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Andrew Winter House

The Andrew Winter House is a charming and cozy two-story cottage featuring three bedrooms, including one queen, one full, and two twin beds. It offers three bathrooms, a fireplace with complimentary firewood, and is equipped with Wi-Fi, heating, and a television with a DVD player.

Please note that all accommodations are non-smoking.

1 Queen, 1 Full, 2 Twin

3 Bath     

Accommodates 6

No Pets 

Edge of Village

Chadwick House

Chadwick House is a beautifully renovated 170-year-old Monhegan cape, featuring three bedrooms—one king, one full, and one queen—along with two bathrooms. Enjoy a spacious, fenced-in yard with lovely views of the meadow. The cottage is equipped with Wi-Fi and a gas fireplace for your comfort.

Please note that all accommodations are non-smoking.

1 King, 1 Queen, 1 Full

2 Bath     

Accommodates 6

Pet Friendly  

Center of Village

 
 

Chase Cottage

Chase Cottage is a delightful, modern two-story summer retreat that captures the charm of the old-fashioned style. It boasts breathtaking ocean views from both the front and back of the island. The kitchen and living area are located on the second floor, while the two bedrooms and one-and-a-half bathrooms, along with an open sleeping area, are situated downstairs. Amenities include Wi-Fi, gas heating, and limited solar power. 

Please note that all accommodations are non-smoking.

2 Queen, 3 Twin

1.5 Bath     

Accommodates 6

No Pets 

Atop Horn's Hill

Fair Hill Cottage

Step back in time in this charming Monhegan cottage. This two-story retreat features two bedrooms, including one with a full bed and twin cot, as well as another bedroom with a twin pullout. Enjoy a single bathroom complete with a clawfoot tub and a beautiful ocean view. The cottage does not include Wi-Fi but offers limited solar electricity for running lights and charging devices, along with a cozy fireplace. Feel free to bring one dog up to 60 lbs, but please note that puppies are not allowed.


Please note that all accommodations are non-smoking.

2 Full, 2 Twin Pullouts

1 Bath     

Accommodates 5

Pet Friendly  

Edge of Village

 
 

Field House

Field House is a contemporary two-story home perched atop Horn's Hill, offering stunning panoramic ocean views from its second-story deck. The home features four bedrooms, including one with a queen bed, five twin beds, and one full sofa bed, along with one bathroom. Amenities include a television and Wi-Fi. 

Please note that all accommodations are non-smoking.

1 Queen, 5 Twin, 1 Full Sofa Bed

1 Bath     

Accommodates 7

No Pets 

Near Burnthead Trailhead

Henry Kallem House

Henry Kallem is a spacious two-story house featuring one queen bed, two full beds, and two twin beds. It offers stunning ocean views at the south end of the harbor. The first floor includes a large living room, fully equipped kitchen, and a full bathroom. Upstairs, you'll find three bedrooms along with an open studio sleeping area and an additional full bath. The property is equipped with Wi-Fi, heating, and a generous deck for relaxation.

Please note that all accommodations are non-smoking.

1 Queen, 2 Full, 2 Twin

2 Bath     

Accommodates 6

No Pets  

South End of Harbor

 
 

Herb Kallem Studio

Herb Kallem Studio is a beautifully converted two-story studio home featuring stunning panoramic ocean views near the south end of the harbor. It includes two bedrooms furnished with two queen beds, one twin bed, and a futon, as well as 2.5 baths. The property offers limited solar electricity and boasts a spacious deck. Please note that small children are not permitted.

Additionally, all accommodations are non-smoking.

2 Queen, 1 Twin, 1 Futon

2.5 Bath     

Accommodates 5

No Pets 

South End of Harbor

Mostel Cottage

Mostel Cottage is an exceptional two-story oceanfront home nestled in a private setting, yet conveniently close to the village. It features four bedrooms, including one queen bed, two full beds, and two twin beds, as well as two full baths. The property boasts a wraparound deck, a cozy fireplace with included firewood, Wi-Fi, and a piano for your enjoyment. The pet policy allows for one dog with a $150/week fee, but unfortunately, no cats or puppies are permitted.

Please note that all accommodations are non-smoking.

1 Queen, 2 Full, 2 Twin

2 Bath     

Accommodates 7

Pet Friendly  

South End of Harbor

 
 

Murdock House

A spacious two-story year-round home featuring stunning ocean views, nestled down a long driveway for added privacy while remaining close to the village. The second floor includes a kitchen, a living room with cathedral ceilings and skylights, a dining room, a full bath, and three bedrooms—one with a queen bed, one with a full bed, and two with twin beds. The first floor boasts a bedroom with a queen bed, an office, a den, and another full bath. Enjoy a large second-story deck that overlooks the ocean. Additional amenities include gas heat, Wi-Fi, TV, a washing machine, and a line to dry clothes.

