Holiday rentals in Jackson

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Top-rated holiday rentals in Jackson

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Top guest favourite
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
5.0 out of 5 average rating, 163 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 favourite
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
4.94 out of 5 average rating, 241 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 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, 274 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
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, 212 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
4.98 out of 5 average rating, 40 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
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.
Flat in Unity
4.98 out of 5 average rating, 105 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 favourite
Home in Swanville
5.0 out of 5 average rating, 18 reviews

The Swan Lake House - Lakefront-Private Beach

Location, location, location! Welcome to our home on Swan Lake. This 5 acre property is located at the end of a private paved driveway and situated on over 300’ of waterfront. Enjoy soaking up the sun or a meal on the large wrap around deck. Catch a fish or jump off the dock, or just wade in from the beach if that’s what you prefer. Paddle around the lake on the paddle boards, kayaks or canoe. Toast marshmallows at the fire pit, take in the sunset, or just relax, you’re on lake time!

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
5.0 out of 5 average rating, 42 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!

Guest favourite
A bright kitchen features an open layout with wooden beams overhead. Bar stools surround an island, while a dining table sits beside it. Countertops are spacious, complemented by modern appliances and neatly arranged decor items, creating a functional and inviting cooking area.
Home in Swanville
4.89 out of 5 average rating, 19 reviews

Timber Tide Retreat - Just 15 Minutes to Belfast!

Looking for a luxury home nestled amongst the trees? Look no further than Timber Tide Retreat! This spacious home has been lovingly renovated, keeping the original layout which prioritizes gathering spaces and has plenty of space for people to recharge alone. Truly the best of both worlds! Located just 15 minutes from Belfast, this home is close to Swan Lake and is a great jumping off point for all your midcoast Maine adventures. Come book today to enjoy the summer in Maine!

Top guest favourite
Cabin in Brooks
4.94 out of 5 average rating, 93 reviews

Cozy Lakefront Cabin * CampChamp

Retreat. Rest. Rejuvenate. Welcome to Camp Champ Tucked away in the heart of Maine’s natural beauty, Camp Champ is a lovingly curated cabin perched right on the edge of a pristine lake. Whether you're craving summer swims and canoe adventures or winter wonderland vibes with snowshoes and hot drinks by the fire, Camp Champ is the kind of place where you lose track of time—in the best way. A place to disconnect from the busy and reconnect with nature, each other, and yourself.

Top guest favourite
A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.
Cottage in Belfast
4.99 out of 5 average rating, 174 reviews

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).

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, 159 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.

Popular amenities for Jackson holiday rentals