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

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

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 ￥12,886
￥14,046 total
includes taxes & fees
Oct 20 - Oct 21
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 ￥15,288
￥23,864 total
includes taxes & fees
Oct 8 - Oct 9
Simplicity-Just what you need! STR24-20
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

3. 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 ￥44,038
￥88,803 total
includes taxes & fees
Oct 5 - Oct 6
In-town, coastal + relaxing in Rockland
A living room with a flat-screen TV mounted on a wall with vertical wooden panels, a black entertainment unit below, a brown leather sofa, a glass coffee table with books and a sign, and a large green vase with white flowers.

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 ￥36,662
￥70,992 total
includes taxes & fees
Sep 27 - Sep 28
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
A room with a large window offering a view of a snowy landscape and a body of water.

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (99 reviews)
"Great location close to town"
United States
Rich W.
The price is ￥31,456
￥57,431 total
includes taxes & fees
Oct 27 - Oct 28
Comfortable, Close to Town Home, with Oceanview.
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

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 ￥29,726
￥70,274 total
includes taxes & fees
Sep 27 - Sep 28
Harbor/🦞 Pound Access & Views from Large Deck
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

7. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (78 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 ￥31,849
￥87,690 total
includes taxes & fees
Sep 27 - Sep 28
Oceanview Bungalow Style Home in Owls Head
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

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 ￥23,435
￥45,431 total
includes taxes & fees
Oct 20 - Oct 21
Peaceful, Centrally Located Home with Seasonal River Views
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

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 ￥20,289
￥41,830 total
includes taxes & fees
Oct 27 - Oct 28
2 Bedroom Close to Town Home
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 ￥31,456
￥64,803 total
includes taxes & fees
Oct 26 - Oct 27
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A wooden deck with Adirondack chairs and a grill.

11. 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 ￥20,604
￥38,745 total
includes taxes & fees
Oct 27 - Oct 28
Bright 2-Bedroom Apartment Near Downtown Thomaston
A two-story house with a front porch, a chimney, and a garage.

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 ￥63,502
￥102,476 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥21,862
￥40,116 total
includes taxes & fees
Oct 21 - Oct 22
Romantic Coastal Escape near Harbor
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

14. 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 ￥35,994
￥41,195 total
includes taxes & fees
Sep 27 - Sep 28
Pine Grove Cottages
A kitchen with a window overlooking a house and trees.

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, (19 reviews)
"Great home and location for those that want to enjoy Camden, ME. Town is a 4 minute drive, very quiet neighborhood and a well organized 3 bedroom/2 bath home with room for 2 couples or a family. Coffee service, a fire pit area and nice sized rooms. "
United States
Kevin M.
The price is ￥67,788
￥116,748 total
includes taxes & fees
Oct 5 - Oct 6
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

16. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is ￥26,895
￥91,718 total
includes taxes & fees
Sep 30 - Oct 1
Fully Updated Airy Historic Home in West Rockport
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 ￥31,456
￥42,434 total
includes taxes & fees
Sep 27 - Sep 28
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A calm lake with boats docked at a pier, surrounded by trees and hills.

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 ￥29,883
￥36,001 total
includes taxes & fees
Sep 27 - Sep 28
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden
A grassy yard with a small table and chairs, a house, and a lake in the background.

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 ￥18,874
￥59,370 total
includes taxes & fees
Sep 27 - Sep 28
Rustic Retreat Across From Lake; Family Friendly!
A small cabin with a front porch and a covered deck area, surrounded by tall trees.

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 ￥32,864
￥39,251 total
includes taxes & fees
Sep 27 - Sep 28
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

The Towne Motel

The Towne Motel

10/10 Excellent
"What an unexpected treat to find the Towne Motel. A truly communal experience and we felt so welcome. The place is quiet, an easy walk to the waterfront, and the amenities left in the lobby and the kitchen were a wonderful touch. Also, the self check in made the arrival very easy. Highly recommended."
Chiara 1-night trip
Posted 3 hours ago
The Towne Motel

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 vacation rental in Rockland?

Yes, there are vacation rentals in Rockland near Coastal Children's Museum, or you can select a secluded option if you want a relaxing stay. The waterfront and museums are just a few reasons why travelers like Rockland. Make sure you have time to check out the seafood restaurants and seaside during your trip.

What's the top vacation rental in Rockland?

Oceanview Bungalow Style Home in Owls Head: This vacation 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Rockland?

Expedia has 19 vacation 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 vacation rentals like in Rockland?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Rockland. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.