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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Wiscasset vacation homes

A treehouse with a wooden staircase and a small building with a colorful mural.

1. 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 ￥18,874
￥29,144 total
includes taxes & fees
Oct 14 - Oct 15
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden deck with a view of a lake, a small building, and surrounding trees.

2. 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, (54 reviews)
"We enjoyed our stay as a family of five plus dog. We walked over the bridge and explored the neighboring town but mostly had to drive a half hour to explore coastal towns. Loved the view from the house and appreciated the quiet of the village."
United States
Sarah M.
The price is ￥31,299
￥58,460 total
includes taxes & fees
Oct 25 - Oct 26
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A wooden staircase with a wooden railing, surrounded by green foliage.

3. 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 ￥18,402
￥28,630 total
includes taxes & fees
Oct 1 - Oct 2
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A wooden deck with a view of a lake and trees.

4. 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 ￥30,198
￥58,076 total
includes taxes & fees
Oct 27 - Oct 28
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.

5. 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, (27 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is ￥34,366
￥40,888 total
includes taxes & fees
Oct 1 - Oct 2
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

6. 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 ￥47,970
￥76,876 total
includes taxes & fees
Oct 27 - Oct 28
3 Bedroom Happy Cottage 15
A wooden staircase leading to a stone entrance of a building surrounded by trees.

7. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is ￥33,343
￥85,889 total
includes taxes & fees
Oct 1 - Oct 2
Fully Renovated "Saltbox" Home in Boothbay
A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

8. Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (5 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 ￥56,564
￥112,735 total
includes taxes & fees
Sep 30 - Oct 1
Pemaquid Escape | Curated Comfort + Hot Tub
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

9. 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.
The price is ￥26,926
￥103,581 total
includes taxes & fees
Oct 6 - Oct 7
Charming Historic home steps away from downtown
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

10. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (31 reviews)
"Location, location, location! We stayed for 4 days and didn't have to drive ONCE. David was easy to communicate with and very helpful. House was clean and comfortable. Would definitely stay again!"
United States
Justin T.
The price is ￥28,625
￥53,316 total
includes taxes & fees
Oct 19 - Oct 20
Boothbay Harbor, 2-Story Cottage, downtown
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

11. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (10 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 ￥14,863
￥31,426 total
includes taxes & fees
Sep 29 - Sep 30
Mid Coast Getaway w/ water views
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (49 reviews)
"We loved our cozy stay everything was clean and tidy, and we had everything that we needed"
United States
Betty Jo O.
The price is ￥35,246
￥59,676 total
includes taxes & fees
Oct 1 - Oct 2
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
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 ￥1,730
￥34,287 total
includes taxes & fees
Oct 28 - Oct 29
Island Tree House Glamping
A floating house with a glass door, a deck, and a table and chairs.

14. Floating Island Cabin

Floating Island Cabin
Monmouth
10.0 out of 10, Exceptional, (10 reviews)
"What an absolute pleasure it was staying in the floating home on the island. It was everything we wanted it to be. We will make this an annual trip. "
United States
Carissa P.
The price is ￥8,179
￥30,173 total
includes taxes & fees
Oct 4 - Oct 5
Floating Island Cabin
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.

15. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 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 ￥21,469
￥38,627 total
includes taxes & fees
Sep 29 - Sep 30
2 bedroom w/ expansive water views
A lakeside property with a deck, picnic table, and barbecue grill.

16. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (68 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is ￥33,029
￥54,174 total
includes taxes & fees
Oct 3 - Oct 4
Camp Forever cottage
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

17. 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 ￥18,244
￥56,402 total
includes taxes & fees
Sep 30 - Oct 1
Naughty Dog Private Island Log Cabin
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

18. 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 ￥33,123
￥58,577 total
includes taxes & fees
Oct 25 - Oct 26
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

19. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is ￥34,287
￥95,587 total
includes taxes & fees
Sep 29 - Sep 30
Luxury Yurt at Seaside Farm in Friendship
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

20. 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 ￥82,572
￥114,347 total
includes taxes & fees
Sep 29 - Sep 30
Award Winning Luxury Carriage House a short stroll from town!
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

8/10 Good
"Some rooms could use update. Nice amenities and convenient location."
Deborah 2-night trip
Posted 3 hours ago
The Harraseeket Inn & Event House Freeport Downtown

Find out more about Wiscasset

Wiscasset Vacation Homes information

Number of reviews
351
Accommodation
722 Vacation Homes
Lowest Price
￥28,630
Highest Price
￥114,347