Book Holiday Homes in Bristol

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Featured Holiday Homes in Bristol

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
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
Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston ME
The price is AU$364 per night from 15 May to 16 May
AU$364
15 May - 16 May
includes taxes & fees
With a stay at this vacation home in Thomaston, you'll be within a 5-minute drive of General Henry Knox Museum and Maine State Prison Store.
Opens in a new windowBright 2-Bedroom Apartment Near Downtown Thomaston
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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 w/private bath. Walk to everything.

Captain's Guest Room w/private bath. Walk to everything.

Bath ME
The price is AU$204 per night from 15 May to 16 May
AU$204
15 May - 16 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 w/private bath. Walk to everything.
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
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Thomaston ME
The price is AU$502 per night from 18 May to 19 May
AU$502
18 May - 19 May
includes taxes & fees
With a stay at this vacation home in Thomaston, you'll be within a 5-minute drive of General Henry Knox Museum and Maine State Prison Store.
Opens in a new windowFire Pit & Grill, Movie Room, Workspace, A/C, Pets
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.

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

Holiday houses in 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 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 Bristol adventures, obvs.

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

Bristol Holiday Homes essential information

Accommodation
508 Holiday Homes
Lowest Price
AU$203
Highest Price
AU$502
Popular accommodation
Boothbay Harbor Woodland Retreat, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Bright 2-Bedroom Apartment Near Downtown Thomaston, Downtown Waterfront Cottage with shoreline sitting room, Captain's Guest Room w/private bath. Walk to everything., Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need ", Downtown Boothbay Harbor, 2-Story Cottage, Fire Pit & Grill, Movie Room, Workspace, A/C, Pets, Peaceful Georgetown Retreat with Water Views, Near Reid State and Popham

Top trending hotels in Bristol

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$203 per night from 24 May to 25 May
AU$203
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
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St. Boothbay Harbor ME
The price is AU$270 per night from 25 May to 26 May
AU$270
25 May - 26 May
includes taxes & fees
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.
Opens in a new windowTugboat Inn
Smuggler's Cove Inn

Smuggler's Cove Inn

2.5 out of 5
727 Ocean Point Road East Boothbay ME
The price is AU$287 per night from 16 May to 17 May
AU$287
16 May - 17 May
includes taxes & fees
Located in East Boothbay, Smuggler's Cove Inn is by the ocean, within a 10-minute drive of Boothbay Harbor Memorial Library and Boothbay Harbor Marina.
Opens in a new windowSmuggler's Cove Inn
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Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

2.5 out of 5
190 New County Rd Thomaston ME
Fully refundableReserve now, pay when you stay
The price is AU$245 per night from 1 June to 2 June
AU$245
1 June - 2 June
includes taxes & fees
When you stay at Hampton Inn & Suites Rockland in Thomaston, you'll be near the airport, within a 5-minute drive of Rockland Harbor Park and Maine Lighthouse ...
Opens in a new windowHampton Inn & Suites Rockland
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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.