Book Holiday Homes in Southport

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Featured Holiday Homes in Southport

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.
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
Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Oceanfront home & guesthouse w/ incredible ocean views, deck & location

Boothbay
With a stay at this vacation home, you'll be centrally located in East Boothbay, just a 3-minute walk from Grimes Cove Beach and 13 minutes by foot from Linekin ...
Oceanfront home & guesthouse w/ incredible ocean views, deck & location
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Single-family home situated on the waterfront in the beautiful midcoast Maine

Single-family home situated on the waterfront in the beautiful midcoast Maine

Bristol
With a stay at this vacation home in New Harbor (Pemaquid Beach), you'll be a 3-minute walk from Colonial Pemaquid State Historic Site and within a 5-minute ...
Single-family home situated on the waterfront in the beautiful midcoast Maine
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
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Camden/Friendship
With a stay at this vacation home in Friendship, you'll be on the beach, and 10.5 mi (16.9 km) from St. George River and 12 mi (19.3 km) from Maine State Prison ...
Spectacular Oceanfront Home - MidCoast Maine [EV Charger]
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
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
Coastal Cottage in fishing Village

Coastal Cottage in fishing Village

Phippsburg
With a stay at this vacation home in Phippsburg (West Point), you'll be within a 15-minute drive of Casco Bay and Popham Beach State Park.
Coastal Cottage in fishing Village
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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$168
Highest Price
AU$205
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Oceanfront Cabin-Castle in Maine Woods, Oceanfront home & guesthouse w/ incredible ocean views, deck & location, Single-family home situated on the waterfront in the beautiful midcoast Maine, Bayfront home with 270-degree views, large deck & porch - near Popham Beach, Spectacular Oceanfront Home - MidCoast Maine [EV Charger], Quintessential Maine Oceanfront home, Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun, Coastal Cottage in fishing Village

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$168 per night from 29 Jan to 30 Jan
AU$168
includes taxes & fees
29 Jan - 30 Jan
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
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$205 per night from 26 Jan to 27 Jan
AU$205
includes taxes & fees
26 Jan - 27 Jan
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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^Subject to availability and chosen travel dates.