Vacation rentals in Monhegan

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Top-rated vacation rentals in Monhegan

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Top guest favorite

The exterior of the guest house is shown, featuring a two-story structure with large windows and a accessible patio area. A stone patio with seating offers a space for outdoor relaxation, surrounded by natural greenery and rocky terrain.

Guesthouse in South Bristol

4.98 out of 5 average rating, 400 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Top guest favorite

A modern outdoor sauna, designed with a circular wooden structure, is illuminated from within. Its glass door opens to reveal a warm interior with seating and soft lighting, surrounded by a snowy landscape and tall trees in the evening light.

Cabin in Georgetown

4.99 out of 5 average rating, 135 reviews

Sauna+Near Beach+Pond+Outdoor Shower+FirePit+A/C

Come relax at Pine Cabin, one of two cabins on 8 acres with a pond minutes from one of the best beaches in Maine. Unwind in your private outdoor cedar glass sauna w/forest views & refresh in our seasonal outside shower! * Minutes to Reid State Park & 5 Island🦞 * Fire Pit * Family Own & Run * Gas Grill * Private Bedroom w/Queen Bed * Loft w/Queen Bed & Record Player * Rain Shower * Custom cabinets & couch * Screen porch * AC/Heat * EV charger * Fast Wifi * Beach Gear * Smart TV * Generator

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Cottage in Pemaquid Point

4.76 out of 5 average rating, 111 reviews

POST OFFICE COTTAGE Pemaquid Point

We now have a social media page! @pemaquidpostofficecottage Enjoy the relaxing, picturesque coast of Maine in this cozy, comfortable cottage...like a dolls house. Centrally located to local attractions, Pemaquid Lighthouse is 1/2 mile walk.Pemaquid beach only a 5 minute drive. Tiny Cottage sleeps two, with a full size bed or use pull-out couch, efficiency kitchen, and compact bathroom , shower stall. ( 16’ x 20’ square footage) Located with access to tide pools, glorious sunsets!

Top guest favorite

A quaint cottage is seen at dusk, with warm light glowing from the windows. A pathway made of stepping stones leads toward the entrance, bordered by lush greenery and soft landscaping. Tall trees provide a natural frame, complementing the inviting ambiance.

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 415 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Top guest favorite

A colorful garden area features a variety of flowering plants in vibrant hues. A stone wall borders the garden, while flowering window boxes add charm to the exterior of the house. Bright green foliage complements the floral display under clear blue skies.

Guest suite in Rockland

4.98 out of 5 average rating, 438 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Guest favorite

A serene outdoor deck overlooks calm waters, with a fire pit at the center. Lush trees frame the view, and fishing boats are visible in the distance, creating a tranquil seaside setting.

Home in Cushing

4.96 out of 5 average rating, 136 reviews

Dockside Retreat - 2025 booking quickly

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Guest favorite

A deck area features a dining table surrounded by chairs, shaded by an umbrella. A grill is positioned nearby, with colorful flowers accentuating the space. The backdrop includes autumn foliage and a view of the water, creating a peaceful outdoor setting.

Cottage in South Thomaston

4.95 out of 5 average rating, 168 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.

Top guest favorite

A large flowering shrub covered in vibrant pink blossoms is set against a backdrop of lush green foliage. The arrangement of flowers creates a striking contrast with the surrounding greenery, highlighting the natural beauty of the property.

Cottage in South Bristol

4.97 out of 5 average rating, 103 reviews

Hermit Thrush House

The guest house is located at: 19 POORHOUSE COVE ROAD in South Bristol, Maine 04568. The apartment has skylights in the living room and kitchen and is located on a private property as a stand alone guest cottage. Close to Christmas Cove, Wawenock public/private golf course and 15 miles from scenic Damariscotta and the Pemaquid peninsula with a public white sand beach. Our waterfront is Poorhouse Cove, an estuary off of the Gulf of Maine, Atlantic Ocean.

Top guest favorite

An open-concept living space features vaulted wood ceilings, blending rustic charm with modern amenities. A fully equipped kitchen is visible, displaying stainless steel appliances and a central island with seating. Natural light floods through the windows, illuminating the cozy lounge area with a sleek television and decorative accents.

Guesthouse in Newcastle

4.98 out of 5 average rating, 106 reviews

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!

Top guest favorite

A spacious wooden deck is featured, complete with a white swing and a picnic table. Natural surroundings are visible, including trees in the background. Sunlight is observed casting shadows across the deck, enhancing the inviting outdoor space.

Guest suite in Boothbay

4.95 out of 5 average rating, 132 reviews

Linekin Guest Suite

Tucked away guest studio attached to main home that you will have all to yourself with basic amenities and a sky lighted bathroom. A few minutes to Ocean Point and hiking trails and less than 10 minutes to Boothbay Harbor. **Please note there are stairs that need to be climbed on the front deck in order to access the property. Use the directions provided as your GPS sometimes puts you in a circle around Boothbay!

Guest favorite

A welcoming entrance to the Carriage House is highlighted by a navy blue door with a window, framed by white clapboard siding. A decorative light fixture enhances the entryway, while a potted plant and a textured welcome mat sit on the gravel path.

Guesthouse in Bar Harbor

4.95 out of 5 average rating, 500 reviews

Spruce Nest

We welcome you to share our little slice of heaven while you embark on an adventure of a lifetime! Whether you are here on vacation, a romantic getaway, or business, you will find all the comforts of home in this cozy Carriage House. This charming apartment offers an open living area with plenty of natural light. The comfortable accommodations are great for a couple or small family.

Top guest favorite

An aerial view presents two distinct buildings positioned on a lush green lawn surrounded by trees. A red carriage house is visible on the left, while a charming gray house is on the right, both overlooking a serene waterway and distant wooded hills.

Apartment in Bristol

5 out of 5 average rating, 146 reviews

Welcome to "West Winds at Pemaquid"

Take a break and enjoy a stroll down a natural walkway to Coombs Cove off John's Bay. Sit and enjoy watching the tide come in and out or read that book you've been trying to get to for some time. Perfect for the couple who is seeking beauty and peaceful solitude. West Winds was built in 2017 and offers two-bedrooms, full bathroom, living room and eat-in kitchen, laundry and WiFi.