Dexter Vacation Rentals from CA $320: Short-Term Rentals for 2026

Q: 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.

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Our top choices for Dexter vacation rentals

A wooden deck with a table and chairs, a white house with two windows, and a door with the number 4.

1. Rustic intown country apartment on the Moosehead trail

Sangerville

Ruth

CA $180 total

includes taxes & fees

Oct 2 - Oct 3

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

Sangerville

Michelle W.

CA $450 total

includes taxes & fees

Oct 6 - Oct 7

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

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

Sangerville

Judith L.

CA $246 total

includes taxes & fees

Oct 5 - Oct 6

A living room with a blue armchair, a beige armchair, a patterned rug, and a bookshelf with books and a plant.

4. Pretty Old House in Newport

Newport

Sallie S.

CA $441 total

includes taxes & fees

Oct 4 - Oct 5

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

Pittsfield

thomas v.

CA $320 total

includes taxes & fees

Oct 5 - Oct 6

A modern log cabin interior with a gray sofa, wooden flooring, and large windows offering a view of the surrounding forest.

6. Brewery Farm Retreat : Thoreau

Monson

Alyssa M.

CA $368 total

includes taxes & fees

Oct 4 - Oct 5

A cabin with a porch, large windows, and a wooden deck.

7. Brewery Farm Retreat : Hawthorne

Monson

JonPaul B.

CA $383 total

includes taxes & fees

Oct 4 - Oct 5

A large, red, two-story house with a balcony and a tower, surrounded by a fence and trees.

8. Angel Mist Retreat Garage Apartment

Pittsfield

Rob K.

CA $442 total

includes taxes & fees

Oct 2 - Oct 3

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Top Dexter Hotel Reviews

Abbot Trailside Lodging

8/10 Good

"We stayed in 1 of the motel rooms. It was very nice, roomy, clean & quiet. Chairs just outside the door on the porch were great for sitting to read. We were there just for a stopover on our way to Moosehead Lake but it would be great for an extended stay."

The Skowhegan By Kasa

10/10 Excellent

"There is no on-site staff so that takes a moment to get used to but they communicate well via text for entry codes etc. The rooms are outstanding and the building is very nice and feels very safe. Also there is a very good restaurant on-site. If you are going to Skowhegan, ME I'd highly recommend this."

Canaan Motel

10/10 Excellent

"My wife and I stayed here while attending the Common Ground Fair. As far as we could tell, Neal alone orchestrated and performed all duties. He was very friendly and helpful. Our room was nice & clean and well kept. Comfortable bed! It’s a motel, so don’t expect frills. Nice grounds in back, with a seasonal pool. Trails into the woods. Quiet. Great stay. Will stay again. Thanks Neal!"

Cabin in scenic woods with hiking trails, firepit, horseback riding nearby

8/10 Good

"Debbie could not have been more accommodating. All questions and concerns were dealt with immediately.If you are looking for quiet, natural surroundings and a break from the daily grind, this is your place!"

Lakefront Getaway with Kayak, Canoe, Boat and dock.

10/10 Excellent

"My husband and I had the best long weekend get away. The property was exactly what we wanted, privacy and far removed from other people. We loved being so remote and still have access to water and electricity. Having access to the kayaks and canoe was a great bonus!"

Find out more about Dexter

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dexter. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 Sebasticook Lake and Peaks-Kenny State Park.

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.

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Check prices for these dates

Our top choices for Dexter vacation rentals

1. Rustic intown country apartment on the Moosehead trail

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