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Holiday Homes in Wiscasset

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Wiscasset

Our top choices for Wiscasset holiday homes

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

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 AU$256
includes taxes & fees
21 Aug - 22 Aug
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Captain's Quarters 1BR Apartment. Walk to everything.
Property grounds

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 AU$273
includes taxes & fees
25 Aug - 26 Aug
Captain's Quarters 1BR Apartment. Walk to everything.
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Terrace/patio

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

The price is AU$312
includes taxes & fees
21 Aug - 22 Aug
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Cozy Cottage on water's edge of Lake Cobbosseecontee
Property grounds

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 AU$497
includes taxes & fees
25 Aug - 26 Aug
Cozy Cottage on water's edge of Lake Cobbosseecontee
Cozy 2-bedroom camper close to boothbay
Fridge, microwave, oven, stovetop

Cozy 2-bedroom camper close to boothbay

The price is AU$255
includes taxes & fees
22 Aug - 23 Aug
Cozy 2-bedroom camper close to boothbay
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach
Property grounds

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 AU$524
includes taxes & fees
15 Sept - 16 Sept
Bluebird Ocean Point | Deluxe King | Private Beach + Near Grimes Cove Beach
Camp Forever cottage
Outdoor dining

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 AU$447
includes taxes & fees
15 Sept - 16 Sept
Camp Forever cottage
Mid Coast Getaway w/ water views
TV

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 AU$537
includes taxes & fees
24 Aug - 25 Aug
Mid Coast Getaway w/ water views
Island Tree House: Lake Front, Kayaks, & Fire Pit
Interior

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 AU$610
includes taxes & fees
4 Sept - 5 Sept
Island Tree House: Lake Front, Kayaks, & Fire Pit
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Property grounds

“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 AU$536
includes taxes & fees
26 Aug - 27 Aug
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Full sized home
Interior

Full sized home

9.8 out of 10, Exceptional, (34)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is AU$568
includes taxes & fees
25 Aug - 26 Aug
Full sized home
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Property grounds

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 AU$674
includes taxes & fees
15 Sept - 16 Sept
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome
Laughton House @ Pemaquid Beach
Terrace/patio

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 AU$1,440
includes taxes & fees
7 Sept - 8 Sept
Laughton House @ Pemaquid Beach
Downtown Boothbay Harbor, 2-Story Cottage
Exterior

Downtown Boothbay Harbor, 2-Story Cottage

9.4 out of 10, Exceptional, (22)
"Loved how walkable this property is! "
The price is AU$485
includes taxes & fees
7 Sept - 8 Sept
Downtown Boothbay Harbor, 2-Story Cottage
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Outdoor dining

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 AU$1,012
includes taxes & fees
30 Aug - 31 Aug
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
New! Pemaquid Escape | Curated Comfort + Hot Tub
Beach

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! "
The price is AU$1,398
includes taxes & fees
24 Aug - 25 Aug
New! Pemaquid Escape | Curated Comfort + Hot Tub
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Fridge, microwave, oven, stovetop

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 AU$2,390
includes taxes & fees
25 Aug - 26 Aug
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
The Entire Waldoboro Inn
Exterior detail

The Entire Waldoboro Inn

The Entire Waldoboro Inn
Escape to Positive Outlook
Dining

Escape to Positive Outlook

The price is AU$543
includes taxes & fees
8 Sept - 9 Sept
Escape to Positive Outlook
Orchid Harbor, Bailey Island 3BR
Interior

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
The price is AU$769
includes taxes & fees
9 Sept - 10 Sept
Orchid Harbor, Bailey Island 3BR
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

Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

10/10 Excellent
"We love this location and had stayed at Ocean Point only once before 4 years ago. The new ownership has done well in carrying on the hospitality and in updating the decor. We were especially pleased with the restaurant’s menu/chef and enjoyed eating there for both breakfast and dinner during our 5-day stay. Our friends met up with us for a few days’ stay while in Maine and found Bluebird Ocean Point very charming, as well. We ended each evening enjoying drinks while sitting in the Adirondack chairs along the waterfront. So peaceful and memorable!"
Michael 4-night trip
Posted 10 hours ago
Bluebird Ocean Point Inn