Book Holiday Homes in South Bristol

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Featured Holiday Homes in South Bristol

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

Boothbay Harbor
With a stay at this vacation home, you'll be centrally located in Boothbay Harbor, just a 4-minute walk from Fisherman's Memorial Park and 8 minutes by foot ...
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Elegant home right in town with gorgeous water view, deck & interior

Elegant home right in town with gorgeous water view, deck & interior

Wiscasset
With a stay at this vacation home, you'll be centrally located in Wiscasset, just a 5-minute walk from Castle Tucker and 12 minutes by foot from Lincoln County ...
Elegant home right in town with gorgeous water view, deck & interior
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You

Bristol
With a stay at this vacation home, you'll be centrally located in Bristol, within a 15-minute drive of Pemaquid Craft Co-op and Biscay Pond.
Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You
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Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be on the beach, just a 4-minute walk from Boothbay Harbor Memorial Library and 6 minutes by foot ...
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
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
Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Boothbay
With a stay at this vacation home in East Boothbay (Ocean Point), you'll be a 4-minute walk from Linekin Bay and 11 minutes by foot from Grimes Cove Beach.
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Boothbay Harbor
When you stay at this vacation home in Boothbay Harbor, you'll be by the sea, within a 15-minute walk of Fisherman's Memorial Park and Linekin Bay.
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Beautiful House just a step from ocean

Beautiful House just a step from ocean

Harpswell
Located in Harpswell, this vacation home is a 1-minute drive from Casco Bay and 7 minutes from Androscoggin River.
Beautiful House just a step from ocean
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
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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.

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

Holiday houses in South Bristol 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 South Bristol 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 South Bristol adventures, obvs.

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

South Bristol Holiday Homes essential information

Accommodation
488 Holiday Homes
Lowest Price
AU$187
Highest Price
AU$1,082
Popular accommodation
Beautifully renovated home w/ prime location - walk to the footbridge & downtown, Elegant home right in town with gorgeous water view, deck & interior, Tranquil And Peaceful Vacation Getaway Just Waiting To Welcome You, Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views, Home In Boothbay - Holiday Getaway, Welcome to Owl House - Your Coastal Retreat in East Boothbay! , Ambleside- a beautifully renovated home in Boothbay Harbor Maine!, Beautiful House just a step from ocean, Oceanfront Cabin-Castle in Maine Woods

Top trending hotels in South Bristol

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol
The price is AU$1,082 per night from 5 May to 6 May
AU$1,082
includes taxes & fees
5 May - 6 May
When you stay at this vacation home in South Bristol, you'll be on the beach and 7 minutes by car from Fort Point.
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Christmas Cove Inn

Christmas Cove Inn

2 out of 5
53 Coveside Rd, South Bristol, ME
Fully refundableReserve now, pay when you stay
The price is AU$267 per night from 24 Apr to 25 Apr
AU$267
includes taxes & fees
24 Apr - 25 Apr
With a stay at Christmas Cove Inn in South Bristol (Christmas Cove), you'll be 10 minutes by car from Fort Point.
Christmas Cove 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$187 per night from 11 May to 12 May
AU$187
includes taxes & fees
11 May - 12 May
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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Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St., Boothbay Harbor, ME
The price is AU$248 per night from 1 May to 2 May
AU$248
includes taxes & fees
1 May - 2 May
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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See all available properties in South Bristol
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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.