Rockland Holiday Rentals

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Our top choices for Rockland holiday rentals

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, (630 reviews)
"Beautiful hotel and easy access to everything."
United States
Kimberely
The price is AU$422
includes taxes & fees
30 Apr - 1 May
Marriott Vacation Club® at Custom House, Boston

Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (101 reviews)
"Location Location Location!!!"
United States
David
The price is AU$596
includes taxes & fees
26 Apr - 27 Apr
Thomas Sea Suites

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is AU$559
includes taxes & fees
3 May - 4 May
The Chester Hotel

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, (32 reviews)
"Great location and wonderful property."
United States
brent w.
The price is AU$579
includes taxes & fees
30 Apr - 1 May
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA

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 AU$548
includes taxes & fees
6 May - 7 May
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (683 reviews)
"Great staff, clean, and location"
United States
Juan
The price is AU$340
includes taxes & fees
10 May - 11 May
Global Luxury Suites Downtown Boston

Stunning South End/Back Bay Penthouse!

Stunning South End/Back Bay Penthouse!
South End
10.0 out of 10, Exceptional, (104 reviews)
"The host was very welcoming and helpful.We had a lovely stay."
United States
Ana E.
The price is AU$1,135
includes taxes & fees
18 May - 19 May
Stunning South End/Back Bay Penthouse!

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (358 reviews)
"Good stay!"
United States
Qiyuan
Temple Place Suites

Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.6 out of 10, Excellent, (14 reviews)
"Nice spot"
United States
Kimberly
The price is AU$373
includes taxes & fees
26 Apr - 27 Apr
Furnished Apartments near Encore Boston

Furnished Apts near Harvard Stadium

Furnished Apts near Harvard Stadium
2.0 star property
Allston
9.0 out of 10, Wonderful, (11 reviews)
"Great property. Very clean and spacious. Easy 15 minutes walk to Harvard. Easy check in and check out process"
United States
Tho
Furnished Apts near Harvard Stadium

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (36 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
The price is AU$1,161
includes taxes & fees
1 May - 2 May
The Monty Boston

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (354 reviews)
"Great stay. "
United States
Anna
The price is AU$281
includes taxes & fees
26 Apr - 27 Apr
Maverick Suites at 28 Fenway

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (8 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is AU$846
includes taxes & fees
26 May - 27 May
3BR3Bth Entire House/Steps to Downtown & TD Garden

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Bayside
9.8 out of 10, Exceptional, (15 reviews)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
United States
Candice C.
The price is AU$575
includes taxes & fees
26 Apr - 27 Apr
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home in the heart of the north end. We had a wonderful stay!"
United States
Kerry y.
The price is AU$707
includes taxes & fees
26 Apr - 27 Apr
North End Entire House

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, (165 reviews)
"Great location. Well priced. Its appeals to a specific type of traveler. Overall clean, quiet, solid WiFi services. I had some initial challenges getting in the building, but that was my fault for not checking in and providing the required documents. I would definitely stay again. PS The pizza place right across the street makes a great thin crust pie. "
United States
James
The price is AU$325
includes taxes & fees
26 Apr - 27 Apr
Maverick Suites at 245 Newbury St

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (110 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 AU$319
includes taxes & fees
26 Apr - 27 Apr
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, (142 reviews)
"Great location!"
United States
Kevin
The price is AU$315
includes taxes & fees
27 Apr - 28 Apr
Maverick Suites at 400 Columbus Ave

Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca

Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca
North End
9.6 out of 10, Exceptional, (141 reviews)
"Fun location convenient to tons of excellent restaurants. "
United States
David G.
The price is AU$1,586
includes taxes & fees
19 May - 20 May
Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca

On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks
West Cambridge
8.0 out of 10, Very good, (38 reviews)
"Great stay!"
United States
Ryan K.
The price is AU$436
includes taxes & fees
26 Apr - 27 Apr
On River/Harvard Sq. two blocks
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

Everything you need to know about Rockland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rockland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rockland holiday rentals we have selected for you start as low as AU$239 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Rockland?

Yes, there are holiday rentals in Rockland close to Rockland Ice Rink, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Rockland. Make sure you have time to check out the hockey games and coffee shops during your trip.

What are some of the best holiday rentals that Rockland has to offer?

Centrally located in the heart of Boston near T: This holiday home rental outside of Rockland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 holiday rentals like in Rockland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Rockland. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.