Rockland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Rockland holiday rentals

Lobby sitting area

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (544 reviews)
"A lovely view and location"
United States
Garrett
The price is AU$167
includes taxes & fees
16 Nov - 17 Nov
Trade Winds on the Bay
A compact kitchen with a wooden table, a built-in shelf, a clock, and a TV mounted on the wall.

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (41 reviews)
"The perfect spot for quiet and privacy yet a short trip to town."
United States
jennifer
The price is AU$187
includes taxes & fees
16 Nov - 17 Nov
Simplicity-Just what you need! STR24-20
A small, single-story building with a front door, a window, and a small porch area.

3. Jenoalli Cozy one bedroom ap

Jenoalli Cozy one bedroom ap
Rockland
The price is AU$399
includes taxes & fees
21 Nov - 22 Nov
Jenoalli Cozy one bedroom ap
A residential property with a well-maintained lawn, stone pathway, and white house with multiple windows.

4. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (58 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is AU$814
includes taxes & fees
20 Nov - 21 Nov
In-town, coastal + relaxing in Rockland
A house with a white exterior, a front door, and a garage.

5. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
8.8 out of 10, Excellent, (59 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
The price is AU$352
includes taxes & fees
16 Nov - 17 Nov
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, (104 reviews)
"We weren’t even there for 24 hours. It was a great stop on the coast. Close to Rockland and a nice view of the ocean."
United States
Ted H.
The price is AU$466
includes taxes & fees
16 Nov - 17 Nov
Comfortable, Close to Town Home, with Oceanview.
A wooden deck with two Adirondack chairs and a small table.

7. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (17 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 AU$328
includes taxes & fees
1 Dec - 2 Dec
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.

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (85 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is AU$582
includes taxes & fees
22 Nov - 23 Nov
Harbor/🦞 Pound Access & Views from Large Deck
A hallway with a wooden bench, a door at the end, and a small rug on the floor.

9. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (41 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is AU$368
includes taxes & fees
1 Dec - 2 Dec
Peaceful, Centrally Located Home with Seasonal River Views
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

10. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is AU$783
includes taxes & fees
16 Nov - 17 Nov
Fully Updated Airy Historic Home in West Rockport
A single-story house with a front door, a small porch with steps, and a brick pathway leading to the door.

11. Beautiful newly decorated and centrally located home minutes from Camden Harbor.

Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Camden
10.0 out of 10, Exceptional, (22 reviews)
"Beautifully decorated, super clean home in a convenient location close to everything you’d want to explore."
United States
Megan H.
The price is AU$710
includes taxes & fees
16 Nov - 17 Nov
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Property grounds

12. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Waldoboro
The price is AU$244
includes taxes & fees
16 Nov - 17 Nov
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A two-story house with a front porch, a chimney, and a garage.

13. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (35 reviews)
"The house was just as described, clean, and accessible to all the nearby areas. Would definitely book again when in the area. Also a few nice things left behind, coffee pot, coffee to start the day off before heading out. Great place to check out if your in the area"
United States
Anthony L.
The price is AU$721
includes taxes & fees
16 Nov - 17 Nov
Cozy cottage -Close to Downtown Camden!
A wooden cabin-style kitchen with a central dining table, wooden cabinets, and a hanging light fixture.

14. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.4 out of 10, Very good, (6 reviews)
"We booked this place for Memorial Weekend, and drove into Camden to explore the town. Host was so friendly and responsive, the cabin was so clean and quaint/cute, loved the location that we go that cabin feel but could drive a short distance to get into town/harbor, and overall had a great time! "
United States
Kimberly
The price is AU$786
includes taxes & fees
16 Nov - 17 Nov
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
A picnic table by a calm lake with trees in the background.

15. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
10.0 out of 10, Exceptional, (52 reviews)
"Enjoyed the property. The AC and laundry was great. Convenient for my purposes of visiting family. Calling was very helpful and responsive!"
United States
Jean D.
The price is AU$543
includes taxes & fees
16 Nov - 17 Nov
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A room with a large arched window overlooking a cityscape.

16. Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
Camden
9.2 out of 10, Wonderful, (90 reviews)
"Location is great"
United States
Susan M.
The price is AU$1,229
includes taxes & fees
16 Nov - 17 Nov
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town
A cabin with a stone fire pit, surrounded by trees and a grassy field.

17. Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
9.8 out of 10, Exceptional, (16 reviews)
"Looking for a quick get-away - this is the place! The cabins are so cute and comfortable. Plenty of room for a couple or a family. It was our second time there and will definitely return!"
United States
Patricia T.
The price is AU$786
includes taxes & fees
16 Nov - 17 Nov
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
A cozy bedroom with a bed, a large window, and a view of the outdoors.

18. Lone Star Lodge - Newly Renovated Studio

Lone Star Lodge - Newly Renovated Studio
Northport
10.0 out of 10, Exceptional, (1 review)
"I loved the Lone Star! Everything was perfect, it was very clean, very comfortable and stylish. I loved the location in Northport which is very convenient to all of the Central Coast."
United States
Evelyn F.
The price is AU$517
includes taxes & fees
28 Nov - 29 Nov
Lone Star Lodge - Newly Renovated Studio
A spacious wooden interior with a dining area, kitchen, and bar.

19. Rustic Mountainside Cabin: “Liberty Lodge”

Rustic Mountainside Cabin: “Liberty Lodge”
Liberty
9.0 out of 10, Wonderful, (6 reviews)
"Place was great. Beautiful area and host was great about communicating so any questions we had were answered immediately"
United States
Brenda S.
The price is AU$802
includes taxes & fees
16 Nov - 17 Nov
Rustic Mountainside Cabin: “Liberty Lodge”
A spacious kitchen with wooden beams, a dining area with a table and chairs, and a view through large windows.

20. Meadow Place Modern 3BR Belfast Getaway with Deck

Meadow Place Modern 3BR Belfast Getaway with Deck
Belfast
The price is AU$903
includes taxes & fees
16 Nov - 17 Nov
Meadow Place Modern 3BR Belfast Getaway with Deck
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

Find holiday rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Rockland Hotel Reviews

A modern bedroom with a large bed, a desk with a laptop, a chair, and a view of the sea.
250 Main Hotel

250 Main Hotel

250 Main Hotel
Rockland

10/10 Excellent

We loved our stay - unfortunately the rooftop was under maintenance so we couldn't use it. The level of service was outstanding though as my daughters left something in their room, and the staff quickly advised and then posted it back to us free of charge.
Australia
Kate
Reviewed June 22, 2026
250 Main Hotel

Find out more about Rockland

Everything you need to know about Rockland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rockland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Rockland holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rockland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rockland holiday rentals we have selected for you start as low as AU$166 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland holiday 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 holiday.

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 holiday rental in Rockland?

Yes, there are holiday rentals in Rockland close to Sail Power and Steam 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 Strand Theater and Farnsworth Art Museum. 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.