Vacation rentals in Charleston

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

Cottage That Overlooks The Field

Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

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

NEW MaineStay near Bangor Airport & Acadia Park

Just 5 minutes from the airport and minutes from many Bangor favorites and a fun drive to the beautiful Acadia National Park - this town house has it all! Featuring a Maine inspired reading corner, 3 smart TVs, board games, and many personal touches this is the perfect sanctuary after a long day. A fully stocked coffee bar with everything you need to make the perfect cup of coffee to sip on your private back patio. We have a washer & dryer, cooler, beach towels, chairs, so on in the basement!

Cozy Rural A-Frame in the Middle of Maine.

Get away from it all when you stay under the stars. This chalet is right on the ITS trail, nestled in the middle of a small lightly wooded lot in a rural setting. Enjoy the fire pit, bring your snowmobiles, bikes and trailers. The space is cozy with a 55" TV and small kitchen to prepare your meals. The bedroom is in the loft with catwalk opening up to a balcony. Enjoy access to year round outdoor activities as you are nearby Katahdin Iron Works/Jo Mary region and near Sebec and Schoodic lakes

Lakehouse 4 season getaway with rail trail access!

You'll love this comfortable retreat on peaceful Lake Wassookeag, and Dexter's small-town charm. Winter, bring snowmobile, XC-ski, or ice-fishing skills; come spring and summer, swim, kayak or paddleboard, from the back yard. The Newport/Dover Rail Trail ("4 season adventure trail") is accessed from the lower yard, great for walking, cycling, snowmobiling, XC Ski, ATV. Come explore "The Heart of Maine", Dexter is only 25 minutes from Route 95, and a gateway to Moosehead, Katahdin, Acadia.

Tranquil Cove on Sebec Lake

Get back to the best things about life! Relax in our quiet cove. Our quaint home is tucked away in a wooded corner on Lake Sebec. We invite you to explore the lake and land. Go for walks, swim, kayak, boat, hike, or hang back and read, play games, make a meal with friends, or work, if you must. Warm up by the indoor fireplace after a nearby hike on a brisket autumn eve or roast marshmallows on the outdoor fire pit. Sit down by the lake and take in the life that surrounds you.

Trailside Cabin In Perfect Location!

Trailside cabin with lots of opportunity! Hiking, Hunting, Fishing, Swimming, and ATV/Snowmobile trail runs right through property. Moosehead Lake, Greenville, The Forks, Bingham, The Windmills all close by. The Appalachian Trail borders the property. Hike Borestone Mtn, Barren Mtn, Big Squaw, or the AT. Town beach is also close by for swimming in Lake Hebron. Park your truck and ride your ATV/Snowmobile to several restaurants, gas stations, grocery stores, lakes, and mountains.

Upta Camp

Take it easy at this unique and tranquil getaway. Take a hike down one of the trails out back, or swim in the cool clear water of the spring fed pond off the back porch. Cozy up during a storm by the fire with a good book, or wet a line on a clear morning off the back steps and catch supper! It’s all in one comfy cabin property to get away from it all. Only a few miles to Dover-Foxcroft, or Sebec Lake. Far enough away to get away, but close enough to the amenities and sights.

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

1890 River Barn

Perched above the Piscataquis River, this historic barn was beautifully renovated into a rustic luxury retreat. Two full stories plus a loft, with relaxing river views on all levels. Gourmet kitchen/dining area with a fireplace & a cozy yet spacious lounge upstairs. Enjoy the garden and patio overlooking the river or unwind in the luxurious copper soaking tub in the loft. Designed for a couple & perfect for romantic getaways, yet comfortable to sleep up to 4 guests.

Cute Country Cabin

Cute Country Cabin in the Heart of Maine! Almost new Hillview Acadia Cabin. Near several local lakes. Large public wildlife area up the road. Big buck country! Hunting, fishing, hiking near by. Four wheeler, and sled trails near by. Maybe you just like to relax. Enjoy the temperature controlled inside space or sit by the fire pit outside. Come relax with us!. 30 miles or less to Bangor, Orono, Dover, and Newport. 60 miles to Acadia or Moosehead