Vacation rentals in Pittston

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Top-rated vacation rentals in Pittston

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Top guest favorite
A scenic view of a wide body of water reflects sunlight, surrounded by trees. The exterior of the home showcases a spacious deck, overlooking a lush green lawn. The interior features a vaulted wood ceiling and a game room with air hockey and tables. The deck is adorned with comfortable chairs.
Home in Gardiner
4.98 out of 5 average rating, 62 reviews

2 Acre Waterfront w/Canoes & Kayaks, Game Room

Relax at this beautiful retreat situated on 250 feet of private waterfront on Cobbossee Stream(don't let the word "stream" fool you as it's a wide & gorgeous body of water). Home has 2 bedrooms, 1.5 bathrooms, and sleeps 6 guests. Quiet, private property with limited view of any neighbors,. Enjoy the views sitting on the huge deck, or by either of the 2 fire pits. 3 kayaks & 2 canoes here for miles of exploring, including gorgeous Pleasant Pond. Wildlife galore, including bald eagles & loons!

Top guest favorite
The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.
Home in Georgetown
4.99 out of 5 average rating, 134 reviews

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Guest favorite
A large, rugged stone fireplace serves as a focal point in the living area, featuring a sturdy mantel decorated with candles and greenery. A wooden staircase curves next to the fireplace, leading to the upper level. A decorative plant is placed in front of the fireplace.
Home in Monmouth
4.91 out of 5 average rating, 80 reviews

Spacious Lakeside Comfort - Fall/Winter Wonderland

This spacious home is just steps from the shore of Anabessacook Lake. Here you will enjoy the comfort and luxury of a well-equipped house, surrounded by the best of what Maine has to offer. The Red Top House features an incredible stone fireplace, large screened porch, and stone patio with outdoor fire pit. Bedrooms are comfortable with water views. The kitchen is very well equipped for the whole family. Rental includes use of non-motorized boats and firewood. Ice fishing is steps away!

Top guest favorite
The exterior of the house features a brown wood facade with large triangular windows enhancing natural light. A wide deck is adorned with flower pots, surrounded by well-maintained greenery and a grassy lawn, creating a welcoming entrance.
Home in Pittston
4.99 out of 5 average rating, 165 reviews

Riverside

Overlooking Kennebec River, Riverside is a perfect setting. Open 365 days per year; 2BR, 1 BA, kitchen, DR/common area. Situates 4 comfortably, 6 with the use of couches, 8 with added use of floor mattresses. Renovated, open concept, our home is wheelchair accessible. We accept Service dogs and will consider family dogs and other pets on a case-by-case; please ask. Owners reside on property in separate building. Outdoor trail cameras and AOSU cams in use to monitor exterior of residence only.

Top guest favorite
Apartment in Augusta
4.95 out of 5 average rating, 21 reviews

Perfectly Located 1 Bedroom

Perfectly located in Augusta, walking distance to Hallowell. Step into this beautifully updated one bedroom apartment that blends modern finishes with cozy charm. Don't miss the stylish updates to this 100-year-old house. Features a plush queen bed and a pullout couch for an additional guest. Full bath , stylish kitchen, and a spacious living area including a 55 inch TV with streaming capability. The property is well maintained and managed by inhouse staff. Contact us with any questions.

Top guest favorite
A cozy living area features exposed brick walls complemented by wooden beams. Two comfortable chairs are positioned around a tufted ottoman, creating an inviting seating arrangement. Natural light floods in from large windows that offer views of the outdoor space and surrounding scenery.
Apartment in Hallowell
5 out of 5 average rating, 104 reviews

Spacious Downtown Hallowell River View Apartment

★ Spacious 1,600 Sq Ft ★ Downtown view on one side, River View on the other ★ King Bed, Queen Beds, and two high quality folding beds ★ Washer and Dryer ★ Private entrance on both river side and and downtown side ★ Private parking behind building ★ Wi-Fi High Speed Fiber Optic ★ 65" Roku TV ★ Close to the beautiful Vaughn Woods and Rail Trail ★ 5 minutes to Augusta ★ Centrally located and 1 hour to the coastal towns of Belfast, Camden, Rockland, or Portland Happy humans are welcome!

Top guest favorite
A studio apartment is illuminated by pendant lights, featuring a queen bed with white linens and a decorative pillow. Wooden walls and floors create a rustic ambiance. A kitchenette is visible along one wall, equipped with basic appliances. The entrance to the apartment is to the left.
Cabin in Whitefield
4.96 out of 5 average rating, 138 reviews

Stella the Studio Apartment

Stella is a cabin-style, pet-friendly studio apartment on 100 acres of wooded property. Enjoy the property's amenities (trails, kayaking, canoeing, axe throwing, wood-fired pizza oven) and return to your comfortable space with a hot tub, power, heat, and plumbing! Stella is located at the start of the land, above our storage building, has plenty of parking and can be reached with 2wd vehicles. This is a new space, exterior is unfinished. The hot tub is an Aqualiving 3 person lounge!

Top guest favorite
Treehouse in Pownal
4.99 out of 5 average rating, 186 reviews

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

Guest favorite
The exterior of the house is showcased, featuring a striking red facade with multiple windows. A welcoming entrance is highlighted by a set of wooden steps. Surrounding greenery complements the setting, while warm outdoor lights create an inviting atmosphere in the outdoor space.
Tiny home in Gardiner
4.95 out of 5 average rating, 19 reviews

Thainy House, 6-Acre Retreat

Consider the Thainy (Thai-nee) House your home away from home while you visit the Central Maine area. This fabulous property offers everything you need for a terrific stay all year-round. While it provides the privacy and comfort of nature, you'll also find convenient access to grocery stores, restaurants, shops, breweries, the Kennebec River Rail Trail, the Johnson Hall Theater, and more in Downtown Gardiner, all less than 10 minutes away. It's your time to relax and reconnect.

Top guest favorite
The exterior of a contemporary yurt is illuminated at night, set among trees in a wooded area. The structure features a circular design with a central roof vent and a wrap-around deck. Soft lighting highlights seating areas on the porch.
Yurt in Appleton
4.95 out of 5 average rating, 346 reviews

SILVER MOON, a Yurt for All Seasons

Silver Moon at The Appleton Retreat is quite private, check out the Trail Map. This contemporary yurt features a private therapeutic hot tub on the wrap around deck, a fire pit, and fast wifi. Silver Moon is located in a wooded area close to a bog that attracts a variety of wildlife. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Top guest favorite
The cabin is viewed from the water, framed by lush greenery and tall trees. A spacious porch extends across the front, highlighting the cabin's inviting structure, while the calm water reflects the surrounding nature and the bright exterior of the building.
Cabin in Augusta
5 out of 5 average rating, 125 reviews

Price's Point - Cabin on the water

Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

Guest favorite
A bright living area features a comfortable gray sofa with cushions placed on either side. A wooden coffee table sits in front, resting on an area rug that adds warmth to the space. Natural light filters through the window, enhancing the modern aesthetic.
Apartment in Gardiner
4.89 out of 5 average rating, 74 reviews

Gardiner- Quiet- Peaceful-One-Bedroom-End Unit

Unwind in this serene, fully furnished one-bedroom end unit—perfect for guests who value peace, privacy, and comfort. Tucked away at the end of the building, this home offers a private entrance with no neighbors above you, so you can truly relax without unwanted noise. Property offers free parking and free washer & dryer in unit and this unit is located only minutes from I95/I295. You will love all this one bedroom has to offer.

Popular amenities for Pittston vacation rentals