Vacation rentals in Islesboro

Downtown Bar Harbor Cadillac Views

This beautiful, recently renovated historic house has everything you need and more! It is located on MDI, right in the hub of downtown Bar Harbor, but on a quiet neighborhood street. It is 1.5 miles away from Acadia National Park entrance, steps away from Shore Path and has incredible 2nd story deck views of Cadillac Mountain. 6 bedrooms, 3 bathrooms, nice large kitchen, living & dining room with 2 beautiful porches and a nice sized fenced back yard as well! This house has room for 12 guests

Historic 1850 Downtown Retreat [Driftwood Cottage]

This Dutch Colonial is THE OLDEST Small Building in Bar Harbor, built in 1850. Originally residing on Cottage Street until it was saved and moved in 2003 when condos were being built on Cottage Street. The entire 2nd Floor is a spacious master bedroom with a large attached bathroom, large walk-in closet, and an indoor and outdoor patio space. The home has 2 living rooms and still boasts many historic aspects to it. The PERFECT Location in the Heart of Downtown, and the ability to walk anywhere!

The Weir on the Harbor

Enjoy your beach front vacation in a newly renovated small, cozy cottage over looking a working harbor. This unique property is a short walk to many shops and restaurants. Have fun looking for sea glass and other treasures from the ocean on our semi private beach. The first floor has a modern kitchen, a living room with sleeper sofa, and full bath. Enjoy your meals on the front deck while listening to the seagulls. The second floor is a loft bedroom with small balcony overlooking the harbor.

Tailwinds - Upscale Oceanfront! Stunning Views!

Welcome to Tailwinds in East Boothbay, where you will enjoy stunning sunsets over Linekin Bay from the comfort of this beautifully updated home. Formerly a B&B, this is a perfect place to gather frinds and family with en-suite baths 2 living rooms and a large porch. You will also find all new beds and furniture, luxurious 100% cotton linens, and AC window units in the bedrooms. Located between downtown Boothbay Harbor and Ocean Point, this is a gorgeous spot for your next family vacation!

Free Breakfast_Downtown Stunning 1BR Apartment D

This is a new listing, changed to vacation rental with brand new furniture and amenities from 2022. Free Breakfast at a restaurant located at the property. Just few min walk from shore path and 4 min drive to Acadia National Park. Walking distance popular restaurants in town (2Cats, Royal Indian, Everyday Joe's, Havana, Choco-Latte, McKay's Public House, Bar Harbor Lobster Co., Salt & Steel, Cafe This Way, Pat' Pizza, Rias 2nd Act, Peekytoe Provisions, Bar Harbor Cheesecake Company).

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Milk House

nice little vacation cottage in Dark Harbor, near to everything. queen sized bed, so sleeps up to two in a quiet island location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speeds are excellent, although I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, this property is on an island, which must be accessed by boat or ferry, so service can be interrupted.

Large adorable 1 bedroom loft with ocean frontage

What you will love - Modern living space - Ocean Access - Frontage on Union River - Close to everything - but seems like you are in the woods. - Abundant wildlife - Store within walking distance - Outdoor deck on river - Views of Ellsworth Harbor - Full kitchen and laundry - Full bath and Half bath for guests - Air conditioning - Upscale Contemporary Decor - Situated on a 10 acre lot, with large lawn, pond, and within a 2 minute drive to downtown Ellsworth Maine.

Duck Cove Apartment

Enjoy salty sea air when you stay at this vacation rental apartment in Bernard, Maine! Bring along your own kayaks to take advantage of the waterfront property. Just a few miles from Acadia National Park and a 20-minute drive to Bar Harbor , the space allows you and your favorite travel companions to explore the beautiful surroundings with ease! It doesn't get any better than beautiful ocean views, direct water access, and the best lobster in the country;