Vacation rentals in Dexter

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Cottage That Overlooks The Field

Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Winterport Evergreen Farm - Guest House

Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen

Cozy Cabin on the Water in Central Maine with WiFi

Cozy traditional cabin on Ripley Pond right in the middle of Maine. If you are looking for a party scene, this is NOT it. Here you can swim, fish (bass!), paddle, relax by the fire pit or in a hammock or curl up with a good book on the deck or in front of the pretty stone gas fireplace. Fully equipped kitchen makes life easy with gas stove, fridge, microwave and dishwasher. There is a washer and dryer in the bathroom. First floor bedroom sleeps 2, and the loft has 2 futons plus a work space.

Cozy Bungalow

Only 25 minutes to Bangor medical facilities We added a cozy addition to our garage for guests to share our water front property. Your own private dock and small beach area Plenty of parking for your Utv or snowmobiles The Rail Trail is at the end of our driveway WiFi BBQ grill Washer and dryer Full-size fridge with freezer Picnic table Kayaks There is no stove to cook on inside, I am trying to avoid food smells inside. There is a new gas grill with side burner for outside cooking

Rustic Country Apartment on The Moosehead Trail.

We recently acquired the house we live in which has an efficiency apartment in the back. It is cozy and private. The house is old and unique. It was previously a long term rental. We wanted to provide a restful space in the heart of Maine Highlands, the crossroads of Central Maine. We enjoy the scenic area with beautiful lakes rivers, multiuse trail systems and trail head of the 100 mile wilderness of the Appalachian Trail, Moosehead lake, Maine's largest lake, and State Parks.

Field of Dreams Tiny Home

Cozy Tiny Home with Stunning Views Escape the hustle and bustle in this charming tiny home with serene field views. Enjoy the tranquility of nature while still being conveniently located just minutes from Bangor's airport and town center. Relax and unwind in the private Jacuzzi with stunning views of the endless field or gather around the fire pit for a cozy evening under the stars. The projector screen offers endless entertainment options, perfect for movie nights or gaming.

The Belle Air

Bring the whole family to this great place with lots of room for fun. Views of Wassookeag Lake. Walking distance to the public beach and boat landing. Close to ITS 85 trails for ATV's. Walking distance to downtown and Main street shops. Enjoy a sunset on the back porch and a sunrise from the enclosed front porch. Local public golf course less than one mile away. Come relax close to parks restaurants and the great outdoors! 20 minutes from Newport and 1 hour from Greenville.

Rail Trail Retreat

Enjoy direct access to the Newport/Dover-Foxcroft Rail Trail from our backyard. Not a rider, enjoy the relaxing cottage feel of our home or venture less than a mile to our “Heart of Maine” small town. Enjoy shops, great eateries and quick lake access for those boaters at the public boat launch. With two bedrooms equipped with queen beds, we also offer extra space in the living room with a daybed & trundle. This home had a complete overhaul in 2022-2023 and is brand new!

Forest Cabin with Wall of Windows

Escape to our newly built 850 sq ft cabin in Midcoast Maine, a peaceful retreat nestled in a 30-acre forest. Perfect for up to 6 guests, this unique space features a stunning wall of windows with forest views, just a short drive from charming coastal towns and scenic parks. Wake up to the gentle morning sun cresting over the trees, relax and breathe deeper under a star-filled sky, and witness what all four seasons have to offer. Your serene getaway awaits!

Relaxing Lakefront Getaway!!!

This 3 bedroom lake house is situated on a SPECTACULAR lakefront lot on Big Lake Wassookeag with a private 132 foot sandy beach with easy water entry. This property was one of the original Dexter Shoe Company camps. Come sit on the deck or down by the beach, enjoy all the waterfront activities, have a campfire while watching incredible sunsets and listening to the loons. You won't want to leave... Just minutes from downtown Dexter.