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Check prices for these dates

Next weekend
19 Sept - 21 Sept
In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov

Featured Cottages in Islesboro

Our top choices for Islesboro cottages

Rustic Retreat Across From Lake; Family Friendly!
Cottage (2 Bedrooms) | Interior

Rustic Retreat Across From Lake; Family Friendly!

3.0 star property
9.0 out of 10, Wonderful, (2)
"I liked that it was by the lake quiet and secluded. "
The price is NZ$550
includes taxes & fees
14 Sept - 15 Sept
Rustic Retreat Across From Lake; Family Friendly!
Charming Historic School House now with High Speed Internet
Terrace/patio

Charming Historic School House now with High Speed Internet

9.8 out of 10, Exceptional, (8)
"This is a great property away from the tourist areas but close enough to make short trips to the tourist areas if you want to see the sights. The hosts had some great suggestions for sights that only the locals knew of. A great stay!"
Charming Historic School House now with High Speed Internet
Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine
Terrace/patio

Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine

10.0 out of 10, Exceptional, (14)
"I had a great stay at the Peaceful Getaway in Sedgwick. Listing was just as described. Very cute and clean tiny home with everything an individual or couple might need. Beautiful spot to relax, and close to Blue Hill and other wonderful areas. (I recommend a walk through the Harriman Point Preserve in nearby Brooklin.) Check-in process was great, and although the main house is nearby it felt very private. I highly recommend this spot. "
Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine
Waterfront shingled cottage with shared boat dock - near Acadia
Exterior

Waterfront shingled cottage with shared boat dock - near Acadia

8.4 out of 10, Very good, (7)
"All was great we enjoyed the peace and quiet "
The price is NZ$497
includes taxes & fees
14 Sept - 15 Sept
Waterfront shingled cottage with shared boat dock - near Acadia
Pine Grove Cottages
Exterior

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (89)
"Wonderful quiet place, The Host was a great person."
The price is NZ$442
includes taxes & fees
14 Sept - 15 Sept
Pine Grove Cottages
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Exterior

Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

10.0 out of 10, Exceptional, (7)
"We had a good time, the dogs loved it too!"
The price is NZ$431
includes taxes & fees
14 Sept - 15 Sept
Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly
Cozy cottage -Close to Downtown Camden!
Exterior

Cozy cottage -Close to Downtown Camden!

2.0 star property
9.8 out of 10, Exceptional, (15)
"Very nice clean place. Very happy with it hope to stay again sometime"
Cozy cottage -Close to Downtown Camden!
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Dining

Beautiful newly decorated and centrally located home minutes from Camden Harbor.

The price is NZ$1,300
includes taxes & fees
17 Sept - 18 Sept
Beautiful newly decorated and centrally located home minutes from Camden Harbor.
Pine Grove Cottages: Cottage 3: Studio Cottage - Pet Friendly
Exterior

Pine Grove Cottages: Cottage 3: Studio Cottage - Pet Friendly

10.0 out of 10, Exceptional, (3)
"Really enjoyed our stay. Our host Brian was so helpful. He gave us lots of ideas of where to go and places we could take or dog. The cabin was extremely clean and cozy. Overall a great time!"
Pine Grove Cottages: Cottage 3: Studio Cottage - Pet Friendly
Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly
Exterior

Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly

The price is NZ$462
includes taxes & fees
23 Sept - 24 Sept
Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly
Pine Grove Cottages : Cottage 7 - Spacious 1 bedroom - Pet Friendly
Exterior

Pine Grove Cottages : Cottage 7 - Spacious 1 bedroom - Pet Friendly

The price is NZ$651
includes taxes & fees
23 Sept - 24 Sept
Pine Grove Cottages : Cottage 7 - Spacious 1 bedroom - Pet Friendly
Pine Grove Cottages : Cottage 5 - Studio Cottage - Pet Friendly
Exterior

Pine Grove Cottages : Cottage 5 - Studio Cottage - Pet Friendly

Pine Grove Cottages : Cottage 5 - Studio Cottage - 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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Top Islesboro Hotel Reviews

Trade Winds on the Bay

Trade Winds on the Bay

10/10 Excellent
"Great place, comfortable bed, strong shower beautiful view and friendly staff. Highly recommended!!!"
James F 2-night trip
Posted 18 hours ago
Trade Winds on the Bay

Find out more about Islesboro

Find out more about Islesboro

Islesboro Cottages information

Number of reviews
93
Accommodation
211 Cottages
Lowest Price
NZ$442
Highest Price
NZ$1,300

Frequently asked questions

How much do cottages in Islesboro cost?
Cottages in Islesboro range between NZ$442 and NZ$1,300 per night. These properties offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Islesboro?
Take your pick of 211 cottages in Islesboro. Whether you're travelling with the kids or organising a weekend break with close friends, Expedia can help you find the ideal space to escape the hustle and bustle.
What is there to do in Islesboro near my cottage?
The most useful travel accessory is a well-thought-out travel plan. Warren Island State Park is a top place to start your sightseeing in Islesboro.