Vacation rentals in Jackson

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Top-rated vacation rentals in Jackson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A comfortable living space is complemented by large windows offering expansive views of the surrounding countryside. A gas fireplace adds warmth, and a ceiling fan provides airflow. The seating includes a leather chair and a sofa adorned with decorative pillows, set over a soft area rug.
Guesthouse in Winterport
5 out of 5 average rating, 116 reviews

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

Top guest favorite
A charming cabin is surrounded by a landscaped garden, featuring a stone border and various plants, including flowers and greenery. The entrance is marked by a yellow door, and seating areas are positioned nearby, creating a tranquil atmosphere in a forested setting.
Tiny home in Monroe
4.97 out of 5 average rating, 33 reviews

The Cabin at Lawson Woods

Reconnect with nature at this unforgettable escape. The cabin is tucked into the forest in Mid Coast Maine offering a cozy retreat for a single looking to get away and unwind or an intimate couple who wants to retreat into the woods to connect. Completely independent of the main home, The cabin at Lawson Woods is a haven for the nature lover or anyone looking to get away from it all. Stay connected with wifi , chill with your favorite series, or take a walk out back to completely unwind.

Top guest favorite
Vibrant gardens filled with blooming yellow irises and pink flowers are set against a backdrop of lush green trees. A cozy brown house is partially visible, surrounded by the rich greenery of the lawn and flower beds, inviting a serene outdoor environment.
Apartment in Unity
4.98 out of 5 average rating, 98 reviews

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.’

Top guest favorite
A well-maintained camper is positioned near a grassy area, with a large awning extending over a picnic table and seating. Several Adirondack chairs are arranged around a fire pit, offering a space for relaxation. Lush greenery and a clear sky provide a calming backdrop.
Camper/RV in Brooks
4.97 out of 5 average rating, 33 reviews

Safe Harbor Mini Farm

Come relax in rural Brooks. Enjoy a fire under the star filled sky and wake up to the sound of roosters crowing. The camper has all the amenities of home, but we are next door if anything else is needed. We have dogs, cats, goats, chickens and ducks! We are happy to show you the animals or you are welcome to just peacefully enjoy your stay! Brooks is 15 minutes from Belfast, 40 minutes from Camden and 45 minutes from Bangor. We have many suggestions of fun places to visit during your stay!!

Top guest favorite
A shaded outdoor seating area is positioned under a wooden overhang. Four green chairs and a coffee table create a relaxed atmosphere, complemented by a stack of firewood nearby. The entrance to the cabin features a white door with orange accents, inviting guests inside.
Home in Dixmont
5 out of 5 average rating, 34 reviews

Hillside Retreat

Relax and unwind at this peaceful place to stay. This cozy, cabin-themed 2 bedroom home sits on 55 acres of private land less than 30 minutes from the Maine coast. Enjoy viewing wildlife from the large windows while enjoying the warmth of the wood stove or exploring the half-mile mowed trail with hill views. This is a comfortable and centrally located property perfect for those that plan to enjoy both the ocean and central highlands of Maine. Hoping for a restful escape...here it is!

Top guest favorite
A spacious white tipi is nestled among trees, with a clear view of a quiet lake. A picnic table sits nearby, accompanied by a hammock stretched between two trees, inviting relaxation in this serene natural setting.
Tent in Brooks
4.92 out of 5 average rating, 255 reviews

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.

Top guest favorite
An outdoor dining area is featured with a sturdy table and chairs, shaded by a large umbrella. A grill is positioned nearby, with an expansive view of lush green hills and a clear blue sky stretching into the distance.
Home in Freedom
4.98 out of 5 average rating, 45 reviews

Halcyon Ridge

Halcyon Ridge is owned by Lynn & Chuck Hadyniak, who live nearby. Lynn & Chuck moved out of New Jersey years ago to get away from the hustle & bustle, & raise a family in peace. They love Freedom for its quiet & natural beauty, & would love to host people at Halcyon Ridge who also want to escape the noise. Stargazers will be delighted: low humidity, expansive view of the southeastern sky, & next to no light pollution, make for wonderful viewing. Rest. Relax. Recharge.

Top guest favorite
An off-grid, hand-built cabin features an orange exterior with multiple large windows that brighten the space. Solar panels are positioned in front, and a covered porch provides a welcoming entry. Surrounding greenery and trees enhance the tranquil setting of the property.
Cabin in Troy
5 out of 5 average rating, 61 reviews

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.

Top guest favorite
A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.
Home in Brooks
4.98 out of 5 average rating, 147 reviews

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.

Superhost
The exterior of a rustic cabin is showcased, featuring a red wooden facade with a steeply pitched roof. Large green-framed double doors provide entry, surrounded by lush greenery and blooming flowers. Two tall windows are visible above the doors, enhancing natural light.
Cabin in Monroe
4.85 out of 5 average rating, 13 reviews

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.

Top guest favorite
Cabin in Jackson
4.99 out of 5 average rating, 206 reviews

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 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!

Top guest favorite
An open living area features a dark futon sofa and a plush grey armchair. A kitchen with light wood cabinets and modern appliances is visible in the background. A framed landscape artwork adorns the wall above the kitchen counter, and light wood flooring runs throughout the space.
Guesthouse in Unity
4.98 out of 5 average rating, 249 reviews

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.

Popular amenities for Jackson vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Jackson