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Our top choices for Wiscasset vacation homes

Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is AED 1,469
AED 3,123 total
includes taxes & fees
20 May - 21 May
Luxury Yurt at Seaside Farm in Friendship

The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is AED 2,600
AED 3,972 total
includes taxes & fees
24 May - 25 May
The Entire Waldoboro Inn

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (8 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is AED 1,576
AED 3,075 total
includes taxes & fees
25 May - 26 May
Across the road from Pemaquid Beach — 4-bedroom 19th-century Maine home

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is AED 1,091
AED 2,502 total
includes taxes & fees
20 May - 21 May
Pemaquid Escape | Curated Comfort + Hot Tub

Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is AED 514
AED 1,821 total
includes taxes & fees
20 May - 21 May
Fully Renovated "Saltbox" Home in Boothbay

3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is AED 646
AED 1,378 total
includes taxes & fees
20 May - 21 May
3 Bedroom Happy Cottage 15

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is AED 992
AED 1,700 total
includes taxes & fees
24 May - 25 May
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Fort Popham Ocean Estate

Fort Popham Ocean Estate
Phippsburg
10.0 out of 10, Exceptional, (2 reviews)
"We stayed at the Fort Popham Ocean Estate in March 2026. It is a beautiful house equipped with all the comforts of home. It is a charming and cozy place to stay. The location was outstanding. Right on the water and walking distance to beautiful Popham Beach. Two things to note-the location is pretty remote which we knew and really enjoyed. Also, the lower level was significantly colder than the rest of the home which only matters if you are staying during the cold months.Overall we really...
United States
kathy f.
The price is AED 1,053
AED 2,886 total
includes taxes & fees
20 May - 21 May
Fort Popham Ocean Estate

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is AED 463
AED 876 total
includes taxes & fees
21 May - 22 May
2 bedroom w/ expansive water views

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is AED 559
AED 1,001 total
includes taxes & fees
22 May - 23 May
Mid Coast Getaway w/ water views

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is AED 771
AED 1,247 total
includes taxes & fees
25 May - 26 May
Fantastic Waterfront Views

Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (9 reviews)
"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"
United States
Ronald H.
The price is AED 1,561
AED 2,366 total
includes taxes & fees
20 May - 21 May
Award Winning Luxury Carriage House a short stroll from town!

Captain's House 1BR Suite. Enjoy spring sunshine on the porch!

Captain's House 1BR Suite. Enjoy spring sunshine on the porch!
Bath
7.6 out of 10, Good, (14 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is AED 331
AED 440 total
includes taxes & fees
31 May - 1 Jun
Captain's House 1BR Suite. Enjoy spring sunshine on the porch!

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Bath
8.6 out of 10, Excellent, (10 reviews)
"Clean rooms. Quiet location walkable to much of downtown Bath "
United States
randy k.
The price is AED 649
AED 800 total
includes taxes & fees
20 May - 21 May
Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AED 771
AED 1,325 total
includes taxes & fees
20 May - 21 May
Camp Forever cottage

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is AED 1,084
AED 1,750 total
includes taxes & fees
25 May - 26 May
Centerview cottage

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
9.8 out of 10, Exceptional, (10 reviews)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is AED 821
AED 1,772 total
includes taxes & fees
21 May - 22 May
Orchid Harbor, Bailey Island 3BR

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2
Brunswick
The price is AED 790
AED 1,694 total
includes taxes & fees
27 May - 28 May
Walk to town, 200yr-old 4BR house adjacent to Bowdoin campus! #2

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is AED 826
AED 2,630 total
includes taxes & fees
1 Jun - 2 Jun
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Wonderful stay!"
United States
Erika T.
The price is AED 744
AED 1,355 total
includes taxes & fees
27 May - 28 May
Full sized home
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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