Waterfront holiday rentals in Islesboro

5 out of 5 average rating, 121 reviews

An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.

Home in Hampden

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

4.99 out of 5 average rating, 104 reviews

An open living area is illuminated by large windows overlooking a forested landscape. A built-in wooden ladder leads to a loft area, while two light wooden chairs and a small table create a cozy seating arrangement. A sleek wood stove stands in the corner, enhancing the modern aesthetic.

Home in Georgetown

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

4.87 out of 5 average rating, 196 reviews

A wooden pathway leads towards a serene water view, bordered by lush greenery. A picnic table and several chairs are positioned on a gravel area adjacent to the water, offering a perfect spot for relaxation and enjoying the scenery under a clear blue sky.

Cottage in Deer Isle

Private Waterfront Home with Kayaks and Firepit

Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

4.99 out of 5 average rating, 165 reviews

A cozy living area is viewed through large glass sliding doors. A wooden coffee table is placed in front of a dark seating area, complemented by two plush pillows. A colorful piece of wall art adds vibrancy to the light-toned walls, enhanced by natural light from the outdoors.

Cabin in Georgetown

Private Sauna+Beach/Hiking Close+FirePit+S'mores

Come relax and unwind at Pine Cabin! * Private Cedar Sauna w/Glass Front * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat & Automatic Kohler Generator * SmartTV & Record Player w/Vinyl *Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

4.92 out of 5 average rating, 178 reviews

A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.

Home in Belfast

Belfast Ocean Breeze

Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

4.94 out of 5 average rating, 405 reviews

A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.

Cottage in Deer Isle

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

4.84 out of 5 average rating, 151 reviews

The exterior of a historic farmhouse is presented, showcasing a large white building with multiple gabled roofs. Lush green grass surrounds the home, while colorful flower beds add a vibrant touch. A welcoming porch features steps leading to the entrance, framed by leafy trees.

Apartment in Brooksville

Tapley Farm Waterfront Apartment, Acadia, Pets

Private Beach on Historic Waterfront farm with cozy, private apartment for two. In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. Antique charm and complete modern comfort and privacy. Experience the real Maine on a Sea Captain Farm. Acadia National Park, Castine. Dog OK $30 per day

Cottage in South Thomaston

An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.

4.96 out of 5 average rating, 188 reviews

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

4.91 out of 5 average rating, 103 reviews

A rustic log cabin is surrounded by lush greenery, featuring a stone chimney and a flag displayed proudly. A pathway leads to the entrance, with vibrant flowers and neatly trimmed hedges flanking the cabin. The scenic lake is visible in the background, complemented by tall pine trees.

Cabin in Bucksport

Authentic Maine Log Cabin | Lakefront | Cozy

Cozy log cabin lake house is perfect for those seeking outdoor recreational adventures visiting Acadia National Park, a relaxing family lake trip, or a true Maine historic log cabin experience. Enjoy this unique home with a spacious waterfront in Bucksport, Maine. Relax in the shade of the tall pine trees, go fishing, or swimming in the lake. When you want to explore, the cabin’s location is perfectly convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

5 out of 5 average rating, 200 reviews

A modern tiny house features large glass doors opening to a spacious wooden deck. Adirondack chairs are placed near a table under a black umbrella, surrounded by flower pots filled with colorful blooms. Lush greenery is visible in the background, framed by a partly cloudy sky.

Tiny home in Trenton

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

4.98 out of 5 average rating, 112 reviews

Apartment in Belfast

Parisian apartment in downtown Belfast, Maine

Elegant Parisian-inspired apartment ideal for one couple in the heart of the charming coastal city of Belfast, Maine. Enjoy a stylish, comfortable experience at this central downtown location, steps away from restaurants, shops, and the beautiful waterfront/trail. Free/safe overnight public parking 250 feet away. The bed is made, the table is set, there is a Bluetooth-enabled vintage radio, games, and a smart TV.

4.94 out of 5 average rating, 836 reviews

A vibrant sunset is reflected on the calm waters of Graham Lake, with streaks of orange, pink, and purple filling the sky. Silhouettes of distant hills and trees frame the scene, creating a serene atmosphere perfect for relaxation.

Cottage in Waltham

Quiet lakefront cottage on Graham Lake

Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Popular amenities for Islesboro waterfront rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Waterfront apartment accommodation

4.92 out of 5 average rating, 159 reviews

A charming exterior view of the property showcases a well-maintained home surrounded by lush greenery. The landscaping features neatly trimmed bushes and trees, with a spacious driveway leading to the entrance. Sunlight illuminates the scene, enhancing the sense of tranquility.

Apartment in Ellsworth

Union River Retreat Private Apartment

4.83 out of 5 average rating, 123 reviews

A serene waterfront view features calm waters reflecting the sky, with boats docked along the shoreline. Trees in autumn hues frame the scene, while a pathway winds through the park, leading towards the water and inviting outdoor activities.

Apartment in Belfast

Downtown waterfront Belfast with amazing views.

Apartment in Boothbay Harbor

A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.

5 out of 5 average rating, 130 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

4.99 out of 5 average rating, 193 reviews

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

Duck Cove Apartment

4.99 out of 5 average rating, 103 reviews

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

Oddfellows Hall-Second Floor

4.95 out of 5 average rating, 110 reviews

A private deck is shown, featuring a small table and two chairs, overlooking a harbor scene. Boats can be seen in the distance against a backdrop of clouds and blue sky, creating a serene coastal atmosphere.

Apartment in Stonington

The American Eagle - Inn on the Harbor

4.86 out of 5 average rating, 520 reviews

Two white adirondack chairs are positioned on a grassy area overlooking a serene body of water. The landscape includes distant hills and a clear blue sky, complementing the peaceful waterfront setting.

