Photo by Janine Edmondson

Holiday Rentals in Rockland

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Rockland

Lobby lounge
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (411)
"Decent place"
The price is €326
per night
27 May - 28 May
Global Luxury Suites Downtown Boston
Deluxe Studio
Temple Place Suites
2.5 star property
6.8 out of 10, (83)
"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 €126
per night
9 Jun - 10 Jun
Temple Place Suites
Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.4 out of 10, Exceptional, (51)
"Cozy accommodations close to Back Bay and Fenway. A little too cozy for a couple - better for a solo leisure stay (no desk or working space). Rooms in pics look bigger than what it actually is. Garden level rooms will be a bit noisy. Excellent location and spotless and good security. "
28 Fenway
Save an average of 15% on thousands of hotels when you're signed in
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very good, (337)
"2.5km Walk to Fenway, lost of shopping and dining near by, the best is that each room has individual wifi! So no sharing. Very safe area around MIT "
The price is €257
per night
16 Jun - 17 Jun
Sonder 907 Main
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, (779)
"I used No 284 powered by Sonder as I was attending a conference in the Hynes conference center this week. The location is perfect and very close to the conference center and prudential shopping center, with plenty of great food and drink options close by. The room was spotless and very convenient with touchless check in and entry via an app. For the cost of the room, I would have expected a bit more space, but it is prime real estate in central Boston... All in all, great experience, would go...
The price is €241
per night
17 Jun - 18 Jun
No. 284 powered by Sonder
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village
2.0 star property
6.0 out of 10, (81)
"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
Rooftop terrace
Global Luxury Suites East Boston
4.0 star property
7.0 out of 10, Good, (87)
"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 €344
per night
27 May - 28 May
Global Luxury Suites East Boston
Front of property
89 Marion
2.0 star property
8.2 out of 10, Very good, (133)
"Quiet, safe and great location near Fenway Park. Will come back. "
The price is €213
per night
26 May - 27 May
89 Marion
Iron/ironing board, free WiFi
400 Columbus Avenue
2.0 star property
7.6 out of 10, Good, (56)
"It was not expensive and was perfect for someone who didn't spend much time in the room. Bed very comfortable."
The price is €231
per night
26 May - 27 May
400 Columbus Avenue
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 €263
per night
27 May - 28 May
245 Newbury St
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 €263
per night
26 May - 27 May
40 Temple 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, (171)
"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 €336
per night
23 Jun - 24 Jun
Sonder at Pierce Boston
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
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 €302
per night
4 Jun - 5 Jun
Beautiful Retreat close to Downtown Boston. Pets friendly.
Apartment
Charlesgate Suites
3.5 star property
9.6 out of 10, Exceptional, (143)
"Very well maintained bed and pillows are extremely comfortable and area is in a good location 8min walk from fenway and an average 10 to 15min uber drive to everything you'd love to see in boston"
Charlesgate Suites
Suite, 1 Double Bed, Accessible
Sonder The Magnolia
3.5 star property
9.0 out of 10, Wonderful, (32)
"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 €374
per night
23 Jun - 24 Jun
Sonder The Magnolia
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
Property grounds
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
7.2 out of 10, Good, (15)
"If you are looking for a room with a view, this is not your place. If you want a very comfortable bed, a hot shower, and a place to rest after a long day, this is as good as any. If you want your money to go toward a lady with young kids instead of a mega millionaire, stay here. This is in the southern suburbs of Boston. Not handicapped accessible because you have to go down 4 steps. "
The price is €118
per night
27 May - 28 May
Brown sugar private one bedroom few minutes away grocery stores, dollar tree,bjs
Individually decorated, individually furnished, iron/ironing board
Sonder The Hancock
3.5 star property
8.0 out of 10, Very good, (66)
"Building and street were perfect ! Check in was super easy, "
The price is €369
per night
9 Jun - 10 Jun
Sonder The Hancock
Don't see what you're looking for?
See all available properties in Rockland
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
Seaport Hotel Boston
4.0 star property
9.6 out of 10, Exceptional, (2157)
"All of the employees of the hotel were so wonderful and helpful, which made our stay at the hotel so great."
The price is €323
per night
6 Jun - 7 Jun
Seaport Hotel Boston
Exterior
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2072)
"great property convenient location. I would say again "
The price is €188
per night
27 May - 28 May
Omni Boston Hotel at the Seaport
Meeting facility
Hilton Boston Park Plaza
4.0 star property
8.4 out of 10, Very good, (3325)
"Great location. Beautiful interior. Coffee and dining on site. Clean rooms."
The price is €185
per night
27 May - 28 May
Hilton Boston Park Plaza
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.

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, apart-hotels, 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 favorite 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 depends 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 €118 per night. Entering your travel dates in the search wizard you might find 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?

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