Dexter Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Dexter holiday rentals

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)
"Had the pleasure of meeting the host during my stay. They were incredibly friendly and accommodating, responding quickly when I needed things!! The house is absolutely wonderful and cozy! I definitely plan to return."
United States
John R.
The price is HK$494
HK$965 total
includes taxes & fees
10 Jun - 11 Jun
Rustic intown country apartment on the Moosehead trail
Exterior

The Cabin Skowhegan

The Cabin Skowhegan
Skowhegan
9.8 out of 10, Exceptional, (53 reviews)
"Beautifully furnished cozy cabin and great hospitality from Larry and Lisa! Nice and toasty when we arrived and every detail was expertly crafted for a pleasant stay. Thank you so much for hosting our weekend in Skowhegan."
United States
Josh W.
The price is HK$933
HK$1,811 total
includes taxes & fees
15 Jun - 16 Jun
The Cabin Skowhegan
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 HK$1,372
HK$2,648 total
includes taxes & fees
4 Jun - 5 Jun
Blake's Cabin
Shower, towels, soap, toilet paper

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, (4 reviews)
"Very nice. Will stay there again"
United States
Andy O.
The price is HK$1,164
HK$1,457 total
includes taxes & fees
6 Jun - 7 Jun
Gorgeous 2-bedroom cottage with AC in charming Stetson
Terrace/patio

The Cozy Home- New, Comfortable, Book Swap

The Cozy Home- New, Comfortable, Book Swap
Pittsfield
9.6 out of 10, Exceptional, (4 reviews)
"Great host great stay"
United States
thomas v.
The price is HK$933
HK$1,768 total
includes taxes & fees
4 Jun - 5 Jun
The Cozy Home- New, Comfortable, Book Swap
Exterior

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

New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
Sangerville
7.0 out of 10, Good, (2 reviews)
"Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host"
United States
Judith L.
The price is HK$698
HK$1,359 total
includes taxes & fees
4 Jun - 5 Jun
New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
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 HK$1,100
HK$2,404 total
includes taxes & fees
3 Jul - 4 Jul
Angel Mist Retreat Garage Apartment
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 HK$1,176
HK$2,059 total
includes taxes & fees
4 Jun - 5 Jun
Brewery Farm Retreat : Thoreau
1 bedroom, WiFi, bed sheets

ON THE GO!

ON THE GO!
Hartland
10.0 out of 10, Exceptional, (3 reviews)
"Host friendly. Great place to stay in the area."
United States
Loretta
The price is HK$705
HK$1,281 total
includes taxes & fees
30 Jun - 1 Jul
ON THE GO!
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 HK$1,785
HK$2,227 total
includes taxes & fees
8 Jun - 9 Jun
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
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 HK$1,105
HK$1,973 total
includes taxes & fees
4 Jun - 5 Jun
Brewery Farm Retreat : Hawthorne
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 HK$1,858
HK$2,255 total
includes taxes & fees
4 Jun - 5 Jun
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Exterior detail

Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi

Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi
Pittsfield
Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi
Terrace/patio

Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access

Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access
Monson
10.0 out of 10, Exceptional, (3 reviews)
"Super-friendly hosts! Very handy to town.Comfortable beds!!"
United States
Tim U.
The price is HK$872
HK$2,948 total
includes taxes & fees
1 Jul - 2 Jul
Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access
Exterior

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 HK$1,198
HK$1,477 total
includes taxes & fees
8 Jun - 9 Jun
Peaceful Countryside Home Located on 22 Acres
Interior

Cute country cabin

Cute country cabin
Charleston
The price is HK$1,372
HK$1,709 total
includes taxes & fees
4 Jun - 5 Jun
Cute country cabin
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 HK$988
HK$2,358 total
includes taxes & fees
9 Jun - 10 Jun
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
Exterior

Cozy apartment with lake access

Cozy apartment with lake access
Madison
Cozy apartment with lake access
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 HK$1,991
HK$3,896 total
includes taxes & fees
7 Jun - 8 Jun
Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch
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 HK$1,105
HK$1,973 total
includes taxes & fees
4 Jun - 5 Jun
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

Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding

Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding

10/10 Excellent
"Cabin was as advertised."
Cheryl B. 2-night trip
Posted 2 days ago
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding

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 holiday rentals in Dexter?

Yes, there are holiday rentals close to the most popular sights in Dexter, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Dexter has to offer?

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

How many holiday rentals will I find in Dexter?

With 3 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Sebasticook Lake and Center Theatre Inc..

What’s a holiday rental in Dexter like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dexter. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips or small group gatherings.