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

Rockland Holiday Rentals

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Check prices for these dates

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

Our top choices for Rockland holiday 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.
The price is HK$2,235
HK$3,154 total
includes taxes & fees
27 Sept - 28 Sept
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. Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • 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.
The price is HK$1,736
HK$3,367 total
includes taxes & fees
4 Oct - 5 Oct
Modern Boston Townhouse Near Transit • Private Deck • 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
The price is HK$1,961
HK$3,316 total
includes taxes & fees
4 Oct - 5 Oct
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
The price is HK$2,694
HK$3,362 total
includes taxes & fees
28 Sept - 29 Sept
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.
The price is HK$2,345
HK$5,326 total
includes taxes & fees
28 Sept - 29 Sept
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.
The price is HK$1,253
HK$2,889 total
includes taxes & fees
29 Sept - 30 Sept
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. 284 - Cozy House with free huge parking

284 - Cozy House with free huge parking
Quincy
9.8 out of 10, Exceptional, (80 reviews)
"Nice quiet street perfect for families and close to Boston."
United States
Alisa O.
The price is HK$1,173
HK$3,746 total
includes taxes & fees
27 Sept - 28 Sept
284 - Cozy House with free huge parking
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.
The price is HK$1,080
HK$2,634 total
includes taxes & fees
27 Sept - 28 Sept
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.
The price is HK$1,871
HK$3,964 total
includes taxes & fees
28 Sept - 29 Sept
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.
The price is HK$1,503
HK$4,167 total
includes taxes & fees
1 Oct - 2 Oct
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.
The price is HK$1,404
HK$1,770 total
includes taxes & fees
27 Sept - 28 Sept
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.
The price is HK$911
HK$2,724 total
includes taxes & fees
5 Oct - 6 Oct
🎖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, (481 reviews)
"Clean, good location, all what I need for short stay"
United States
Julia
The price is HK$946
HK$1,673 total
includes taxes & fees
28 Sept - 29 Sept
Temple Place Suites
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

14. New Built & Modern 3BR Boston w/ Parking, Pet Friendly near Franklin Park 602

New Built & Modern 3BR Boston w/ Parking, Pet Friendly 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.
The price is HK$1,235
HK$2,917 total
includes taxes & fees
1 Oct - 2 Oct
New Built & Modern 3BR Boston w/ Parking, Pet Friendly 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, (15 reviews)
"Didn’t feel it was cleaned the best. Good location for Fenway Park"
United States
Dawn B.
The price is HK$823
HK$2,038 total
includes taxes & fees
20 Oct - 21 Oct
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
The price is HK$1,082
HK$1,778 total
includes taxes & fees
30 Sept - 1 Oct
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, (346 reviews)
"Location is great"
United States
Eria
The price is HK$946
HK$1,493 total
includes taxes & fees
28 Sept - 29 Sept
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.
The price is HK$1,647
HK$3,687 total
includes taxes & fees
30 Sept - 1 Oct
🎖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
The price is HK$932
HK$2,604 total
includes taxes & fees
28 Sept - 29 Sept
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.
The price is HK$2,682
HK$6,737 total
includes taxes & fees
20 Oct - 21 Oct
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.
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Top Rockland Hotel Reviews

The Godfrey Hotel Boston

The Godfrey Hotel Boston

10/10 Excellent
"All the staff members we interacted with during our stay were courteous and very helpful. This location was also great for restaurants and access to Boston Commons."
Scott 5-night trip
Posted less than an hour ago
The Godfrey Hotel Boston

Find out more about Rockland

Search for holiday rentals in Rockland on Expedia! You can easily find your home rentals, villas, holiday apartments in Rockland using one of the methods below:

  • View our selection of featured holiday rentals in Rockland
  • Use the map to find apartments and other holiday homes in the Rockland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rockland while they last

Look no further and take a look at our great range of rental properties in Rockland!

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?

Cozy 3BD 1BA near Beach T-10 Min from Boston: This holiday home rental outside of Rockland 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 that 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 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.