Photo by Janine Edmondson

Rockland Holiday Rentals

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Holiday Rentals in Rockland

Lobby lounge
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (412)
"Decent place"
The price is NZ$577
includes taxes & fees
27 May - 28 May
Global Luxury Suites Downtown Boston
Deluxe Studio
Temple Place Suites
2.5 star property
6.8 out of 10, (85)
"Easily understood instructions for access to building and room. Great location. Bathrooms were not always clean. No windows in room. Good value for price"
The price is NZ$313
includes taxes & fees
9 Jun - 10 Jun
Temple Place Suites
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very good, (337)
"Fabulous location and the rooms are awesome. So Boston!!"
The price is NZ$454
includes taxes & fees
17 Jun - 18 Jun
Sonder 907 Main
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Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites
2.0 star property
6.0 out of 10, (58)
"For the price, this little gem of a room was perfect for my daughter and I wanting to just spend a few days exploring Boston on foot. "
Bay Village Suites
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (782)
"excellent location - super clean property "
The price is NZ$404
includes taxes & fees
17 Jun - 18 Jun
No. 284 powered by Sonder
Front of property
89 Marion
2.0 star property
8.2 out of 10, Very good, (134)
"very lovely and high end classy stay with direct access to transportation and walkable to rests and trade joes'. however disappointingly lacked body bath soap!"
The price is NZ$398
includes taxes & fees
27 May - 28 May
89 Marion
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village
2.0 star property
6.0 out of 10, (82)
"I recently stayed at a hotel in Boston with a bay view. The location of the hotel was great, and it was easy to communicate with the staff. However, I found that the building and room were starting to look tired and could use some updating. On the positive side, there were plenty of things to do in the area, and the check-in process was smooth. Overall, the hotel's location and communication were excellent, but improvements could be made in terms of the building and room condition."
Premier Suites - Bay Village
Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.4 out of 10, Exceptional, (52)
"Small room. Tight quarters "
28 Fenway
Iron/ironing board, free WiFi
400 Columbus Avenue
2.0 star property
7.6 out of 10, Good, (57)
"It was not expensive and was perfect for someone who didn't spend much time in the room. Bed very comfortable."
The price is NZ$409
includes taxes & fees
27 May - 28 May
400 Columbus Avenue
Rooftop terrace
Global Luxury Suites East Boston
4.0 star property
6.8 out of 10, (88)
"Buy the parking in advance if you need it. They offer earlier check-in for a price too. Extremely beautiful area. Lost my key, luckily someone works there until 12am and Avis from customer service and Brandon at the front were amazing and helped us get back in our room after a concert. Worth the stay, just follow-up with what you need. "
The price is NZ$609
includes taxes & fees
27 May - 28 May
Global Luxury Suites East Boston
Exterior
245 Newbury St
2.0 star property
8.0 out of 10, Very good, (79)
"Great location, no frill accommodations but it has all the basics. We come to Boston regularly, and you aren’t going to find a better location. If you are looking for an upscale place to stay, this isn’t it. But if you are looking for a clean, nice place with a great location, this is it. "
The price is NZ$421
includes taxes & fees
27 May - 28 May
245 Newbury St
42-inch flat-screen TV with digital channels, TV, streaming services
Sonder at Pierce Boston
4.0 star property
8.8 out of 10, Excellent, (172)
"The Pierce was awesome! Beautiful views from the room, great location to go see a Sox game, super clean and great staff!!! I can’t say enough good things about it, if I go back to Boston, this is where I’m staying no question. "
The price is NZ$594
includes taxes & fees
16 Jun - 17 Jun
Sonder at Pierce Boston
Front of property
40 Temple St
2.0 star property
7.8 out of 10, Good, (55)
"Excellent stay in a convenient part of town. Love that everything was online and easy from booking, to checkin, property entry codes to checkout. Will stay again!"
The price is NZ$421
includes taxes & fees
27 May - 28 May
40 Temple St
Suite, 1 Double Bed, Accessible
Sonder The Magnolia
3.5 star property
9.0 out of 10, Wonderful, (33)
"The room/unit we were in was above shake shack so you could here the music and noise from the restaurant. Location was great for us though it was Midway between fenway and Boston common in back bay. We took the free logan express bus to back bay and the room was 1 block away. Only $3 to go back to the airport. "
The price is NZ$608
includes taxes & fees
17 Jun - 18 Jun
Sonder The Magnolia
Individually decorated, individually furnished, iron/ironing board
Sonder The Hancock
3.5 star property
8.0 out of 10, Very good, (67)
"Nice property "
The price is NZ$588
includes taxes & fees
23 Jun - 24 Jun
Sonder The Hancock
Pool
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (82)
"We came for my graduation and everything was awesome. Driving to the inner city can be chaotic. This was just close enough where we could enjoy the piece and quiet at the end of the day, while still being close to where wr needed to be. Everything was clean and beautiful. If you have the opportunity to stay here, do it. You will not regret it."
The price is NZ$530
includes taxes & fees
17 Jun - 18 Jun
Beautiful Retreat close to Downtown Boston. Pets friendly.
Dining
Fantastic 2 Bedroom Apartment Near Downtown
9.8 out of 10, Exceptional, (89)
"Very pleasant. Roomy, clean, well equipped. Neighborhood somewhat run down. On south side of city while tourist sites are on North side. We used Uber a lot. Overall nice stay. Thank you."
Fantastic 2 Bedroom Apartment Near Downtown
Property grounds
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
7.4 out of 10, Good, (16)
"It's in a basement and there was a door to another part of the basement that was locked and we could see a light that was on all night on the other side. It was very quiet though, great if you just need somewhere to sleep."
The price is NZ$201
includes taxes & fees
27 May - 28 May
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
Interior
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
9.6 out of 10, Exceptional, (124)
"It was everything we thought as far as location in the boat itself, but the exterior of the boat was in need of a cleaning the bathtowels. What didn't you and mildew smelling the betting was tingy. And a little smelly, but overall, the place was clean in general. And had everything you'd want or need."
Boston Harbor Yacht, AC/Heat, Walk to North End WiFi
Apartment
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (145)
"Beautiful property and a great team who are very helpful for anything guests may need. Will definitely stay here again. "
Charlesgate Suites
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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.

Other types of properties in Rockland you may be interested in

Exterior
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2083)
"We loved everything at the Omni, especially the huge windows and the view. Short walk to lots of restaurants "
The price is NZ$517
includes taxes & fees
9 Jun - 10 Jun
Omni Boston Hotel at the Seaport
Exterior
Seaport Hotel Boston
4.0 star property
9.6 out of 10, Exceptional, (2169)
"The location and view were great!!"
The price is NZ$571
includes taxes & fees
6 Jun - 7 Jun
Seaport Hotel Boston
Front of property - evening/night
Omni Parker House
4.0 star property
8.8 out of 10, Excellent, (2662)
"Stunning hotel and staff was very helpful. Rooms were great. "
The price is NZ$480
includes taxes & fees
16 Jun - 17 Jun
Omni Parker House
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Rockland holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Rockland. 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 Rockland. 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 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 holiday 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 Rockland short-term rentals, that won’t be hard to do.

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?

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi: This holiday home rental outside of Rockland is located in the city centre, and offers a balcony, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 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?

While exploring the area, visit family-friendly sights like Rockland Ice Rink, or get outside and enjoy nature at Copley Square. New England Aquarium and Boston Common 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.

Recent reviews of Rockland properties
Expedia verified reviews