Rockland Vacation Rentals

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Our top choices for Rockland vacation 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, (629 reviews)
"Hotel is in the perfect area to go to Faneuil hall as well as to the north end everything’s in walking distance multiple restaurants you can eat high-end or very inexpensive fun time for all"
United States
Cathy
$280 nightly
The price is $321
May 3 - May 4
Total with taxes and fees
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)
"Very clean and perfect location "
United States
Catherine
$360 nightly
The price is $402
Apr 25 - Apr 26
Total with taxes and fees
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
$364 nightly
The price is $418
Apr 24 - Apr 25
Total with taxes and fees
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.
$400 nightly
The price is $423
Apr 26 - Apr 27
Total with taxes and fees
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.
$360 nightly
The price is $402
May 1 - May 2
Total with taxes and fees
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, (682 reviews)
"Great staff, clean, and location"
United States
Juan
$242 nightly
The price is $278
May 10 - May 11
Total with taxes and fees
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.
$726 nightly
The price is $835
May 18 - May 19
Total with taxes and fees
Stunning South End/Back Bay Penthouse!

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (357 reviews)
"Wonderful stay, convenient location "
United States
Junhu
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)
"The apartment was nice and very spacious. "
United States
Scott
$310 nightly
The price is $346
Apr 24 - Apr 25
Total with taxes and fees
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)
"The apartment was clean and nicely furnished. It had everything we needed. It was in a nice area, easy to get to food including grocery. Will definitely stay again. "
United States
Charonda
$274 nightly
The price is $314
Apr 24 - Apr 25
Total with taxes and fees
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
$657 nightly
The price is $756
Apr 29 - Apr 30
Total with taxes and fees
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, (353 reviews)
"Clean"
United States
Kristin
$235 nightly
The price is $270
Apr 26 - Apr 27
Total with taxes and fees
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.
$534 nightly
The price is $614
May 13 - May 14
Total with taxes and fees
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.
$376 nightly
The price is $420
Apr 26 - Apr 27
Total with taxes and fees
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.
$447 nightly
The price is $514
Apr 26 - Apr 27
Total with taxes and fees
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, (162 reviews)
"Great location, clean and great 😌 "
United States
Catherine
$230 nightly
The price is $265
Apr 26 - Apr 27
Total with taxes and fees
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)
"Very quiet, great location. "
United States
Cole
$214 nightly
The price is $246
Apr 26 - Apr 27
Total with taxes and fees
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, (140 reviews)
"Overall good experience, would stay again. It's nothing fancy, was a cute spot and in a nice area of Boston."
United States
Allison
$209 nightly
The price is $240
Apr 26 - Apr 27
Total with taxes and fees
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.
$1,057 nightly
The price is $1,168
May 19 - May 20
Total with taxes and fees
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.
$271 nightly
The price is $310
Apr 26 - Apr 27
Total with taxes and fees
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 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 $206 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?

Centrally located in the heart of Boston near 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. 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?

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.