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

Holiday Homes in Wiscasset

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Wiscasset holiday homes

Outdoor dining

1. Perfect stopover, getaway & great base to explore Maine or simply stay in town.

Perfect stopover, getaway & great base to explore Maine or simply stay in town.
Bath
8.2 out of 10, Very good, (29 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$222
includes taxes & fees
7 Sept - 8 Sept
Perfect stopover, getaway & great base to explore Maine or simply stay in town.
Property grounds

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)
"The accommodations were wonderful and the views were amazing. The house was nicely appointed. "
United States
Judith t.
The price is AU$579
includes taxes & fees
8 Sept - 9 Sept
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Property grounds

3. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Bath
8.0 out of 10, Very good, (19 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$228
includes taxes & fees
7 Sept - 8 Sept
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Interior

4. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (12 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
7 Sept - 8 Sept
3 Bedroom Happy Cottage 15
Property grounds

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$570
includes taxes & fees
7 Sept - 8 Sept
1920s Riverfront Cottage – Historic Maine Charm
Coffee/tea maker, fridge, microwave, stovetop

6. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (27 reviews)
"It was a wonderful stay at this home. The home was incredibly clean, the beds were very comfortable and had great bedding on them. It was a great location to all the nearby places we wanted to go to. Loved the historic charm. We would love to come and stay again!"
United States
Tina S.
The price is AU$699
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Property grounds

7. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is AU$502
includes taxes & fees
2 Oct - 3 Oct
Boothbay Harbor, 2-Story Cottage, downtown
Property grounds

8. Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
Monmouth
10.0 out of 10, Exceptional, (4 reviews)
"The island is great from the walking trails, amenities and great fishing. "
United States
Jeremy F.
The price is AU$243
includes taxes & fees
10 Sept - 11 Sept
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
Terrace/patio

9. Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.

Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.
Bath
8.8 out of 10, Excellent, (23 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is AU$337
includes taxes & fees
14 Sept - 15 Sept
Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.
Property grounds

10. Floating Island Cabin

Floating Island Cabin
Monmouth
10.0 out of 10, Exceptional, (9 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 AU$271
includes taxes & fees
10 Sept - 11 Sept
Floating Island Cabin
Interior

11. Island Tree House Glamping

Island Tree House Glamping
Monmouth
9.8 out of 10, Exceptional, (10 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$387
includes taxes & fees
15 Sept - 16 Sept
Island Tree House Glamping
Exterior

12. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.0 out of 10, Wonderful, (2 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is AU$1,149
includes taxes & fees
8 Sept - 9 Sept
Charming Historic home steps away from downtown
Desk, iron/ironing board, free WiFi, bed sheets

13. 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$566
includes taxes & fees
30 Sept - 1 Oct
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Beach

14. 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 AU$1,304
includes taxes & fees
7 Sept - 8 Sept
Pemaquid Escape | Curated Comfort + Hot Tub
Interior

15. “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 AU$583
includes taxes & fees
27 Sept - 28 Sept
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Terrace/patio

16. 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$522
includes taxes & fees
9 Sept - 10 Sept
Naughty Dog Private Island Log Cabin
Terrace/patio

17. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (65 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is AU$506
includes taxes & fees
7 Sept - 8 Sept
Camp Forever cottage
Interior

18. Classic Maine Waterfront Home on the Back River – Trevett

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
The price is AU$1,191
includes taxes & fees
7 Sept - 8 Sept
Classic Maine Waterfront Home on the Back River – Trevett
TV

19. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (8 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$390
includes taxes & fees
13 Sept - 14 Sept
Mid Coast Getaway w/ water views
TV

20. 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 AU$402
includes taxes & fees
7 Sept - 8 Sept
2 bedroom w/ expansive water 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

Tugboat Inn

Tugboat Inn

10/10 Excellent
"Fantastic location. Excellent restaurant. Bed needed replacement."
Noel 2-night trip
Posted 2 hours ago
Tugboat Inn

Find out more about Wiscasset

Wiscasset Holiday Homes information

Number of reviews
275
Accommodation
599 Holiday Homes
Lowest Price
AU$222
Highest Price
AU$1,304