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Rockland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Rockland

Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Temple Place Suites

2.5 star property
Downtown Boston
7.0 out of 10, Good, (322)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
$141 nightly
The price is $162
Dec 5 - Dec 6
Total with taxes and fees
Temple Place Suites
Deluxe Studio Suite (2nd Floor - Unit 202) | Individually furnished, iron/ironing board, free WiFi, bed sheets
Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway

3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (322)
"Spotless room, spotless building, great staff, comfortable bed. "
United States
Patricia
$190 nightly
The price is $218
Dec 7 - Dec 8
Total with taxes and fees
Maverick Suites at 28 Fenway
Lobby lounge
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4.0 star property
Chinatown
8.0 out of 10, Very Good, (626)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
$140 nightly
The price is $160
Dec 15 - Dec 16
Total with taxes and fees
Global Luxury Suites Downtown Boston
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Bay Village Suites

2.0 star property
Bay Village
6.4 out of 10, (249)
"Great location nice neighborhood "
United States
Jose
$131 nightly
The price is $151
Dec 5 - Dec 6
Total with taxes and fees
Bay Village Suites
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Premier Suites - Bay Village

2.0 star property
Bay Village
6.4 out of 10, (251)
"Clean room, good location, check in check out easily!"
United States
HIEN T
$114 nightly
The price is $131
Dec 7 - Dec 8
Total with taxes and fees
Premier Suites - Bay Village
Interior entrance
Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2.0 star property
Coolidge Corner South Side
8.2 out of 10, Very Good, (270)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
$184 nightly
The price is $206
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 89 Marion
Exterior
Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2.0 star property
Back Bay
8.2 out of 10, Very Good, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
$197 nightly
The price is $226
Dec 10 - Dec 11
Total with taxes and fees
Maverick Suites at 245 Newbury St
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services
The Monty Boston

The Monty Boston

2.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (28)
"Amazing property, would stay again."
United States
Doug
$590 nightly
The price is $678
Dec 5 - Dec 6
Total with taxes and fees
The Monty Boston
Front of property
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2.0 star property
Beacon Hill
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
$199 nightly
The price is $229
Dec 7 - Dec 8
Total with taxes and fees
Maverick Suites at 40 Temple St
42-inch TV with satellite channels
Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

2.0 star property
South End
7.2 out of 10, Good, (132)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
United States
Mark
$172 nightly
The price is $198
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
Rooftop terrace
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4.0 star property
East Boston
6.8 out of 10, (175)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
$154 nightly
The price is $177
Dec 5 - Dec 6
Total with taxes and fees
Global Luxury Suites East Boston
Apartment, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, cookware/dishes/utensils, paper towels
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, (67)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
$193 nightly
The price is $222
Dec 7 - Dec 8
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
Apartment | Premium bedding, desk, iron/ironing board, free WiFi
Charlesgate Suites

Charlesgate Suites

3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
$382 nightly
The price is $439
Dec 14 - Dec 15
Total with taxes and fees
Charlesgate Suites
City Studio | Egyptian cotton sheets, premium bedding, memory foam beds
The Chester Hotel

The Chester Hotel

4.0 star property
South End
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
$382 nightly
The price is $440
Dec 7 - Dec 8
Total with taxes and fees
The Chester Hotel
Apartment | 1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston

2.5 star property
Everett
8.4 out of 10, Very Good, (8)
"Great place. Very clean. Great communication."
United States
Michele
$205 nightly
The price is $230
Dec 5 - Dec 6
Total with taxes and fees
Furnished Apartments near Encore Boston
Smart TV, fireplace
Modern 2 BR, 1BA Near Convention Center & Seaport

Modern 2 BR, 1BA Near Convention Center & Seaport

South Boston
9.8 out of 10, Exceptional, (200)
"Great property, great location, great communication with the host. Walking distance to everything - seaport, convention center, so many fun spots on W. Broadway. We thoroughly enjoyed our stay! "
United States
Cynthia A.
Modern 2 BR, 1BA Near Convention Center & Seaport
Dining
On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks

2.0 star property
West Cambridge
8.2 out of 10, Very Good, (29)
"Great place to stay! We loved our time there!"
United States
Melody
$213 nightly
The price is $244
Dec 23 - Dec 24
Total with taxes and fees
On River/Harvard Sq. two blocks
Presidential Penthouse | Premium bedding, memory foam beds, individually decorated
Thomas Sea Suites

Thomas Sea Suites

3.5 star property
Plymouth Cultural District
9.0 out of 10, Wonderful, (97)
"Great room & views"
United States
Al
$393 nightly
The price is $439
Dec 6 - Dec 7
Total with taxes and fees
Thomas Sea Suites
Smart TV, DVD player, books, music library
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

Beacon Hill
8.6 out of 10, Excellent, (164)
"We loved our stay. The place was a little difficult to find (in the dark). The location is such an easy walk to the T and lots of other activities. We hope to be back next year. "
United States
Suzanne D.
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
Outdoor pool, pool umbrellas, sun loungers
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

3.0 star property
Everett
Luxury Apartments by Hyatus at Boston Everett
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

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Staff was very friendly and helpful. Rooms were clean and new. "
Rosemarie 3-night trip
Posted 2 days ago
Omni Boston Hotel at the Seaport

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 $131 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?

Ocean Dreams, Waves as far as the eyes can see...........: Visitors like this Rockland vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

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. New England Aquarium and Copley Square 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.