Dexter Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Dexter vacation rentals

Private kitchen

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 ￥27,233
￥33,453 total
includes taxes & fees
May 13 - May 14
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
Private kitchen

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, (2 reviews)
"Private clean cabin! Host came to check on us , All amenities available! Thank you"
United States
Tammy
The price is ￥23,267
￥28,948 total
includes taxes & fees
May 13 - May 14
Gorgeous 2-bedroom cottage with AC in charming Stetson
Exterior

The Cabin Skowhegan

The Cabin Skowhegan
Skowhegan
9.8 out of 10, Exceptional, (52 reviews)
"Very quiet and relaxing - just what we wanted."
United States
Mary D.
The price is ￥18,488
￥36,205 total
includes taxes & fees
May 19 - May 20
The Cabin Skowhegan
Outdoor dining

Rustic intown country apartment on the Moosehead trail

Rustic intown country apartment on the Moosehead trail
Sangerville
9.6 out of 10, Exceptional, (43 reviews)
"Rental has everything you need. It's a good location for us.Price is very good"
United States
Richard P.
The price is ￥9,871
￥19,298 total
includes taxes & fees
May 13 - May 14
Rustic intown country apartment on the Moosehead trail
Exterior

Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (14 reviews)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
The price is ￥21,998
￥48,229 total
includes taxes & fees
May 18 - May 19
Angel Mist Retreat Garage Apartment
1 bedroom, WiFi, bed sheets

ON THE GO!

ON THE GO!
Hartland
10.0 out of 10, Exceptional, (2 reviews)
"It was a clean and quiet room. The property was also clean and quiet. "
United States
Sarah F.
The price is ￥14,101
￥25,617 total
includes taxes & fees
May 14 - May 15
ON THE GO!
Interior

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 ￥28,378
￥34,348 total
includes taxes & fees
May 14 - May 15
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Smart TV, fireplace, books

Brewery Farm Retreat : Thoreau

Brewery Farm Retreat : Thoreau
Monson
10.0 out of 10, Exceptional, (3 reviews)
"Our cabin was clean, modern, cozy, warm, and well stocked! We couldn't have asked for more. Our three night stay was spent relaxing and cooking. And we’re planning to come back in the summer to stay again and to explore more around the area. And of course, visit the brewery for more fun!"
United States
Jim W.
The price is ￥20,278
￥37,352 total
includes taxes & fees
May 18 - May 19
Brewery Farm Retreat : Thoreau
Smart TV, fireplace, DVD player, books

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, (11 reviews)
"Beautiful place and location. Highly recommend and would stay here again."
United States
Michelle W.
The price is ￥19,742
￥47,477 total
includes taxes & fees
May 20 - May 21
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
Interior

Blake's Cabin

Blake's Cabin
Hartland
9.6 out of 10, Exceptional, (25 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 ￥27,419
￥52,942 total
includes taxes & fees
Jun 3 - Jun 4
Blake's Cabin
Terrace/patio

The Cozy Home- New, Comfortable, Book Swap

The Cozy Home- New, Comfortable, Book Swap
Pittsfield
10.0 out of 10, Exceptional, (1 review)
"Great host great stay"
United States
thomas v.
The price is ￥18,645
￥35,523 total
includes taxes & fees
May 25 - May 26
The Cozy Home- New, Comfortable, Book Swap
Microwave, oven, stovetop

Superb 2-bedroom Home with AC in Detroit

Superb 2-bedroom Home with AC in Detroit
Detroit
The price is ￥15,652
￥29,015 total
includes taxes & fees
May 13 - May 14
Superb 2-bedroom Home with AC in Detroit
Exterior

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 ￥21,063
￥38,379 total
includes taxes & fees
May 13 - May 14
Brewery Farm Retreat : Hawthorne
Terrace/patio

Peaceful Countryside Home Located on 22 Acres

Peaceful Countryside Home Located on 22 Acres
Abbot
8.0 out of 10, Very Good, (1 review)
"Pet friendly and easy to check in and out. Great communication and nice fire pit! Would recommend this place to others!"
United States
Annie H.
The price is ￥25,045
￥30,715 total
includes taxes & fees
May 13 - May 14
Peaceful Countryside Home Located on 22 Acres
Interior

Cute country cabin

Cute country cabin
Charleston
The price is ￥27,419
￥33,815 total
includes taxes & fees
May 17 - May 18
Cute country cabin
Exterior

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

New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
Sangerville
8.0 out of 10, Very Good, (1 review)
"Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host"
United States
Judith L.
The price is ￥13,960
￥27,171 total
includes taxes & fees
May 13 - May 14
New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
Smart TV, books

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
10.0 out of 10, Exceptional, (5 reviews)
"We had such a wonderful time here! It was so cozy during the snowstorm and had everything we needed and more. We enjoyed the hot tub and snowmobiling on the lake was awesome. The host was quick at responding and so helpful! We will definitely stay here again. "
United States
Ashley G.
The price is ￥35,009
￥72,084 total
includes taxes & fees
May 18 - May 19
Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch
Exterior

Cozy apartment with lake access

Cozy apartment with lake access
Madison
The price is ￥26,565
￥61,339 total
includes taxes & fees
May 19 - May 20
Cozy apartment with lake access
Exterior

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 ￥19,898
￥36,888 total
includes taxes & fees
May 13 - May 14
Brewery Farm Cabin: Dickinson
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
"This is the first time I’ve ever used a hotel with a virtual check-in and nobody onsite. Happy to say it was completely seamless! The hotel is brand new and beautifully appointed. I would’ve never guessed this was even here! Right next to downtown and has a restaurant onsite. Very clean and everything was great!"
Simone 2-night trip
Posted 16 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:

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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?

Lake Lodge w/ 3 bedrooms, Medical Cannabis on site and more!: This highly rated vacation home rental in Dexter offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

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 Sebasticook Lake and Center Theatre Inc..

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.