Vacation rentals in Dexter

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Top-rated vacation rentals in Dexter

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Top guest favorite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.95 out of 5 average rating, 222 reviews

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

Top guest favorite
The cottage door welcomes visitors with a polished wooden sign that reads 'THE COTTAGE.' Sunlight filters through the glass panel, revealing glimpses of the kitchen interior, where natural light brightens the space and highlights green plants on the windowsill.
Guesthouse in Corinna
5 out of 5 average rating, 18 reviews

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.

Top guest favorite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 136 reviews

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

Guest favorite
A historic covered bridge is depicted, nestled in a snowy landscape. Tall trees with bare branches frame the image, while a gentle river flows beneath the bridge, partially frozen. The bright blue sky enhances the serene winter scene.
Apartment in Sangerville
4.84 out of 5 average rating, 195 reviews

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.

Top guest favorite
A rustic wooden sign welcomes visitors at the entrance, featuring carved letters. The scenic property is framed by greenery, with a spacious gravel area and a large wooden garage on the left. The lodge building stands in the background, surrounded by trees and open sky.
Cabin in Milo
4.96 out of 5 average rating, 166 reviews

Maine Lodge & Cabin getaway

Muk-Bog Lodge is settled on 30 acres of Maine woods and surrounded by more than 100 acres of preserved Maine woodlands. Located on a private drive several hundred yards from the main roadway, this Lodge offers you privacy while still being within 10 minutes of downtown Milo. The Lodge also offers a 30x40 garage for storage or parking while renting. There is also a 12x14 mudroom at the entrance for more storage and a open 12x12 back deck overlooking the firepit and back lawn area.

Top guest favorite
A serene lakefront scene features calm water reflecting the blue sky and clouds. A private dock extends into the lake, with a grassy area leading to two colorful kayaks and seating arranged on a patio. Nearby trees provide natural shade, enhancing the tranquil setting.
Cabin in Stetson
4.97 out of 5 average rating, 87 reviews

Peaceful 4 season lake house - Pleasant Lake Camp

Located on Pleasant Lake, 20 miles west of Bangor, our 4-season, comfortable lakefront camp is the perfect getaway for your family or group. The house comfortably sleeps 6, but we also accommodate up to 8 total guests, plus your pup(s)! Enjoy kayaking and swimming in the lake in the summer, and ice fishing in the winter. You'll have a private dock if you choose to bring your boat and plenty of parking. We also provide lightning fast WiFi via Starlink, which is rare for the area!

Top guest favorite
A charming green cabin is nestled among trees, featuring a sloped roof and a small porch. Nearby, a propane tank and air conditioning unit are visible. Lush greenery and a simple gravel path surround the structure, creating a serene outdoor atmosphere.
Cabin in Atkinson
4.95 out of 5 average rating, 92 reviews

Upta Camp

Take it easy at this unique and tranquil getaway. Take a hike down one of the trails out back, or swim in the cool clear water of the spring fed pond off the back porch. Cozy up during a storm by the fire with a good book, or wet a line on a clear morning off the back steps and catch supper! It’s all in one comfy cabin property to get away from it all. Only a few miles to Dover-Foxcroft, or Sebec Lake. Far enough away to get away, but close enough to the amenities and sights.

Top guest favorite
A charming two-story home features a light exterior with black shutters. A well-maintained lawn slopes gently in the foreground. Two small steps lead to the front door, flanked by decorative items. Large windows offer ample natural light, while nearby greenery enhances the overall appeal.
Home in Dexter
4.87 out of 5 average rating, 47 reviews

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.

Top guest favorite
A cozy bedroom features a queen bed with white linens, flanked by two nightstands holding lamps. A window allows natural light to enter, showing views of surrounding greenery. Pine wood paneling and a ceiling fan complete the tranquil, modern design.
Home in Dexter
5 out of 5 average rating, 35 reviews

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!

Guest favorite
The exterior of a white, two-story house is shown, surrounded by well-maintained greenery and tall trees. A gravel driveway leads to the entrance, with large windows allowing natural light to fill the living spaces.
Guest suite in Dover-Foxcroft
5 out of 5 average rating, 10 reviews

Main Travelers Place

Enjoy a peaceful retreat in this charming second-floor apartment, conveniently located in the heart of Dover-Foxcroft. With a separate entrance for your privacy, this cozy space offers a perfect blend of comfort and convenience. Just a short walk from the local hospital, this apartment is ideal for healthcare professionals or visitors seeking easy access to medical facilities. Explore the town's charming shops, restaurants, and parks, all within walking distance.

Guest favorite
The kitchen features light-colored cabinetry and a large island with seating for four. A spiral staircase is visible, leading to the upper levels. Natural light is provided by windows above the sink and in the dining area, which includes a wooden table and chairs.
Apartment in Pittsfield
4.89 out of 5 average rating, 117 reviews

Loft Retreat

Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full deck complete with a small fire pit is available in the warmer months. Your getaway awaits!

Guest favorite
The kitchen features modern gray cabinetry and a spacious countertop. A set of four black bar stools is positioned in front of the counter. Stainless steel appliances, including a microwave and oven, are integrated into the design, while natural light flows in from a nearby window.
Apartment in Dover-Foxcroft
4.87 out of 5 average rating, 52 reviews

In Town Loft/Apartment

Comfortable in town apartment located on the second floor of a professional building. It's a stand alone building with no other adjacent apartment units. Recently updated with a modern style, and conveniently located in the center of town, with walking proximity to 2 coffee houses/cafes, 2 restaurants/pubs, grocery store, bank, and theater. A perfect spot for a short visit to the area!

Popular amenities for Dexter vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot County
  5. Dexter