Holiday rentals in Pittston

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Top-rated holiday rentals in Pittston

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

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Guest favourite
A welcoming living area is showcased with soft furnishings in varied colors, including a green sofa and light blue armchair. A patterned area rug is placed under a coffee table. Natural light streams through a window adorned with sheer curtains, while a floor lamp and table lamp provide additional illumination.
Flat in Richmond
4.92 out of 5 average rating, 183 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

Beautifully renovated large 2 bedroom apartment in historic Richmond ME. Pack a picnic and take the ferry over to explore stunning Swan Island located right down the street. Excellent spot to put in for paddle boarders and canoes alike as well. After a day of fun saddle up for a pint at The Old Goat pub downtown. Kimberly's Restaurant and Lounge as well as Annabella's Bakery & Cafe are delicious local spots as well. Located 45 min from Portland and 45 min from Rockland our place is perfect

Top guest favourite
Cabin in Chesterville
5.0 out of 5 average rating, 210 reviews

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Top guest favourite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta
4.96 out of 5 average rating, 232 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

Guest favourite
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
4.92 out of 5 average rating, 84 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 favourite
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, 168 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.

Guest favourite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle
4.98 out of 5 average rating, 210 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Top guest favourite
Home in West Gardiner
4.93 out of 5 average rating, 15 reviews

Lakefront 4BR Home on Peninsula | Private Dock!

New listing from Airbnb Superhost! Welcome to your private 4BR lakefront home on Cobbosseecontee Lake with panoramic lake views and all the comforts of home. This fully stocked Maine lakehouse features a private dock, waterfront access, spacious yard, deck, patio, grill, hammock, fast WiFi, and smart TVs. Perfect for families and groups looking to enjoy boating, fishing, kayaking, swimming, and relaxing just 20 minutes from Augusta and 40 minutes from Waterville in beautiful central Maine!

Guest favourite
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, 21 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 favourite
A serene view of a lake at sunset is presented, showcasing soft hues of orange, pink, and purple reflected on the water. Silhouettes of trees line the shore, while the calm surface creates gentle ripples, inviting relaxation and contemplation.
Home in Manchester
4.85 out of 5 average rating, 112 reviews

Lakeside retreat on quiet cove on Cobbessee Lake!

Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.

Top guest favourite
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
5.0 out of 5 average rating, 152 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!

Top guest favourite
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.
Flat in Pittston
5.0 out of 5 average rating, 22 reviews

Maine Fall Getaway •Grill •Fire Pit •King Bed •EV

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 favourite
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, 382 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.

Popular amenities for Pittston holiday rentals