Dexter Holiday Rentals

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Holiday Rentals in Dexter

Interior
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
Interior
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
10.0 out of 10, Exceptional, (4)
"It was a fantastic place for my parents and I while we were visiting family! Gave us a very comfortable place to have down time and our own space. Will definitely stay again next time we venture the long road trip to ME to visit family"
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
Property grounds
Heart of Maine on Moosehead lake
Heart of Maine on Moosehead lake
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Beach nearby
"Andy's Place"
10.0 out of 10, Exceptional, (98)
"2nd year in a row With sisters and niece Going to this beautiful Gem .. Spending much needed Bonding and Yard Saling In Cornville The water and The loons Are an added beautiful to the stay Be back 2025 The cottage is low key With touches of creative Decorations brought all together All you need is there No need to worry that you Too off the grid"
"Andy's Place"
Property grounds
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
9.8 out of 10, Exceptional, (103)
"Debbie is amazing and her the family are extremely kind and absolutely thoughtful. I hope I let the cabin in good condition it served me perfectly."
Cabin in scenic woods with hiking trails, firepit, horseback riding nearby
Terrace/patio
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
9.8 out of 10, Exceptional, (134)
"Beautiful property, plenty of room, wonderful amenities. A place you can go to unplug and spend quality time with loved ones. The owners were friendly, and willing to help with anything we needed. We had an amazing time and wished we could stay longer, my kids didn't want to leave. I 100% recommend and we will be booking again."
Cabin Rental in scenic Maine woods with hiking trails, firepit, horseback riding
Property grounds
Free private parking, for multiple vehicles.
9.6 out of 10, Exceptional, (25)
"Larry was a wonderful host. This cabin housed us 5 women for night comfortably. Looking forward to coming back next year."
The price is NZ$275
includes taxes & fees
10 Jun - 11 Jun
Free private parking, for multiple vehicles.
Property grounds
The Cabbage on Olive Street, overlooking Hayden Brook
10.0 out of 10, Exceptional, (3)
"Met our needs very well located. We would certainly recommend for future use"
The Cabbage on Olive Street, overlooking Hayden Brook
Fridge, microwave, oven, stovetop
New, stunning 3-bedroom, 5 acre home! Direct access to snowmobile & ATV trails
10.0 out of 10, Exceptional, (4)
"The house was incredibly clean, beautiful, and the Host was awesome. He responded super quick to any questions I had and check in and out was super simple. I definitely recommend and would absolutely stay again."
New, stunning 3-bedroom, 5 acre home! Direct access to snowmobile & ATV trails
Fridge, microwave, stovetop, coffee/tea maker
Lakeside Livin’: Cozy Cabin Steps to Sebec Lake!
9.4 out of 10, Exceptional, (20)
"We all enjoyed our stay."
Lakeside Livin’: Cozy Cabin Steps to Sebec Lake!
Property grounds
Peaceful A Frame on 10.5 Acres
The price is NZ$280
includes taxes & fees
31 May - 1 Jun
Peaceful A Frame on 10.5 Acres
Game room
Cozy cabin with direct atv/snowmobile trail access
10.0 out of 10, Exceptional, (18)
"This is our second year staying at the cabin during the Thanksgiving holiday. It was just as great a stay as last year. We enjoy how open but cozy it is, the charm of the knotty pine and being close to our family. There is everything you need including for cooking. The gas stove was plenty warm for us, but there are other heaters in the bedroom and bathroom if you need it super toasty. Heidi is a great host making sure we had everything and always available if any questions. It snowed while we...
Cozy cabin with direct atv/snowmobile trail access
Interior
Rustic intown country apartment on the Moosehead trail
9.6 out of 10, Exceptional, (31)
"The owner was very friendly and accommodating. The space she offered was very clean and thoughtfully appointed with all the dishes, cookware, towels and other things one might need. I would stay here again."
The price is NZ$195
includes taxes & fees
29 May - 30 May
Rustic intown country apartment on the Moosehead trail
High chair, cookware/dishes/utensils
Elegant Newport Cabin w/ Porch & Lake Access
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful location and we loved our stay. Had some issues with the well water but owner was very responsive and it will be corrected. The home was cozy and warm and we will be back !!! Thank you Ben and Lisa"
Elegant Newport Cabin w/ Porch & Lake Access
Marina
Lake front cabin Direct access to Snowmobile Trails. Hiking & Local shops!
10.0 out of 10, Exceptional, (6)
"We stayed at Ron's place for a 4 day weekend of ATVing in the area. His cabin was immaculate. The location was super quiet. He was very easy to communicate with and accommodating. The view of the pond was stunning and spending some time on the dock after our rides quite relaxing. We will definitely be back again and would recommend his spot to anyone."
The price is NZ$828
includes taxes & fees
24 Jun - 25 Jun
Lake front cabin Direct access to Snowmobile Trails. Hiking & Local shops!
Property grounds
Wicked Cute Cabin along the Piscataquis River
10.0 out of 10, Exceptional, (2)
"They aren’t kidding when they say it’s wicked cute, because it is! I had booked this place on accident thinking I had chosen a different property (silly mistake) and it ended up being quite the happy accident! It’s right along a river, and super quiet. The owners are super friendly and accommodating and the cabin is just perfect. We are absolutely looking to come back during the summer months!"
The price is NZ$402
includes taxes & fees
29 May - 30 May
Wicked Cute Cabin along the Piscataquis River
Exterior
Tree-Lined Glenburn Vacation Rental w/ Fire Pit!
Tree-Lined Glenburn Vacation Rental w/ Fire Pit!
Property grounds
Gorgeous Yr-Round Lake House w/2 Master BRs & Loft
10.0 out of 10, Exceptional, (13)
"All around great stay!!!!"
Gorgeous Yr-Round Lake House w/2 Master BRs & Loft
Fridge, microwave, stovetop, dishwasher
Waterfront Sebec Lake Home w/ Yard + Fire Pit
10.0 out of 10, Exceptional, (4)
"Property was just as described in the listing. Thanks!"
Waterfront Sebec Lake Home w/ Yard + Fire Pit
Property grounds
Central Maine Waterfront
9.6 out of 10, Exceptional, (4)
"Great place went hunting Dailey Clean quiet. Washer and dryer is a big plus for 2 guys hunting."
Central Maine Waterfront
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See all available properties in Dexter
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.

