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, 224 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, 19 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, 139 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

Top guest favorite
A cozy camp is surrounded by tall trees, showcasing a classic A-frame roof and a porch with seating. The white exterior is complemented by green trim, while areas of orange pine needles cover the ground. The setting reflects a serene, natural atmosphere.
Cottage in Brownville
4.98 out of 5 average rating, 116 reviews

Perfect Lakeside Getaway!

The perfect lakeside getaway spot with beautiful views. It is renovated with an old time cozy camp feel, with modern conveniences. This pet friendly camp is across the street from Schoodic Lake. The cozy camp sleeps 5-6 comfortably with on-site parking for three. The camp is located on ITS 111 trails for snowmobiling and ATVing. Hunting, fishing and hiking destinations include, Baxter State Park, Gulf Hagas, and Katadin Iron Works. Water access at Knights Landing just a short distance away.

Top guest favorite
A spacious yard is surrounded by lush greenery, featuring maintained landscaping with flowering shrubs. A fire pit area is located on the lawn, accompanied by several chairs. The home and detached garage are visible in the background against a clear blue sky.
Home in Greenville
4.97 out of 5 average rating, 33 reviews

Charming home, yard, pond, near town. King bed.

Located in Greenville Maine, the gateway to legendary Moosehead Lake is "Hidden Pond". This charming & well-appointed home has a primary bedroom with king bed, tiled walk-in shower, closet, 2 dressers & smart TV. Loft has a queen, 2 twins & dresser. Convenient snowmobile/ATV trail access, short walk to restaurants, shops & lake. The huge yard is perfect for lawn games, has a picnic table, 2 fire pits & a deck overlooking a hidden pond. Driveway has plenty of room for vehicles, trailers & toys!

Top guest favorite
A wooden dock extends into the calm waters of Big Indian Lake, surrounded by lush greenery. The shoreline features a mix of rocks and grass, offering a natural setting with expansive views of the lake and distant tree-lined landscape under a clear blue sky.
Home in Saint Albans City
5 out of 5 average rating, 39 reviews

Lakefront Retreat

Relax with the whole family or friends at this peaceful house tucked away in Saint Albans and enjoy the beautiful views of Big Indian Lake. Our home has 3 bedrooms, 1 bath, enclosed porch and finished daylight basement. Experience all that Big Indian has to offer! Take advantage of our private dock this summer - launch your boat at the public boat landing, take the kayak or paddle board out to explore the lake. This snowy retreat is perfect for ice fishing and snowmobiling all winter long!

Guest favorite
A view of Tracy Pond is framed by the cottage's window. Lush trees with vibrant autumn foliage border the serene water's edge, reflecting a peaceful landscape. The clear sky above enhances the natural beauty of the secluded environment.
Cottage in Hermon
4.91 out of 5 average rating, 141 reviews

Lakefront Cottage on Tracy Pond

Lakefront cottage on 47 acre Tracy pond. The pond has no public access so it is quiet with only my home and another Air BnB on site. You share the backyard with my home. Loons, eagle, deer, otter and beaver are around. It has a fully equipped kitchen, deck and gas grill along with a stone firepit. Minutes to Bangor airport and downtown and one hour to Acadia National Park. You can swim and boat on the pond with kayaks and a canoe provided. Pets welcome but keep on leash and clean up after.

Guest favorite
Cabin in Skowhegan
4.82 out of 5 average rating, 441 reviews

The Cabin -Skowhegan

Main floor has living area, kitchen and dining area, 1 queen bed, with a daybed and trundler. Loft has 2 twin beds. The couch could be used as a bed, full bathroom. Has no kitchen sink but has a kitchen area with microwave, large air fry oven, fridge/freezer, toaster and coffee maker, iron/board. Also has TV, DVD/Blue ray player, Gas BBQ (May to November 1st.), as well as a picnic table, out door fire pit. For guest who are traveling by plane, towels are provided, upon request.

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, 36 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
A serene lakeside view showcases a colorful sunset reflected on calm waters. Trees line the shore, creating a peaceful atmosphere amidst vibrant shades of orange and pink in the sky, with lush greenery enhancing the natural setting.
Cottage in Hermon
4.9 out of 5 average rating, 138 reviews

Modern RV on Tracy Pond

Peaceful, spacious RV parked in a wooded setting on Tracy Pond. You have all the comforts of home plus a beautiful setting in this 30 foot trailer. Full kitchen, comfy theater seating with a great WiFi connection. You can fish in the lake, or use the kayaks to watch the eagles soar and otters play. You have a fire pit and large picnic table to enjoy the outdoors. Only 15 minutes to downtown Bangor and the airport. One hour to Acadia National Park.

Guest favorite
A cozy lake house is set against a backdrop of trees and green grass, with a private beach area featuring colorful Adirondack chairs arranged around a picnic table. The calm lake reflects the structure and surrounding nature during sunset.
Cottage in Dexter
4.92 out of 5 average rating, 26 reviews

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.

Popular amenities for Dexter vacation rentals

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