Book Holiday Homes in Southport

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Featured Holiday Homes in Southport

Amazing riverfront home with private deck, views, private dock, & fireplace

Amazing riverfront home with private deck, views, private dock, & fireplace

West Bath
Located in Bath, this vacation home is by the ocean, within a 15-minute drive of Casco Bay and Maine Maritime Museum.
Amazing riverfront home with private deck, views, private dock, & fireplace
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

Permaquid Point
With a stay at this vacation home in New Harbor (Pemaquid Point), you'll be within a 5-minute drive of Pemaquid Point Lighthouse Park and Pemaquid Craft ...
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away
Lofty cottage

Lofty cottage

Harpswell
Located in Harpswell, this vacation home is by the ocean, a 1-minute drive from Casco Bay and 9 minutes from Paddleworks.
Lofty cottage
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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
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Phippsburg
With a stay at this vacation home in Phippsburg, you'll be on the beach, just steps from Casco Bay and a 3-minute drive from Kennebec River.
Bayfront home with 270-degree views, large deck & porch - near Popham Beach
Peace in Pemaquid - Ocean Sunsets & Stargazing

Peace in Pemaquid - Ocean Sunsets & Stargazing

Bristol
When you stay at this vacation home in Pemaquid, you'll be by the sea, within a 5-minute drive of Pemaquid Craft Co-op and Colonial Pemaquid State Historic ...
Peace in Pemaquid - Ocean Sunsets & Stargazing
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.
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just steps from Cabbage Island and Linekin Bay.
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach

Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach

Southport
Located in Southport, this vacation home is by the ocean, within a 15-minute walk of Hendricks Head Beach and Hendricks Hill Museum.
Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach
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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.

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

Holiday houses in Southport 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 Southport 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 Southport adventures, obvs.

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

Southport Holiday Homes essential information

Accommodation
370 Holiday Homes
Lowest Price
AU$166
Highest Price
AU$244
Popular accommodation
Amazing riverfront home with private deck, views, private dock, & fireplace, Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away, Lofty cottage , Oceanfront Cabin-Castle in Maine Woods, Bayfront home with 270-degree views, large deck & porch - near Popham Beach, Peace in Pemaquid - Ocean Sunsets & Stargazing , Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun, Solitude abounds at this idyllic Southport OCEANFRONT home-5 mins from the beach

Top trending hotels in Southport

Stunning oceanfront cottage w/ private deck and Atlantic views

Stunning oceanfront cottage w/ private deck and Atlantic views

Southport
A stay at this vacation home places you in the heart of Southport, just a 3-minute walk from Southport Memorial Library and within a 5-minute drive of Hendricks ...
Stunning oceanfront cottage w/ private deck and Atlantic views
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St, Brunswick, ME
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 1 Jan to 2 Jan
AU$166
includes taxes & fees
1 Jan - 2 Jan 2025
A stay at The Brunswick Hotel places you in the heart of Brunswick, steps from Casco Bay and Maine Street.
The Brunswick Hotel
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$244 per night from 23 Dec to 24 Dec
AU$244
includes taxes & fees
23 Dec - 24 Dec
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
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The Federal

The Federal

2.5 out of 5
10 Water St, Brunswick, ME
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 1 Jan to 2 Jan
AU$208
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at The Federal in Brunswick, you'll be just steps from Casco Bay and Androscoggin River.
The Federal
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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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