
Vacation rentals in Pittsfield
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Top-rated vacation rentals in Pittsfield
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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

Waterfront Retreat | Peaceful Maine Escape (B)
🌲 Brand-New Riverside Retreat | Walk to the Beach Welcome to our brand-new riverside retreat in Newport, Maine! Thoughtfully designed with modern comforts and nestled along the peaceful East Branch Sebasticook River, this home is the perfect place to relax, reconnect with nature, and experience the beauty of central Maine. One of the best features? A public beach and swimming area is just a 5minute walk away, making it easy to enjoy sunny afternoon by the water without ever getting in the car

Spacious 2-Bedroom Downtown Apartment
This newly renovated second-floor apartment is in a very convenient location in the heart of Pittsfield. Close to schools, hospital, businesses, and I-95. Comfortably sleeps 4 guests in 2 tastefully decorated bedrooms. Located above a charming, quiet flower shop. Large windows throughout bringing bright, natural light with river views as the seasons change. Comforts include 1 queen-sized bed, 1 double bed, bedside charging ports, complimentary Wi-Fi, and coffee station. Washer & dryer on site.

Angel Mist Retreat Garage Apartment
Looking to get away from the hustle and bustle. You have found it! Watch for wildlife, while sipping coffee from the balcony of this cozy and stylish walkup apartment located in central Maine just minutes from I-95 between Augusta and Bangor. Ideal location for professionals, couples and parents traveling into Maine who enjoy solitude, but appreciate the comforts of modern amenities. Includes two king beds, stocked kitchen, large dining table, wifi, balcony off livingroom and master bedroom.

Pretty Old House
You have the whole place to yourself! Enjoy cooking, laundry, games, or late nights. Our home is the place to stay in your travels. On a quiet back street but only a mile from I-95, and the Moosehead ATV trail (and Rt. 7). Within walking distance of the library, a park, a flower shop, a barber, two repair shops, and a gas station. It has two nice bedrooms (upstairs), an office with a hide-a-bed couch (downstairs), and a large room that sleeps 2-3 between a queen bed and a single bed (upstairs)

Peaceful, Spacious Lodge with Golf & Sunset Views
Luxury home nestled in Fogg Brook Resort, it's the perfect spot for a family reunion, group golf trip, or weekend getaway. Steps from the pool, trails, indoor/outdoor games, and panoramic views of the golf course, campground, & sunsets, relaxing fun awaits. Nearby in the clubhouse, reserve a tee time for a challenging 18-hole round, practice your swing on our driving range, shop for a new driver at the pro shop, and enjoy live music, delicious food, local brews, and a full bar at Foggy’s Pub.

Dog Friendly | Hot Tub | Lakefront
Escape to Zeus's Landing, a beautifully remodeled 4-season lakefront cottage on Sibley Pond. Nestled in a lakeside community with only four homes, our cottage offers a secluded feel where you can truly disconnect. This Maine retreat comfortably sleeps 6 and features a saltwater hot tub, kayaks, and high-speed Wi-Fi. Enjoy stunning water views from the edge of the lake, a fully stocked kitchen, and beachfront. Perfect for a peaceful getaway with modern comforts and authentic cottage charm.

Nice, Quiet & Comfortable Apartment.
3 room apartment. Sleeps up to 6 people with 1 shared spacious bathroom. Located in a quiet and safe neighborhood in Central Maine close to the highway. With everything you need for short or long term stays. Fully equipped kitchen, laundry room, TV, WiFi, parking for up to 4 cars. 1 mile away from Maine Central Intitute campus. Perfect location for snowmobiliers during the winter and tourists during the summer! 1 block away from the hospital and 2 minute drive to the grocery store.

Waterside Getaway
Come getaway at our waterfront house located in Hartland Maine. This is a perfect spot to unwind and enjoy the peaceful water while relaxing and having fun with your friends and family . A 30 min drive to downtown Waterville where you can find shopping and dining places for the whole family . Enjoy fishing , swimming and more right outside your door . The house also has a boat launch and dock for your boat if you choose to bring one. We hope you enjoy staying at our home.

Cozy Waterfront Home With Breathtaking Views!!!
That's right, you're booking for an entire Waterfront home! Our home features a single floor with opened concept and one of a kind waterfront view. Rain or shine, the home offers a spectacular 180 view of nature that is breathtaking! Located in downtown Pittsfield, you are surrounded by all the amenities that you will need! Boating, fishing, hiking, golfing, parks, restaurants, skydiving, brewery, museum, library, farmer market, supermarket and many more to explore!

Peaceful Escape for Work, Travel & Long stays
Welcome to your home away from home in Pittsfield, Maine. Ideal for traveling professionals, remote workers, healthcare staff, and extended stays, this quiet retreat offers reliable Wi-Fi, Peacock TV, easy parking, a fully equipped kitchen, and all the comforts of home. Designed for low-friction living and comfort, it's the perfect place to work, relax, and settle in. Enjoy a peaceful small-town setting with modern amenities and long-stay comfort.

Artist’s Loft
Welcome to the artist’s loft! Our thoughtfully designed apartment boasts original works from a local artist, providing a serene escape just minutes from I95. 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, private deck complete with a small fire pit is available in the warmer months. Your getaway awaits!
Popular amenities for Pittsfield vacation rentals
Stay near Pittsfield's top sights
Other great vacation rentals in Pittsfield

Tranquil Maine Lakefront Retreat

Blake's Cabin

Simple cabin with ample parking

Our "CampUpta" on Lake Sebasticook

Lakehouse 4 season getaway with rail trail access!

“Feels like Home” Beautiful Farmhouse Availability

Trailside Loft–Furnished 2BR Near Trails w/ Wi-Fi

Lakefront 3 bedroom pet friendly on Messalonski
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