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

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Dexter cottages

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

1. Brewster Inn

Brewster Inn
3.5 star property
Dexter
9.2 out of 10, Wonderful, (61 reviews)
"We enjoyed our stay, highly recommend!"
United States
Michael
$179 nightly
The price is $195
Oct 12 - Oct 13
Total with taxes and fees
Brewster Inn
A yellow two-story house with a porch, potted plants, and outdoor seating.

2. Freedom House B&B

Freedom House B&B
3.0 star property
Dover-Foxcroft
9.8 out of 10, Exceptional, (188 reviews)
"Beautifully appointed stay with historic environment. Such nice hosts and a quaint town for a one night stay."
United States
Lisa
$159 nightly
The price is $173
Oct 11 - Oct 12
Total with taxes and fees
Freedom House B&B
A row of log cabins with wooden decks and red roofs, surrounded by trees.

3. Abbot Trailside Lodging

Abbot Trailside Lodging
2.5 star property
Abbot
9.6 out of 10, Exceptional, (229 reviews)
"Very clean and nice inside loved staying there would stay again."
United States
Jason
$143 nightly
The price is $156
Oct 12 - Oct 13
Total with taxes and fees
Abbot Trailside Lodging
A café with brick walls, large windows, and metal chairs. Tables have tissue boxes and a small radio.

4. The Mill Inn

The Mill Inn
2.0 star property
Dover-Foxcroft
8.8 out of 10, Excellent, (155 reviews)
"It was a wonderful place to stay! Clean, convenient, and loved the Cafe on the first floor. The owners and staff were welcoming and friendly. I would highly recommend staying at the Mill Inn and Cafe!"
United States
Travis
$237 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
The Mill Inn
A large, two-story house with a wrap-around porch and a large bay window.

5. Guilford Bed and Breakfast

Guilford Bed and Breakfast
3.0 star property
Guilford
9.8 out of 10, Exceptional, (50 reviews)
"Beautiful home. Gracious hosts. Enjoyed our stay."
United States
Michael
$228 nightly
The price is $249
Oct 11 - Oct 12
Total with taxes and fees
Guilford Bed and Breakfast
Exterior

6. Belmont Motel

Belmont Motel
2.0 star property
Skowhegan
8.2 out of 10, Very good, (153 reviews)
"It was very clean and they were accommodating."
United States
David
$109 nightly
The price is $119
Oct 11 - Oct 12
Total with taxes and fees
Belmont Motel
A motel with a landscaped garden, a swimming pool, and a sign indicating the motel name.

7. The Towne Motel

The Towne Motel
2.5 star property
Skowhegan
9.0 out of 10, Wonderful, (619 reviews)
"One night stay, clean and pleasant staff."
Canada
Michael
$105 nightly
The price is $114
Oct 12 - Oct 13
Total with taxes and fees
The Towne Motel
A hotel room with a wooden desk, two beds with orange bedding, a TV on the wall, and a mirror.

8. Canaan Motel

Canaan Motel
2.5 star property
Canaan
9.8 out of 10, Exceptional, (63 reviews)
"Room was very clean and the beds were extremely comfortable. "
United States
John
$118 nightly
The price is $129
Nov 1 - Nov 2
Total with taxes and fees
Canaan Motel
A white house with two windows and a chimney, a Canadian flag, and an American flag.

9. Pine Tree Trail Lodge

Pine Tree Trail Lodge
3.0 star property
Pittsfield
$357 nightly
The price is $389
Nov 8 - Nov 9
Total with taxes and fees
Pine Tree Trail Lodge
A multi-story brick building with a central entrance labeled "The Skowhegan."

10. The Skowhegan By Kasa

The Skowhegan By Kasa
2.0 star property
Skowhegan
8.8 out of 10, Excellent, (139 reviews)
"Clean, spacious, and well appointed"
Canada
MARCIA
$189 nightly
The price is $206
Oct 12 - Oct 13
Total with taxes and fees
The Skowhegan By Kasa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

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Expedia has some excellent cottages in Dexter, so start packing for an unforgettable stay on nature's doorstep. If you're sticking to a budget, choose how much you're willing to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with a pool or free WiFi. We'll help you find the perfect pad whatever your plans or bank balance.
How can I find cheap cottages in Dexter?
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What is there to do in Dexter near my cottage?
The most useful travel accessory is a well-thought-out travel plan. Lake Wassookeag is a wonderful spot to kick off your sightseeing in Dexter.

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