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

Rockland Vacation Rentals

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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 spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

1. 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
$330 nightly
The price is $369
Sep 30 - Oct 1
Total with taxes and fees
Thomas Sea Suites
A cozy living room with a sofa, chairs, a TV, and a dining area with a table and chairs.

2. 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.
$339 nightly
The price is $379
Sep 28 - Sep 29
Total with taxes and fees
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
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
$379 nightly
The price is $401
Oct 4 - Oct 5
Total with taxes and fees
Cozy 2BR Apartment in Charming Snug Harbor, Duxbury, MA
A living room with a sofa, coffee table, and a view of the kitchen.

4. 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.
$584 nightly
The price is $641
Sep 28 - Sep 29
Total with taxes and fees
Village Colonial / Harbor Views.
A neatly arranged bedroom with a bed, bedside tables, a dresser, and a window providing natural light.

5. 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, (58 reviews)
"Great overall stay!"
United States
Chris R.
$426 nightly
The price is $475
Sep 28 - Sep 29
Total with taxes and fees
Cozy three-bedroom home close to Boston w/ plenty of parking
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

6. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (668 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
$574 nightly
The price is $660
Oct 4 - Oct 5
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
A wooden front door with a glass panel and the number 383.

7. 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.
$288 nightly
The price is $321
Sep 28 - Sep 29
Total with taxes and fees
FREE Parking & Bright 3BR Boston Townhouse Near Transit • Pet-Friendly - 383
A wooden hallway with a patterned floor leading to a door.

8. Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner
8.4 out of 10, Very good, (318 reviews)
"Room was clean, neat area."
United States
Keir
$234 nightly
The price is $261
Sep 28 - Sep 29
Total with taxes and fees
Maverick Suites at 89 Marion
A spacious living room with a large window overlooking a body of water, a dining area with a view, and a cozy seating arrangement.

9. Spectacular Ocean Sunsets I Pet Friendly

Spectacular Ocean Sunsets I Pet Friendly
Weymouth
8.6 out of 10, Excellent, (4 reviews)
"Location - excellent"
United States
Andrea
$541 nightly
The price is $593
Oct 5 - Oct 6
Total with taxes and fees
Spectacular Ocean Sunsets I Pet Friendly
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

10. 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.
$278 nightly
The price is $310
Sep 29 - Sep 30
Total with taxes and fees
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A rooftop dining area with outdoor seating, a view of the cityscape, and a modern building with large windows.

11. 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.
$726 nightly
The price is $811
Oct 20 - Oct 21
Total with taxes and fees
4BR 6BEDS WOLLASTON BEACH. NearBOSTON3
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

12. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (751 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
$402 nightly
The price is $461
Oct 25 - Oct 26
Total with taxes and fees
Global Luxury Suites Downtown Boston
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

13. 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.
$299 nightly
The price is $333
Oct 1 - Oct 2
Total with taxes and fees
Newly Built Greater Boston Townhouse Near I-93 • Parking • Pet-Friendly - 39
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

14. 🎖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.
$373 nightly
The price is $429
Sep 30 - Oct 1
Total with taxes and fees
🎖The Ashmont Apartment - Close to Subway & Downtown Boston🎖
A spacious living room with a grey sofa, wooden flooring, a flat-screen TV, and a staircase.

15. 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.
$414 nightly
The price is $463
Oct 1 - Oct 2
Total with taxes and fees
Large 5BR Peaceful House near Perry Beach • Pet-Friendly w/Parking 284
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area set for six with a marble table.

16. 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)
"Great, spacious property for a family stay & clear communication with host. "
United States
Amber M.
$417 nightly
The price is $466
Sep 29 - Sep 30
Total with taxes and fees
Spacious 6BR Quincy Beach Near Boston • Family Vacation & Pet-Friendly 555
A row of brick buildings with storefronts, including a bakery and a liquor store.

17. 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, (203 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
$347 nightly
The price is $399
Sep 28 - Sep 29
Total with taxes and fees
Maverick Suites at 245 Newbury St
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

18. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (320 reviews)
"Excellent property upscale amenities full kitchen perfect in every way and my room was only a studio I’ll definitely be back next time to try a larger room just to see what they’re like"
United States
Dirk
$385 nightly
The price is $443
Oct 1 - Oct 2
Total with taxes and fees
Kasa Boston at Fenway
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

19. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (24 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
$316 nightly
The price is $364
Sep 30 - Oct 1
Total with taxes and fees
The Concord Hotel
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

20. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (148 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
$344 nightly
The price is $395
Oct 4 - Oct 5
Total with taxes and fees
Maverick Suites at 40 Temple St
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

The Westin Boston Seaport District

The Westin Boston Seaport District

8/10 Good
"Good overall stay"
Jen 1-night trip
Posted 2 hours ago
The Westin Boston Seaport District

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.

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.