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

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Our top choices for Wiscasset vacation homes

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, (54 reviews)
"The accommodations were wonderful and the views were amazing. The house was nicely appointed. "
United States
Judith t.
The price is ¥34,982
¥66,375 total
includes taxes & fees
Sep 15 - Sep 16
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

2. Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.

Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.
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 ¥14,830
¥24,672 total
includes taxes & fees
Sep 7 - Sep 8
Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.

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 ¥15,454
¥25,352 total
includes taxes & fees
Sep 7 - Sep 8
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

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 ¥49,328
¥83,462 total
includes taxes & fees
Sep 8 - Sep 9
3 Bedroom Happy Cottage 15

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 ¥33,249
¥65,512 total
includes taxes & fees
Sep 7 - Sep 8
1920s Riverfront Cottage – Historic Maine Charm

6. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is ¥10,479
¥44,132 total
includes taxes & fees
Sep 23 - Sep 24
1 Mi to Maine Street! MCM-Style Home in Brunswick

7. 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 ¥6,828
¥28,730 total
includes taxes & fees
Sep 16 - Sep 17
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

8. 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 ¥8,892
¥42,576 total
includes taxes & fees
Sep 15 - Sep 16
Island Tree House Glamping

9. 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 ¥21,753
¥79,093 total
includes taxes & fees
Sep 9 - Sep 10
Near Lakes, Bay & Trails! Historic Waldoboro Gem

10. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.0 out of 10, Wonderful, (30 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is ¥31,597
¥59,017 total
includes taxes & fees
Oct 2 - Oct 3
Boothbay Harbor, 2-Story Cottage, downtown

11. 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 ¥29,035
¥36,242 total
includes taxes & fees
Sep 7 - Sep 8
Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees.

12. 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 ¥35,154
¥64,987 total
includes taxes & fees
Sep 29 - Sep 30
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

13. 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 ¥18,418
¥60,747 total
includes taxes & fees
Sep 9 - Sep 10
Naughty Dog Private Island Log Cabin

14. “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 ¥38,869
¥67,719 total
includes taxes & fees
Oct 4 - Oct 5
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

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

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
The price is ¥71,451
¥138,456 total
includes taxes & fees
Sep 7 - Sep 8
Classic Maine Waterfront Home on the Back River – Trevett

16. 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 ¥32,781
¥56,660 total
includes taxes & fees
Sep 7 - Sep 8
Camp Forever cottage

17. 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 ¥24,586
¥43,952 total
includes taxes & fees
Sep 17 - Sep 18
Mid Coast Getaway w/ water views

18. 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, (13 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 ¥83,360
¥123,400 total
includes taxes & fees
Sep 10 - Sep 11
Award Winning Luxury Carriage House a short stroll from town!

19. 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 ¥28,683
¥48,928 total
includes taxes & fees
Sep 17 - Sep 18
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

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Wiscasset Vacation Homes information

Number of reviews
255
Accommodation
722 Vacation Homes
Lowest Price
¥24,672
Highest Price
¥138,456