Dexter Holiday Rentals, Maine: Private House Rentals

A forest with autumn foliage, a winding road, and distant mountains.

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Our top choices for Dexter hotels

A large, two-story house with a covered front porch and a chimney.

A covered stone pathway leading to a white building with columns, surrounded by lush greenery.

A spacious living room with a fireplace, multiple seating areas, and a large mirror reflecting the room.

A sunlit room with a chessboard, chairs, a vase of flowers, and a radiator.

1. Brewster Inn

Dexter

Michael

4.647.727 ₫

5.065.970 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A yellow porch with white columns, two white Adirondack chairs, and potted plants.

A two-story yellow house with blue shutters, a white porch, and a small staircase.

A wooden dining table with a variety of dishes, including a pie, fruit, and bread. There are also cups, a pitcher of juice, and a decorative piggy bank.

A room with a rocking chair, a small wooden table, a beige sofa, a patterned rug, and a wall-mounted lamp.

2. Freedom House B&B

Dover-Foxcroft

Lisa

4.133.046 ₫

4.505.020 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A large, two-story house with a wrap-around porch and a large bay window.

A hotel room with a neatly made bed, a bedside table with a tray holding glasses and a bottle, and a window with curtains.

A cozy living room with a sofa, a coffee table, a fireplace, and a bookshelf filled with books.

A traditional living room with a fireplace, bookshelves, a leather armchair, and a staircase leading to another room.

3. Guilford Bed and Breakfast

Guilford

Nichole

5.333.969 ₫

5.814.078 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A wooden cabin interior with a sofa, a coffee station, a television, and a door leading outside.

A cabin interior with a wooden ceiling, a television mounted on the wall, a small kitchen area with a table and bench, and a door leading outside.

Two wooden cabins with metal roofs, a picnic table, and a fire pit in a forest setting.

A row of log cabins with wooden decks and red roofs, surrounded by trees.

4. Abbot Trailside Lodging

Abbot

Jason

3.715.842 ₫

4.050.385 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A café with brick walls, large windows, and metal chairs. Tables have tissue boxes and a small radio.

A bedroom with a wooden headboard, a bed with pillows, a blue armchair, a small ottoman, a TV on a stand, and a potted plant.

A room with a bed, a television, a plant, and large windows.

A modern office space with a brick wall, large windows, a desk, two armchairs, a television, and an air conditioning unit.

5. The Mill Inn

Dover-Foxcroft

Travis

5.539.841 ₫

6.038.426 ₫ total

includes taxes & fees

1 Nov - 2 Nov

6. Belmont Motel

Skowhegan

David

2.833.346 ₫

3.088.347 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A rectangular swimming pool with a brick deck, surrounded by lounge chairs and umbrellas, with a building in the background.

A breakfast setup with a fruit basket, a pitcher of orange juice, and a bowl of cereal on a wooden table.

A fenced outdoor area with a pool, lounge chairs, and a picnic table.

7. The Towne Motel

Skowhegan

Michael

2.728.635 ₫

2.974.212 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A multi-story brick building with a central entrance labeled "The Skowhegan."

A modern room with a brick wall, large windows, a sofa, a table, and a TV.

A modern kitchen with dark blue cabinets, a black countertop, and a window with curtains.

A room with exposed brick walls, a large window with curtains, a wooden floor, a sofa, a television, and a desk with a chair.

8. The Skowhegan By Kasa

Skowhegan

MARCIA

4.911.543 ₫

5.353.582 ₫ total

includes taxes & fees

13 Oct - 14 Oct

A hotel room with a wooden desk, two beds with orange bedding, a TV on the wall, and a mirror.

A hotel room with two beds, a desk, a dresser, a TV, and a window with curtains.

A hotel room with two beds, a television, a desk, and a window with curtains.

A hotel room with a bed, a desk with a chair, a TV, and a wardrobe.

9. Canaan Motel

Canaan

John

3.067.292 ₫

3.343.348 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A kitchen with a dining table set for a meal, various kitchen appliances, and a refrigerator.

A grassy outdoor area with four metal chairs and a fire pit with wood.

A cozy living room with a fireplace, a television, and a Christmas tree.

A white house with a black door and a porch.

10. Pine Tree Trail Lodge

Pittsfield

6.948.196 ₫

11.313.551 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Dexter attractions

Lake Wassookeag

9.2/10 (5 reviews)

Lake Wassookeag's crystal-clear glacial waters live up to its Native American name meaning "shining water." Enjoy peaceful fishing for smallmouth bass or glide across its 1,152 acres in a kayak during calm morning hours.

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Learn more about Dexter

Lake Wassookeag offers peaceful kayaking and swimming at its public beach with picnic areas perfect for family outings. Explore the historic Abbott Mill, then grab homemade ice cream at the Dexter Café while chatting with friendly locals.

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Top Dexter Hotel Reviews

Belmont Motel

10/10 Excellent

"the"

Abbot Trailside Lodging

10/10 Excellent

"This is a beautiful little gem in the woods. Clean, comfortable bed, what more could you ask for!?!!"

The Towne Motel

10/10 Excellent

"Everything was great"

Freedom House B&B

10/10 Excellent

"Beautifully appointed stay with historic environment. Such nice hosts and a quaint town for a one night stay."

Canaan Motel

10/10 Excellent

"My wife and I stayed here while attending the Common Ground Fair. As far as we could tell, Neal alone orchestrated and performed all duties. He was very friendly and helpful. Our room was nice & clean and well kept. Comfortable bed! It’s a motel, so don’t expect frills. Nice grounds in back, with a seasonal pool. Trails into the woods. Quiet. Great stay. Will stay again. Thanks Neal!"

Guilford Bed and Breakfast

10/10 Excellent

"We had minimal interactions with the B&B staff. Room was nice. Great place to stay."

The Mill Inn

10/10 Excellent

"A nice place check-in was easy"

More cheap stays in Dexter