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Vacation Homes in Wiscasset

Our top choices for Wiscasset vacation homes

Cozy Cottage on water's edge of Lake Cobbosseecontee

8.8 out of 10, Excellent, (12)
"Great little getaway, sitting right by the water. We loved our time there. Alarice is a great hot and responded quickly to any needs or questions."
The price is ¥19,208
¥46,928 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Cottage on water's edge of Lake Cobbosseecontee

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.6 out of 10, Good, (13)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is ¥13,312
¥24,183 total
includes taxes & fees
Aug 20 - Aug 21
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Captain's Quarters 1BR Apartment. Walk to everything.

7.8 out of 10, Good, (7)
"Very nice cozy place to make home base for a week. Had everything I needed and owner was very responsive with all of my questions. Primary destination was Bath and very convenient to everything I needed. Thank you!"
The price is ¥14,051
¥24,989 total
includes taxes & fees
Sep 18 - Sep 19
Captain's Quarters 1BR Apartment. Walk to everything.

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

The price is ¥19,302
¥29,585 total
includes taxes & fees
Aug 20 - Aug 21
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy 2-bedroom camper close to boothbay

The price is ¥15,383
¥24,022 total
includes taxes & fees
Aug 20 - Aug 21
Cozy 2-bedroom camper close to boothbay

Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

10.0 out of 10, Exceptional, (1)
"The restaurant at the property is amazing. Loved our bartender and our waitress Emma was amazing. She went above and beyond to make our evening unforgettable. We will definitely be back My only complaint is when booking it looks like you are getting a small cabin. But they are actually normal hotel rooms. "
The price is ¥35,055
¥46,233 total
includes taxes & fees
Sep 1 - Sep 2
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach

Island Tree House: Lake Front, Kayaks, & Fire Pit

10.0 out of 10, Exceptional, (7)
"The place was great and secluded. Kent and Heather were amazing hosts "
The price is ¥14,347
¥57,556 total
includes taxes & fees
Sep 4 - Sep 5
Island Tree House: Lake Front, Kayaks, & Fire Pit

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (30)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is ¥25,825
¥50,559 total
includes taxes & fees
Aug 26 - Aug 27
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is ¥22,039
¥42,241 total
includes taxes & fees
Sep 15 - Sep 16
Camp Forever cottage

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
The price is ¥31,061
¥50,754 total
includes taxes & fees
Aug 24 - Aug 25
Mid Coast Getaway w/ water views

New! Pemaquid Escape | Curated Comfort + Hot Tub

10.0 out of 10, Exceptional, (1)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
New! Pemaquid Escape | Curated Comfort + Hot Tub

Laughton House @ Pemaquid Beach

10.0 out of 10, Exceptional, (7)
"Wonderful, spacious home that has been beautifully decorated and maintained. Francine and Greg were great hosts. Will definitely be back."
The price is ¥79,712
¥135,897 total
includes taxes & fees
Sep 7 - Sep 8
Laughton House @ Pemaquid Beach

Full sized home

9.8 out of 10, Exceptional, (33)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is ¥29,952
¥53,607 total
includes taxes & fees
Aug 20 - Aug 21
Full sized home

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (64)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
The price is ¥25,736
¥63,622 total
includes taxes & fees
Sep 15 - Sep 16
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (22)
"Loved how walkable this property is! "
Downtown Boothbay Harbor, 2-Story Cottage

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

9.4 out of 10, Exceptional, (25)
"Perfect base for exploring the mid-coast region. "
The price is ¥47,213
¥95,476 total
includes taxes & fees
Aug 30 - Aug 31
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

THE NOOK Apartment

The price is ¥34,774
¥46,302 total
includes taxes & fees
Sep 8 - Sep 9
THE NOOK Apartment

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The price is ¥99,353
¥224,451 total
includes taxes & fees
Aug 25 - Aug 26
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Escape to Positive Outlook

The price is ¥31,061
¥51,237 total
includes taxes & fees
Sep 8 - Sep 9
Escape to Positive Outlook

The Entire Waldoboro Inn

The Entire Waldoboro Inn
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