A calm harbor with several boats anchored, a forested shoreline, and a clear sky.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Wiscasset vacation homes

A wooden deck with a view of a lake, a small building, and surrounding trees.

1. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (56 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is AED 790
AED 1,546 total
includes taxes & fees
2 Nov - 3 Nov
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A backyard with a red Adirondack chair, a barbecue grill, and a wooden treehouse.

2. Guest Room + Bath + Private Emtrance. Walk to everything, Large yard,

Guest Room + Bath + Private Emtrance. Walk to everything, Large yard,
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is AED 410
AED 651 total
includes taxes & fees
28 Oct - 29 Oct
Guest Room + Bath + Private Emtrance. Walk to everything, Large yard,
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

3. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"A great property and easy process."
United States
Dan L.
The price is AED 1,050
AED 1,838 total
includes taxes & fees
2 Nov - 3 Nov
3 Bedroom Happy Cottage 15
A silver convertible car parked in front of a red house with a garden.

4. 1BR Apt. Authenticity. Value. Walk to everything, Large yard.

1BR Apt. Authenticity. Value. Walk to everything, Large yard.
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AED 454
AED 695 total
includes taxes & fees
28 Oct - 29 Oct
1BR Apt. Authenticity. Value. Walk to everything, Large yard.
A lakeside cabin with a deck overlooking the water, surrounded by trees.

5. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is AED 749
AED 1,492 total
includes taxes & fees
10 Nov - 11 Nov
1920s Riverfront Cottage – Historic Maine Charm
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

6. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
Charming Historic home steps away from downtown
A modern kitchen with dark cabinetry, a stainless steel range, and a window with a view of greenery.

7. 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, (14 reviews)
"Another great stay by a great host. The host Jared even provided some activities for our granddaughters to do while we were on vacation. You will not be disappointed with this property. Looking to stay there again in the future. Thank you, Jared!"
United States
Ronald H.
The price is AED 1,098
AED 1,810 total
includes taxes & fees
14 Nov - 15 Nov
Award Winning Luxury Carriage House a short stroll from town!
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

8. 2BR Apt. Authenticity. Value. Walk to everything, Large yard, Treehouse. 0 fees.

2BR Apt. Authenticity. Value. Walk to everything, Large yard, Treehouse. 0 fees.
Bath
8.8 out of 10, Excellent, (29 reviews)
"Nice place for the money spent"
United States
Kevin P.
The price is AED 760
AED 937 total
includes taxes & fees
28 Oct - 29 Oct
2BR Apt. Authenticity. Value. Walk to everything, Large yard, Treehouse. 0 fees.
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

9. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
10.0 out of 10, Exceptional, (51 reviews)
"We loved everything about this place! It’s beautifully decorated and feels like a home away from away. The host was wonderful and made it easy to communicate with her. The view from the deck is so pretty! I loved having a cup of tea out there and looking at the water. It was a perfect spot! We are so grateful!"
United States
Rhiannon A.
The price is AED 823
AED 1,486 total
includes taxes & fees
29 Oct - 30 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

10. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is AED 1,120
AED 2,518 total
includes taxes & fees
28 Oct - 29 Oct
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

11. 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 774
AED 1,452 total
includes taxes & fees
1 Nov - 2 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

12. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is AED 347
AED 742 total
includes taxes & fees
28 Oct - 29 Oct
Mid Coast Getaway w/ water views
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

13. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Boothbay Harbor
8.0 out of 10, Very good, (2 reviews)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is AED 1,157
AED 2,678 total
includes taxes & fees
30 Oct - 31 Oct
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

14. Naughty Dog Private Island Log Cabin

Naughty Dog Private Island Log Cabin
Monmouth
10.0 out of 10, Exceptional, (13 reviews)
"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....
United States
Peter O.
The price is AED 342
AED 1,297 total
includes taxes & fees
3 Nov - 4 Nov
Naughty Dog Private Island Log Cabin
A wooden interior with a radial wooden ceiling design and a central skylight.

15. Island Tree House Glamping

Island Tree House Glamping
Monmouth
10.0 out of 10, Exceptional, (11 reviews)
"Sunset/rise were so perfect, and we got a special appearance of a double rainbow during our stay!"
United States
Desiree L.
The price is AED 40
AED 801 total
includes taxes & fees
28 Oct - 29 Oct
Island Tree House Glamping
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

16. 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, (5 reviews)
"Great location and super clean house"
United States
Gary R.
The price is AED 900
AED 2,722 total
includes taxes & fees
8 Nov - 9 Nov
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A modern kitchen with stainless steel appliances, wooden bar stools, and a large window providing natural light.

17. Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!

Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
Boothbay Harbor
10.0 out of 10, Exceptional, (14 reviews)
"The house is incredible! We loved our stay here. It was the perfect location to explore Boothbay. They had ALL needed amenities, even firewood. The beds were super comfortable and the house is very spacious. We would definitely stay here again."
United States
Allison W.
The price is AED 2,938
AED 4,344 total
includes taxes & fees
28 Oct - 29 Oct
Ambleside in Boothbay Harbor Maine- perfect for Gardens Aglow!
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

18. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (7 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 892 total
includes taxes & fees
1 Nov - 2 Nov
2 bedroom w/ expansive water views
A lakeside property with a deck, picnic table, and barbecue grill.

19. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (73 reviews)
"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."
United States
Len B.
The price is AED 771
AED 1,333 total
includes taxes & fees
1 Nov - 2 Nov
Camp Forever cottage
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

20. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
10.0 out of 10, Exceptional, (1 review)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
United States
Holly G.
The price is AED 606
AED 686 total
includes taxes & fees
28 Oct - 29 Oct
Captains Watch: A Coastal Escape
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

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

10/10 Excellent
"Great location in Freeport! We walked around town - hardly needed our car!"
Dawna 2-night trip
Posted 7 hours ago
The Harraseeket Inn & Event House Freeport Downtown