Other types of properties in Dexter you may be interested in

Front of property
Taylor Edes Inn
3.0 star property
9.6 out of 10, Exceptional, (240)
"We picked the room with a king bed, but could have chosen the room with the queen and a porch. Sleep was comfy cozy. Shower was great! A little pool, hot tub, fire pit and bluetooth wifi to the tv was a great bonus. We were able to pull up with our trailer and side by side...Trails were a short ride the down the road. The owner Dave was helpful and kind. "
The price is NZ$229
includes taxes & fees
29 May - 30 May
Taylor Edes Inn
Front of property - evening/night
Brewster Inn
3.5 star property
9.0 out of 10, Wonderful, (57)
"It was very comfortable, you get greet by the owners and they take pride of their place and their service. Very quiet I was able to work their wi-fi service is very good, and I was able to rest too. If I go again to that area I will definitely stay there again."
The price is NZ$296
includes taxes & fees
2 Jun - 3 Jun
Brewster Inn
Interior
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
Rustic, lakefront cabin with floating dock, firepit & fireplace - dog-friendly
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dexter holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dexter. 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 Dexter. 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 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 holiday 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 Dexter short-term rentals, that won’t be hard to do.

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?

New, stunning 3-bedroom, 5 acre home! Direct access to snowmobile & ATV trails: This holiday home rental outside of Dexter is located near skiing, and offers a selection of games, laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Dexter?

With 4 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.

Recent reviews of Dexter properties
Expedia verified reviews