A calm sea with multiple sailboats anchored, a distant ship, and a hazy shoreline.

Rockland Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Rockland vacation rentals

A cozy living room with a sofa, chairs, a TV, and a dining area with a table and chairs.

1. 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, (27 reviews)
""The Cozy Cottage" is exactly as the name implies. Lovely, cozy cottage steps from the beach in a quiet neighborhood setting. Wonderful time there."
United States
merrie o.
$360 nightly
The price is $402
Sep 23 - Sep 24
Total with taxes and fees
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
A wooden front door with a glass panel and the number 383.

2. FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383

FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (52 reviews)
"Very cute property that was very clean, the host was extreme nice with great knowledge of the area and a prefect parking map!"
United States
Alicia R.
$409 nightly
The price is $457
Oct 4 - Oct 5
Total with taxes and fees
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
A spacious living room with a grey sofa set, a coffee table, and a ceiling fan. Large windows provide a view of the cityscape.

3. 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, (35 reviews)
"Excellent place, we will be returning. "
United States
Kevan
$400 nightly
The price is $423
Oct 4 - Oct 5
Total with taxes and fees
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

4. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (125 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
$387 nightly
The price is $432
Sep 28 - Sep 29
Total with taxes and fees
Thomas Sea Suites
A living room with a sofa, coffee table, and a view of the kitchen.

5. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (60 reviews)
"Second time staying at this beautiful Cohasset destination and home. Would love to come back again. Excellent location, harbor walks, downtown walks, comfortable beds, well appointed kitchen, everything you need!"
United States
Beth G.
$619 nightly
The price is $679
Sep 28 - Sep 29
Total with taxes and fees
Village Colonial / Harbor Views.
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

6. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
$275 nightly
The price is $308
Sep 23 - Sep 24
Total with taxes and fees
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

7. Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284

Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
Quincy
9.8 out of 10, Exceptional, (80 reviews)
"Nice quiet street perfect for families and close to Boston."
United States
Alisa O.
$462 nightly
The price is $516
Sep 27 - Sep 28
Total with taxes and fees
Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

8. Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39

Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
Quincy
9.6 out of 10, Exceptional, (54 reviews)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
$301 nightly
The price is $336
Sep 27 - Sep 28
Total with taxes and fees
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

9. Cozy three-bedroom home close to Boston w/ plenty of parking

Cozy three-bedroom home close to Boston w/ plenty of parking
North Braintree
10.0 out of 10, Exceptional, (56 reviews)
"Great overall stay!"
United States
Chris R.
$453 nightly
The price is $505
Sep 28 - Sep 29
Total with taxes and fees
Cozy three-bedroom home close to Boston w/ plenty of parking
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area set for six with a marble table.

10. Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555

Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555
Quincy
9.8 out of 10, Exceptional, (38 reviews)
"Place matched the pictures. I would stay again. Kitchen was nice, lots of bedding and space for all."
United States
Dan M.
$499 nightly
The price is $558
Oct 1 - Oct 2
Total with taxes and fees
Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555
A two-story house with a gabled roof, multiple windows, and a front porch.

11. Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.6 out of 10, Exceptional, (30 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
$202 nightly
The price is $226
Sep 23 - Sep 24
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in superb Canton
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

12. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (90 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
$302 nightly
The price is $347
Oct 5 - Oct 6
Total with taxes and fees
🎖The Boiler Room - Close to Subway & Downtown🎖
A hotel room with a bed, two bedside lamps, a window with blinds, and a framed picture on the wall.

13. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (478 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
$195 nightly
The price is $224
Sep 30 - Oct 1
Total with taxes and fees
Temple Place Suites
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602

FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602
Mattapan
9.4 out of 10, Exceptional, (28 reviews)
"Fantastic experience! Clean and tidy upon arrival! Great communication and excellent to work with! We loved the location and would book again if we ever return to Boston! "
United States
Jessica D.
$339 nightly
The price is $390
Sep 28 - Sep 29
Total with taxes and fees
FREE Parking & Newly Built 3BR 2BA Boston Laundry & AC Near Franklin Park 602
A row of brick townhouses with ornate architectural details, large windows, and a central staircase.

15. Stunning Back Bay Studio Apartment

Stunning Back Bay Studio Apartment
Back Bay
8.6 out of 10, Excellent, (14 reviews)
"Didn’t feel it was cleaned the best. Good location for Fenway Park"
United States
Dawn B.
$221 nightly
The price is $260
Oct 20 - Oct 21
Total with taxes and fees
Stunning Back Bay Studio Apartment
A gazebo with a stone barbecue grill and a table with chairs.

16. Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
Dedham
9.0 out of 10, Wonderful, (70 reviews)
"Our stay was exactly what we needed while vacationing in Boston. Our host was gracious enough to even let us check in early. We had a ton of space and the beds were very comfortable. Would definitely stay again!"
United States
Cortney
$203 nightly
The price is $227
Sep 30 - Oct 1
Total with taxes and fees
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

17. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (345 reviews)
"Location is great"
United States
Eria
$181 nightly
The price is $208
Sep 28 - Sep 29
Total with taxes and fees
Premier Suites - Bay Village
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

18. 🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖

🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
Dorchester
9.8 out of 10, Exceptional, (124 reviews)
"Lovely full apartment with a great location. Our host was highly responsive, the property was clean, quiet, and perfectly well appointed. This is a perfect location to catch the T and explore all of Boston from."
United States
Elizabeth F.
$419 nightly
The price is $482
Sep 30 - Oct 1
Total with taxes and fees
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
A living room with a grey sofa, a black armchair, a coffee table, and a blue rug. There are two windows with blinds, a bookshelf, and a potted plant.

19. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (44 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
$289 nightly
The price is $332
Sep 28 - Sep 29
Total with taxes and fees
Bright 2BR by Boston Waterfront
A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

20. 4BR 6BEDS WOLLASTON BEACH. NearBOSTON3

4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
Quincy
10.0 out of 10, Exceptional, (46 reviews)
"Kim was great in regards to communication and and answered all my questions and was very accommodating! We enjoyed our stay and the kids loved playing at the beach too as it was a couple minute walk :) Theres a playground nearby which helped out a lot too!"
United States
Jennifer V.
$769 nightly
The price is $859
Oct 20 - Oct 21
Total with taxes and fees
4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rockland Hotel Reviews

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

10/10 Excellent
"Glass elevators were a nice surprise for me!"
Bryan 1-night trip
Posted 4 hours ago
Hyatt Regency Boston/Cambridge

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 $208 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.

Explore a world of travel with Expedia

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?

Cozy 3BD 1BA near Beach T-10 Min from Boston: Visitors like this Rockland vacation home rental. It is equipped with a patio, a Smart TV, and WiFi to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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. Copley Square and Boston Harbor 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.