Vacation rentals in Pittsfield

Cottage That Overlooks The Field

Discover The Cottage that Overlooks the Field—a unique Maine retreat blending New England charm, modern comfort, and inspiring natural beauty. Celebrate milestones, reconnect with friends, or find peaceful solitude while experiencing the true essence of Maine—its landscapes, fresh local flavors, and rich cultural traditions. This soulful space invites you to slow down, awaken your creativity, romanticize everyday moments, and leave deeply refreshed, inspired, and connected to life’s simple joys.

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.

Acadia Pines Retreat HotTub-10 Min Downtown Bangor

Hot tub. Nature. Total peace. 🌲Acadia Pines Retreat-just 10 minutes from downtown Bangor and close to Acadia National Park. Warm wood ceilings, curated interiors, and cozy moments in the beautiful Maine woods. This retreat features open-concept living space styled with rich textures, soft lighting, and designer touches throughout. Sink into plush seating, enjoy slow mornings with coffee at the stone island, or unwind after exploring surrounded by stillness of forest in your private hot tub.

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.

Quiet New England Horse Farm

Raven Stone Farm is a quiet and picturesque horse farm nestled in Maine's beautiful Mid-Coast Region. Established in the early 1800’s, the farm offers Guests the chance to get away to the country in a cozy and comfortable setting, while being centrally located to all that Maine has to offer. Guests will have the camp like private "Barn Bunkhouse" to themselves with views of horses, deer, and wild turkeys. The farm is 2 miles from the town of Newport and Sebasticook Lake.

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.

Simple cabin with ample parking

Take it easy at this unique and tranquil getaway. Quick access off Route 2 and just minutes from Interstate 95. One room open concept cabin with a loft. 1 queen size bed in the loft, bunk twin beds down stairs, full bathroom with shower, full kitchen with pots/pans and utensils. Ladder to loft is just that, fairly steep and narrow. The address for this location is not recognized on maps. Directions will be provided. No wifi, no tv. Unplug and enjoy.

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. 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.

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!

Blake's Cabin

Our camp is located on Morrill Pond in Hartland Maine. This four season camp offers activities for every season. It is a great getaway for boating, swimming, fishing, snowmobiling, four wheelering, hiking, and hunting. There is a ski area, Hermon Mountain, about a half hour away. Blake's Cabin is right on the water with 150 ft of shorefront.

The Gathering Place

The Gathering Place is a home away from home. This cozy 3 bedroom, 2 bath ranch on the river has direct ITS trail access. Park the trailer and ride the machines all the way to Greenville or take a slow paddle on the quiet river. Sit on the front porch and watch the world go by, Amish buggies to Maine logging trucks....you will see it all.