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Rockland Vacation Rentals

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Vacation Rentals in Rockland

"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
10.0 out of 10, Exceptional, (187)
"We really enjoyed our stay in Boston! Thanks for everything!"
The price is $375
$569 total
includes taxes & fees
May 21 - May 22
"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!
View from property
"Travelers Choice Award" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail
10.0 out of 10, Exceptional, (86)
"Great option for a unique stay in the Boston area with great access to downtown via a short, easy, inexpensive ferry ride."
The price is $475
$755 total
includes taxes & fees
May 20 - May 21
"Travelers Choice Award" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail
Interior
Capricornus: Oceanside Vacation
10.0 out of 10, Exceptional, (2)
"We stayed on a houseboat in Lewis Wharf a few years ago and loved it, so we wanted to donit again. We are actually’local’ and my teen and adult kids like to stay in the city for short breaks. (We live an hour away). Love the proximity to the North End, the T, the Aquarium etc. Surprisingly quiet. We miss the boat we used to have, so we enjoy getting gently rocked to sleep. Will always choose a houseboat over a hotel if it’s available."
The price is $315
$559 total
includes taxes & fees
May 16 - May 17
Capricornus: Oceanside Vacation
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Pool
Beautiful Retreat close to Downtown Boston. Pets friendly.
9.8 out of 10, Exceptional, (81)
"Very clean, cute place. Area is a bit off main roads/hard to find food around - plan ahead"
The price is $126
$322 total
includes taxes & fees
May 21 - May 22
Beautiful Retreat close to Downtown Boston. Pets friendly.
Interior
Boston's Finest New Renovated Apartment
9.8 out of 10, Exceptional, (21)
"Curtis’s place was perfect for my family and I visiting Boston, MA!"
Boston's Finest New Renovated Apartment
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
Marina
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (160)
"My son and I stayed here on a spring break trip. The location was a 5 min walk from the USS Constitution, a 10 min walk to Bunker Hill and a 20-30 min walk to the North End. However because we were on a boat in a marina there was zero traffic noise and that combined with the rocking motion of the houseboat meant I slept extremely well. Bonus: we were visited on several days by a pair of ducks who would hang out on the patio with us. Got to love a vacation home that comes with pets! Downsides?...
The price is $200
$568 total
includes taxes & fees
Jun 6 - Jun 7
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Interior
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
9.8 out of 10, Exceptional, (136)
"Great place! Was everything we needed and more"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (47)
"The property was perfect, very clean, comfortable, and modern finishes. It was graduation season when I stayed there, so it was a little loud, but I brought a sound machine, which helped a lot, since I am a light sleeper. Highly recommend this place--great location, close to lots of things to do, good food, and shopping. "
28 Fenway
Apartment | Premium bedding, desk, iron/ironing board, free WiFi
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
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
Fridge, microwave, coffee/tea maker, toaster
Boston's Most Charming Bed & Breakfast - Heart of the City
9.6 out of 10, Exceptional, (97)
"Great property. Great location. Great owner and great / fast communicaton."
Boston's Most Charming Bed & Breakfast - Heart of the City
TV, DVD player, books, music library
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
9.6 out of 10, Exceptional, (132)
"Good location. Easy communications with host. Easy entrance and exit procedures."
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (776)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is $282
$332 total
includes taxes & fees
May 27 - May 28
No. 284 powered by Sonder
Suite, 1 Double Bed, Accessible | 1 bedroom, individually decorated, individually furnished
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 $452
$533 total
includes taxes & fees
May 27 - May 28
Sonder The Magnolia
Interior
90-Boston Spacious Convenient Apartment
9.0 out of 10, Wonderful, (24)
"We had a wonderful stay! The view from the kitchen window is amazing! Very convenient location. We were able to walk for groceries, dining and entertainment. Would definitely recommend. It was spacious and very cozy."
The price is $179
$417 total
includes taxes & fees
May 27 - May 28
90-Boston Spacious Convenient Apartment
Apartment, 2 Bedrooms | Living area | 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, (170)
"Very nice "
The price is $422
$497 total
includes taxes & fees
May 27 - May 28
Sonder at Pierce Boston
Fridge, microwave, oven, stovetop
233/3 Cozy modern apartment, Boston
8.4 out of 10, Very Good, (6)
"Very convenient to where I needed to go during my trip to Boston."
The price is $159
$391 total
includes taxes & fees
May 27 - May 28
233/3 Cozy modern apartment, Boston
Interior
Sonder 907 Main
4.0 star property
8.2 out of 10, Very Good, (333)
"Fabulous location and the rooms are awesome. So Boston!!"
The price is $295
$343 total
includes taxes & fees
May 26 - May 27
Sonder 907 Main
Front of property
89 Marion
2.0 star property
8.2 out of 10, Very Good, (130)
"Good property in great walkable neighborhood. A little noise from the upstairs people on the floors but all manageable. Highly recommend."
The price is $186
$297 total
includes taxes & fees
May 26 - May 27
89 Marion
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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

Interior detail
The Dagny Boston
4.0 star property
9.2 out of 10, Wonderful, (3501)
"Clean, friendly staff, excellent location to everything!"
The price is $204
$267 total
includes taxes & fees
May 27 - May 28
The Dagny Boston
Exterior
Omni Boston Hotel at the Seaport
4.5 star property
9.0 out of 10, Wonderful, (2047)
"The staff was friendly. Our room was super clean, comfy, and had a great view of the city. I loved the floor to ceiling windows. "
The price is $197
$259 total
includes taxes & fees
Jun 9 - Jun 10
Omni Boston Hotel at the Seaport
Front of property - evening/night
Omni Parker House
4.0 star property
8.8 out of 10, Excellent, (2648)
"Lovely staying at a historic hotel that is so convenient to so many locations and with subway service a short walk away. Service was excellent."
The price is $186
$251 total
includes taxes & fees
May 27 - May 28
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.

Everything you need to know about Rockland vacation rentals

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

Rockland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rockland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland vacation 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 vacation.

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 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?

Modern home-like 3BR2BA Retreat/Minutes to T: You might want to consider this vacation home rental near Rockland, which is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 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.

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