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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Rockland vacation rentals

Exterior

1. 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, (198 reviews)
"Great location, really cool place!"
United States
lane
$246 nightly
The price is $283
Aug 19 - Aug 20
Total with taxes and fees
Maverick Suites at 245 Newbury St
Lobby lounge

2. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (734 reviews)
"Great for the price; central to everything"
United States
afshin
$290 nightly
The price is $332
Aug 23 - Aug 24
Total with taxes and fees
Global Luxury Suites Downtown Boston
Front of property

3. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (141 reviews)
"Worth the stay"
Canada
Akansha
$236 nightly
The price is $271
Aug 16 - Aug 17
Total with taxes and fees
Maverick Suites at 40 Temple St
Studio | Iron/ironing board, WiFi (free)

4. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (12 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
$254 nightly
The price is $292
Aug 13 - Aug 14
Total with taxes and fees
The Concord Hotel
Rooftop terrace

5. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (653 reviews)
"Best hotel for stay in Boston!"
United States
Frank
$280 nightly
The price is $321
Aug 13 - Aug 14
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, WiFi (free), bed sheets

6. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (435 reviews)
"Great location so close to everything"
United States
Hunter
$164 nightly
The price is $189
Aug 13 - Aug 14
Total with taxes and fees
Temple Place Suites
42-inch TV with satellite channels

7. Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (162 reviews)
"Well located"
United States
Evelyn
$233 nightly
The price is $258
Aug 13 - Aug 14
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
Front of property

8. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (403 reviews)
"Easy to move-in, location is good for traveler. The shower room not that clean, some hair from previous guests, just clean it can be manage by guest."
Taiwan
LICHIEH
$236 nightly
The price is $271
Aug 13 - Aug 14
Total with taxes and fees
Maverick Suites at 28 Fenway
Premium Apartment | Living area | 24-inch Smart TV with digital channels

9. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$273 nightly
The price is $314
Aug 13 - Aug 14
Total with taxes and fees
The Chester Hotel
Deluxe Double Room, Shared Bathroom | Iron/ironing board, WiFi (free), bed sheets

10. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (325 reviews)
"Lovely apartment and great stay. Location is very good with lots to do around"
United States
Obianuju
$160 nightly
The price is $184
Aug 13 - Aug 14
Total with taxes and fees
Premier Suites - Bay Village
3 bedrooms, desk, iron/ironing board, WiFi (free)

11. 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, (52 reviews)
"Great overall stay!"
United States
Chris R.
$455 nightly
The price is $508
Aug 18 - Aug 19
Total with taxes and fees
Cozy three-bedroom home close to Boston w/ plenty of parking
Exterior detail

12. 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, (52 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.
$321 nightly
The price is $359
Aug 16 - Aug 17
Total with taxes and fees
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Lobby

13. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (304 reviews)
"The place was exactly as described, very comfortable and we had everything we needed for a relaxing stay. We especially appreciated the stocked kitchen essential pantry items!"
United States
KATERINA
$354 nightly
The price is $407
Aug 15 - Aug 16
Total with taxes and fees
Kasa Boston at Fenway
Premium Studio Suite | Premium bedding, desk, iron/ironing board, WiFi (free)

14. Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (224 reviews)
"Very nice room and close to fenway"
United States
timothy
$323 nightly
The price is $371
Aug 13 - Aug 14
Total with taxes and fees
Charlesgate Suites
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

15. Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (18 reviews)
"Great location to fenway. Easy and clean."
United States
Allison
$303 nightly
The price is $348
Aug 16 - Aug 17
Total with taxes and fees
Symple Live
Smart TV

16. Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284

Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
Quincy
9.8 out of 10, Exceptional, (80 reviews)
"Nice quiet street perfect for families and close to Boston."
United States
Alisa O.
$512 nightly
The price is $571
Aug 14 - Aug 15
Total with taxes and fees
Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
Interior

17. 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, (31 reviews)
"The property was as presented, it’s actually 3 floors which I did not realize but plenty spacious and comfortable, the host was communicative, helpful and responsive. We were all very comfortable, definitely met our expectations and would recommend."
United States
Shaunna S.
$341 nightly
The price is $381
Aug 17 - Aug 18
Total with taxes and fees
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
1 bedroom, desk, iron/ironing board, WiFi

18. Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
8.6 out of 10, Excellent, (8 reviews)
"Would stay again"
United States
mark p.
$202 nightly
The price is $237
Aug 13 - Aug 14
Total with taxes and fees
Studio Awaits Your Next Stay!
Exterior

19. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful and clean property, responsive and professional host. I could bring food and cook. I liked my stay. Be aware if you are older or out of shape (me!) be aware that this studio does have stairs. Recommended!"
United States
Paul
$198 nightly
The price is $256
Aug 16 - Aug 17
Total with taxes and fees
Sleek Studio Apartment in the South End
Interior

20. 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, (54 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
$405 nightly
The price is $452
Aug 25 - Aug 26
Total with taxes and fees
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
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

Seaport Hotel Boston

Seaport Hotel Boston

8/10 Good
"The location was amazing with our Bay State Provincetown Ferry literally outside the hotel. It was clean and staff was nice. The staff did try to get us to upgrade to a suite because the room they put us in was close to the elevator, which is really wasn't the close. Although, the walls may be a little thin because I heard a woman talk from a nearby room for a good hour after I went to bed. It may have been from the adjoining room, next time I'll ask for a non-adjoining room and maybe in a part of the hotel that had less guests."
David 1-night trip
Posted less than an hour ago
Seaport Hotel 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 $184 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. 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.