Vacation rentals in Pittsfield

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Popular amenities for Pittsfield vacation rentals

Other great vacation rentals in Pittsfield

Top guest favorite
A welcoming entryway features a black wooden bench adorned with two decorative pillows. Flanking the bench are wall-mounted lamps that provide soft lighting, and a potted plant adds a touch of greenery. A framed artwork hangs above, enhancing the warm ambiance.
Home in Payson
4.96 out of 5 average rating, 48 reviews

15 minutes to Quincy! - 3 bedroom/2 Full Bath

NatalieRating, 5 stars2 weeks ago
Great place to stay! The bed was so comfortable! There were little touches/ upgrades all around the house, that are very thoughtful and accommodating! Would recommend.
Guest favorite
The exterior of the home is shown, featuring a two-story structure with a black and white color scheme. A deck with seating is visible on the upper level, while steps lead down to the lower yard area. Lush green landscaping surrounds the property.
Home in Hannibal
4.96 out of 5 average rating, 46 reviews

Mississippi Sunrise

MadonnaRating, 5 stars1 week ago
This house has everything you need. Beautiful, historic home with modern updates. Comfortable beds, sheets, nice quality towels. Loved the dining room table and patio table on upper deck. These were great for eating together and playing games. Loved everything about this location.
Superhost
A spacious living area features a cozy seating arrangement with a dark leather sofa and two gray accent chairs. A fireplace adds warmth, while a television is mounted on the wall. Natural light enters through a front window, highlighting the wooden flooring.
Home in Quincy
4.86 out of 5 average rating, 43 reviews

Gramke Guest House w Country Setting

ErnestRating, 5 stars1 month ago
We stayed for 5 days to see my sister and let me tell you way worth it. We really enjoyed ourselves. Will definitely be back. Stephen was very responsive and teneded to all our needs. 5 star for sure
Top guest favorite
A charming farmhouse is showcased with a light grey exterior and a pitched roof under a clear blue sky. A small wooden deck is visible at the entrance, surrounded by a spacious green yard and lush trees in the background.
Home in Vermont
4.95 out of 5 average rating, 44 reviews

Quiet Farm House

SheliaRating, 5 stars1 month ago
Contacted Cathy a couple of times; she was quick to respond. My mom used the oven for breakfast and a dessert. The oven while old was working perfectly. Maintained temperature and cooked evenly. Mom is in her 70’s and used to own a bakery and still bakes fresh desserts twice weekly at her sister’s restaurant. Not your modern day junk. Plenty of restaurants room for 6 adults and wad easy to get to. Passed on the location to other relatives so they could have a better option than local hotels. Would stay again!
Top guest favorite
A spacious wooden porch is shown, featuring two rocking chairs positioned to overlook a green landscape. The natural wood flooring is illuminated by sunlight, creating a warm setting. Trees and shrubs surround the area, providing a serene backdrop for relaxation.
Cabin in Rushville
5 out of 5 average rating, 49 reviews

Whispering Oaks Cabin

LoganRating, 5 stars5 months ago
This was an excellent cabin with an excellent host! Spotless clean. Great location and amenities. Will be using it again. A+ rating
Guest favorite
A wooden deck features a small, weathered table surrounded by two folding chairs. The area is bordered by a black metal railing and overlooks a natural landscape of trees, with fallen leaves scattered on the ground and remnants of snow.
Home in Fowler
4.71 out of 5 average rating, 76 reviews

Unplug and relax

MyraRating, 5 stars2 months ago
Sure! Here’s a polished Airbnb review based on your experience: 5 Stars - Perfect Girls’ Getaway! This Airbnb was exactly what we needed for our Best Friend weekend getaway! The location is about 20 minutes from the heart of Quincy, making it convenient for shopping and dining while still offering a peaceful and secluded retreat. The home itself was incredibly spacious, and we especially loved the enclosed front porch and back patio—perfect spots to relax and unwind. One of the best parts was the tranquility; with no close neighbors and only a handful of cars passing by all day, it felt like a true escape from the hustle and bustle of daily life. If you’re looking for a quiet, comfortable, and private place to recharge, this is it. Highly recommend, and we’d absolutely stay here again!
Top guest favorite
The spacious front porch features wooden flooring and a covered area supported by logs. Outdoor seating is arranged beside a planter with greenery, offering views of the open fields and distant tree line. Handrails are visible along the steps leading down to the lawn.
Cabin in Winchester
4.96 out of 5 average rating, 157 reviews

Container Home GREAT Countryside Views COZY Stay

SabrinaRating, 5 stars1 month ago
We needed a peaceful evening away and this was perfect. Wonderful porch to sit on and soak in the fresh air and places to walk and unwind.
Guest favorite
An expansive view of a water park is displayed, featuring colorful water slides, a large swimming pool, and lounging areas with striped umbrellas. Lush green grass surrounds the park, with trees dotting the landscape. Pathways connect various attractions, creating an inviting atmosphere for recreational activities.
Condo in Monroe City
4.94 out of 5 average rating, 17 reviews

Lovely 2-Bedroom **Ground Level** condo getaway

TraeRating, 5 stars5 months ago
Enjoyed our stay and memories made! Will try to stay here again next year on our annual trip to Mark Twain Lake hunting trip if it is available. It is convenient to boat ramp and has adequate parking for boat and trailer.

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