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

Holiday Homes in Wiscasset

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Wiscasset holiday 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 AU$524
includes taxes & fees
25 Oct - 26 Oct
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A backyard with a red Adirondack chair, a barbecue grill, and a wooden treehouse.

2. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
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 AU$254
includes taxes & fees
22 Oct - 23 Oct
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
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)
"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 AU$725
includes taxes & fees
22 Oct - 23 Oct
3 Bedroom Happy Cottage 15
A silver convertible car parked in front of a red house with a garden.

4. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$273
includes taxes & fees
22 Oct - 23 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden deck with a view of a lake and 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 AU$561
includes taxes & fees
2 Nov - 3 Nov
1920s Riverfront Cottage – Historic Maine Charm
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.

6. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is AU$359
includes taxes & fees
22 Oct - 23 Oct
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
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)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is AU$683
includes taxes & fees
14 Nov - 15 Nov
Award Winning Luxury Carriage House a short stroll from town!
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.

8. 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 AU$815
includes taxes & fees
15 Nov - 16 Nov
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
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 AU$490
includes taxes & fees
26 Oct - 27 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

10. 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 AU$553
includes taxes & fees
25 Oct - 26 Oct
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

11. 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 AU$491
includes taxes & fees
1 Nov - 2 Nov
Naughty Dog Private Island Log Cabin
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

12. 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
6.0 out of 10, (1 review)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is AU$1,039
includes taxes & fees
23 Oct - 24 Oct
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A wooden interior with a radial wooden ceiling design and a central skylight.

13. 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 AU$321
includes taxes & fees
28 Oct - 29 Oct
Island Tree House Glamping
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

14. 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 AU$311
includes taxes & fees
1 Nov - 2 Nov
Mid Coast Getaway w/ water views
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

15. 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 AU$1,024
includes taxes & fees
16 Nov - 17 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.

16. 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 AU$1,659
includes taxes & fees
22 Oct - 23 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.

17. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (6 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 AU$344
includes taxes & fees
1 Nov - 2 Nov
2 bedroom w/ expansive water views
A lakeside property with a deck, picnic table, and barbecue grill.

18. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 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 AU$518
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.

19. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is AU$269
includes taxes & fees
25 Oct - 26 Oct
Captains Watch: A Coastal Escape
A spacious living room with a wooden floor, a white sofa, a coffee table, and a dining area with a white table and chairs.

20. Beautiful 3BR Home with Office in Town of Brunswick with King beds

Beautiful 3BR Home with Office in Town of Brunswick with King beds
Brunswick
9.2 out of 10, Wonderful, (7 reviews)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$548
includes taxes & fees
3 Nov - 4 Nov
Beautiful 3BR Home with Office in Town of Brunswick with King beds
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wiscasset Hotel Reviews

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

10/10 Excellent
"Staff was great. The food at the tavern was excellent. Breakfast was first-class. Only complaint was the desk in the room was cluttered with a microwave and coffee machine making it impossible to work. You could do better."
John 2-night trip
Posted 1 hour ago
The Harraseeket Inn & Event House Freeport Downtown

Find out more about Wiscasset

Wiscasset Holiday Homes information

Number of reviews
279
Accommodation
717 Holiday Homes
Lowest Price
AU$254
Highest Price
AU$1,659