Dexter Holiday Rentals

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Holiday Rentals in Dexter

Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi

Pittsfield
The price is NZ$590
includes taxes & fees
15 Nov - 16 Nov
Downtown Loft Pittsfield | Furnished 1BR + Wi-Fi

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

Pittsfield
The price is NZ$590
includes taxes & fees
15 Nov - 16 Nov
Riverside Loft – Cozy 1BR w/ Sebasticook River Views & Trail Access + Wi-Fi

RiverBend Loft | Modern Stay Near ATV & Snowmobile Trails

Pittsfield
The price is NZ$590
includes taxes & fees
15 Nov - 16 Nov
RiverBend Loft | Modern Stay Near ATV & Snowmobile Trails

Lakeshore Retreat- Walk to town*Snowmobile Access

Monson
10.0 out of 10, Exceptional, (3)
"This place is amazing. An apartment all by itself with everything you need. Just bring clothes and food. The owners were the best and joined us for campfire and s'mores. They were great. Nice and quiet and the booking was so easy. They kept in touch with me and let me know what was always going on. Highly reccommend. You will not regret it. AAA++++"
United States
Robert
The price is NZ$603
includes taxes & fees
14 Nov - 15 Nov
Lakeshore Retreat- Walk to town*Snowmobile Access

Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville

2.0 star property
Sangerville
The price is NZ$360
includes taxes & fees
16 Nov - 17 Nov
Stylish Guest Loft – Cozy & Quiet Stay in charming Sangerville

Rustic intown country apartment on the Moosehead trail

Sangerville
9.6 out of 10, Exceptional, (42)
"Thank you for providing a clean, safe place for me to stay while fishing in the area. You have everything I need and are always ready to help. I look forward to coming back."
United States
SHAWN W.
The price is NZ$218
includes taxes & fees
17 Nov - 18 Nov
Rustic intown country apartment on the Moosehead trail

Ice fishing, king size beds, dog friendly

Canaan
10.0 out of 10, Exceptional, (3)
"This is the PERFECT place to truly disconnect and relax! The house is clean, spacious, and has everything you need! Being steps away from the lake was very convenient and having the kayaks available for use was awesome. Being able to wake up to a sunrise, and hang in the porch watching the sunset was amazing. "
United States
Brianna P.
The price is NZ$533
includes taxes & fees
16 Nov - 17 Nov
Ice fishing, king size beds, dog friendly

ON THE GO!

Hartland
10.0 out of 10, Exceptional, (1)
"It was a clean and quiet room. The property was also clean and quiet. "
United States
Sarah F.
The price is NZ$289
includes taxes & fees
16 Nov - 17 Nov
ON THE GO!

The Cabin Skowhegan

Skowhegan
9.8 out of 10, Exceptional, (50)
"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."
United States
Sue
The price is NZ$372
includes taxes & fees
16 Nov - 17 Nov
The Cabin Skowhegan

6 separate 4- season Beautiful Cabins located in downtown Milo ME

Milo
8.6 out of 10, Excellent, (19)
"Great little place! Enjoyed!"
United States
Earl
6 separate 4- season Beautiful Cabins located in downtown Milo ME

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

Glenburn
8.0 out of 10, Very good, (1)
"Everything was perfect, If I could recommend one thing it would be free local channels on the tv"
United States
Bruce
The price is NZ$533
includes taxes & fees
20 Nov - 21 Nov
Charming 2-bedroom chalet with jacuzzi WiFi and AC in Glenburn

Pretty old house in Newport with WiFi

2.0 star property
Newport
The price is NZ$477
includes taxes & fees
17 Nov - 18 Nov
Pretty old house in Newport with WiFi

Charming In-Town New Build – Comfortable, Convenient, Efficient

2.0 star property
Pittsfield
The price is NZ$368
includes taxes & fees
17 Nov - 18 Nov
Charming In-Town New Build – Comfortable, Convenient, Efficient

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

Glenburn
10.0 out of 10, Exceptional, (1)
"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 NZ$414
includes taxes & fees
10 Dec - 11 Dec
Tall Pines Retreat Escape to our charming chalet tucked away in the forest..

Angel Mist Retreat Garage Apartment

Pittsfield
10.0 out of 10, Exceptional, (14)
"This was a very nice and clean place."
United States
Wilfredo S.
The price is NZ$546
includes taxes & fees
24 Nov - 25 Nov
Angel Mist Retreat Garage Apartment

Brewery Farm Retreat : Thoreau

Monson
10.0 out of 10, Exceptional, (2)
"A beautiful experience! A must for all!"
United States
Carol M.
The price is NZ$383
includes taxes & fees
14 Nov - 15 Nov
Brewery Farm Retreat : Thoreau

Brewery Farm Retreat : Hawthorne

Monson
10.0 out of 10, Exceptional, (4)
"The cabin was very nice very quiet just what we were looking for"
United States
JonPaul B.
The price is NZ$395
includes taxes & fees
16 Nov - 17 Nov
Brewery Farm Retreat : Hawthorne

A Very 'Pleasant' Oasis Steps to Lake Hebron + Town

Monson
10.0 out of 10, Exceptional, (1)
"Extremely clean, owner was very responsive. Fantastic."
United States
Brooks G.
The price is NZ$543
includes taxes & fees
18 Nov - 19 Nov
A Very 'Pleasant' Oasis Steps to Lake Hebron + Town

Cute country cabin

2.0 star property
Charleston
The price is NZ$375
includes taxes & fees
16 Nov - 17 Nov
Cute country cabin

Pine Tree Trail Lodge

2.0 star property
Pittsfield
The price is NZ$496
includes taxes & fees
15 Nov - 16 Nov
Pine Tree Trail Lodge
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

Find out more about Dexter

Everything you need to know about Dexter holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dexter holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dexter holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dexter holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dexter holiday rentals we have selected for you start as low as NZ$372 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dexter rentals

At Expedia, we put the best Dexter holiday 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 holiday.

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. 

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?

3-bedroom lake house, medical cannabis WiFi, kayaks, dock, walking trail & more: This highly rated holiday home rental in Dexter has air conditioning and laundry facilities 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 Lowe's Covered Bridge and Sebasticook Lake.

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.