House vacation rentals in Islesboro

A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.

4.98 out of 5 average rating, 274 reviews

Cute Midcoast Cottage w Hot Tub

Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

5.0 out of 5 average rating, 163 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 waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

4.91 out of 5 average rating, 111 reviews

Home in Stockton Springs

Private Beach, Bar Harbor, Acadia, 15 beds, Pets

" Memories that will last a lifetime". Discover The Retreat House, a charming Waterfront Maine haven near Bar Harbor and Acadia. Unlike typical rentals, our property offers a private beach and stunning water views while being pet-friendly. The House is designed to meet the needs of multi-generational families and larger groups, providing ample space for unforgettable vacation moments. Enjoy beach bonfires, whale watching, lobster bakes, and swimming. Be sure to view the 200+ photos, then book.

A calm cove surrounded by dense green trees reflects serene water. A sailboat gently floats on the bay, complemented by soft rock formations emerging from the water's surface. Sunlight brightens the landscape, casting a tranquil atmosphere over the scene.

4.95 out of 5 average rating, 175 reviews

Blue Arches: waterfront vacation home on 18+ acres

A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.

A charming New England cottage from the late 1800s is visible, featuring white siding and multiple gabled roofs. The yard includes well-maintained grass and shrubbery. The structure is adjacent to a road, with power lines overhead, and a small cabin can be seen behind the main house.

4.94 out of 5 average rating, 107 reviews

"The Roost" Cottage

"The Roost" is a bright 1400 sqft. 2 bedroom c.1890 cottage that has been recently renovated and painted located on a two acre property with a coffee roaster Green Tree Coffee and Tea as well as another very small cabin called "The Lair". We are located 400 yards from Lincolnville Beach, 2 miles from Mt. Battie State park, 4 miles from downtown Camden, and 12 miles from Belfast. We are a very dog friendly property, plenty of room for your dog to roam out back in small pasture. Sorry no cats

5.0 out of 5 average rating, 238 reviews

The exterior of a classic New England style home features white siding and green shutters. A stone pathway leads to the entrance, surrounded by well-maintained shrubs and trees. The structure includes multiple windows, complementing its inviting design in a serene setting.

Home in Camden

Quaint 3 Bedroom In Town Camden Home

Our 1900’s New England style home is located in a quiet neighborhood less than a mile from the heart of downtown Camden. Midcoast Maine is home to many great restaurants, shops, and art galleries, as well as events such as the National Toboggan Championships, North Atlantic Blues Festival, Maine Lobster Festival, and more! With Rockland just a quick 15 min. drive and Belfast located approximately half an hour north, you’ll be in a prime location to experience everything this area has to offer.

4.93 out of 5 average rating, 249 reviews

A serene deck area features two wooden chairs and a small table overlooking a lush green lawn and tranquil water. The peaceful view includes trees framing the shoreline, offering a calming ambiance and connection to nature.

Home in Belfast

[Trending Now]Belfast City Park Ocean House

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

4.92 out of 5 average rating, 124 reviews

A cozy living space is featured, showcasing a brown leather chair with a plaid throw. A rustic wooden coffee table sits in front of a cast-iron stove. A staircase with dark wooden railing leads to the upper level, while a modern kitchen is visible in the background.

Home in Belfast

Historic Stephenson Farm on 35 acre Mason Pond

This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.

4.93 out of 5 average rating, 121 reviews

Bayview House 1br 2ba Stunning Harbor Views

Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

4.94 out of 5 average rating, 101 reviews

Blue Heron

Blue Heron, recently renovated with modern amenities, is conveniently located near local art, culture, restaurants, and fine dining. Its beautiful Burnt Cove sunsets, peaceful private settings, and natural ambiance make it a favorite among couples, solo adventurers, and families. The spacious front lawn offers ample space for relaxation. Just a short walk away, you can enjoy a lobster bake on the shore, launch your kayak in the backyard, or explore the local shops within a mile’s reach.

4.95 out of 5 average rating, 322 reviews

A two-story post and beam house is set on a spacious green lawn, surrounded by trees and autumn foliage. The exterior features wooden siding with multiple windows, showcasing a blend of rustic charm and natural beauty.

Home in Swans Island

Hot Tub Time Machine

Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures Please read “other details”, we are on an island.

4.89 out of 5 average rating, 124 reviews

Home in Camden

Historic Camden Farmhouse • Pets Welcome

Charming 1820s farmhouse just one mile from downtown Camden, the harbor, and Camden Hills State Park. Listed on the National Register of Historic Places, this unique home blends historic New England character with modern comfort. Enjoy cozy, welcoming spaces after hiking Mount Battie, sailing Penobscot Bay, or exploring Camden’s shops and restaurants. Pet- and family-friendly, with room to relax, unwind, and experience authentic coastal Maine living in every season.

Popular amenities for Islesboro house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 368 reviews

Home in Bangor

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

Superhost

The living area presents a blend of comfort and style, featuring a spacious gray sofa complemented by a wooden coffee table. A stone fireplace serves as a focal point, while built-in shelves display curated items. Natural light fills the space through large windows, enhancing the inviting ambiance.

4.86 out of 5 average rating, 22 reviews

Coastal Retreat with Pool and Cheerful Vibes

5.0 out of 5 average rating, 44 reviews

The house is set on a grassy hill, surrounded by neatly trimmed bushes and rocks. A welcoming porched area wraps around the front, and the roof features dormer windows. The backdrop consists of a clear blue sky with scattered clouds, creating an inviting atmosphere.

