Book Holiday Homes in Rockland

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Featured Holiday Homes in Rockland

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

Rockport
Book a stay at this beach vacation home in Rockport. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Samoset Resort Golf Course and Chickawaukee ...
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head
The price is NZ$598 per night from 2 Dec to 3 Dec
NZ$598
includes taxes & fees
2 Dec - 3 Dec
Stay at this vacation home in Owls Head. Enjoy a garden, patios, and in-room washers/dryers. Popular attractions Breakwater Vineyards and Snow Marine Park are ...
Comfortable, Close to Town Home, with Oceanview.
Waterfront home with beautiful bay views - near shops & dining

Waterfront home with beautiful bay views - near shops & dining

Owls Head
Book a stay at this beach vacation home in Owls Head. Enjoy a beach locale, a garden, and cable/satellite TV service. Popular attractions Snow Marine Park and ...
Waterfront home with beautiful bay views - near shops & dining
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Gorgeous Oceanfront Retreat on Penobscot Bay

Gorgeous Oceanfront Retreat on Penobscot Bay

Lincolnville
Book a stay at this family-friendly vacation home in Lincolnville. Enjoy a beach locale, a garden, and patios. Popular attractions Belfast City Park and Perry's ...
Gorgeous Oceanfront Retreat on Penobscot Bay
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

Thomaston
The price is NZ$519 per night from 5 Dec to 6 Dec
NZ$519
includes taxes & fees
5 Dec - 6 Dec
Stay at this vacation home in Thomaston. Enjoy an in-room coffeemaker and air conditioning. Popular attractions General Henry Knox Museum and Maine State Prison ...
2 Bedroom Close to Town Home
Tranquil waterfront near Rockland, Camden-family and dog friendly

Tranquil waterfront near Rockland, Camden-family and dog friendly

South Thomaston
Stay at this vacation home in South Thomaston. Enjoy free WiFi, a garden, and patios. Popular attractions Birch Point Beach State Park and Birch Point Beach ...
Tranquil waterfront near Rockland, Camden-family and dog friendly
Quintessential Maine Oceanfront home

Quintessential Maine Oceanfront home

Bremen
Book a stay at this beach vacation home in Bremen. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Penobscot Marine Museum and Biscay ...
Quintessential Maine Oceanfront home
Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays

Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays

Rockport
Stay at this vacation home in Rockport. Enjoy free WiFi, in-room fireplaces, and air conditioning. Popular attractions Rockport Marine Park and Andre the Seal ...
Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays
Gorgeous Waterfront Estate In Historic Bayside

Gorgeous Waterfront Estate In Historic Bayside

Northport
Book a stay at this family-friendly vacation home in Lincolnville. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Belfast City Park ...
Gorgeous Waterfront Estate In Historic Bayside
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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
249 Holiday Homes
Lowest Price
NZ$190
Highest Price
NZ$598
Popular accommodation
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views , Comfortable, Close to Town Home, with Oceanview., Waterfront home with beautiful bay views - near shops & dining, Gorgeous Oceanfront Retreat on Penobscot Bay , 2 Bedroom Close to Town Home, Tranquil waterfront near Rockland, Camden-family and dog friendly, Quintessential Maine Oceanfront home, Mid-century modern walk to ocean, restaurants, and shops. Open for the holidays, Gorgeous Waterfront Estate In Historic Bayside

Top trending hotels in Rockland

Rockland Harbor Hotel

Rockland Harbor Hotel

2.5 out of 5
520 Main Street, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$299 per night from 5 Dec to 6 Dec
NZ$299
includes taxes & fees
5 Dec - 6 Dec
Book a stay at this business-friendly hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Rockland Harbor Hotel
Trade Winds on the Bay

Trade Winds on the Bay

3 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 23 Nov to 24 Nov
NZ$190
includes taxes & fees
23 Nov - 24 Nov
Stay at this 3-star aparthotel in Rockland. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in ...
Trade Winds on the Bay
250 Main Hotel

250 Main Hotel

3 out of 5
250 Main Street, Rockland, ME
The price is NZ$369 per night from 25 Nov to 26 Nov
NZ$369
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3-star hotel in Rockland. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
250 Main Hotel
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Hatchway Hotel

Hatchway Hotel

3 out of 5
6 Park Drive, Rockland, ME
Stay at this 3-star hotel in Rockland. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the clean rooms in our reviews. Popular attractions ...
Hatchway Hotel
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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.

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^Subject to availability and chosen travel dates.