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

Rockland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rockland vacation rentals

The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (2 reviews)
"There was very little loud construction outside the window as well as in the building before 8:30 am. The place was cute and relatively clean. Owners gave us a discount for the noise"
United States
Sara
The price is CA $213
CA $425 total
includes taxes & fees
Jul 5 - Jul 6
The Concord Hotel

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (291 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is CA $192
CA $367 total
includes taxes & fees
Jul 6 - Jul 7
Kasa Boston at Fenway

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (298 reviews)
"Great location and well maintained"
United States
EDDIE
The price is CA $139
CA $234 total
includes taxes & fees
Jul 2 - Jul 3
Premier Suites - Bay Village

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (122 reviews)
"This was. A very nice, clean room. Plenty big enough for one or two people and great location, lots of dining and by the park"
United States
Rachel
The price is CA $171
CA $197 total
includes taxes & fees
Jul 8 - Jul 9
Maverick Suites at 40 Temple St

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (637 reviews)
"Excellent location and clean room with beautiful views. Very comfortable and convenient."
United States
Noelle
The price is CA $481
CA $553 total
includes taxes & fees
Jul 26 - Jul 27
Marriott Vacation Club® at Custom House, Boston

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, (177 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
The price is CA $130
CA $149 total
includes taxes & fees
Jul 5 - Jul 6
Maverick Suites at 245 Newbury St

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (157 reviews)
"Great location!"
United States
Kevin
The price is CA $157
CA $180 total
includes taxes & fees
Jul 6 - Jul 7
Maverick Suites at 400 Columbus Ave

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (714 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
The price is CA $236
CA $434 total
includes taxes & fees
Jul 6 - Jul 7
Global Luxury Suites Downtown Boston

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (397 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is CA $139
CA $250 total
includes taxes & fees
Jul 2 - Jul 3
Temple Place Suites

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (380 reviews)
"Great stay. "
United States
Anna
The price is CA $111
CA $266 total
includes taxes & fees
Jul 5 - Jul 6
Maverick Suites at 28 Fenway

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is CA $227
CA $441 total
includes taxes & fees
Jul 2 - Jul 3
The Chester Hotel

Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (107 reviews)
"Location Location Location!!!"
United States
David
The price is CA $524
CA $649 total
includes taxes & fees
Jul 8 - Jul 9
Thomas Sea Suites

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (6 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is CA $215
CA $386 total
includes taxes & fees
Jul 5 - Jul 6
Symple Live

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (297 reviews)
"Great location super close to great restaurants and shopping. I've stayed at this location a couple of times and it never disappoints!"
United States
Melissa
The price is CA $140
CA $283 total
includes taxes & fees
Jul 6 - Jul 7
Maverick Suites at 89 Marion

Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
9.0 out of 10, Wonderful, (2 reviews)
"Great apartment but the building's main door was malfunctioning and we could only get in when a resident with a key entered/exited. Also the wifi didn't work. The provider sis not offer any support or compensation, otherwise this would have been a perfect stay."
United States
Yonatan
The price is CA $235
CA $453 total
includes taxes & fees
Jul 2 - Jul 3
Luxury 2BR near Cambridge

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.2 out of 10, Wonderful, (216 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
The price is CA $244
CA $525 total
includes taxes & fees
Jul 5 - Jul 6
Charlesgate Suites

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (38 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is CA $917
CA $1,298 total
includes taxes & fees
Jul 7 - Jul 8
The Monty Boston

Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (197 reviews)
"Perfect location, professional staff, great parking arrangement "
United States
Joli
The price is CA $259
CA $461 total
includes taxes & fees
Jul 6 - Jul 7
Global Luxury Suites East Boston

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
7.8 out of 10, Good, (73 reviews)
"Excellent location, near grocery stores & public transport. Short walk to City Center (Copley Sq)."
United Kingdom
Jeremy
The price is CA $137
CA $157 total
includes taxes & fees
Jul 2 - Jul 3
Maverick Suites at 402 Columbus Ave

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown
3.0 star property
Hyde Park
The price is CA $388
CA $745 total
includes taxes & fees
Jul 19 - Jul 20
Boston Duplex w/ Foosball Table: 11 Mi to 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rockland Hotel Reviews

Find out more about Rockland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rockland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.