Guesthouse holiday rentals in Washington County

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Top-rated Guesthouses in Washington County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

A charming oceanfront property is featured, set against a backdrop of lush forest and rocky shoreline. The tranquil blue waters reflect the sky, while a spacious grassy area surrounds the cottage, enhancing the natural beauty of the Maine coast.

Guesthouse in Milbridge

Oceanfront cottage with sauna

Take in breathtaking views of the bold coast of Maine from your private deck of your own oceanfront cottage. This newly renovated guest cottage feels like a separate property, and you will find enough privacy on this 10-acre property. With Starlink internet, you’ll not miss entertainment opportunities or the ability to work remotely. Explore Acadia National Park and Bar Harbor or venture north and experience a different untamed Maine of blueberry barrens, fishing villages and magnificent cliffs.

FamilyLocationBeach

4.82 out of 5 average rating, 85 reviews

Top Guest favourite

A small cabin is set among lush greenery, with yellow trim contrasting the shingled exterior. A wooden porch leads to the entrance. Nearby are a gas grill and a patio umbrella, providing outdoor cooking and relaxation options. Surrounding plants add natural beauty.

Guesthouse in Steuben

Hummingbird

Hummingbird sits about 50 feet from our house and about 150 feet from the shore of Joy Bay. Looking out the windows, you only see woods and water. There are no neighbors in sight. We have a dog who sees it as her duty to give everyone an enthusiastic greeting. The building is 12x16 and has a small bathroom and kitchenette. For cooking, there is an induction cooktop, a toaster oven, and pots and pans. The patio is 10’ by 16’ and has a table with 2 chairs, a gas grill, and an outdoor cooktop.

LocationViewHiking

5.0 out of 5 average rating, 32 reviews

Top Guest favourite

A spacious outdoor area features a well-maintained lawn, bordered by a charming white picket fence. Lush greenery includes a large tree and budding shrubs, enhancing the serene setting. The house is partially visible, showcasing a gabled roof and large windows that invite natural light.

Guesthouse in Pembroke

Cobscook Bay Farmhouse on the Bay

One large bedroom with bath and beautiful water view. Key pad entry. The suite is a newly built totally private, extension on the house. You can walk to the beach and to local trails. Hike, clam, birdwatch, bike, sit and read.... There are several restaurants in or near Pembroke. It is 13 miles to Eastport for whale watching, shopping, restaurants and cafes. Lubec is a 45 minute drive away. Your private entrance by keypad. Your driveway space is yours.

LocationValueCheck-in

4.99 out of 5 average rating, 228 reviews

Guesthouse in Winter Harbor

New, Cozy Guest Cottage in Winter Harbor

This new, charming guest studio features a bathroom with shower, kitchenette and coffee maker, Cal King bed, workspace and cozy sitting area. It’s the perfect base for exploring the best of Downeast Maine (without the Bar Harbor crowds)! "Easy Keeper" is a 2-minute walk into the quaint village of Winter Harbor, with its lovely shops, restaurants, and working wharf. It's a short drive (or a pleasant bike ride) to the Schoodic piece of Acadia National Park.

HospitalityWalkabilityCleanliness

Top Guest favourite

Guesthouse in Cherryfield

Blueberry Cottage

The Blueberry cottage has all that you need for a comfortable and cozy stay! Located off the beaten path in a quiet and woodsy setting near our organic wild blueberry field. It is centrally located to the waterways and trails in the Downeast region, a half hour drive to the Schoodic Peninsula and about an hour's drive to Acadia National Park and Mount Desert Island. If you're looking for a weekend getaway or vacationing for a week, this is a great choice!

FamilyLocationHospitality

4.95 out of 5 average rating, 38 reviews

Top Guest favourite

A rustic two-story barn-inspired structure is set against a backdrop of greenery, with a gravel driveway leading to a welcoming red door. Windows on either side add to the charm, while the nearby trees provide natural shade.

Guesthouse in Gouldsboro

Downeast Oceanside Retreat on the Atlantic

Welcome to Downeast Oceanside Retreat on Gorgeous Gouldsboro Bay! Starlink for high speed service! We thoroughly sanitize & clean between stays. Spectacular sunrises & moon rises over the bay, explore the pink granite shoreline looking for sea glass, kayak the bay, climb "Elephant Rock", our glacial erratic or simply linger oceanside. Bald Eagles, grey heron, seals. 1 & 1/2 hours to Acadia Nat'l Park & 25 minutes to Schoodic Section

FamilyValueLong stay

4.99 out of 5 average rating, 96 reviews

Guest favourite

The kitchen features a functional layout with white cabinetry and open shelving displaying blue dishes. Key appliances, including a refrigerator and stove, are present. Adjacent, a doorway leads to a cozy sitting area, illuminated by natural light through a curtained window.

Guesthouse in Eastport

Charming Cottage in Eastport, ME

Small View is a charming little home tucked away on a quiet street one block from downtown Eastport. Equipped with everything you need to make yourself at home. Bedroom with queen bed, plus pullout sofa in living room. This special place is close to everything, just a short walk to restaurants, gallery's, shops, the arts center, and the pier.

FamilyLocationBathroom

4.91 out of 5 average rating, 57 reviews

Guesthouse in Addison

Affordable Lake Bungalow

Cozy no-frills trailer. Wake up to peaceful lake views, with woods and nature in your backyard. Affordable basecamp for those who just need a clean, comfortable, and affordable place to crash after a long day of exploring rural Maine. You will see some bugs and critters, so we strongly recommend you bring bug repellent.

ValueHospitalityTV

New place to stay

A row of unique cabins is positioned along a grassy pathway, showcasing a variety of colors including red, blue, yellow, and green. Each cabin features distinct shutters and a welcoming front porch. Wooden picnic tables and chairs provide outdoor seating options alongside the pathway.

Guesthouse in Pembroke

Aweigh Downeast Lodge and Cabins

Unique Overnight Cabins 5 one bedroom cabins 1 two bedroom cabin All cabins finished inside with knotty pine and come equipped with full size beds, heaters, A/C, baths with shower, and linens. Micro Wave, Fridge, Coffee Pot and free WiFi also included for your convenience.

ValueLocationPets

4.55 out of 5 average rating, 110 reviews

A charming cottage exterior is shown, featuring a shingled facade and a pitched roof. Two windows are positioned on either side of a set of double glass doors that provide access to the entrance. A gravel area surrounds the building, complementing the natural setting.

Guesthouse in Milbridge

Ocean View Guest House - Bunkhouse

Out guest house is located on a property that boarders two lobster fishing wharfs and has great views of the Atlantic Ocean. The small cottage offers everything you need when exploring coastal Maine for a couple of days or a week. This is a non smoking unit.

FamilyValueQuiet

4.7 out of 5 average rating, 30 reviews

Guest favourite