
Vacation rentals in Jackson
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Top-rated vacation rentals in Jackson
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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
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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
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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.
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The Heron's Nest Cozy apartment in the woods.
If you like to fall asleep to the call of the barred owl, this is the place for you. This newly constructed apartment is nestled in a lovely, quiet 70 acre parcel, surrounded by nature, wildlife, gardens, trees and wetlands. Landlord also lives in detached house on property. 1 bedroom, 1 bath, 2nd floor fully furnished apartment. ~900 sq ft. 1 stall in garage available for use. New construction and appliances. Rinnai heating system. Wi-fi. Come see why, I say there is ‘no place like home.’
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Waterfront Tipi Glamping // Phoenix Landing
Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.
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The Cabin of Troy
Retreat and relax in this off-grid, hand built cabin in the quiet town of Troy, Maine. Enjoy the perfect combination of open field and forest along with direct access to a vast trail network perfect for biking or hiking. With beautiful views and no light pollution, this cabin is the ideal place to enjoy the natural beauty of Maine's great outdoors. Located midway between Portland and Bar Harbor and only 25 minutes to Belfast. Make this your gateway to Maine's midcoast.
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Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).
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Secluded Retreat w/ Luxe Hot Tub & Forest Views
Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.
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BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
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Mason Hill Cabin
This quiet, rustic 3 season camp offers views of distant hills and Mt Katahdin on clear days. Open fields surround the cabin with 2 resident horses. Great location, 4 miles from Brooks(great health food store), 14 miles to Belfast(coast), and 25 miles to Bangor, 2 hours from Bar Harbor. Fresh farm eggs from resident ladies for breakfast are provuded. Please note GPS will NOT get you here. Host will come and lead you to the cabin or you can call for directions.
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Forest Cabin w/ Stunning 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 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!
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Modern Home on Working Farm
Modern duplex built recently across the street from a small berry and vegetable farm. This fully furnished home has a large deck with a great view. It is located 2.5 miles from Freedom village and the Lost Kitchen restaurant. It is also 8 miles from Unity College, and the Common Ground Fair fairgrounds. This single story building has a ramp, but it is slightly steeper then current standards. The inside is also laid out for wheelchair access.
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Popular amenities for Jackson vacation rentals
Other great vacation rentals in Jackson

The Cabin at Lawson Woods
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Acadia Retreat W/hot tub 10 min to downtown Bangor
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The Swan Lake House - Lakefront-Private Beach
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Lake life
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Small cabin with 5 acres near Bangor & Acadia.
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Birch Cottage · Just You & Quantabacook Lake
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The Beach Bum | Modern Cabin on the Sand
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Modern Cabin on Crie Hill
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Destinations to explore
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- Acadia National Park
- Acadia National Park Pond
- The Camden Snow Bowl
- University of Maine
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Belgrade Lakes Golf Club
- Echo Lake Beach





