Holiday houses in Jackson

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Top-rated holiday rentals in Jackson

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

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Top Guest favourite
A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.
Home in Northport
4.98 out of 5 average rating, 250 reviews

Cute Midcoast Cottage w Hot Tub

Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Top Guest favourite
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, 115 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 favourite
The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.
Cottage in Belfast
4.98 out of 5 average rating, 201 reviews

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Top Guest favourite
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, 32 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 favourite
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 favourite
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, 254 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.

Superhost
Cabin in Glenburn
4.78 out of 5 average rating, 117 reviews

Acadia Pines Cabin w/HotTub 10min2Downtown

Welcome to Acadia Pines Retreat, where the whispering pines and peaceful forest trails set the tone for your perfect Maine escape. Nestled just a short drive from Acadia National Park and the coast, this charming retreat offers the serenity of the woods with the comforts of home. * Peaceful, secluded location *Private hot spa jacuzzi to soak in after a day of hiking *Outdoor seating and stargazing spots 📍 Centrally located for day trips, lobster shacks, and scenic drives

Top Guest favourite
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, 43 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 favourite
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 favourite
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, 145 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.

Top Guest favourite
Cabin in Jackson
4.99 out of 5 average rating, 204 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 favourite
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 holiday rentals

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