Book Holiday Homes in Rockland

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Featured Holiday Homes in Rockland

Island log home in Maine with ocean views

Island log home in Maine with ocean views

Islesboro
When you stay at this vacation home in Islesboro, you'll be 6 minutes by car from Warren Island State Park.
Island log home in Maine with ocean views
Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20

Rockland
When you stay at this vacation home in Rockland, you'll be by the sea, within a 15-minute walk of Rockland Harbor Park and Maine Coastal Islands National Wildlife ...
Simplicity-Just what you need! STR24-20
Relaxed South End Rockland Bungalow, 5 minute walk from downtown

Relaxed South End Rockland Bungalow, 5 minute walk from downtown

4 out of 5
Rockland
With a stay at this vacation home in Rockland, you'll be within a 15-minute walk of Sandy Beach and Coastal Children's Museum.
Relaxed South End Rockland Bungalow, 5 minute walk from downtown
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Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

Elegant Historic Home with Refined Interiors and Private Outdoor Spaces

Camden
Located in Camden, this vacation home is by the sea, within a 5-minute walk of High Street Historic District and Camden Public Library.
Elegant Historic Home with Refined Interiors and Private Outdoor Spaces
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head
When you stay at this vacation home in Owls Head, you'll be by the sea, within a 5-minute drive of Breakwater Vineyards and Coastal Children's Museum.
Comfortable, Close to Town Home, with Oceanview.
Charming Rockport, Maine 3BR – Walk to Picturesque Harbor & Downtown

Charming Rockport, Maine 3BR – Walk to Picturesque Harbor & Downtown

Rockport
With a stay at this vacation home in Rockport, you'll be a 3-minute walk from Rockport Marine Park and 5 minutes by foot from Andre the Seal Statue.
Charming Rockport, Maine 3BR – Walk to Picturesque Harbor & Downtown
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Union
When you stay at this vacation home in Union, you'll be 6 minutes by car from Savage Oakes Vineyard and Winery.
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Lincolnville
Located in Lincolnville, this vacation home is by the sea, within a 5-minute walk of Lincolnville Beach and Lincolnville Ferry Terminal.
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Historic charming pet and family friendly   3-bedroom farmhouse in Camden.

Historic charming pet and family friendly 3-bedroom farmhouse in Camden.

Camden
Located in Camden, this vacation home is within a 5-minute drive of High Street Historic District and Camden Public Library.
Historic charming pet and family friendly 3-bedroom farmhouse in Camden.
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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.

Rockland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Rockland vacation homes are the perfect way for you to wing it.

Holiday houses in Rockland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Rockland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Rockland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Rockland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Rockland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Rockland Holiday Homes essential information

Accommodation
406 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Island log home in Maine with ocean views, Simplicity-Just what you need! STR24-20, Relaxed South End Rockland Bungalow, 5 minute walk from downtown, Elegant Historic Home with Refined Interiors and Private Outdoor Spaces, Comfortable, Close to Town Home, with Oceanview., Charming Rockport, Maine 3BR – Walk to Picturesque Harbor & Downtown, Dome 3 at Come Spring Farm Glamping - Alpaca Farm, Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach, Historic charming pet and family friendly 3-bedroom farmhouse in Camden.

Top trending hotels in Rockland

Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
A stay at Harborline Hotel places you in the heart of Rockland, steps from Maine Lighthouse Museum and Buoy Park.
Harborline Hotel
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
A stay at Trade Winds on the Bay places you in the heart of Rockland, steps from Maine Lighthouse Museum and Project Puffin Visitor Center.
Trade Winds on the Bay
Rockland Harbor Hotel

Rockland Harbor Hotel

2.5 out of 5
520 Main Street, Rockland, ME
Fully refundableReserve now, pay when you stay
A stay at Rockland Harbor Hotel places you in the heart of Rockland, steps from Rockland Ferry Terminal and 3 minutes by foot from Strand Theater.
Rockland Harbor Hotel
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250 Main Hotel

250 Main Hotel

3 out of 5
250 Main Street, Rockland, ME
When you stay at 250 Main Hotel in Rockland, you'll be near the airport, just steps from Maine Coastal Islands National Wildlife Refuge Visitor Center and 2 ...
250 Main Hotel
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