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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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, (489 reviews)
"Great stay, great location."
United States
Jerold
$91 nightly
The price is $99
Oct 18 - Oct 19
Total with taxes and fees
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, (33 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
$150 nightly
The price is $164
Oct 8 - Oct 9
Total with taxes and fees
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, (50 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
$554 nightly
The price is $604
Oct 1 - Oct 2
Total with taxes and fees
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, (1 review)
"Perfect stay"
United States
Kayla G.
$438 nightly
The price is $478
Sep 19 - Sep 20
Total with taxes and fees
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

5. Glamping at Maine Water Buffalo Farm

Glamping at Maine Water Buffalo Farm
Appleton
9.0 out of 10, Wonderful, (7 reviews)
"Very quite and private and beautiful surroundings"
United States
Gary
$149 nightly
The price is $162
Sep 28 - Sep 29
Total with taxes and fees
Glamping at Maine Water Buffalo Farm

6. 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.
$235 nightly
The price is $256
Oct 18 - Oct 19
Total with taxes and fees
Come Spring Farm Airstream , Lake & farm animals

7. 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.
$142 nightly
The price is $154
Sep 20 - Sep 21
Total with taxes and fees
Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (97 reviews)
"Great location close to town"
United States
Rich W.
$381 nightly
The price is $415
Oct 13 - Oct 14
Total with taxes and fees
Comfortable, Close to Town Home, with Oceanview.

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.
$289 nightly
The price is $315
Sep 22 - Sep 23
Total with taxes and fees
2 Bedroom Close to Town Home

10. Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (4 reviews)
"The home is clean and very well stocked with anything you might need. Ty reached out to me to make sure everything was good and offered to bring anything I might need while staying there. Property is very well kept. I love the neighbors too. Bed was comfortable. We will be back next year."
United States
Sheila D.
$244 nightly
The price is $266
Oct 15 - Oct 16
Total with taxes and fees
Romantic Coastal Escape near Harbor

11. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (91 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
$219 nightly
The price is $239
Sep 20 - Sep 21
Total with taxes and fees
Pine Grove Cottages

12. 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.
$283 nightly
The price is $308
Oct 13 - Oct 14
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (81 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
$434 nightly
The price is $473
Sep 23 - Sep 24
Total with taxes and fees
Harbor/🦞 Pound Access & Views from Large Deck

14. 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.
$248 nightly
The price is $270
Oct 13 - Oct 14
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston

15. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (74 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
$546 nightly
The price is $595
Sep 27 - Sep 28
Total with taxes and fees
Oceanview Bungalow Style Home in Owls Head

16. 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, (40 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
$412 nightly
The price is $449
Oct 16 - Oct 17
Total with taxes and fees
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

17. 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, (14 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
$200 nightly
The price is $217
Sep 23 - Sep 24
Total with taxes and fees
Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

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.
$238 nightly
The price is $259
Sep 20 - Sep 21
Total with taxes and fees
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

19. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (23 reviews)
"Great location for visiting the coast."
United States
Sallie S.
$366 nightly
The price is $399
Sep 20 - Sep 21
Total with taxes and fees
Rustic Retreat Across from Lake; Family Friendly!

20. Pine Grove Cottages: Cottage 11

Pine Grove Cottages: Cottage 11
Lincolnville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Cabin was clean and very comfortable, would definitely recommend!!"
United States
Jack S.
$286 nightly
The price is $312
Sep 20 - Sep 21
Total with taxes and fees
Pine Grove Cottages: Cottage 11
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 vacation rentals

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

Rockland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rockland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rockland rentals

At Expedia, we put the best Rockland vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.