we need for our stay."
United States
Jordan C.
$175 nightly
The price is $206
Nov 24 - Nov 25
Total with taxes and fees
Sleek Studio Apartment in the South End
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area set for six with a marble table.

19. Large Group 6BR/3BA Quincy Beach Near Boston, FREE Parking & Pet-Friendly

Large Group 6BR/3BA Quincy Beach Near Boston, FREE Parking & Pet-Friendly
Quincy
9.8 out of 10, Exceptional, (40 reviews)
"Great, spacious property for a family stay & clear communication with host. "
United States
Amber M.
$540 nightly
The price is $604
Nov 22 - Nov 23
Total with taxes and fees
Large Group 6BR/3BA Quincy Beach Near Boston, FREE Parking & Pet-Friendly
A covered outdoor area with a 'hello' sign, potted plants, and a view into the interior.

20. 🎖The Ashmont Suite - Close to Subway + Downtown🎖

🎖The Ashmont Suite - Close to Subway + Downtown🎖
Dorchester
10.0 out of 10, Exceptional, (62 reviews)
"We had a great visit and the house gave us everything we needed for a comfortable stay. The rooms were nicely furnished and the bedrooms were spacious. The location was convenient for accessing the bus and the subway. The host was very friendly and responsive. We hope to visit again!"
United States
Christina B.
$477 nightly
The price is $548
Nov 23 - Nov 24
Total with taxes and fees
🎖The Ashmont Suite - Close to Subway + Downtown🎖
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"My first visit here, the staff was great, the room was very clean, even checked the blind, no dust!! Very close to many Boston sites. The restaurant was very nice, food was good, bartender very pleasant. Would definitely go again"
Brenda(Bj) 1-night trip
Posted less than an hour ago
Harborside Inn Of Boston

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.