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Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Islesboro vacation homes

Fridge, microwave, oven, stovetop
Tides' Reach - Private Waterfront King Beds

Tides' Reach - Private Waterfront King Beds

Tides' Reach - Private Waterfront King Beds
Orland
9.8 out of 10, Exceptional, (23)
"Great stay! Lots of space for everyone. Great kitchen to cook in. Loved sitting on the porch rockers every morning for coffee. Good size for a family. The two kings in one room is great if you have lots of kids. "
United States
Cass R.
$410 nightly
The price is $447
Dec 22 - Dec 23
Total with taxes and fees
Tides' Reach - Private Waterfront King Beds
Property grounds
Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (19)
"The home was just as advertised and just what we wanted. "
United States
Joe B.
$346 nightly
The price is $377
Dec 21 - Dec 22
Total with taxes and fees
Waterfront Getaway Near Acadia w/ Spectacular View
Living area
Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (14)
"Property was very nice, clean and Lisa our host was very nice and helpful. Great place, highly recommend!"
United States
brian g.
$230 nightly
The price is $246
Jan 20 - Jan 21, 2026
Total with taxes and fees
Inkwell Suite at Spofford Lodge
Microwave, oven, stovetop, dishwasher
Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (2)
"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"
United States
tom w.
$196 nightly
The price is $214
Dec 21 - Dec 22
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston
1 bedroom, iron/ironing board, internet, bed sheets
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach

Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Lincolnville
9.4 out of 10, Exceptional, (9)
"Great view. Very enjoyable stay. "
United States
Jerry C.
$207 nightly
The price is $221
Dec 21 - Dec 22
Total with taxes and fees
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Fridge, microwave, oven, stovetop
Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (29)
"Amazing little house tucked away close to the river. It was very clean and nicely furnished. I had a great time staying here and it was very close to downtown Thomaston."
United States
Avery W.
$252 nightly
The price is $275
Dec 21 - Dec 22
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views
Microwave, oven, stovetop, dishwasher
Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
2.0 star property
Rockport
$176 nightly
The price is $192
Jan 3 - Jan 4, 2026
Total with taxes and fees
Romantic Coastal Escape near Harbor
Interior
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (45)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
$228 nightly
The price is $248
Dec 21 - Dec 22
Total with taxes and fees
2 Bedroom Close to Town Home
Dining
Charming 3-bedroom house in delightful Belfast, Maine

Charming 3-bedroom house in delightful Belfast, Maine

Charming 3-bedroom house in delightful Belfast, Maine
Belfast
10.0 out of 10, Exceptional, (3)
"Fantastic spot. Well appointed and comfortable. "
United States
Ariel B.
$415 nightly
The price is $452
Dec 21 - Dec 22
Total with taxes and fees
Charming 3-bedroom house in delightful Belfast, Maine
Interior
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (85)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
$291 nightly
The price is $317
Dec 21 - Dec 22
Total with taxes and fees
Comfortable, Close to Town Home, with Oceanview.
Dining
Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
10.0 out of 10, Exceptional, (13)
"Very comfortable, luxurious beds. Complimentary toiletries which we did end up needing so thank you. The fire pit was awesome. Neighbors friendly. I would definitely stay there again. "
United States
Nancy G.
$525 nightly
The price is $572
Dec 21 - Dec 22
Total with taxes and fees
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Dining
Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!

Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
8.0 out of 10, Very Good, (5)
"We booked this place for Memorial Weekend, and drove into Camden to explore the town. Host was so friendly and responsive, the cabin was so clean and quaint/cute, loved the location that we go that cabin feel but could drive a short distance to get into town/harbor, and overall had a great time! "
United States
Kimberly
$525 nightly
The price is $572
Dec 21 - Dec 22
Total with taxes and fees
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Exterior
A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views

A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views

A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views
Stonington
9.8 out of 10, Exceptional, (48)
"Great views and convenient location! Very clean and comfortable! "
United States
Max C.
$781 nightly
The price is $851
Dec 31 - Jan 1, 2026
Total with taxes and fees
A+ on Harbor w/ 8 Kayaks, Deck, Patio, Beach, Walk To Town, Best Views
Beach nearby
Privately owned water view cottage with fabulous views of Penobscot Bay!

Privately owned water view cottage with fabulous views of Penobscot Bay!

Privately owned water view cottage with fabulous views of Penobscot Bay!
Belfast
10.0 out of 10, Exceptional, (67)
"This cabin was wonderful! The location can't be beat for relaxation by the water!"
United States
Anonymous traveler
$331 nightly
The price is $361
Dec 31 - Jan 1, 2026
Total with taxes and fees
Privately owned water view cottage with fabulous views of Penobscot Bay!
Smart TV, fireplace
Charming 3-bedroom house with a Pond View/pet friendly

Charming 3-bedroom house with a Pond View/pet friendly

Charming 3-bedroom house with a Pond View/pet friendly
Belfast
10.0 out of 10, Exceptional, (2)
"Exactly as advertised."
United States
Theresa
$440 nightly
The price is $479
Jan 12 - Jan 13, 2026
Total with taxes and fees
Charming 3-bedroom house with a Pond View/pet friendly
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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