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Holiday Homes in Wiscasset

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Wiscasset

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

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

9.6 out of 10, Exceptional, (37)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

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

8.8 out of 10, Excellent, (6)
The price is AU$430
includes taxes & fees
22 Aug - 23 Aug
Captain's Quarters 2BR Apartment. Walk to Everything!
Cozy Cottage on water's edge of Lake Cobbosseecontee
Property grounds

Cozy Cottage on water's edge of Lake Cobbosseecontee

8.8 out of 10, Excellent, (12)
"Great little getaway, sitting right by the water. We loved our time there. Alarice is a great hot and responded quickly to any needs or questions."
The price is AU$499
includes taxes & fees
22 Aug - 23 Aug
Cozy Cottage on water's edge of Lake Cobbosseecontee
Fantastic Waterfront Views
3 bedrooms, WiFi

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (7)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
The price is AU$794
includes taxes & fees
5 Sept - 6 Sept
Fantastic Waterfront Views
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Property grounds

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

7.6 out of 10, Good, (13)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is AU$257
includes taxes & fees
24 Aug - 25 Aug
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (30)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is AU$537
includes taxes & fees
26 Aug - 27 Aug
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.
Beach nearby

On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.

10.0 out of 10, Exceptional, (65)
"We thoroughly enjoyed our stay. The owner is wonderful and accomodating. The property location is ideal for access to many attractions. "
On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (78)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (31)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods
Shady Potts Point Cottage Cooled by Ocean Breezes
Terrace/patio

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (83)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Exterior

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

10.0 out of 10, Exceptional, (25)
"Nice and quiet location but only 10-15 minute ride to downtown and local area attractions."
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
TV

Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views

9.6 out of 10, Exceptional, (33)
"The proximity to our activities and space for our family was perfect."
Dog-friendly beach house with WiFi, private washer/dryer, deck, beautiful views
Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street
TV, books

Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

9.4 out of 10, Exceptional, (16)
"Nice house, close to great dining and only 5 min to a great grocery store"
Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (224)
"We had a wonderful stay at this cottage. Great location to explore the surrounding areas."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Beautiful Oceanfront House- Stunning Water Views
Interior

Beautiful Oceanfront House- Stunning Water Views

9.4 out of 10, Exceptional, (13)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

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

9.2 out of 10, Wonderful, (92)
"My daughter and I enjoyed our stay."
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Terrace/patio

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.6 out of 10, Exceptional, (68)
"We had our wedding party stay at this property for our wedding at live well farm. It was beautiful and everyone enjoyed their stay. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Interior

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
6.8 out of 10, (3)
"clean, affordable accomadations. Manager helpful and responsive"
The price is AU$711
includes taxes & fees
30 Aug - 31 Aug
More then a Motel With Garden , Renovated Rooms at heart of Boothbay
Bay Haven. Comfort, deck & water access.
Outdoor dining

Bay Haven. Comfort, deck & water access.

10.0 out of 10, Exceptional, (2)
"Great vacation spot. We came in from Wednesday through Saturday. Quick drive to town for dinner, groceries, etc. We only wish it was a bit warmer to be able to enjoy the deck and hammock outside. Loved this house!"
Bay Haven. Comfort, deck & water access.
Lakeside Retreat in Boothbay, Maine with Private Dock & Scenic Views
Exterior

Lakeside Retreat in Boothbay, Maine with Private Dock & Scenic Views

9.6 out of 10, Exceptional, (8)
Lakeside Retreat in Boothbay, Maine with Private Dock & Scenic Views
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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Top Wiscasset Hotel Reviews

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

10/10 Excellent
"We love this location and had stayed at Ocean Point only once before 4 years ago. The new ownership has done well in carrying on the hospitality and in updating the decor. We were especially pleased with the restaurant’s menu/chef and enjoyed eating there for both breakfast and dinner during our 5-day stay. Our friends met up with us for a few days’ stay while in Maine and found Bluebird Ocean Point very charming, as well. We ended each evening enjoying drinks while sitting in the Adirondack chairs along the waterfront. So peaceful and memorable!"
Michael 4-night trip
Posted 1 day ago
Bluebird Ocean Point Inn