Vacation rentals in Pittsfield

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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 stars1 week 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
4.95 out of 5 average rating, 44 reviews

Mississippi Sunrise

LindaRating, 5 stars1 month ago
A beautiful old home that was perfect for a girls getaway. I loved that we could walk to the river front area .
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 wooden seating area provides a framed view of a serene pond surrounded by lush greenery. The view is enhanced by decorative pillows in blue and green patterns placed on the bench, offering a cozy spot for relaxation.
Cabin in Quincy
4.97 out of 5 average rating, 342 reviews

Cozy A-Frame Guest House

WesleyRating, 5 stars2 weeks ago
Overall great stay, may not be for everyone with some of the hunting decor but it very much gives off cozy cabin vibes which more than accommodated for our needs. A full kitchen of pots and pans made it very easy for a great homemade breakfast. Had a small issue getting into the cabin initially but this would be an oversight on my end as Mike had put the enter/check-in code in the initial message with me. Would definitely book again! 5/5
Top guest favorite
Cabin in Camp Point
4.97 out of 5 average rating, 118 reviews

The Hunter's Cabin, a Rustic Retreat

ArijanaRating, 5 stars3 weeks ago
First and Foremost Adam been an amazing host he is very detailed reliable thoughtful and definitely organized. He made us feel comfortable. I can't explain how much me and my guy needed this and this was our first Air Bnb ever and the experience I doubt any one can beat...for the low star the lady gave for have to wash your own dishes well yes don't you clean your own house. I had no issues cleaning after us it is kept well and clean. my pups loved being out there...we only had issues w the TV that's because we are spoiled and have a big TV at our own house nothing of Adam's fault. the fact this man thought about every single need you might have he had it....I was kind of scared to be middle of no where but honestly he had everything for you and extra...everything is great quality as well no cheap stuff....I am seriously grateful and thankful and can't wait to come back....my guy also made a cool little rap song about the cabin lol. it was really awesome!!!!
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.
Guest favorite
A charming country house is set on a green, grassy lot, featuring a front porch with two steps leading up to the entrance. An American flag is displayed on the porch. Surrounding trees provide shade, and the peaceful landscape showcases open fields.
Home in Medora
4.94 out of 5 average rating, 33 reviews

country living

Paul JonathanRating, 5 stars1 month ago
Dara was awesome. Like going above and beyond to help us out. Very fast communication. Met is in person for the check-in. Just a great human I'm happy to have been able to have met even for just a few days. Check this place out for a relaxing getaway!

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  5. Pittsfield