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

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

1. Brewster Inn

Dexter

Michael

฿6,015

฿6,556 total

includes taxes & fees

14 Oct - 15 Oct

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

A neatly made bed with white and blue pillows, a striped blanket, and folded towels on a bed in a room with a large window and a TV on the wall.

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

2. Freedom House B&B

Dover-Foxcroft

Lisa

฿5,349

฿5,830 total

includes taxes & fees

14 Oct - 15 Oct

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

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

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

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

3. Guilford Bed and Breakfast

Guilford

Michael

฿6,903

฿7,524 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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 brick building with a sign that reads "the mill".

4. The Mill Inn

Dover-Foxcroft

Travis

฿7,169

฿7,815 total

includes taxes & fees

1 Nov - 2 Nov

A wooden cabin interior with a sofa, a coffee station, a television, 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.

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.

5. Abbot Trailside Lodging

Abbot

Jason

฿4,809

฿5,242 total

includes taxes & fees

14 Oct - 15 Oct

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

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

A motel with a landscaped garden, a swimming pool, and a sign indicating the motel name.

6. The Towne Motel

Skowhegan

Michael

฿3,532

฿3,850 total

includes taxes & fees

13 Oct - 14 Oct

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

A modern kitchen with dark blue cabinets, a wooden countertop, and a built-in shelf with various kitchenware and a small potted plant.

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.

7. The Skowhegan By Kasa

Skowhegan

฿6,358

฿6,930 total

includes taxes & fees

11 Oct - 12 Oct

8. Belmont Motel

Skowhegan

David

฿3,667

฿3,997 total

includes taxes & fees

11 Oct - 12 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 bathroom with a toilet, a shower with a curtain, and a shelf with towels and a mug.

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

9. Canaan Motel

Canaan

John

฿3,970

฿4,327 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 white house with a black door and a porch.

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.

10. Pine Tree Trail Lodge

Pittsfield

฿8,992

฿14,641 total

includes taxes & fees

7 Nov - 8 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.

See all hotels in Dexter

Top Dexter Hotel Reviews

The Towne Motel

10/10 Excellent

"Very nice place .. clean , and staff is always available if need anything . Will def comeback Thank you Pamela"

Abbot Trailside Lodging

10/10 Excellent

"We had a very short stay as we got in late and left ever early. I didn't receive the email stating what cabin we booked or how to get in. I called and then was abound to text the property and got a very quick response to help us out. I found that amazing and the cabin was way more than I expected."

Freedom House B&B

10/10 Excellent

"Attentive owner, clean, comfortable room"

Guilford Bed and Breakfast

10/10 Excellent

"Beautiful home. Gracious hosts. Enjoyed our stay."

Belmont Motel

10/10 Excellent

"the"

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!"

The Mill Inn

10/10 Excellent

"A nice place check-in was easy"