Book Holiday Homes in West Southport

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Featured Holiday Homes in West Southport

Beautiful Oceanfront House- Stunning Water Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell ME
Located in Harpswell, this vacation home is a 1-minute drive from Casco Bay and 7 minutes from Androscoggin River.
Opens in a new windowBeautiful Oceanfront House- Stunning Water Views
Boothbay Harbor Woodland Retreat

Boothbay Harbor Woodland Retreat

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be within a 5-minute drive of Boothbay Harbor Marina and Burnt Island Living Lighthouse.
Opens in a new windowBoothbay Harbor Woodland Retreat
Centerview cottage

Centerview cottage

Harpswell ME
The price is AU$662 per night from 16 May to 17 May
AU$662
16 May - 17 May
includes taxes & fees
Located in Harpswell, this vacation home is by the ocean, within a 15-minute drive of Paddleworks and Bailey Island Bridge.
Opens in a new windowCenterview cottage
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Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

East Boothbay ME
A stay at this vacation home places you in the heart of East Boothbay, within a 5-minute drive of Linekin Bay and Grimes Cove Beach.
Opens in a new windowSmuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE
Downtown Waterfront Cottage with shoreline sitting room

Downtown Waterfront Cottage with shoreline sitting room

Boothbay Harbor ME
With a stay at this vacation home, you'll be centrally located in Boothbay Harbor, just a 4-minute walk from Boothbay Harbor Memorial Library and 5 minutes by ...
Opens in a new windowDowntown Waterfront Cottage with shoreline sitting room
Captain's Guest Room. Discover the authenticity & great value!

Captain's Guest Room. Discover the authenticity & great value!

Bath ME
The price is AU$205 per night from 16 May to 17 May
AU$205
16 May - 17 May
includes taxes & fees
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church Arts Center and Bath Center for the Arts.
Opens in a new windowCaptain's Guest Room. Discover the authenticity & great value!
Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Phippsburg ME
A stay at this vacation home places you in the heart of Phippsburg, a 1-minute drive from Casco Bay and 7 minutes from Maine Maritime Museum.
Opens in a new windowSummer 2026 ! Kayak on the Kennebec " EVERYTHING you need "
Downtown Boothbay Harbor, 2-Story Cottage

Downtown Boothbay Harbor, 2-Story Cottage

Boothbay Harbor ME
With a stay at this vacation home in Boothbay Harbor, you'll be within a 5-minute walk of Opera House at Boothbay Harbor and Boothbay Region Historical Society ...
Opens in a new windowDowntown Boothbay Harbor, 2-Story Cottage
Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Georgetown ME
With a stay at this vacation home in Georgetown, you'll be on the waterfront, a 4-minute walk from Georgetown Pottery and a 3-minute drive from Sewell Pond Conservation ...
Opens in a new windowPeaceful Georgetown Retreat with Water Views, Near Reid State and Popham
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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.

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

Holiday houses in West 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 West 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 West Southport adventures, obvs.

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

West Southport Holiday Homes essential information

Accommodation
462 Holiday Homes
Lowest Price
AU$130
Highest Price
AU$662
Popular accommodation
Beautiful Oceanfront House- Stunning Water Views, Boothbay Harbor Woodland Retreat, Centerview cottage, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Downtown Waterfront Cottage with shoreline sitting room, Captain's Guest Room. Discover the authenticity & great value!, Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need ", Downtown Boothbay Harbor, 2-Story Cottage, Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Top trending hotels in West Southport

The Federal

The Federal

3.5 out of 5
10 Water St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 7 June to 8 June
AU$203
7 June - 8 June
includes taxes & fees
With a stay at The Federal in Brunswick, you'll be within a 15-minute drive of LL Bean Flagship Store and Androscoggin River.
Opens in a new windowThe Federal
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$192 per night from 25 May to 26 May
AU$192
25 May - 26 May
includes taxes & fees
A stay at The Brunswick Hotel places you in the heart of Brunswick, steps from Casco Bay and Maine Street.
Opens in a new windowThe Brunswick Hotel
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$204 per night from 24 May to 25 May
AU$204
24 May - 25 May
includes taxes & fees
Located in Bath, Residence Inn Bath Brunswick Area is within a 5-minute drive of Casco Bay and Bath Visitor Information Center.
Opens in a new windowResidence Inn Bath Brunswick Area
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Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St Brunswick ME
Fully refundableReserve now, pay when you stay
The price is AU$130 per night from 17 May to 18 May
AU$130
17 May - 18 May
includes taxes & fees
A stay at Travelers Inn places you in the heart of Brunswick, within a 5-minute drive of Bowdoin College and Maine State Music Theater.
Opens in a new windowTravelers Inn
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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.

Top Picks

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