Apartment holiday rentals in Islesboro

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Top-rated apartment rentals in Islesboro

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Top Guest favourite
A cozy seating area features a dark sofa adorned with decorative pillows, positioned near large windows allowing natural light. A small black and red checkered blanket is draped over a wooden bench. A vintage trunk and a black gas fireplace complete the inviting space.
Apartment in Belfast
4.94 out of 5 average rating, 341 reviews

Gothic Victorian Carriage House Apartment

This newly renovated carriage house was the original hayloft of the Gilkey House, a historic American Gothic Victorian built in 1879 by the renowned architect George Harding. Unique, private & luxurious, this 2 bdrm apartment is filled with designer touches. Bright & spacious living area is perfect for families & friends to gather, cook & create memories that will last a lifetime. Walk to the best restaurants and shops, the Farmer's Market, Oceanfront Harbor, trails, Front St. Shipyard & Marina.

Top Guest favourite
A vibrant flower garden stretches along a pathway, featuring a variety of blooming flowers in shades of pink, purple, and yellow. Above, string lights create a warm glow as the sky transitions to evening hues of pink and purple, enhancing the outdoor ambiance.
Apartment in Hancock
4.98 out of 5 average rating, 308 reviews

Flower Farm Loft

When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Top Guest favourite
An open living area features a dining table surrounded by black metal chairs, with a cozy sofa nearby. Large windows allow natural light to fill the space, showcasing green walls and a neutral rug. Decorative elements add character without overwhelming the tranquil ambiance.
Apartment in Rockport
4.97 out of 5 average rating, 322 reviews

The perfect getaway - Camden/Rockport/Rockland

Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Guest favourite
A spacious sleeping area features a king-sized bed adorned with patterned bedding and accent pillows. Natural wood beams and a warm wood ceiling create an inviting atmosphere. Sunlight enters through a large window, illuminating a comfortable corner chair and a small side table.
Apartment in Northport
4.95 out of 5 average rating, 113 reviews

Off-Grid Oasis with Ocean Views, Near Rt. 1

Take in the ocean views from our quiet hilltop just 20 minutes from downtown Camden and 10 minutes from Belfast. This newly constructed above garage studio apartment is private, full of light, and effortlessly off-grid. The studio features a king-sized bed, table and chairs, comfy chair and bean bag, as well as a full bath. The patio area gives breathtaking views of the bay and island. A perfect oasis amid sight seeing! We also offer $20 back for multi-night stays. Please message for details.

Top Guest favourite
A bright living room features large windows that allow ample natural light, offering a view of the surroundings. A spacious sofa and a cozy armchair are arranged near a small table. A TV is positioned on a light-colored media console, adding to the inviting atmosphere.
Apartment in Belfast
4.99 out of 5 average rating, 103 reviews

Bright & Spacious Waterview Haven Downtown Belfast

Right on Main St. this apartment is bright and spacious; our recently renovated 2nd-floor haven is in the heart of Belfast. Sun-filled and airy, this one-bedroom offers peaceful charm just steps from downtown. Relax with views of the tidal river and Belfast Harbor—especially stunning at twilight as the sky reflects off the water. Centrally located, close by shops, cafés, and the waterfront. It’s the perfect location for solo travelers, couples, or friends to unwind, explore, and feel at home.

Guest favourite
Apartment in Stonington
4.95 out of 5 average rating, 115 reviews

The American Eagle - Inn on the Harbor

The American Eagle is a gorgeous unit with 2 bedrooms: one with twin beds and a master bedroom room furnished with one queen, full bath, hairdryer, tv with cable, and free wifi. The fully furnished kitchen is equipped with pots and pans along with plates and cutlery. Enjoy the dining room set for four or relax in the cozy sitting area with a large window facing the harbor and an electric fireplace. Access to a private deck and stunning harbor water views of Stonington's historic waterfront.

Guest favourite
The historic building features a classic exterior with a light-colored facade and green trim. Large windows provide natural light, while rocking chairs and a vintage orange car are positioned in front, adding a touch of charm to the inviting setting.
Apartment in Brooklin
4.99 out of 5 average rating, 103 reviews

Oddfellows Hall-Second Floor

Once home to the Order of the Odfellows in the late 1800's this recently renovated luxurious loft apartment over looks Center Harbor in the quaint town of Brooklin. The large room measures 40’ by 50’ with 11’ ceilings and is an extraordinary family retreat. The dining table seats 12, and a kitchen is full stocked with a vintage gas stove. Huge restored double hung windows afford views of the Reach and surroundings landscape. You are a five minute walk from the coast of Maine. Come visit!

Top Guest favourite
The exterior of a historic building features a brick facade with large, framed windows. The storefront displays the name 'BOBBY PIN' in elegant lettering. A red door is visible on the right side, contributing to the building's character on a sunny day.
Apartment in Belfast
4.97 out of 5 average rating, 406 reviews

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

Top Guest favourite
A two-story red building features a sloped roof with solar panels, surrounded by lush greenery. An outdoor area includes a picnic table and several chairs, offering a tranquil space for relaxation. A garage door can be seen, blending seamlessly with the rustic aesthetic.
Apartment in Belfast
4.98 out of 5 average rating, 348 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Top Guest favourite
A serene view of Penobscot Bay is framed by lush green foliage and a rustic wooden fence. Boats are visible in the distance, and the calm water reflects the clear blue sky, creating a tranquil coastal scene.
Apartment in Belfast
4.97 out of 5 average rating, 104 reviews

Coastal Loft Apartment with Beach Access

Welcome to our spacious studio loft apartment nestled in the heart of downtown Belfast, Maine. With its prime location and direct private beach access, this charming retreat offers the perfect coastal getaway. Enjoy the fresh sea air while taking strolls along the water. Walk to the vibrant downtown area, filled with eclectic shops and restaurants, all just steps from your door. Whether you're seeking relaxation, adventure, or a mix of both, this space is the perfect home base.

Guest favourite
A wooden deck is visible, featuring a round glass table with a view of the surrounding neighborhood. Beyond the homes, the tranquil waters of Penobscot Bay can be seen, framed by the green trees and clear sky.
Apartment in Searsport
4.92 out of 5 average rating, 108 reviews

Bayside Victorian in historic, sea captains' town

Dynamic ocean views in a Victorian in Searsport. 2 bedrooms with a futon in the sitting room. Deck overlooking Penobscot Bay. In town location is steps away from town wharf, groceries, Penobscot Marine Museum, and numerous antique shops. Minutes from Moose Point State Park, Sears Island, Fort Point & Fort Knox state parks, Penobscot Narrows Bridge & Observatory and Belfast. A half hour to Camden and Rockport. An hour to Bar Harbor and Acadia National Park.

Top Guest favourite
A bright living area features large windows that allow ample natural light, with a view of the outdoors. A comfortable sofa and a small coffee table are positioned on a light carpet, while decorative lamps provide additional lighting. Colorful curtains adorn the windows.
Apartment in Tremont
4.99 out of 5 average rating, 193 reviews

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;

Popular amenities for Islesboro apartment rentals

Quick stats about apartment rentals in Islesboro

  • Total holiday rentals

    Explore 20 holiday rentals in Islesboro

  • Nightly prices starting at

    Islesboro holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,160 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Islesboro holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Islesboro rentals

  • 4.8 Average rating

    Islesboro stays are highly rated by guests—averaging 4.8 out of 5!

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