Rockland Vacation Rentals

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Our top choices for Rockland vacation rentals

Spacious 5-bedroom house with WiFi, AC in delightful Rockland

Spacious 5-bedroom house with WiFi, AC in delightful Rockland
Rockland
The price is CA $333
CA $564 total
includes taxes & fees
May 24 - May 25
Spacious 5-bedroom house with WiFi, AC in delightful Rockland

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (202 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is CA $216
CA $760 total
includes taxes & fees
May 18 - May 19
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Boston
10.0 out of 10, Exceptional, (121 reviews)
"Overall our stay was good!"
United States
Yan B.
The price is CA $470
CA $888 total
includes taxes & fees
May 18 - May 19
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

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, (631 reviews)
"Great location, Central to all main attractions and great restaurants, food, entertainment. Custom house is fantastic building rich in history. Great place to stay in Boston "
Australia
Antonios
The price is CA $385
CA $442 total
includes taxes & fees
May 25 - May 26
Marriott Vacation Club® at Custom House, Boston

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (32 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is CA $228
CA $436 total
includes taxes & fees
May 18 - May 19
The Chester Hotel

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (373 reviews)
"Wonderful stay, convenient location "
United States
Junhu
The price is CA $166
CA $278 total
includes taxes & fees
May 18 - May 19
Temple Place Suites

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (693 reviews)
"Great location "
Canada
Robert
The price is CA $232
CA $329 total
includes taxes & fees
May 21 - May 22
Global Luxury Suites Downtown Boston

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (280 reviews)
"Yes and clean"
United States
Sindy
The price is CA $166
CA $262 total
includes taxes & fees
May 19 - May 20
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, (114 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
The price is CA $223
CA $382 total
includes taxes & fees
May 18 - May 19
Maverick Suites at 40 Temple 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, (149 reviews)
"The property is clean and for the money, is a win for the visitor. "
United States
Ramon S
The price is CA $214
CA $373 total
includes taxes & fees
May 18 - May 19
Maverick Suites at 400 Columbus Ave

Tranquil South End Studio

Tranquil South End Studio
Back Bay
The price is CA $132
CA $378 total
includes taxes & fees
May 19 - May 20
Tranquil South End Studio

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
Marshfield
10.0 out of 10, Exceptional, (11 reviews)
"Great location and cozy cottage, would book again!"
United States
Erik N.
The price is CA $392
CA $553 total
includes taxes & fees
May 18 - May 19
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

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, (167 reviews)
"Great place for a solo business trip. Great location"
United States
Eleazar
The price is CA $246
CA $409 total
includes taxes & fees
May 20 - May 21
Maverick Suites at 245 Newbury St

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, (33 reviews)
"Great location and wonderful property."
United States
brent w.
The price is CA $344
CA $581 total
includes taxes & fees
May 18 - May 19
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (102 reviews)
"Location Location Location!!!"
United States
David
The price is CA $468
CA $584 total
includes taxes & fees
May 18 - May 19
Thomas Sea Suites

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (366 reviews)
"Great stay. "
United States
Anna
The price is CA $199
CA $363 total
includes taxes & fees
May 20 - May 21
Maverick Suites at 28 Fenway

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is CA $186
CA $357 total
includes taxes & fees
May 18 - May 19
Studio Awaits Your Next Stay!

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
The price is CA $131
CA $300 total
includes taxes & fees
May 18 - May 19
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.8 out of 10, Good, (13 reviews)
"Perfect location, terrible cleanliness."
United States
Cristina
The price is CA $125
CA $390 total
includes taxes & fees
May 18 - May 19
Cozy Studio Steps from Boston Common and Theaters

3BR pet-friendly Quincy house w/parking — near Adams Park 383

3BR pet-friendly Quincy house w/parking — near Adams Park 383
Quincy
9.8 out of 10, Exceptional, (49 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is CA $227
CA $518 total
includes taxes & fees
May 18 - May 19
3BR pet-friendly Quincy house w/parking — near Adams Park 383
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

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?

Cozy 2BR Fort Hill Apartment | Near the T: Visitors like this Rockland vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.