Holiday rentals in Hamilton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hamilton

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

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Home in Gallatin

4.64 out of 5 average rating, 14 reviews

Guest Home in Gallatin

Kick back and relax in this calm, stylish space. This home is perfect for couples or small families! Ask us about renting it with our larger home to fit the whole family! This home features 1 queen bed and 1 sofa bed! Air mattressfor more sleeping room is available upon request Please note this home does not have a full stove but is equipped with a table top double burner and a toaster oven. Home is located on the same property as another Airbnb and does share some outside common spaces.

Top guest favourite

Home in Holt

5 out of 5 average rating, 23 reviews

Picture Perfect Modern Farmhouse on 7 acres!

Discover this fully renovated vacation rental in Holt, MO, designed for your comfort. Just two miles off I-35, this serene getaway is ideal for families seeking relaxation and adventure. Easy access to Watkins Mill State Park, Fun Farm, Walnut Creek Winery, and more. I-35 takes you to Kansas City attractions like Worlds of Fun and Chiefs Stadium. Relax in peaceful surroundings with modern amenities and inviting spaces. The perfect blend of convenience and tranquility awaits your next getaway!

Guest favourite

Home in Trenton

4.94 out of 5 average rating, 18 reviews

Convienient, quiet cottage. sleeps 6. Clean water.

Relax at this convienient peaceful home. Perfect for short and long stays * home office desk * roku tv * sleeps 5-6 adults. Extra kids mattresses * Pack-n-play for baby * toys * walk in closets * filtered drinking & shower water * celling fans * washer/dryer * toilet/shower bar * storm shelter * long driveway for cars Enjoy the outdoors * large yard * fire pit * swing set * bbq close to * shopping * groceries * walking trail * high school * shady park * fair grounds * restaurants * etc.

Guest favourite

Home in Hamilton

4.88 out of 5 average rating, 65 reviews

The Gingerbread House, Quilt Town, USA!

The Gingerbread House is anything but cookie-cutter! Beautifully restored and minutes from downtown Hamilton, dubbed Quilt Town, USA! This spacious, yet cozy home offers comfort and convenience. Within a few blocks you can see the world’s largest spool of thread, shop for quilting supplies, and even grab a bite to eat in our quaint, picturesque downtown. After you've done your shopping and taken your picture in front of our murals, relax and refresh in this quiet, comfortable home. Book today!

Top guest favourite

Home in Trenton

4.97 out of 5 average rating, 38 reviews

“Home Away From Home” in Trenton

Relax with the whole family at this peaceful place to stay in a quiet neighborhood. Whether you want a place to relax, in town for work, hunting or at the music festival this place is perfectly located and easy to get to. There is a basketball hoop outside for the kids (and adults) to enjoy and a back deck to grill from. If you like to cook you can fix your favorite family dish in the farmhouse style kitchen. We are located 1 1/2 hours away from Kansas City and 2 hours away from Des Moines.

Top guest favourite

Home in Breckenridge

4.94 out of 5 average rating, 33 reviews

The Highland House- near Hamilton Quilt Town USA

The Highland House - Managed by Brad: Nestled in a scenic country location, this cozy getaway offers modern amenities and stunning views of Scottish Highland Cattle. Perfect for relaxation or adventure, guests can indulge in a country setting, and explore nearby Hamilton (Quilt Town Usa), Chillicothe (Home of Sliced Bread) Jamesport (Amish community) or simply unwind in the peaceful surroundings. Experience comfort and tranquility at The Highland House, where unforgettable memories await.

Guest favourite

Home in Hamilton

4.89 out of 5 average rating, 37 reviews

The Hamilton House

Our two-story home in picturesque small town USA is a welcome retreat for your next getaway! Great for a weekend with the girls, family vacation or hunting retreat! Hardwood floors, large rooms, comfy furniture, a spacious dining room, and beds to sleep 10. Spend mornings on the front porch swing, evenings by the fire pit, and days enjoying local attractions - pumpkin patches and apple orchards in the fall; water parks and lakes in the summer, great restaurants and wineries year-round!

Top guest favourite

Home in Chillicothe

5 out of 5 average rating, 15 reviews

The Gathering Place

Located in the center of downtown, this large home is the perfect place to gather with family and friends. Built in 1900, this renovated home has lots of space for a fun family trip, reunion, hunting, or a group going to a local event! There are 3 generous-sized bedrooms as well as plenty of livingroom space for your group. You have a large dining room, a spacious and well-stocked kitchen, and a laundry room. The large yard has a fire pit with supplied firewood and roasting sticks.

Top guest favourite

Guest house in Trenton

4.9 out of 5 average rating, 59 reviews

Adorable 1 room lake cottage with free parking.

Peaceful lake cottage on 5 acres of lakefront property. Parking on premises. Walking distance to the Black Silo Winery. Beautiful surroundings. Perfect place to get away and relax. Includes Fiber Internet. Private owned lake for your viewing pleasure only. There is no water access included for guests. Yard and gazebo with table and chairs available to use. Sanitized and cleaned with covid precautions in mind. We do have a twin bed we can add to the lake cottage if requested.

Top guest favourite

Home in Hamilton

4.99 out of 5 average rating, 105 reviews

Lovely 5 BR Home 1 Block to MSQC - Sleeps 12+

Our beautiful, newly restored historic home is located just one block off of Hamilton's bustling main street. With five bedrooms, four bathrooms, 10 beds and lots of extra space, this home is perfect for families or large groups to enjoy their time together. The large open kitchen, dining and family room are perfect for gathering, sewing, or just making memories. Each of the rooms is equipped with all your needs for a relaxing and comfortable stay.

Top guest favourite

Home in Jamesport

4.96 out of 5 average rating, 73 reviews

Quaint 2 Bedroom Home In Jamesport With Deck

Your family will be close to everything when you stay at this centrally-located place. This quaint home has a full kitchen, dining room, laundry, and freshly remodeled bathroom. It has 2 small bedrooms with full beds and a king size bed in the living room. The back deck is very private and was uniquely built around the trees. There is free Wifi provided, but there is no TV. Smoking is not allowed inside or outside at this property.

Top guest favourite

Barn in Breckenridge

5 out of 5 average rating, 159 reviews

Relax in Rustic Luxury Overlooking Vineyard

A young vineyard planted in 2018, Catawba Vineyards boasts twenty acres of sprawling farmland property and a newly renovated gambrel-style barn to accommodate overnight guests and indoor/outdoor events. The property is currently developing and constructing its own wine-making processes to become the newest member of the growing north Missouri winery family.