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

Dexter Vacation Rentals

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Dexter vacation rentals

WiFi, bed sheets

1. Newly renovated, New England 3-bedroom home in Skowhegan.

Newly renovated, New England 3-bedroom home in Skowhegan.
Skowhegan
$157 nightly
The price is $171
Aug 2 - Aug 3
Total with taxes and fees
Newly renovated, New England 3-bedroom home in Skowhegan.
Outdoor dining

2. Rustic intown country apartment on the Moosehead trail

Rustic intown country apartment on the Moosehead trail
Sangerville
9.6 out of 10, Exceptional, (45 reviews)
"The place was a very nice place to stay"
United States
Ruth
$113 nightly
The price is $123
Aug 2 - Aug 3
Total with taxes and fees
Rustic intown country apartment on the Moosehead trail
Exterior

3. 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, (3 reviews)
"Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host"
United States
Judith L.
$156 nightly
The price is $170
Aug 2 - Aug 3
Total with taxes and fees
New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville
Smart TV, fireplace, DVD player, books

4. 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.
$288 nightly
The price is $314
Aug 2 - Aug 3
Total with taxes and fees
Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard
1 bedroom, WiFi, bed sheets

5. 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
ON THE GO!
Outdoor dining

6. 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, (14 reviews)
"Private clean cabin! Host came to check on us , All amenities available! Thank you"
United States
Tammy
$189 nightly
The price is $206
Aug 2 - Aug 3
Total with taxes and fees
Gorgeous 2-bedroom cottage with AC in charming Stetson
Exterior

7. 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.
$252 nightly
The price is $275
Aug 5 - Aug 6
Total with taxes and fees
Brewery Farm Cabin: Dickinson
Terrace/patio

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.
$208 nightly
The price is $227
Aug 3 - Aug 4
Total with taxes and fees
Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95
Interior

9. Cute country cabin

Cute country cabin
Charleston
$198 nightly
The price is $216
Aug 2 - Aug 3
Total with taxes and fees
Cute country cabin
Interior

10. 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.
$367 nightly
The price is $400
Aug 9 - Aug 10
Total with taxes and fees
Blake's Cabin
Exterior

11. 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.
$251 nightly
The price is $274
Aug 2 - Aug 3
Total with taxes and fees
Brewery Farm Retreat : Hawthorne
Exterior

12. 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.
$282 nightly
The price is $308
Aug 3 - Aug 4
Total with taxes and fees
Angel Mist Retreat Garage Apartment
Exterior

13. Peaceful, Spacious Lodge with Golf & Sunset Views

Peaceful, Spacious Lodge with Golf & Sunset Views
Palmyra
10.0 out of 10, Exceptional, (22 reviews)
"Gorgeous property, very clean"
United States
Aaliya J.
$549 nightly
The price is $599
Aug 9 - Aug 10
Total with taxes and fees
Peaceful, Spacious Lodge with Golf & Sunset Views
Private kitchen

14. 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.
$395 nightly
The price is $431
Aug 26 - Aug 27
Total with taxes and fees
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..
Terrace/patio

15. 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.
$393 nightly
The price is $409
Aug 5 - Aug 6
Total with taxes and fees
Lakeshore Retreat *Waterfront*Pet Friendly*ATV Access
Interior

16. 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
$417 nightly
The price is $455
Aug 19 - Aug 20
Total with taxes and fees
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn
Smart TV, fireplace

17. 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.
$251 nightly
The price is $274
Aug 2 - Aug 3
Total with taxes and fees
Brewery Farm Retreat : Longfellow #7
Exterior

18. Cozy apartment with lake access

Cozy apartment with lake access
Madison
$357 nightly
The price is $389
Aug 23 - Aug 24
Total with taxes and fees
Cozy apartment with lake access
Private kitchen

19. 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.
$657 nightly
The price is $716
Aug 1 - Aug 2
Total with taxes and fees
Welcome to "the east Madison chapel"
Property grounds

20. Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
$310 nightly
The price is $338
Aug 7 - Aug 8
Total with taxes and fees
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dexter Hotel Reviews

Central Maine Waterfront

Central Maine Waterfront

10/10 Excellent
"We love that it’s pet friendly!"
Olivia D. 7-night trip
Posted 5 hours ago
Central Maine Waterfront

Find out more about Dexter

Everything you need to know about Dexter vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dexter vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dexter vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dexter vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dexter. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dexter in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $206 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dexter rentals

At Expedia, we put the best Dexter vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dexter rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dexter vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dexter. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.