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

Search Vacation 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
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 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, (54 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is ￥31,329
￥62,291 total
includes taxes & fees
Oct 25 - Oct 26
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A treehouse with a wooden staircase and a small building with a colorful mural.

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 ￥17,569
￥27,901 total
includes taxes & fees
Oct 5 - Oct 6
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
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 ￥18,419
￥28,657 total
includes taxes & fees
Oct 5 - Oct 6
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 ￥31,764
￥64,081 total
includes taxes & fees
Oct 27 - Oct 28
1920s Riverfront Cottage – Historic Maine Charm
A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

5. 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 ￥47,386
￥81,468 total
includes taxes & fees
Oct 5 - Oct 6
3 Bedroom Happy Cottage 15
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.
The price is ￥24,594
￥108,488 total
includes taxes & fees
Oct 7 - Oct 8
Charming Historic home steps away from downtown
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.

7. 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 ￥32,903
￥40,841 total
includes taxes & fees
Oct 4 - Oct 5
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

8. 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 ￥28,652
￥57,657 total
includes taxes & fees
Oct 19 - Oct 20
Boothbay Harbor, 2-Story Cottage, downtown
Exterior

9. Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage
Edgecomb
10.0 out of 10, Exceptional, (13 reviews)
"Great location, great view, great house, great time"
United States
Carol P.
The price is ￥102,330
￥186,557 total
includes taxes & fees
Oct 3 - Oct 4
Charming Sheepscot Overlook Cottage
A cozy room with a window seat by a large window overlooking a body of water. A lamp and a book are placed on the seat.

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

Classic Maine Waterfront Home on the Back River – Trevett
Boothbay
6.0 out of 10, (1 review)
"We stayed for 2 nights. Upon arriving we immediately noticed mouse traps in every room which was a little unnerving; however, there did not appear to be evidence of live mice in the house. The towels did not smell fresh in downstairs bathroom. And the water pressure was terrible. If the downstairs water was running, there was no water in sink upstairs. There were no bed slats in one bed causing the mattress to fall on floor. Additionally, when we returned one evening, I notified host...
United States
Blanche H.
The price is ￥64,043
￥128,836 total
includes taxes & fees
Oct 8 - Oct 9
Classic Maine Waterfront Home on the Back River – Trevett
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

11. “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 ￥35,280
￥63,337 total
includes taxes & fees
Oct 13 - Oct 14
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A wooden pathway leading to a body of water, surrounded by dense greenery.

12. 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 ￥5,667
￥27,284 total
includes taxes & fees
Oct 5 - Oct 6
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

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 ￥33,155
￥62,237 total
includes taxes & fees
Oct 25 - Oct 26
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
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, (11 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 ￥8,186
￥30,201 total
includes taxes & fees
Oct 4 - Oct 5
Floating Island Cabin
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

15. 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 ￥82,651
￥121,492 total
includes taxes & fees
Oct 19 - Oct 20
Award Winning Luxury Carriage House a short stroll from town!
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

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 ￥18,262
￥59,888 total
includes taxes & fees
Oct 5 - Oct 6
Naughty Dog Private Island Log Cabin
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

17. 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 ￥16,530
￥33,772 total
includes taxes & fees
Oct 4 - Oct 5
Mid Coast Getaway w/ water views
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

18. 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 ￥49,590
￥114,799 total
includes taxes & fees
Oct 24 - Oct 25
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

19. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (52 reviews)
"Great space for our family and walking distance to everything by the harbor"
United States
Geoff R.
The price is ￥59,823
￥119,089 total
includes taxes & fees
Oct 11 - Oct 12
Boothbay Harbor, The Francis Greene House, downtown
A wooden interior with a radial wooden ceiling design and a central skylight.

20. 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 ￥1,738
￥34,967 total
includes taxes & fees
Oct 28 - Oct 29
Island Tree House Glamping
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

Ocean Gate Inn

Ocean Gate Inn

10/10 Excellent
"Great place loved the view"
Robert 1-night trip
Posted 3 hours ago
Ocean Gate Inn

Find out more about Wiscasset

Wiscasset Vacation Homes information

Number of reviews
346
Accommodation
722 Vacation Homes
Lowest Price
￥27,284
Highest Price
￥186,557