A lighthouse on a rocky pier extending into a calm sea, with a distant shoreline and hills.

Rockland Vacation 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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Dates

November 2026

December 2026

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Our top choices for Rockland vacation rentals

1. Trade Winds on the Bay

Rockland

Garrett

￥17,826 total

includes taxes & fees

Nov 12 - Nov 13

A serene lake at sunset with a forested shoreline.

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

Rockland

jennifer

￥21,357 total

includes taxes & fees

Nov 14 - Nov 15

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

3. In-town, coastal + relaxing in Rockland

Rockland

Rob J.

￥85,083 total

includes taxes & fees

Nov 13 - Nov 14

A modern living room with a sofa, a glass coffee table, a flat-screen TV, and a ceiling fan.

4. Jenoalli Cozy one bedroom ap

Rockland

￥42,885 total

includes taxes & fees

Nov 17 - Nov 18

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

Ted H.

￥52,247 total

includes taxes & fees

Nov 22 - Nov 23

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

Owls Head

Jeanette Q.

￥61,845 total

includes taxes & fees

Nov 22 - Nov 23

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.

￥56,141 total

includes taxes & fees

Nov 18 - Nov 19

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

8. 2 Bedroom Close to Town Home

Thomaston

Nita S.

￥37,546 total

includes taxes & fees

Nov 16 - Nov 17

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

9. Peaceful, Centrally Located Home with Seasonal River Views

Thomaston

Pastor Heidi G.

￥40,130 total

includes taxes & fees

Nov 12 - Nov 13

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

10. Cozy cottage -Close to Downtown Camden!

Camden

Anthony L.

￥80,474 total

includes taxes & fees

Nov 12 - Nov 13

A wooden deck with Adirondack chairs and a grill.

11. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Alexis H.

￥36,685 total

includes taxes & fees

Nov 12 - Nov 13

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

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

Camden

Megan H.

￥75,782 total

includes taxes & fees

Nov 24 - Nov 25

A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

13. Fully Updated Airy Historic Home in West Rockport

Rockport

￥87,493 total

includes taxes & fees

Nov 12 - Nov 13

A marina with boats docked, a building labeled 'LYMAN-MORSE', and a residential area in the background.

14. Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Camden

Teresa O.

￥137,785 total

includes taxes & fees

Nov 15 - Nov 16

A covered porch with a grill, a potted plant, and a small table.

15. Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Lincolnville

Patricia T.

￥81,940 total

includes taxes & fees

Nov 12 - Nov 13

A wooden cabin-style kitchen with a central dining table, wooden cabinets, and a hanging light fixture.

16. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Lincolnville

Kimberly

￥81,940 total

includes taxes & fees

Nov 12 - Nov 13

A living room with a fireplace, a mounted TV, and bookshelves filled with books.

17. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Nobleboro

Jean D.

￥60,643 total

includes taxes & fees

Nov 12 - Nov 13

18. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Waldoboro

￥27,212 total

includes taxes & fees

Nov 12 - Nov 13

A cozy bedroom with a bed, a large window, and a view of the outdoors.

19. Lone Star Lodge - Newly Renovated Studio

Northport

Evelyn F.

￥57,353 total

includes taxes & fees

Nov 14 - Nov 15

A modern kitchen with a wooden ceiling, a dining area with a wooden table and chairs, and a view of the outdoors through large windows.

20. Meadow Place Modern 3BR Belfast Getaway with Deck

Belfast

￥96,327 total

includes taxes & fees

Nov 24 - Nov 25

View all properties

Find vacation rentals that suit your style

Top Rockland Hotel Reviews

A large, two-story Victorian-style house with a wrap-around porch and a well-lit entrance.

Berry Manor Inn

Rockland

10/10 Excellent

Bobette

A breakfast tray with croissant, orange juice, yogurt, and blueberries on a terrace with chairs and a view of the water.

250 Main Hotel

Rockland

10/10 Excellent

Wendy

A covered porch with wicker chairs, hanging flower baskets, and a view of the water.

Spouter Inn Bed & Breakfast

Lincolnville

10/10 Excellent

Marcia

A cozy living room with a fireplace, a Christmas tree, and rustic wooden beams.

Blueberry Fields B&B

Washington

10/10 Excellent

We stayed in 7 different B&B's on our vacation and although they were all very nice, this was the best. From the road it's hard to get a feel for the Inn. The intriguing hand carved wood screen door signals something different is ahead. Once inside the beautiful post and beam construction and lovely decor impress and confirm you made the right choice. The owners have a great story that will make you feel envious that your not a wild Maine blueberry farmer with acres of maple trees for syrup...

Anonymous traveler

A coastal view with a white fence, a yellow umbrella, and a golf course.

Strawberry Hill Seaside Inn

Rockport

10/10 Excellent

KMR

A harbor with boats docked, a church with a spire, and buildings with lights on in the background.

Grand Harbor Inn

Camden

10/10 Excellent

Anonymous traveler

A stone fireplace with a clock above it, surrounded by shelves and a bench.

The Country Inn at Camden Rockport

Rockport

10/10 Excellent

Anna

A two-story house with a symmetrical facade, a central entrance with a white door, and a small front yard with a lawn and a few trees.

Elms of Camden

Camden

10/10 Excellent

Robert

A balcony with a view of a marina and boats, a wooden wall, and a person standing on the balcony.

Rockland Harbor Hotel

Rockland

10/10 Excellent

peter

A room with a sliding glass door leading to an outdoor deck with two chairs and a view of the sea.

Beach Cottage Inn

Lincolnville

10/10 Excellent

Anonymous traveler

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:

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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 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.

Rockland Vacation Rentals

Change your mind

Treat yourself

Be picky

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 one bedroom ap

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

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

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

8. 2 Bedroom Close to Town Home

9. Peaceful, Centrally Located Home with Seasonal River Views

10. Cozy cottage -Close to Downtown Camden!

11. Bright 2-Bedroom Apartment Near Downtown Thomaston

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

13. Fully Updated Airy Historic Home in West Rockport

14. Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

15. Cheerful Two Bedroom Cabin - 10 minutes to Camden!

16. Relaxing Two Bedroom Cabin - 10 minutes to Camden!

17. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

18. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

19. Lone Star Lodge - Newly Renovated Studio

20. Meadow Place Modern 3BR Belfast Getaway with Deck

Find vacation rentals that suit your style

Top Rockland Hotel Reviews

Berry Manor Inn

10/10 Excellent

Find out more about Rockland

Frequently Asked Questions

Can I find a vacation rental in Rockland?

What's the top vacation rental in Rockland?

How many vacation rentals are there in Rockland?

What can I see and do in Rockland?

What are vacation rentals like in Rockland?