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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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, (499 reviews)
"Its a place to stay."
United States
Todd
The price is AU$127
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay

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 AU$219
includes taxes & fees
8 Oct - 9 Oct
Simplicity-Just what you need! STR24-20

3. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (52 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is AU$842
includes taxes & fees
6 Oct - 7 Oct
In-town, coastal + relaxing in Rockland

4. 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 AU$660
includes taxes & fees
30 Sept - 1 Oct
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (101 reviews)
"Great location close to town"
United States
Rich W.
The price is AU$538
includes taxes & fees
26 Oct - 27 Oct
Comfortable, Close to Town Home, with Oceanview.

6. 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 AU$705
includes taxes & fees
13 Oct - 14 Oct
Harbor/🦞 Pound Access & Views from Large Deck

7. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (80 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 AU$838
includes taxes & fees
13 Oct - 14 Oct
Oceanview Bungalow Style Home in Owls Head

8. 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 AU$432
includes taxes & fees
20 Oct - 21 Oct
Peaceful, Centrally Located Home with Seasonal River Views

9. 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 AU$394
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Close to Town Home

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, (44 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is AU$606
includes taxes & fees
26 Oct - 27 Oct
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

11. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (14 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$369
includes taxes & fees
27 Oct - 28 Oct
Bright 2-Bedroom Apartment Near Downtown Thomaston

12. 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 AU$771
includes taxes & fees
23 Oct - 24 Oct
Cozy cottage -Close to Downtown Camden!

13. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (6 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 AU$379
includes taxes & fees
25 Oct - 26 Oct
Romantic Coastal Escape near Harbor

14. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (93 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
The price is AU$373
includes taxes & fees
30 Sept - 1 Oct
Pine Grove Cottages

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

Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Camden
9.8 out of 10, Exceptional, (20 reviews)
"Very welcoming home from the minute you pull into the drive. Beautiful view of mount Battie and walking distance “all down hill” to shopping and harbor. Very beautiful town!!"
United States
Tosha R.
The price is AU$1,066
includes taxes & fees
30 Oct - 31 Oct
Beautiful newly decorated and centrally located home minutes from Camden Harbor.

16. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is AU$832
includes taxes & fees
30 Sept - 1 Oct
Fully Updated Airy Historic Home in West Rockport

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 AU$399
includes taxes & fees
30 Sept - 1 Oct
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

18. Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
Lincolnville
9.6 out of 10, Exceptional, (15 reviews)
"This is an amazing little cabin in the woods! Kate is a great host and I highly recommend staying here if you are in the area. Lovely spot and if Lola the local pup is around to great you even better!"
United States
Julie
The price is AU$337
includes taxes & fees
30 Sept - 1 Oct
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

19. 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 AU$538
includes taxes & fees
30 Sept - 1 Oct
Rustic Retreat Across From Lake; Family Friendly!

20. 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 AU$368
includes taxes & fees
14 Oct - 15 Oct
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
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

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$127 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.