Please note that all accommodations are non-smoking.

2 Queen, 1 Full, 2 Twin

2 Bath     

Accommodates 7

No Pets 

Ocean View, Center of Village

Novey Cohn Cottage

Novey Cohn is a beautiful two-story oceanfront cottage, nestled away from Main Street yet conveniently close to the village. With stunning ocean views and a charming front porch, this classic cottage exudes old-world charm. It features four bedrooms, including two with full beds and two with twin beds, as well as 1.5 baths. Enjoy cozy evenings by the fireplace, with firewood provided, and stay connected with limited solar power and a small inverter for charging devices. Please note that small children are not permitted.

All accommodations are non-smoking.

2 Full, 2 Twin

1.5 Bath     

Accommodates 6

No Pets  

Waterfront

 
 

Perry Cottage

The Perry Cottage is a charming two-story home located on the edge of the village in Monhegan. It offers a comfortable ambiance with three bedrooms, featuring two full beds and two twin beds.

Please note that all accommodations are non-smoking.

2 Full, 2 Twin

1 Bath     

Accommodates 5

No Pets 

Edge of Village

Pitkin Cottage

Pitkin Cottage is a charming, rustic summer home located across the street from the village library. It features a quaint yard with a hedge, a porch, and picturesque views of the meadow and water. The cottage includes a Franklin fireplace, one bathroom, and two bedrooms, which are furnished with one full bed, four twin beds, and a pullout twin sofa bed.

All accommodations are non-smoking.

1 Full, 4 Twin, 1 Twin Sofa Bed

1 Bath     

Accommodates 5

Pet Friendly  

Near Library

 
 

Pratt Cottage

Pratt Cottage is a charming vintage summer house nestled right on the water in a secluded setting. It features three bedrooms, including one with a queen bed, one with twin beds, and a bunk bed with two twin mattresses, as well as one bathroom. The cottage boasts a lovely front porch perfect for enjoying breathtaking sunsets, along with a cozy fireplace and heating for cooler evenings. 

Please note that all accommodations are non-smoking.

1 Queen, 4 Twin

1 Bath     

Accommodates 6

Pet Friendly  

Waterfront

Red House

The Red House is one of the oldest and most recognizable homes on the island. Situated at the water's edge on Swim Beach, it offers stunning views of the harbor and the ocean beyond. The two story house features three bedrooms—two with queen beds and two with twin beds—and includes 1.5 bathrooms as well as a spacious wrap-around deck. Additional amenities include Wi-Fi and heating. Please note that weddings and large gatherings are not permitted.

All accommodations are non-smoking.

2 Queen, 2 Twin

2 Bath     

Accommodates 6

No Pets  

Waterfront

 
 

Richardson Cottage

Richardson Cottage is a beautifully maintained single-story home offering stunning ocean views. It features three bedrooms—one with a king bed, one with a queen, one with a full, and one with a twin—along with a single bathroom. The property boasts a spacious deck and a great yard, perfect for kids and providing plenty of privacy.

Please note that all accommodations are non-smoking.

1 King, 1 Queen, 1 Full, 1 Twin

1 Bath     

Accommodates 5

No Pets  

Ocean View, Center of Village

Treetops Cottage

Treetops is a charming single-story summer home located at the edge of the village. It features 4 bedrooms, a loft with 3 full beds and 2 twin beds, and 2 bathrooms. The property also includes an enclosed porch and a back deck, perfect for relaxation. Amenities such as Wi-Fi, gas heating, and a piano enhance your stay.

Please note that all accommodations are non-smoking.

3 Full, 2 Twin

2 Bath     

Accommodates 7

Pet Friendly  

Edge of Village

 
 

Westward Cottage

Westward Cottage is a stunning two-story oceanfront home located on Deadman's Cove, offering breathtaking ocean views in a serene setting. Enjoy spectacular sunsets from the lovely yard and porch, making this cottage the perfect dream getaway on the Maine Coast. The bright and sunny kitchen is ideal for cooking and gathering. It features three bedrooms, each with a queen bed, and two bathrooms, along with a cozy fireplace, heating, and Wi-Fi for your comfort.

Please note that all accommodations are non-smoking.

3 Queen

2 Bath     

Accommodates 6

Pet Friendly  

Waterfront, Dead Man's Cove

Wildhaven Cottage

Wildhaven Cottage is a bright and airy modern home featuring three spacious bedrooms—two with queen beds and one with two twin beds—and 2.5 bathrooms. The property boasts two expansive wrap-around decks that offer breathtaking views of the island and ocean, along with a generous yard. Inside, you'll find a large kitchen, a billiards table, a washer and dryer, heating and WiFi offered for your comfort.

Please note that all accommodations are non-smoking.

2 Queen, 2 Twin

2.5 Bath     

Accommodates 6

No Pets  

Near Burnthead Trailhead