A stone pier leading to a white lighthouse with a green door, overlooking calm waters and a forested island.

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

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (495 reviews)
"Its a place to stay."
United States
Todd
The price is HK$643
HK$700 total
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

2. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (35 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is HK$847
HK$1,282 total
includes taxes & fees
21 Oct - 22 Oct
Simplicity-Just what you need! STR24-20
A living room with a sofa, a coffee table with books, a potted plant, and a framed picture on the wall.

3. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Rockland
10.0 out of 10, Exceptional, (2 reviews)
"Perfect stay"
United States
Kayla G.
The price is HK$1,828
HK$3,745 total
includes taxes & fees
27 Sept - 28 Sept
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

4. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (50 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is HK$2,333
HK$4,749 total
includes taxes & fees
5 Oct - 6 Oct
In-town, coastal + relaxing in Rockland
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

5. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (54 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is HK$1,090
HK$2,274 total
includes taxes & fees
21 Oct - 22 Oct
2 Bedroom Close to Town Home
A room with a large window offering a view of a snowy landscape and a body of water.

6. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (98 reviews)
"Great location close to town"
United States
Rich W.
The price is HK$1,608
HK$2,941 total
includes taxes & fees
25 Oct - 26 Oct
Comfortable, Close to Town Home, with Oceanview.
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

7. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is HK$1,169
HK$2,385 total
includes taxes & fees
20 Oct - 21 Oct
Peaceful, Centrally Located Home with Seasonal River Views
A wooden deck with Adirondack chairs and a grill.

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (13 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is HK$1,035
HK$2,026 total
includes taxes & fees
29 Sept - 30 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

9. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (82 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is HK$1,482
HK$3,709 total
includes taxes & fees
27 Sept - 28 Sept
Harbor/🦞 Pound Access & Views from Large Deck
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

10. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (42 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is HK$1,647
HK$3,522 total
includes taxes & fees
20 Oct - 21 Oct
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

11. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (77 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is HK$1,588
HK$4,663 total
includes taxes & fees
28 Sept - 29 Sept
Oceanview Bungalow Style Home in Owls Head
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

12. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
Fully Updated Airy Historic Home in West Rockport

13. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (5 reviews)
"My family of four greatly enjoyed our stay at this property. Location was very convenient to explore the mid coast towns of Rockport, Rockland, and Camden and all of their beautiful harbors. Having two bedrooms worked well for us along with the living room and a large open kitchen and full bathroom. The private entrance that leads up to the open top floor was easy to manage and appreciated. The quiet street was frequented by wild turkeys that roamed the yard and crossed the street on two...
United States
Christopher H.
The price is HK$1,004
HK$1,983 total
includes taxes & fees
21 Oct - 22 Oct
Romantic Coastal Escape near Harbor
A pond surrounded by trees, with two wooden chairs facing the water.

14. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
Lincolnville
8.0 out of 10, Very good, (17 reviews)
"The cabin is exactly as advertised. The dogs were happy there and we enjoyed our stay. "
United States
Becki C.
The price is HK$600
HK$1,210 total
includes taxes & fees
27 Sept - 28 Sept
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

15. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (92 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is HK$1,795
HK$2,054 total
includes taxes & fees
27 Sept - 28 Sept
Pine Grove Cottages
A grassy yard with a small table and chairs, a house, and a lake in the background.

16. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is HK$941
HK$2,961 total
includes taxes & fees
25 Sept - 26 Sept
Rustic Retreat Across From Lake; Family Friendly!
A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

17. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.8 out of 10, Excellent, (16 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is HK$1,569
HK$2,227 total
includes taxes & fees
27 Sept - 28 Sept
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A small cabin with a front porch and a covered deck area, surrounded by tall trees.

18. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Lincolnville
10.0 out of 10, Exceptional, (12 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
The price is HK$1,639
HK$2,043 total
includes taxes & fees
27 Sept - 28 Sept
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
A two-story house with a front porch, a chimney, and a garage.

19. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (30 reviews)
"This property was clean, the kitchen was well appointed, it was close to downtown and the beds were very comfortable. I would stay here again or reccomend it to others."
United States
Abby S.
The price is HK$3,167
HK$5,409 total
includes taxes & fees
27 Sept - 28 Sept
Cozy cottage -Close to Downtown Camden!
A modern living room with a large window, a wooden ceiling, and a view of a green landscape.

20. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.0 out of 10, Very good, (4 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is HK$1,098
HK$1,684 total
includes taxes & fees
25 Sept - 26 Sept
Come Spring Farm Airstream , Lake & farm animals
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 Country Inn at Camden Rockport

The Country Inn at Camden Rockport

8/10 Good
"lovely"
Mary 2-night trip
Posted 6 hours ago
The Country Inn at Camden Rockport

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 Coastal Children's Museum, or you can select a more secluded option if you're looking for a relaxing stay. The waterfront and museums are just a few reasons why travellers like Rockland. Make sure you have time to check out the seafood restaurants and seaside during your trip.

What are some of the best holiday rentals that Rockland has to offer?

Oceanview Bungalow Style Home in Owls Head: This holiday home rental outside of Rockland is located by the ocean, and has a balcony, a terrace and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Rockland?

Expedia has 19 holiday rentals for your stay in Rockland.

What can I see and do in Rockland?

Enjoy the outdoors at Rockland Harbor Park and Sandy Beach, or simply take in cultural attractions like Farnsworth Art Museum and Strand Theater. Rockland Ferry Terminal and Rockland Breakwater Lighthouse are other places to visit while you're in town.

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 provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.