Holiday Homes in Islesboro

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Islesboro holiday homes

TV

Fern Cottage - NEW Cottage in Blue Hill!

Fern Cottage - NEW Cottage in Blue Hill!
Blue Hill
The price is NZ$788
includes taxes & fees
25 June - 26 June
Fern Cottage - NEW Cottage in Blue Hill!
Property grounds

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.6 out of 10, Exceptional, (4 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is NZ$481
includes taxes & fees
29 June - 30 June
Bright 2-Bedroom Apartment Near Downtown Thomaston
TV

Cedar A-Frame - NEW A-Frame in Blue Hill!

Cedar A-Frame - NEW A-Frame in Blue Hill!
Blue Hill
The price is NZ$856
includes taxes & fees
25 June - 26 June
Cedar A-Frame - NEW A-Frame in Blue Hill!
Exterior

Drift A-Frame - NEW A-Frame in Blue Hill!

Drift A-Frame - NEW A-Frame in Blue Hill!
Blue Hill
The price is NZ$801
includes taxes & fees
25 June - 26 June
Drift A-Frame - NEW A-Frame in Blue Hill!
Smart TV

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (33 reviews)
"Great place at a great price! We look forward to staying there again. "
United States
Stephen H.
The price is NZ$567
includes taxes & fees
25 June - 26 June
Peaceful, Centrally Located Home with Seasonal River Views
1 bedroom, free WiFi, bed sheets

Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (25 reviews)
"Very comfortable, well stocked and quiet."
United States
Lucy F.
The price is NZ$312
includes taxes & fees
5 July - 6 July
Simplicity-Just what you need! STR24-20
TV, offices

Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is NZ$1,004
includes taxes & fees
25 June - 26 June
Fully Updated Airy Historic Home in West Rockport
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (18 reviews)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is NZ$434
includes taxes & fees
26 June - 27 June
Dome 1 - Luxury Dome at Come Spring Farm
Fridge, microwave, oven, stovetop

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (31 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
The price is NZ$837
includes taxes & fees
7 July - 8 July
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Smart TV

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (47 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is NZ$677
includes taxes & fees
6 July - 7 July
2 Bedroom Close to Town Home
Exterior

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (1 review)
The price is NZ$586
includes taxes & fees
13 July - 14 July
Romantic Coastal Escape near Harbor
Property grounds

Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (21 reviews)
"Great location with everything we needed."
United States
Thomas P.
The price is NZ$1,003
includes taxes & fees
7 July - 8 July
Waterfront Getaway Near Acadia w/ Spectacular View
Interior

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (91 reviews)
"Yes it was a great place the view was great and it was pet friwndly"
United States
Edward L.
The price is NZ$769
includes taxes & fees
1 July - 2 July
Comfortable, Close to Town Home, with Oceanview.
Property grounds

Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (64 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
The price is NZ$1,225
includes taxes & fees
21 July - 22 July
Oceanview Bungalow Style Home in Owls Head
Hair dryer

Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (15 reviews)
"Property was very nice, clean and Lisa our host was very nice and helpful. Great place, highly recommend!"
United States
brian g.
The price is NZ$531
includes taxes & fees
30 June - 1 July
Inkwell Suite at Spofford Lodge
WiFi

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.4 out of 10, Very good, (9 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is NZ$485
includes taxes & fees
6 July - 7 July
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Beach nearby, beach towels

Oceanville Oasis on the Peaceful Island

Oceanville Oasis on the Peaceful Island
Stonington
9.8 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay. The house is gorgeous and well appointed. We only stayed two nights and weren't interested in cooking for ourselves, but had we wanted to, the kitchen would have been perfect for it. Highly recommend for a quiet place to stay that's a quick drive to town."
United States
MB L.
The price is NZ$777
includes taxes & fees
8 July - 9 July
Oceanville Oasis on the Peaceful Island
Smart TV, fireplace

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, (4 reviews)
"Great location and great host. Had no issues at all while at this property and the host was absolutely amazing. Hopefully the property is available the next time we travel to Belfast."
United States
Eric M.
The price is NZ$938
includes taxes & fees
25 June - 26 June
Charming 3-bedroom house with a Pond View/pet friendly
Interior

Cheerful Two Bedroom Cabin - 10 minutes to Camden!

Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Lincolnville
10.0 out of 10, Exceptional, (13 reviews)
"This is a great place, nice and quiet, very clean and cozy. Loved it here!!"
United States
Lorna W.
The price is NZ$976
includes taxes & fees
25 June - 26 June
Cheerful Two Bedroom Cabin - 10 minutes to Camden!
Fridge, microwave, oven, stovetop

In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (45 reviews)
"Very clean, fantastic location, and very attentive hosts"
United States
Sam K.
The price is NZ$1,124
includes taxes & fees
26 June - 27 June
In-town, coastal + relaxing in Rockland
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

Rockland Harbor Hotel

Rockland Harbor Hotel

10/10 Excellent
"The Rockland Harbor Hotel has been a lifesaving resource. We have taken respite there while renovating our new home which still has no drinking water or reasonable showering or bathing and no laundry can be done. The hotel staff always help us by placing us in a comfortable room near the laundry facilities which really work well. We arrive to a clean room, can shower and start our laundry. With help from staff we’ve discovered very nice restaurant options and then we can enjoy the free included breakfast (with pop tart options) and head home with our clean laundry. It has been a Godsend. The property, though older, is extremely clean and all the rooms we’ve stayed in have been spotless. We’ve really grown to love Rockland and we really appreciate the nice people at the RHH."
CATHERINE 1-night trip
Posted 4 hours ago
Rockland Harbor Hotel

Find out more about Islesboro

Islesboro Holiday Homes information

Number of reviews
426
Accommodation
455 Holiday Homes
Lowest Price
NZ$312
Highest Price
NZ$1,225