Apartment in Edgecomb

Waterfront Condo at the Sheepscot

4.92 out of 5 average rating, 254 reviews

A bright bedroom is filled with natural light from a large window, featuring a cozy bed covered with a patterned quilt. An octagonal window provides an additional source of light, while a bedside lamp offers soft illumination. A small green nightstand holds books and a decorative plant.

Apartment in Sedgwick

Private Apartment at Cabin Cove

Waterfront house rentals

4.95 out of 5 average rating, 121 reviews

A cozy waterfront home is set against a backdrop of lush greenery. A spacious deck spans across the front, leading to a circular fire pit area surrounded by Adirondack chairs, inviting relaxation and outdoor gatherings.

Home in Franklin

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

4.95 out of 5 average rating, 105 reviews

A serene view of a landscaped yard featuring lush greenery and flowering shrubs. The house stands to the side, showcasing rustic architecture and a porch. The calm waters of the Penobscot River are visible through the trees in the background.

Home in Verona Island

Vernon's View

4.97 out of 5 average rating, 162 reviews

Large windows frame expansive views of the serene coastal landscape, allowing natural light to fill the space. A low coffee table is positioned in front of the windows, complementing the neutral tones of the carpet and walls.

Home in Hancock

Water's Edge-Oceanfront with Stellar View

4.95 out of 5 average rating, 115 reviews

A bright and airy living space features large windows that overlook the peaceful waters of the Salt Pond. Comfortable seating arrangements include an armchair and chaise lounge, complemented by a decorative rug on polished wooden floors.

Home in Blue Hill

Sunny Waterfront Home Overlooking Blueberry Field

4.99 out of 5 average rating, 147 reviews

A fire pit surrounded by four chairs is positioned by the tranquil waters of Molasses Pond. The scene is framed by a grove of trees, with a dramatic sky stretching overhead, reflecting the calmness of the lake.

Home in Eastbrook

The Maine Getaway - Lakefront with Beach

4.99 out of 5 average rating, 133 reviews

The charming exterior of a Cape Cod-style cottage is displayed, featuring gray siding and white window trims. A red door is centered between two bay windows adorned with planters. An American flag is proudly displayed, and seasonal decorations, including pumpkins, enhance the welcoming entrance.

Home in Verona Island

The Ward House

5 out of 5 average rating, 116 reviews

The rocky coast is lined with spruce trees, showcasing natural contours along the shoreline. Calm blue waters gently lap against the rocks, while a clear sky enhances the scenic view. A few homes are nestled among the trees, blending harmoniously with the coastal landscape.

Home in Georgetown

Perched atop the Coast of the Atlantic Ocean

4.92 out of 5 average rating, 308 reviews

An aerial view captures a contemporary house nestled amidst vibrant autumn foliage alongside a calm bay. The lush green lawn leads to a shoreline with smooth water, while walking pathways and a stone patio can be seen in the garden, integrating seamlessly into the natural landscape.

Home in Trenton

Acadia National Park ocean front & garden cottages

Waterfront condo accommodation

Condo in Southwest Harbor

A rustic building with wooden siding and a wide balcony is shown. Hanging floral planters add color to the exterior while large windows allow ample natural light. The signage displays the name 'The Cannery,' indicating a dining establishment in an inviting marina setting.

4.92 out of 5 average rating, 99 reviews

Marina side Stern condo

A spacious living area features a light-colored wood floor, complemented by a blue area rug. Two blue armchairs and a large sectional sofa provide ample seating. A wall-mounted TV is visible, and sliding glass doors lead to a balcony with views of the harbor.

Condo in Boothbay Harbor

4.82 out of 5 average rating, 11 reviews

Oceanfront, dog-friendly 2BR with harbor view

An outdoor pool is showcased, featuring lounge chairs along the water's edge. Umbrellas provide shade over the seating area, while the expansive ocean view stretches into the distance. The surrounding landscape includes manicured grass and blooming flowers, enhancing the tranquil setting.

Condo in Rockport

5 out of 5 average rating, 8 reviews

Oceanfront Multi-level Condo with Prime Amenities

4.99 out of 5 average rating, 84 reviews

The exterior of the lakeside condo is illuminated at dusk, surrounded by tall evergreens. Warm light shines from the windows, offering a welcoming appearance. A gravel path leads to the entrance, bordered by a natural stone wall. The serene setting enhances the peaceful ambiance.

Condo in Orland

Toddy Haven: A Lakeside Condo Near Acadia.

An open-concept living area features a comfortable sofa and an armchair that provide seating for four. A dining table is positioned nearby. A flat-screen TV is mounted on the wall, and large doors lead out to a deck, offering natural light.

Condo in Edgecomb

4.54 out of 5 average rating, 48 reviews

1BR Waterview | Deck | Partial AC

Condo in Southwest Harbor

A tranquil view of Southwest Harbor at sunrise, featuring soft hues of orange and purple in the sky. Silhouettes of boats dot the water, while a tree stands prominently in the foreground. The scene captures the peaceful atmosphere of the harbor.

5 out of 5 average rating, 14 reviews

Best views on MDI 2 bdrm 2 bth condo waterfront

Condo in Southwest Harbor

The open living area features a light-coloured sectional sofa positioned beside a coffee table. Large sliding glass doors provide access to the private deck, showcasing views of the harbor. A dining area and kitchen can be seen in the distance.

4.84 out of 5 average rating, 134 reviews

2BR Condo + Ocean Views in Downtown SW [Seaglass]