Book Holiday Homes in Wiscasset

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Wiscasset

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
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

Manchester
Located in Manchester, this vacation home is on the waterfront, within a 15-minute drive of Cobbosseecontee Lake and Augusta Country Club.
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
Save an average of 15% on thousands of hotels when you're signed in
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
Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Harpswell
When you a stay at this vacation home in Bailey Island, you'll be on the waterfront, just steps from Casco Bay and Cobwork Bridge.
Orchid Harbor, Bailey Island 3BR
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
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Bailey Island
A stay at this vacation home places you in the heart of Bailey Island, steps from Casco Bay and Bailey Island Bridge.
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Charming ocean-view cottage just 10 minutes from downtown Freeport shops

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2 out of 5
Freeport
Located in Freeport, this vacation home is a 1-minute drive from Casco Bay and 7 minutes from Wolfe's Neck Farm.
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
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]
Don't see what you're looking for?
See all available properties in Wiscasset
View all properties
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
440 Holiday Homes
Lowest Price
AU$188
Highest Price
AU$247
Popular accommodation
Newly renovated 3 bedroom, 2 bath bungalow, walking distance to downtown., Oceanfront Cabin-Castle in Maine Woods, Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly, Oceanfront home & guesthouse w/ incredible ocean views, deck & location, Orchid Harbor, Bailey Island 3BR, Single-family home situated on the waterfront in the beautiful midcoast Maine, Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary, Charming ocean-view cottage just 10 minutes from downtown Freeport shops, Spectacular Oceanfront Home - MidCoast Maine [EV Charger]

Top trending hotels in Wiscasset

Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 26 Mar to 27 Mar
AU$247
includes taxes & fees
26 Mar - 27 Mar
Located in Augusta, Senator Inn & Spa is in a shopping district, within a 5-minute drive of Turnpike Mall and Blaine House.
Senator Inn & Spa
Maine Evergreen Hotel, Ascend Hotel Collection

Maine Evergreen Hotel, Ascend Hotel Collection

2.5 out of 5
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 21 Mar to 22 Mar
AU$231
includes taxes & fees
21 Mar - 22 Mar
A stay at Maine Evergreen Hotel, Ascend Hotel Collection places you in the heart of Augusta, within a 10-minute drive of Augusta Civic Center and Capitol ...
Maine Evergreen Hotel, Ascend Hotel Collection
Homewood Suites by Hilton Augusta

Homewood Suites by Hilton Augusta

3 out of 5
377 Western Avenue, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 23 Mar to 24 Mar
AU$210
includes taxes & fees
23 Mar - 24 Mar
When you stay at Homewood Suites by Hilton Augusta in Augusta, you'll be near the airport, within a 5-minute drive of Turnpike Mall and Kennebec Ice Arena.
Homewood Suites by Hilton Augusta
Save an average of 15% on thousands of hotels when you're signed in
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$188 per night from 9 Mar to 10 Mar
AU$188
includes taxes & fees
9 Mar - 10 Mar
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
Don't see what you're looking for?
See all available properties in Wiscasset
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.