Book Holiday Homes in Round Pond

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Featured Holiday Homes in Round Pond

Admiral's Quarters - Room 12

Admiral's Quarters - Room 12

Boothbay Harbor
The price is AU$656 per night from 6 Nov to 7 Nov
AU$656
includes taxes & fees
6 Nov - 7 Nov
When you a stay at this vacation home in Boothbay Harbor, you'll be by the ocean, within a 5-minute walk of Burnt Island Living Lighthouse and Boothbay Harbor ...
Admiral's Quarters - Room 12
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
Located in Georgetown, this vacation home is by the ocean, a 1-minute drive from Reid State Park and 8 minutes from Georgetown Historical Society.
Oceanfront Cabin-Castle in Maine Woods
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.

Boothbay Harbor
A stay at this vacation home places you in the heart of Boothbay Harbor, within a 5-minute walk of Boothbay Region Land Trust and Boothbay Region Historical ...
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown.
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Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Owls Head
The price is AU$544 per night from 1 Dec to 2 Dec
AU$544
includes taxes & fees
1 Dec - 2 Dec
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.
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

Thomaston
The price is AU$467 per night from 6 Dec to 7 Dec
AU$467
includes taxes & fees
6 Dec - 7 Dec
Located in Thomaston, this vacation home is within a 5-minute drive of General Henry Knox Museum and Maine State Prison Store.
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
With a stay at this vacation home, you'll be centrally located in South Thomaston, within a 10-minute drive of Breakwater Vineyards and Owls Head Transportation ...
Tranquil waterfront near Rockland, Camden-family and dog friendly
Quintessential Maine Oceanfront home

Quintessential Maine Oceanfront home

Bremen
When you stay at this vacation home in Bremen, you'll be on the beach and 10 minutes by car from Penobscot Marine Museum.
Quintessential Maine Oceanfront home
Home In Boothbay - Holiday Getaway

Home In Boothbay - Holiday Getaway

Boothbay
Located in Boothbay, this vacation home is in a rural location, within a 15-minute walk of The Boothbay Playhouse and Dolphin Mini Golf.
Home In Boothbay - Holiday Getaway
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be on the waterfront, just a 3-minute walk from Opera House at Boothbay Harbor and 5 minutes by ...
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor
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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.

Round Pond 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 Round Pond vacation homes are the perfect way for you to wing it.

Holiday houses in Round Pond 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 Round Pond 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 Round Pond adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Round Pond 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 Round Pond 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.

Round Pond Holiday Homes essential information

Accommodation
383 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$656
Popular accommodation
Admiral's Quarters - Room 12, Oceanfront Cabin-Castle in Maine Woods, Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Comfortable, Close to Town Home, with Oceanview., 2 Bedroom Close to Town Home, Tranquil waterfront near Rockland, Camden-family and dog friendly, Quintessential Maine Oceanfront home, Home In Boothbay - Holiday Getaway, The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor

Top trending hotels in Round Pond

Spacious & tranquil waterfront hideaway on Muscongus Sound

Spacious & tranquil waterfront hideaway on Muscongus Sound

Round Pond
Located in Round Pond, this cottage is by the ocean, within a 15-minute drive of La Verna Preserve and Rachel Carson Salt Pond Preserve.
Spacious & tranquil waterfront hideaway on Muscongus Sound
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$232 per night from 7 Nov to 8 Nov
AU$232
includes taxes & fees
7 Nov - 8 Nov
With a stay at Tugboat Inn in Boothbay Harbor, you'll be within a 5-minute walk of Burnt Island Living Lighthouse and Boothbay Harbor Marina.
Tugboat Inn
Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area

3 out of 5
139 Richardson St., Bath, ME
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 2 Dec to 3 Dec
AU$182
includes taxes & fees
2 Dec - 3 Dec
Located in Bath, Residence Inn Bath Brunswick Area is within a 5-minute drive of Casco Bay and Bath Visitor Information Center.
Residence Inn Bath Brunswick Area
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Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is AU$314 per night from 6 Nov to 7 Nov
AU$314
includes taxes & fees
6 Nov - 7 Nov
With a stay at Flagship Inn and Suites in Boothbay Harbor, you'll be a 1-minute walk from Carousel Music Theater and 6 minutes by foot from Boothbay Region Land ...
Flagship Inn and Suites
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See all available properties in Round Pond
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.