Holiday Homes in Islesboro

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Islesboro holiday homes

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, (32 reviews)
"Great stay and host was very responsive with a forgotten item. "
United States
Yvonne T.
The price is €234
includes taxes & fees
8 May - 9 May
Peaceful, Centrally Located Home with Seasonal River Views
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (17 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 €193
includes taxes & fees
13 May - 14 May
Dome 1 - Luxury Dome at Come Spring Farm
Living area

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, (10 reviews)
"Great view. Very enjoyable stay. "
United States
Jerry C.
The price is €231
includes taxes & fees
6 Jun - 7 Jun
Ferry Cottage | Eco-Chic Escape, Ocean Views, Steps to Beach
Property grounds

Waterfront Getaway Near Acadia w/ Spectacular View

Waterfront Getaway Near Acadia w/ Spectacular View
Deer Isle
10.0 out of 10, Exceptional, (20 reviews)
"Great location with everything we needed."
United States
Thomas P.
The price is €341
includes taxes & fees
9 May - 10 May
Waterfront Getaway Near Acadia w/ Spectacular View
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 €356
includes taxes & fees
13 May - 14 May
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, (44 reviews)
"Super clean… great location… fabulous hosts… total pleasure to stay there…"
United States
James B.
The price is €507
includes taxes & fees
8 May - 9 May
In-town, coastal + relaxing in Rockland
WiFi

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is €241
includes taxes & fees
13 May - 14 May
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Fridge, microwave, oven, stovetop

Tides' Reach - Private Waterfront King Beds

Tides' Reach - Private Waterfront King Beds
Orland
9.8 out of 10, Exceptional, (24 reviews)
"This place is an absolute treasure! Secluded but close to all the necessities need to make your vacation amazing!"
United States
Joshua G.
The price is €380
includes taxes & fees
11 May - 12 May
Tides' Reach - Private Waterfront King Beds
Interior

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (46 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is €222
includes taxes & fees
9 May - 10 May
2 Bedroom Close to Town Home
Interior

Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (15 reviews)
"We had a wonderful stay at Spofford Lodge. The room was beyond our expectations and immaculate. Check in process was easy and great communication by Lisa. Many thanks"
United Kingdom
Richard G.
The price is €181
includes taxes & fees
11 May - 12 May
Inkwell Suite at Spofford Lodge
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, (29 reviews)
"Very cute house that was fully equipped for our stay. Great location for touring around Maine to see the sights. Communication was excellent with the host and we would definitely stay here again!"
United States
Elisabeth C.
The price is €290
includes taxes & fees
11 May - 12 May
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Dining

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 reviews)
"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
The price is €356
includes taxes & fees
13 May - 14 May
Relaxing Two Bedroom Cabin - 10 minutes to Camden!
Exterior

Romantic Coastal Escape near Harbor

Romantic Coastal Escape near Harbor
Rockport
10.0 out of 10, Exceptional, (1 review)
The price is €214
includes taxes & fees
25 May - 26 May
Romantic Coastal Escape near Harbor
Property grounds

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (3 reviews)
"Host was fast in responding to all questions and concerns. Location was good for being close to all shopping and eating. "
United States
Kim W.
The price is €224
includes taxes & fees
10 May - 11 May
Bright 2-Bedroom Apartment Near Downtown Thomaston
Interior

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (89 reviews)
"Overall a wonderful place for girls weekend. Close proximity to the lighthouses we wanted to see and to Rockland. Clean, beautiful view and easy check in. Host was very responsive with all contacts with questions. "
United States
Anne
The price is €350
includes taxes & fees
10 May - 11 May
Comfortable, Close to Town Home, with Oceanview.
WiFi

Come Spring Farm Glamping Dome 2

Come Spring Farm Glamping Dome 2
Union
6.8 out of 10, (3 reviews)
"My friends and I had a great time at Come Spring Farm! We got hit with a lot of rain as soon as we arrived and it was really cool to watch the storm through the windows in the dome. We were impressed with the bathroom/shower facilities and the Coop hang out space, and I was thrilled to help feed the animals in the morning. We hope to return soon!"
United States
Healy C.
Come Spring Farm Glamping Dome 2
Marina

Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (72 reviews)
"Beautiful house and location"
United States
Jennifer M.
The price is €397
includes taxes & fees
10 May - 11 May
Harbor/🦞 Pound Access & Views from Large Deck
Outdoor dining

Little Slice of River Paradise on The Narramissic River

Little Slice of River Paradise on The Narramissic River
Bucksport
The price is €391
includes taxes & fees
8 May - 9 May
Little Slice of River Paradise on The Narramissic River
Fridge, microwave, oven, stovetop

Historic 3-bedroom home in charming Winterport, a relaxing Mid-Coast basecamp

Historic 3-bedroom home in charming Winterport, a relaxing Mid-Coast basecamp
Winterport
The price is €258
includes taxes & fees
13 May - 14 May
Historic 3-bedroom home in charming Winterport, a relaxing Mid-Coast basecamp
Property grounds

Spacious, bright, oceanfront house on the Blue Hill Peninsula.

Spacious, bright, oceanfront house on the Blue Hill Peninsula.
Penobscot
10.0 out of 10, Exceptional, (1 review)
"Great view and ambience!"
United States
Cameron C.
The price is €670
includes taxes & fees
14 May - 15 May
Spacious, bright, oceanfront house on the Blue Hill Peninsula.
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
"Walking distance to downtown and the ferry landing. Very nice hotel staff."
James 1-night trip
Posted 4 hours ago
Rockland Harbor Hotel

Find out more about Islesboro

Islesboro Holiday Homes information

Number of reviews
391
Accommodation
455 Holiday Homes
Lowest Price
€181
Highest Price
€670