Vacation rentals in Pittston

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Top-rated vacation rentals in Pittston

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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
Cabin in Whitefield
5 out of 5 average rating, 133 reviews

Maybelle the Tiny Cabin on 100 acres

Maybelle is an 8x18 cabin with a full-size loft bed, a Cubic Mini Woodstove (wood provided), Natures Head Composting Toilet and Jetsetter massaging hot tub. Kayaks, paddle board, & canoe included . Walking trails surround your cabin. Outside there’s a fire pit and a quick path to the water. Maybelle's kitchen has all the cooking essentials and there's a small propane grill outside & the fire pit for cooking. Cell reception is okay in the cabin, wifi is from a Starlink booster! & Window A/C

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, 81 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, 167 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
4.96 out of 5 average rating, 24 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.

Guest favorite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 194 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Top guest favorite
Treehouse in Pownal
4.99 out of 5 average rating, 187 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.

Guest favorite
A wooden pergola frames a sparkling inground pool, with sun rays streaming through shade sails overhead. Colorful pool floats are visible on the water, and lounge chairs are positioned nearby on a well-maintained lawn, creating a peaceful outdoor setting.
Apartment in Pittston
5 out of 5 average rating, 20 reviews

Relax in this 3BR “Gem of a Stay” •Pool •Grill

Feels like home from the moment you arrive—clean, cozy, and thoughtfully prepared for a relaxing stay. Enjoy a spotless space with everything you need, plus extra touches guests consistently rave about. Unwind in a peaceful setting and take advantage of the heated pool, BBQ grill, and outdoor space perfect for families after a day exploring the area. Nestled on a three-acre lot in a quiet neighborhood, this apartment is attached to the host’s home near the town of Gardiner.

Guest favorite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb
4.97 out of 5 average rating, 375 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

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, 127 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
An open living space features a round dining table with six chairs, accompanied by a cozy area rug. A television is positioned across from the dining area, while a modern kitchen with stainless steel appliances is visible in the background.
Apartment in Gardiner
4.94 out of 5 average rating, 62 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.

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