Vacation rentals in Charleston

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Top-rated vacation rentals in Charleston

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Guest favorite

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

4.95 out of 5 average rating, 202 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

Superhost

The A-frame chalet features a green metal roof and a wooden exterior, set amidst lush greenery. A small balcony with flower pots is visible on the upper level, while a vintage vehicle is parked nearby on the grass.

Tiny home in Atkinson

4.94 out of 5 average rating, 141 reviews

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

Top guest favorite

An entrance door is framed by textured gray shingles, featuring a simple wooden sign labeled 'Guests'. A decorative potted plant with vibrant flowers adds a touch of color, positioned on a gravel pathway.

Apartment in Milford

4.98 out of 5 average rating, 121 reviews

Cozy 2 Bedroom Apartment

Quiet, cozy apartment on a peaceful side street, minutes away from the University of Maine's flagship Orono campus. Located a short distance from the Bangor Waterfront concerts. Great launching pad for day trips to Acadia National Park or hiking and fishing in Baxter State Park, both within 1.5 hour drive. Close to hundreds of miles of ATV and snowmobiling trails. Apartment is recently renovated and directly connected to host family home, with comfortable accommodations for up to 5 guests

Superhost

The entrance to the unit features a black front door framed by two windows. The door has glass panes that reflect the surrounding outdoor light. A small porch area with outdoor items is visible to the side, set against the rich red siding of the building.

Apartment in Orono

4.74 out of 5 average rating, 401 reviews

Orono art/yoga studio with upstairs loft bedroom

Outskirts of Orono, space has an upstairs sleeping loft, with a low-ish ceiling and very comfy bed. The bathroom has a shower, the kitchen has a hot plate, microwave/convection, ‘fridge, and there is a large main room downstairs. Windows everywhere, and an AC unit in summer. Less than 20 minutes walk to restaurants, Ampersand’s grocery, and hiking. UMaine is our chief attraction but we are 20 min drive from the Bangor Waterfront. Arrive at 3 pm and leave at 10 am, but we are flexible.

Top guest favorite

A stylish bedroom features a spacious bed with intricate bedding, complemented by a decorative tapestry and an oil painting on the wall. Soft lighting from bedside lamps adds warmth, while a ceiling fan provides airflow in the inviting atmosphere.

Apartment in Old Town

4.95 out of 5 average rating, 100 reviews

The Sovereign Suite - Cozy/Convenient/Home Theater

Relax in this rural yet convenient apartment with easy access to Old Town and just a couple miles from I-95. Find comfort in a stylish bedroom or enjoy a premium home theater experience with a 77inch 4k HDR TV and surround sound. Well stocked kitchen and complimentary coffee and tea is included. New steam washer/dryer are available for your use as well as high-speed Wi-Fi. An office space is available for those that work from home. Quiet area with much wildlife to enjoy around the house!

Top guest favorite

A serene lakeside home is depicted, surrounded by lush greenery and set against a dramatic sky. The house features multiple levels, with expansive windows offering views of the water. Nearby, kayaks are docked, suggesting opportunities for outdoor recreation.

Home in Southeast Piscataquis

5 out of 5 average rating, 6 reviews

Dockside Delight; Maine Lakeside Retreat

Modern luxury meets serene lakeside living on Boyd Lake, Maine. Step out of your bedroom onto a second-story deck, which boasts stunning views of the lake. Downstairs, soak up the views from your enclosed porch, where expansive windows frame the lake for the masterpiece that it is. Relax with a book on your private dock. Enjoy the kayaks & firepit. Take a day trip to Bar Harbor. Whether your seeking a romantic escape or family fun, this home will deliver the ultimate "Maine" experience.

Guest favorite

Aerial view of a serene lake surrounded by lush greenery, with boats gently resting on the water. A sandy shoreline sits dotted with trees, providing a natural barrier. The calm lake reflects the clear blue sky, contributing to the tranquil atmosphere.

Cabin in Hudson

4.9 out of 5 average rating, 115 reviews

Waterfront| Fire pit| Deck|Kayaks

Come and make lifelong memories at The Eagles Nest on Beautiful Pushaw Lake! Newly renovated loft provides a unique camping like experience for children...or allows Adults to revisit their inner child. -Explore the lake with the one tandem and 2 child kayaks provided -Enjoy Barbecuing with our 4 burner grill on the outside deck just feet from the waters edge -Take a swim or relax with a good novel on the outside Hammock -Many family friendly nearby trails to hike and snowshoe

Guest favorite

A charming green cabin is nestled among trees, featuring a sloped roof and a small porch. Nearby, a propane tank and air conditioning unit are visible. Lush greenery and a simple gravel path surround the structure, creating a serene outdoor atmosphere.

Cabin in Atkinson

4.94 out of 5 average rating, 68 reviews

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.

Superhost

A modern chateau is situated amid a snowy landscape, with a sleek dark exterior and large windows. The surrounding forest is blanketed in snow, providing a serene and tranquil setting.

Cabin in Glenburn

4.85 out of 5 average rating, 34 reviews

Tall Pines Luxury Retreat W/Jacuzzi new build

Escape to our charming chateau tucked away in the forest. Wake up to the sounds of nature, enjoy a peaceful morning surrounded by towering trees, and unwind in your private jacuzzi after a day of exploring. Perfect for nature lovers seeking tranquility, with all the comforts of home. Your Maine forest getaway awaits! Tall Pines is a new construction, custom built with designer cabin chic vibes this space is an authentic Maine retreat and has everything you could need.

Guest favorite

The cabin's exterior features a rustic wooden facade, complemented by a metal roof. Surrounded by lush greenery, a spacious porch is visible, furnished with seating for relaxation. A gravel path leads to the entry, providing easy access to the outdoor space.

Cottage in Orneville

4.89 out of 5 average rating, 82 reviews

Cute and cozy rustic cabin close to the lake.

Please review the listing thoroughly before booking. Escape to our quaint and cozy rustic cabin nestled in the woods near Boyd Lake, Orneville, Maine. This off-the-grid retreat is perfect for nature lovers and adventure seekers looking to disconnect and unwind. Note: The cabin is not directly on the lake, but the public boat landing is a 15-minute walk away. Please check Boyd Lake's location relative to Bangor or Orono, Maine before confirming your reservation.

Top guest favorite

A charming red cottage is situated by the lake, framed by autumn leaves. The building features a welcoming entrance with a small porch and a window, surrounded by a lush green lawn and colorful foliage, creating a peaceful lakeside setting.

Cottage in Sebec

5 out of 5 average rating, 136 reviews

Cozy All-Season Cottage on Sebec Lake in Maine

My little red Lake Cottage is located on pristine Sebec Lake in Piscataquis County in the middle of Maine. Small and cozy with combined kitchen + dining room , 2 bedrooms, sitting room, bathroom and deck overlooking the lake. Enjoy the beautiful sunsets and lake wildlife - and it is only about 15 minutes from Dover-Foxcroft with various shops and quaint eateries. I am only 30 minutes away and will be available if you have any questions!

Guest favorite

The kitchen features light-colored cabinetry and a large island with seating for four. A spiral staircase is visible, leading to the upper levels. Natural light is provided by windows above the sink and in the dining area, which includes a wooden table and chairs.

Apartment in Pittsfield

4.89 out of 5 average rating, 102 reviews

Loft Retreat

Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full deck complete with a small fire pit is available in the warmer months. Your getaway awaits!