Holiday rentals in Jackson

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

Location · Family · TV

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

Family · Value · Kitchen

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.

Value · Location · Parks

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 scenic 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!

Family · Value · Laundry

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.’

Location · Value · Indoor spaces

Dickey's Bluff Lakeside Cottage

Dickey's Bluff boasts an impressive view. The cottage's vaulted ceiling adds an airy feeling and the curved wall and large windows provide a panoramic scene of Swan Lake. Indirect lighting at night creates a cozy atmosphere. Whether eating at the table or relaxing in a chair you won't tire of watching the lake's activity. Swim, canoe, paddle a kayak, gaze at the wildlife. Bring your gear for fishing. There is a swim raft and dock at your disposal, and the town boat launch is very near by.

Value · Family · Heating

Historic Stephenson Farm on 35 acre Mason Pond

This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.

Location · Value · Indoor spaces

4bed Full House on Private Dr. w/ Large Yard

Convenience meets privacy at the Hemlock House, located just one mile from down town Belfast. This property is perfect for families and friends looking for at "at home" feel. Hemlock House offers a large yard complete with front & back decks, patio dining and outdoor firepit. Ideal for kids, pets and groups of friends with plenty of space for all. Free laundry; free private parking for 6-8 vehicles. New electric stove, new refrigerator, new washer & dryer. Sea, Sleep, Stay with us.

Location · Value · Indoor spaces

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!

Family · Location · Cleanliness

Forest Cabin w/ Stunning Wall of Windows

Welcome to Nadair Maine, a 30-acre forest sanctuary. Nestled here is Sunrise Cabin—a peaceful 850 sq ft retreat for 6 where simplicity & beauty live side by side. A wall of windows frames the forest in every season — from snow-dusted pines in winter to the brilliant colors of fall. Fully equipped, cook in the full kitchen, unwind on the porch, or cozy up by the wood stove. Enjoy the fire pit under the stars, or a short drive to coastal adventures. Book your serene Maine escape today!

Family · Location · Decor

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).

Family · Location · Laundry

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.

Value · Family · Accuracy