Book Holiday Homes in Wiscasset

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Featured Holiday Homes in Wiscasset

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Boothbay Harbor
With a stay at this vacation home in Boothbay Harbor, you'll be a 4-minute walk from Boothbay Harbor Memorial Library and 5 minutes by foot from Boothbay Harbor ...
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2 out of 5
Boothbay
With a stay at this vacation home in Boothbay, you'll be by the sea, just steps from Hodgdon Island and a 2-minute drive from Coastal Maine Botanical ...
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Captain's Quarters  Guest Room w/Private Bath & Entrance. Best Value in Town!

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Bath
The price is AU$256 per night from 7 Aug to 8 Aug
AU$256
7 Aug - 8 Aug
includes taxes & fees
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church and Markings Gallery.
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
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Captain's Quarters 2BR Apartment. Walk to Everything!

Captain's Quarters 2BR Apartment. Walk to Everything!

Bath
The price is AU$422 per night from 12 Aug to 13 Aug
AU$422
12 Aug - 13 Aug
includes taxes & fees
With a stay at this vacation home in Bath, you'll be within a 10-minute walk of Chocolate Church and Markings Gallery.
Captain's Quarters 2BR Apartment. Walk to Everything!
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

Harpswell
Located in Harpswell, this vacation home is by the ocean, a 1-minute drive from Casco Bay and 9 minutes from Paddleworks.
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.
Well-located, dog-friendly home - walk to footbridge & Barrett Park

Well-located, dog-friendly home - walk to footbridge & Barrett Park

Boothbay Harbor
When you a stay at this vacation home in Boothbay Harbor, you'll be by the sea, just steps from Linekin Bay and Fisherman's Memorial Park.
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Peaceful home with forest views & great yard - minutes to town

Peaceful home with forest views & great yard - minutes to town

Wiscasset
Located in Wiscasset, this vacation home is by the sea, within a 10-minute drive of Lincoln County Jail Museum and Wiscasset Historic District.
Peaceful home with forest views & great yard - minutes to town
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

Harpswell
Located in Harpswell, this vacation home is by the sea, a 1-minute drive from Casco Bay and 7 minutes from Ragged Island.
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock
Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home

Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home

Harpswell
With a stay at this vacation home in Harpswell, you'll be on the waterfront, just steps from Casco Bay and a 4-minute drive from Mitchell Field.
Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home
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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.

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

Holiday houses in Wiscasset 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 Wiscasset 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 Wiscasset adventures, obvs.

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

Wiscasset Holiday Homes essential information

Accommodation
618 Holiday Homes
Lowest Price
AU$256
Highest Price
AU$422
Popular accommodation
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor, Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer, Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!, Captain's Quarters 2BR Apartment. Walk to Everything!, NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell., Well-located, dog-friendly home - walk to footbridge & Barrett Park, Peaceful home with forest views & great yard - minutes to town, Dog-friendly home with high-speed WiFi, washer/dryer, & private dock, Swim, Kayak & Relax in Coastal Comfort from this Charming, Pet-Friendly Home

Top trending hotels in Wiscasset

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.

Westport
Located in Wiscasset, this vacation home is on the waterfront, within a 15-minute drive of Monkey C Monkey Do and Long Ledge.
Summer & Fall availability!! Private Coastal Log Cabin, view of the Maine Coast.
WATERFRONT Retreat venue for up to 60 guests!…
Weddings, Reunions, Meetings!……

WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……

Westport Island
Located in Wiscasset, this cottage is on the waterfront, within a 10-minute drive of Long Ledge and Brooks Point.
WATERFRONT Retreat venue for up to 60 guests!… Weddings, Reunions, Meetings!……
Elegant riverside retreat with breathtaking views and modern comforts

Elegant riverside retreat with breathtaking views and modern comforts

Wiscasset
With a stay at this vacation home in Wiscasset, you'll be a 3-minute walk from Castle Tucker and 9 minutes by foot from Wiscasset Historic District.
Elegant riverside retreat with breathtaking views and modern comforts
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Unique oceanfront home with a deck, tons of natural light, & amazing views

Unique oceanfront home with a deck, tons of natural light, & amazing views

Wiscasset
Located in Wiscasset, this cottage is by the ocean, a 4-minute drive from Long Ledge and 6 minutes from Brooks Point.
Unique oceanfront home with a deck, tons of natural light, & amazing views
Don't see what you're looking for?
See all available properties in Wiscasset
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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.