Rockland Vacation Rentals from $105: Search Short-Term Rentals

Q: 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.

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Our top choices for Rockland vacation rentals

1. Trade Winds on the Bay

Rockland

Allene

$96 nightly

Nov 1 - Nov 2

Total with taxes and fees

A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Rockland

Beth

$139 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

3. In-town, coastal + relaxing in Rockland

Rockland

Rob J.

$529 nightly

Oct 20 - Oct 21

Total with taxes and fees

A bedroom with a bed, bedside tables, a dresser, a nightstand, a lamp, a vase with flowers, a framed picture, and a wall-mounted clock.

4. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

Rockland

Kayla G.

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.

Owls Head

Rich W.

$328 nightly

Nov 9 - Nov 10

Total with taxes and fees

A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

6. 2 Bedroom Close to Town Home

Thomaston

Nita S.

$240 nightly

Oct 27 - Oct 28

Total with taxes and fees

A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

7. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Thomaston

Stephen H.

$360 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden deck with Adirondack chairs and a grill.

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Alexis H.

$230 nightly

Nov 9 - Nov 10

Total with taxes and fees

An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

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

Owls Head

Jeanette Q.

$397 nightly

Nov 1 - Nov 2

Total with taxes and fees

A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

10. Oceanview Bungalow Style Home in Owls Head

Owls Head

christoohey1

A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

11. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

$270 nightly

Nov 16 - Nov 17

Total with taxes and fees

12. Romantic Coastal Escape near Harbor

Rockport

"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...

Christopher H.

$225 nightly

Oct 21 - Oct 22

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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

Camden

Tosha R.

$677 nightly

Nov 2 - Nov 3

Total with taxes and fees

A two-story house with a front porch, a chimney, and a garage.

14. Cozy cottage -Close to Downtown Camden!

Camden

Abby S.

$509 nightly

Oct 23 - Oct 24

Total with taxes and fees

A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

15. Pine Grove Cottages

Lincolnville

clinch

$229 nightly

Oct 21 - Oct 22

Total with taxes and fees

A modern living room with a large window, a wooden ceiling, and a view of a green landscape.

16. Come Spring Farm Airstream , Lake & farm animals

Union

Thomas W.

$235 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

Union

Sabrina D.

$263 nightly

Oct 20 - Oct 21

Total with taxes and fees

A small cabin with a front porch and a covered deck area, surrounded by tall trees.

18. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Lincolnville

Jeanean W.

$239 nightly

Oct 18 - Oct 19

Total with taxes and fees

A cozy interior of a geodesic dome tent with a bed, a sofa, a small table with a bottle, a fireplace, and a view of the outdoors.

19. Come Spring Farm Glamping Dome 2

Union

Healy C.

$235 nightly

Oct 18 - Oct 19

Total with taxes and fees

A small cabin with a porch, surrounded by trees.

20. Cozy Cottage with Private Deck near West Penobscot Bay, Maine

Lincolnville

$258 nightly

Oct 20 - Oct 21

Total with taxes and fees

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Top Rockland Hotel Reviews

Strawberry Hill Seaside Inn

10/10 Excellent

"This was such an adorable place to stay with a stunning view. I would stay here again in a heartbeat."

High Tide Inn

10/10 Excellent

"The view was totally outstanding. The staff was amazing. Very informative, extremely friendly great suggestions for both what to do and restaurants. We definitely recommend all my friends and family to go there. Mark and Holly are the ultimate hosts. Mark is a wealth of knowledge and we enjoyed all of his stories and how he became a cook."

Harkness Brook Inn

8/10 Good

"The price and location can't be beat. It's a short drive to downtown Rockport, Camden, and there are many stores and restaurants nearby. The room is a good size, and is quite cozy, and I like that it has a microwave and mini fridge. I enjoyed my stay here, though I did have a one issue: the bathroom looks pretty clean, but the toilet smelled rather funky, which made me wonder when was the last time it was properly cleaned. It wasn't dirty though, but just smelled bad. Again, overall, it's great little place, and I may stay again the next time I'm in the area -- I just may need to also bring a bottle of poopourri spray or a tube of toilet gel."

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 $105 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.

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Frequently asked questions

Can I find a vacation rental in Rockland?

Yes, there are vacation rentals in Rockland near Sail Power and Steam 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 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 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.

Room 1

Check prices for these dates

Our top choices for Rockland vacation rentals

1. Trade Winds on the Bay

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

3. In-town, coastal + relaxing in Rockland

4. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

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

6. 2 Bedroom Close to Town Home

7. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

8. Bright 2-Bedroom Apartment Near Downtown Thomaston

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

10. Oceanview Bungalow Style Home in Owls Head

11. Peaceful, Centrally Located Home with Seasonal River Views

12. Romantic Coastal Escape near Harbor

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

14. Cozy cottage -Close to Downtown Camden!

15. Pine Grove Cottages

16. Come Spring Farm Airstream , Lake & farm animals

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

18. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

19. Come Spring Farm Glamping Dome 2

20. Cozy Cottage with Private Deck near West Penobscot Bay, Maine

Find vacation rentals that suit your style

Top Rockland Hotel Reviews

Strawberry Hill Seaside Inn

Cedar Crest Inn

Camden Riverhouse Hotel

Rockland Harbor Hotel

Harborline Hotel

High Tide Inn

The Country Inn at Camden Rockport

Island View Inn

Harkness Brook Inn

Find out more about Rockland

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