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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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, (465 reviews)
"Great stay, great location."
United States
Jerold
$150 nightly
The price is $163
Aug 30 - Aug 31
Total with taxes and fees
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, (32 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
$150 nightly
The price is $164
Sep 15 - Sep 16
Total with taxes and fees
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, (48 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
$637 nightly
The price is $694
Sep 20 - Sep 21
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.
$665 nightly
The price is $725
Sep 28 - Sep 29
Total with taxes and fees
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

5. Pine Grove Cottages

Pine Grove Cottages
2.5 star property
Lincolnville
9.8 out of 10, Exceptional, (90 reviews)
"Wonderful quiet place, The Host was a great person."
United States
clinch
$252 nightly
The price is $275
Sep 3 - Sep 4
Total with taxes and fees
Pine Grove Cottages
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, (97 reviews)
"Great location close to town"
United States
Rich W.
$407 nightly
The price is $444
Sep 28 - Sep 29
Total with taxes and fees
Comfortable, Close to Town Home, with Oceanview.
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, (70 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
$520 nightly
The price is $567
Sep 2 - Sep 3
Total with taxes and fees
Oceanview Bungalow Style Home in Owls Head
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

8. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
$289 nightly
The price is $315
Sep 1 - Sep 2
Total with taxes and fees
2 Bedroom Close to Town Home
A wooden deck with Adirondack chairs and a grill.

9. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
8.8 out of 10, Excellent, (10 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.
$275 nightly
The price is $300
Sep 1 - Sep 2
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston
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, (39 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
$248 nightly
The price is $495
Aug 30 - Aug 31
Total with taxes and fees
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
$460 nightly
The price is $501
Sep 23 - Sep 24
Total with taxes and fees
Harbor/🦞 Pound Access & Views from Large Deck
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

12. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (38 reviews)
"Great Stay!"
United States
Pastor Heidi G.
$310 nightly
The price is $338
Sep 1 - Sep 2
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views

13. 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.
$265 nightly
The price is $289
Sep 16 - Sep 17
Total with taxes and fees
Romantic Coastal Escape near Harbor
A grassy yard with a small table and chairs, a house, and a lake in the background.

14. 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
$358 nightly
The price is $391
Aug 30 - Aug 31
Total with taxes and fees
Rustic Retreat Across From Lake; Family Friendly!
A two-story house with a front porch, a chimney, and a garage.

15. Cozy cottage -Close to Downtown Camden!

Cozy cottage -Close to Downtown Camden!
Camden
9.6 out of 10, Exceptional, (27 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.
$657 nightly
The price is $716
Sep 7 - Sep 8
Total with taxes and fees
Cozy cottage -Close to Downtown Camden!
A spacious living area with a wooden ceiling, a dining table surrounded by chairs, a red leather sofa, and a view through large windows.

16. Quiet & Lovely Lakefront Cottage for Families!

Quiet & Lovely Lakefront Cottage for Families!
Union
9.8 out of 10, Exceptional, (16 reviews)
"Evocative of my youth and going to the family lake camp in the summer. We had great weather and a great time. The cabin is a ‘Mainer’s’ memories wrapped in eclectic reminders. What a joy!"
United States
Venise B.
$468 nightly
The price is $510
Sep 7 - Sep 8
Total with taxes and fees
Quiet & Lovely Lakefront Cottage for Families!
A small cabin with a front porch and a covered deck area, surrounded by tall trees.

17. 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, (11 reviews)
"Great owner and quick night stay. "
United States
Jeanean W.
$263 nightly
The price is $287
Aug 30 - Aug 31
Total with taxes and fees
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
A modern living room with a large window, a wooden ceiling, and a view of a green landscape.

18. 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.
$249 nightly
The price is $271
Aug 29 - Aug 30
Total with taxes and fees
Come Spring Farm Airstream , Lake & farm animals
A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

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

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.6 out of 10, Excellent, (14 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
$238 nightly
The price is $257
Aug 30 - Aug 31
Total with taxes and fees
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A dome-shaped building at night with a visible interior light source.

20. Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (19 reviews)
"Scenery was amazing, it was a bit chilly at night but a great place for peace and quiet!"
United States
Maurice E.
$303 nightly
The price is $327
Sep 1 - Sep 2
Total with taxes and fees
Dome 1 - Luxury Dome at Come Spring Farm
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

Glen Cove Inn & Suites

Glen Cove Inn & Suites

10/10 Excellent
"Love this little hotel. Nice cottage-style rooms with balconies/patios. Pretty quiet and nice setting. Also a really convenient location."
Taryn 2-night trip
Posted less than an hour ago
Glen Cove Inn & Suites

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 $158 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?

Island log home in Maine with ocean views: This vacation home rental outside of Rockland offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in Rockland?

Expedia has 20 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 Maine Lighthouse Museum. 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.