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
An inviting interior of the yurt features a queen-sized bed adorned with bright linens. A wooden lattice wall complements the natural wood flooring. A small table with chairs is situated nearby, and an acoustic guitar rests against the wall, adding a touch of warmth to the space.
Yurt in Dresden
4.91 out of 5 average rating, 202 reviews

Wild Acres Yurt on 36 acres.

This 20' yurt sits in a private location on our 36 acre hobby farm. We border the 800 acre Kelly Wildlife Sanctuary with trails and a 300 acre pond. The yurt has power, cold running h20, A/C, induction cook top, fridge, micro, coffee maker, cookware, dishes, glasses, cutlery and silverware. It contains a queen sized bed, full sized futon, air mattress, table/chairs, and wood stove. There is an outdoor shower with hot h20 and the restroom is an outdoor privy. There is a fire pit with seating.

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.

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, 105 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
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.

Top guest favorite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 148 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

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
A dark door is positioned against a floral-patterned wallpaper, featuring detailed designs in various colors. A small shelf built into the wall displays decorative items alongside a framed painting. A trash can is placed discreetly beside the door.
Townhouse in Wiscasset
4.98 out of 5 average rating, 190 reviews

Retreat at Sea Cloud Cottage in Historic Wiscasset

Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

Popular amenities for Pittston vacation rentals