
Holiday houses in Dexter
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Top-rated holiday rentals in Dexter
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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

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.

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!

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!

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.

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.

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!

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.

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 holiday rentals
Other great holiday rentals in Dexter

Cozy, Sunny, Coastal • Spacious 2BR Near Downtown

Cozy Lakefront Cabin * CampChamp

*New Listing* Charming, Year Round Lake Front Camp

*Snowmobile/ATV access* Cozy home in Greenville

Cozy Retreat Near Lake-60mins to Acadia

Executive Cottages

Quiet Getaway on small pond on Private road

The Howland Hideout
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