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

Dexter Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Dexter vacation rentals

A two-story house with a wooden staircase and a balcony, two garage doors, and two ATVs parked in front.

1. New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville

New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
Sangerville
7.2 out of 10, Good, (5 reviews)
"Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host"
United States
Judith L.
The price is ￥13,774
￥27,178 total
includes taxes & fees
Aug 20 - Aug 21
New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
A wooden deck with a table and chairs, a white house with two windows, and a door with the number 4.

2. Rustic intown country apartment on the Moosehead trail

Rustic intown country apartment on the Moosehead trail
Sangerville
9.6 out of 10, Exceptional, (46 reviews)
"The place was a very nice place to stay"
United States
Ruth
The price is ￥9,844
￥19,419 total
includes taxes & fees
Aug 25 - Aug 26
Rustic intown country apartment on the Moosehead trail

3. Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard

Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
Sangerville
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful place and location. Highly recommend and would stay here again."
United States
Michelle W.
The price is ￥21,522
￥50,740 total
includes taxes & fees
Aug 23 - Aug 24
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
A lakeside view with a picnic table and a white fence.

4. Gorgeous 2-bedroom cottage with AC in charming Stetson

Gorgeous 2-bedroom cottage with AC in charming Stetson
Stetson
10.0 out of 10, Exceptional, (16 reviews)
"The cottage was very clean with plenty of room and privacy. The cottage sat on a nice lot overlooking the lake.The owner greeted us on arrival and was very friendly offering his availability for anything that we may need."
United States
Keith W.
The price is ￥26,304
￥32,842 total
includes taxes & fees
Aug 24 - Aug 25
Gorgeous 2-bedroom cottage with AC in charming Stetson
A wooden deck with a railing, overlooking a body of water.

5. Lakefront Retreat on Sebasticook Lake

Lakefront Retreat on Sebasticook Lake
Newport
8.8 out of 10, Excellent, (3 reviews)
"Beautiful cottage on the water, beautiful views and peaceful"
United States
Erin B.
The price is ￥28,696
￥35,623 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront Retreat on Sebasticook Lake
A cabin with a porch, large windows, and a wooden deck.

6. Brewery Farm Cabin: Dickinson

Brewery Farm Cabin: Dickinson
Monson
9.8 out of 10, Exceptional, (7 reviews)
"This is a magical place! Super new, clean, relaxing and has everything you need. The location is quiet and serene. The bed is so comfortable. Nice linens, equipped kitchen and comfortable living area. I can’t wait to come back!"
United States
Nancy G.
The price is ￥21,522
￥39,793 total
includes taxes & fees
Aug 20 - Aug 21
Brewery Farm Cabin: Dickinson
A cabin with a porch, large windows, and a wooden deck.

7. Brewery Farm Retreat : Hawthorne

Brewery Farm Retreat : Hawthorne
Monson
10.0 out of 10, Exceptional, (4 reviews)
"The cabin was very nice very quiet just what we were looking for"
United States
JonPaul B.
The price is ￥21,522
￥39,793 total
includes taxes & fees
Aug 20 - Aug 21
Brewery Farm Retreat : Hawthorne

8. Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95
Pittsfield
9.8 out of 10, Exceptional, (8 reviews)
"Great host great stay"
United States
thomas v.
The price is ￥18,971
￥36,665 total
includes taxes & fees
Aug 24 - Aug 25
Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95
A living room with a blue armchair, a beige armchair, a patterned rug, and a bookshelf with books and a plant.

9. Pretty old house in Newport with WiFi

Pretty old house in Newport with WiFi
Newport
The price is ￥20,725
￥49,524 total
includes taxes & fees
Sep 8 - Sep 9
Pretty old house in Newport with WiFi
A wooden building with a red roof and a bell tower, surrounded by a well-maintained lawn and vibrant flowers.

10. Peaceful, Spacious Lodge with Golf & Sunset Views

Peaceful, Spacious Lodge with Golf & Sunset Views
Palmyra
10.0 out of 10, Exceptional, (24 reviews)
"Gorgeous property, very clean"
United States
Aaliya J.
The price is ￥45,769
￥96,806 total
includes taxes & fees
Aug 23 - Aug 24
Peaceful, Spacious Lodge with Golf & Sunset Views
A large, red, two-story house with a balcony and a tower, surrounded by a fence and trees.

11. Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (15 reviews)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
The price is ￥22,383
￥49,768 total
includes taxes & fees
Aug 24 - Aug 25
Angel Mist Retreat Garage Apartment
A view through a door of a lake with a dock extending into the water, surrounded by trees and a grassy area.

12. Blake's Cabin

Blake's Cabin
Hartland
9.6 out of 10, Exceptional, (26 reviews)
"Clean rooms and beautiful property and lake views. Host was always quick to answer questions. Would definitely stay here again. "
United States
Carmen B.
The price is ￥31,087
￥58,560 total
includes taxes & fees
Sep 15 - Sep 16
Blake's Cabin
A cabin with a deck, surrounded by trees and a lake.

13. Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access

Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access
Monson
10.0 out of 10, Exceptional, (4 reviews)
"Super-friendly hosts! Very handy to town.Comfortable beds!!"
United States
Tim U.
The price is ￥21,920
￥67,270 total
includes taxes & fees
Aug 20 - Aug 21
Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access
A modern log cabin interior with a gray sofa, wooden flooring, and large windows offering a view of the surrounding forest.

14. Brewery Farm Retreat : Longfellow #7

Brewery Farm Retreat : Longfellow #7
Monson
10.0 out of 10, Exceptional, (6 reviews)
"The cabin was beautiful and Joy and Tim were so welcoming! We can’t wait to stay again. "
United States
Hannah R.
The price is ￥22,660
￥41,224 total
includes taxes & fees
Aug 20 - Aug 21
Brewery Farm Retreat : Longfellow #7
A modern log cabin interior with a gray sofa, wooden flooring, and large windows offering a view of the surrounding forest.

15. Brewery Farm Retreat : Thoreau

Brewery Farm Retreat : Thoreau
Monson
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed out stay with our two pups in the Thoreau cabin. It was quiet and enjoyable. We will be back!"
United States
Alyssa M.
The price is ￥22,022
￥40,355 total
includes taxes & fees
Aug 20 - Aug 21
Brewery Farm Retreat : Thoreau
A spacious kitchen with a large island, bar stools, and modern appliances.

16. Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
Glenburn
10.0 out of 10, Exceptional, (4 reviews)
"The stay was great! My boyfriend and i planned an ice fishing trip and this place was perfect! Gorgeous, clean and the property owner was super responsive! We will definitely book there again!"
United States
Briana H.
The price is ￥46,447
￥57,934 total
includes taxes & fees
Sep 1 - Sep 2
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
A cozy living room with a sofa, ottoman, and dining table with chairs. There are windows with curtains, a wooden ceiling, and a view of the outdoors.

17. Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch

Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch
Canaan
9.8 out of 10, Exceptional, (8 reviews)
"Awesome stay right on the water. "
United States
Timothy S.
The price is ￥36,001
￥73,190 total
includes taxes & fees
Sep 13 - Sep 14
Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch
A spacious kitchen with a granite countertop, wooden bar stools, and a ceiling fan.

18. Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Glenburn
8.0 out of 10, Very Good, (2 reviews)
"Everything was perfect, If I could recommend one thing it would be free local channels on the tv"
United States
Bruce
The price is ￥47,714
￥59,488 total
includes taxes & fees
Sep 14 - Sep 15
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
A two-story house with a garage, a visible window with lights, and a dark surrounding environment.

19. Cozy apartment with lake access

Cozy apartment with lake access
Madison
Cozy apartment with lake access
A wooden kitchen with a large window, a black countertop, and three bar stools.

20. Welcome to "the east Madison chapel"

Welcome to "the east Madison chapel"
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Great for kids. Lots of space. Convenient location. Plenty to do locally or venture out to explore. Recommend renting the golf cart to get back and forth down the camp road to the dock.. water is clear and clean, rock bottom at shore. Fast response from host who lives close by."
United States
Melissa B.
The price is ￥63,768
￥114,165 total
includes taxes & fees
Aug 20 - Aug 21
Welcome to "the east Madison chapel"
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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Top Dexter Hotel Reviews

The Skowhegan By Kasa

The Skowhegan By Kasa

10/10 Excellent
"We loved the ambience of the room and property. Very clean and a very comfortable bed. We loved the shower. Check in was a little more difficult for us, but we managed okay."
Leverett 1-night trip
Posted 6 hours ago
The Skowhegan By Kasa

Find out more about Dexter

Search for holiday rentals in Dexter on Expedia! You can easily find your home rentals, villas, holiday apartments in Dexter using one of the methods below:

  • View our selection of featured holiday rentals in Dexter
  • Use the map to find apartments and other holiday homes in the Dexter neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dexter while they last

Look no further and take a look at our great range of rental properties in Dexter!

Frequently asked questions

Are there vacation rentals in Dexter?

Yes, we offer vacation rentals close to well known local attractions in Dexter, or you can select a more secluded option if you want a relaxing place to stay. Dexter is known for its shopping and gardens. Make sure you have time to check out the entertainment choices and restaurants during your trip.

What are some of the best vacation rentals that Dexter has to offer?

Puffers Place Lodge: This highly rated vacation home rental in Dexter is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals will I find in Dexter?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Dexter stay.

What’s there to see and do in Dexter?

While exploring the area, visit family-friendly sights like Piscatiquis County Ice Arena, or get outside and enjoy nature at Lake Wassookeag. In the larger area, you’ll find Lowe's Covered Bridge and Sebasticook Lake.

What’s a vacation rental in Dexter like?

Vacation rentals are private properties where you can stay for a long or short time in Dexter. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.