Home in Belfast

Gorgeous house with a view

5.0 out of 5 average rating, 22 reviews

Home in Lamoine

Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia

4.95 out of 5 average rating, 75 reviews

A heated saltwater pool is visible in the foreground, surrounded by wooden decking. Lush greenery and colorful flowering plants frame the space, leading to a picturesque ocean view in the distance. The scene captures the tranquility of the landscaped garden.

Home in Rockport

Ocean View Retreat with Heated Pool / Hot Tub

4.94 out of 5 average rating, 72 reviews

An in-ground pool is framed by a spacious deck, featuring lounge chairs and seating areas. Surrounding greenery provides a sense of privacy. A light-colored exterior of the house can be seen in the background, contributing to the relaxing ambiance of the outdoor space.

Home in Rockport

Dog Friendly Midcoast Cape

4.96 out of 5 average rating, 75 reviews

The backyard features a fenced-in in-ground pool, surrounded by a concrete patio. Colorful floatables and pool toys are scattered throughout the clear water. Several lounge chairs are positioned poolside, providing space for relaxation in a tranquil outdoor setting.

Home in Bangor

New Boho Cape with Pool! Fenced yard, pet friendly

Superhost

An in-ground pool is surrounded by a concrete deck, featuring a roofed area with three bar stools. Lush greenery lines the perimeter, ensuring a private and peaceful environment. The clear blue water is inviting, ideal for summer relaxation and recreation.

Home in Tremont

Large MDI house w/pool perfect for groups+families

4.71 out of 5 average rating, 51 reviews

Weekly house rentals

4.97 out of 5 average rating, 151 reviews

A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.

Home in Orland

Lavender by the Sea

4.96 out of 5 average rating, 153 reviews

A serene outdoor space features wooden seating facing the lake, surrounded by tall trees. The grassy area leads to a pebble fire pit, creating a cozy gathering spot. The calm water reflects the clear blue sky, enhancing the natural setting.

Home in Ellsworth

Coveside Lakehouse on Sandy Point

5.0 out of 5 average rating, 26 reviews

The Victorian cottage, painted in a soft yellow hue, is surrounded by lush greenery. A meandering pathway leads to the welcoming front porch, flanked by flowering shrubs. A white picket fence frames the yard, offering a charming entrance to the well-maintained garden.

Home in Islesboro

MASSIVE Oceanfront Dark Harbor Home on ISLESBORO

The exterior of a newly renovated duplex is showcased, featuring two large sections with ample windows. A spacious lawn framed by trees leads to a wooden deck with seating. Natural stone borders the yard, blending with the surrounding greenery.

5.0 out of 5 average rating, 22 reviews

Double On The Rocks, ocean view family retreat

A charming barn-style apartment is set against a backdrop of lush greenery and wildflowers. Towering clouds drift above the Two-Story structure, which is surrounded by mature trees and rolling fields. The open landscape provides a serene view of nature's beauty.

5.0 out of 5 average rating, 63 reviews

Antique Barn Apartment at Salt Water Farm

The exterior showcases a modern home featuring a metal roof and large windows. Stone steps lead to a landscaped yard filled with native plants and large boulders. A patio with seating invites relaxation while offering expansive views of the surrounding natural landscape.

4.98 out of 5 average rating, 54 reviews

Cliff House - Ocean Views! Architectural designed.

Superhost

5.0 out of 5 average rating, 5 reviews

"Seaswept" Oceanfront Cottage on Penobscot Bay

A charming light-colored condo is displayed, featuring a mix of shingle and clapboard siding. Vibrant flowers and greenery surround the entrance, which is framed by a white picket fence. A bright blue door stands out, and an American flag gently flutters in the breeze.

4.95 out of 5 average rating, 65 reviews

Stonington Dream House

Private house rentals

5.0 out of 5 average rating, 41 reviews

Home in Castine

Modern Home / Sweeping Views on House&Garden tour

4.92 out of 5 average rating, 73 reviews

A well-manicured lawn leads to the water's edge, featuring Adirondack chairs arranged for relaxation. A large tree provides shade, while the calm sea stretches out towards the horizon. The serene ambiance is highlighted by rocky outcrops visible along the shore.

Home in Castine

Sweeping Views with Private Beach in Castine

5.0 out of 5 average rating, 10 reviews

Home in Camden

Condé Nast pick: 1840 home, walk to Camden Harbor

The exterior of a two-story blue home is set against a partly cloudy sky. Large windows and balconies are present on both levels, showcasing a modern design. Surrounding greenery features a well-maintained yard with a gravel pathway leading to the entrance.

4.95 out of 5 average rating, 21 reviews

NewerConstr.4bed coastal home near Camden w/firept

5.0 out of 5 average rating, 19 reviews

SunnySide - Cottage w/ Pen Bay Views in Bayside

The cottage is positioned along the water's edge, framed by trees and lush greenery. A deck extends from the house, with outdoor seating visible. A wooden dock leads to the lake, where two kayaks are secured on the shore, enhancing the lakeside experience.

4.96 out of 5 average rating, 67 reviews

Dockside Oasis

5.0 out of 5 average rating, 7 reviews

Home in Mount Desert

New! Centrally located on MDI, near Lakes/Acadia