Holiday rentals in Winston

Our Happy Place

Take it easy and relax....a winding dirt path leads up to the cabin’s rustic porch, where a pair of wooden rocking chairs invite visitors to sit and soak in the breathtaking view of the sunset reflecting the sky’s shifting hues. At night, the stars shine brilliantly overhead, unobstructed by city lights, while the distant hoot of an owl adds to the peaceful ambiance. A firepit nearby provides warmth and a cozy spot for quiet evenings spent under a blanket of stars... 15 min. drive to Jamesport.

The Esbeck Farmhouse

This farmhouse is the perfect place to kick back, relax and enjoy making memories with the people you cherish most. Spend your mornings admiring the wildlife or the cattle in the surrounding pastures and watching the sunrise from the front porch. Then, head out for a fun-filled afternoon with many attractions in the surrounding area from the Jameson, Hamilton, Jamesport and the beautiful sites of Lake Viking. Return home to fire up the grill and relax on the porch while enjoying good company.

Robber's Roost Tree House at Beautiful SundanceKC Lake Retreat

Magical tree house nestled among oaks on our beautiful 200-acre national park-esque ranch fringed in gorgeous limestone boulders surrounding a spring-fed 15-acre private lake with outdoor living area and sand beach. Great for swimming, kayaking, stand-up paddle boarding and excellent fishing. We are 5 minutes from downtown Excelsior Springs, Excelsior Springs Golf Course and 3EX municipal airport. We live on-site and will generally be available throughout your stay should you need or desire.

Touch of Country 150" projector, PingPong &Karaoke

Welcome! Relax at our hidden sanctuary, just 2 mins off I-35/Hwy 36 and 50 mins from the FIFA World Cup 2026 action in Downtown KC. Enjoy a 150" projector with a popcorn machine—perfect for movies or the big game! Amenities include high-speed Wi-Fi, karaoke, ping pong, and a grill. Explore our private oasis featuring a peaceful stream with a bridge and expansive green space. Free large parking with a pull-through driveway for trucks/trailers. Only 5 mins to groceries. Book your stay today!

Hamilton Getaway - 2 Bedroom House in DT Hamilton

Explore Hamilton, MO, the heart of Quilt Town USA (Missouri Star Quilt Co) and Let's Make Art, a haven for makers! This house, close to downtown, is ideal for families or friends seeking relaxation. Nestled in a tranquil neighborhood, it offers a perfect setting for evening strolls amidst fireflies and sunsets. ✓ Newly refurbished for a fresh ambiance ✓ Indulge in entertainment on a 55" TV ✓ Enjoy air-conditioned comfort ✓ Prime Location ✓ Complimentary WiFi ✓ Convenient free parking

Small town USA Airbnb

This small town is located not far from it all, just an hour North of Kansas City and 20 minutes from Saint Joseph, right between Interstates 29 and 35! Located on the ground floor with parking right outside the door on Main Street, this is a lovely place to stay. We also have plenty of extra parking next door. A nice park only a couple of blocks away. The bathroom features a walk-in shower and a full-size washer and dryer. The kitchen is furnished with everything you need!

No cleaning fee farm house 10 minutes to I-35

1 Hour N. of Kansas City E. of St. Joseph 27 mi to Hamilton Charming retro farm home One mile on gravel off Hwy 6 I do my best to keep house clean, but sometimes there is dust, seasonal bugs beyond my control, as this is a farm. Come enjoy the simple life in this simple retro farm home. MAXIMUM OF 4 guest-including kids, this is a small home. If you’re looking to see stars & enjoy sounds of nature you’ll like this home with the view of sky.

Patchwork Paradise B -Brand New 2BR Home near MSQC

Our cozy home is conveniently located just a stone's throw away from the bustling Missouri Star Quilt Company in Hamilton, MO, fondly known as Quilt Town USA! Get ready to experience the charm of small-town living while enjoying the simple comforts of home in our inviting accommodation. This newly constructed duplex unit offers a warm and welcoming atmosphere, perfect for unwinding after a day of exploring the sights and sounds of Quilt Town.

Modern Home in Gallatin

Reconnect with loved ones in this family-friendly place. Fenced in backyard with a private porch. Perfect for hunters, bridal parties, weekend getaways and family! Need more space for the whole family to be together?! Ask us about our other rental right next door! 15 minutes from Missouri Star Quilt 15 minutes from History Jamesport/Amish Country Dogs must be registered before stay! We charge a $50 pet fee per stay!

Remote Cabin on Antler Ridge

Spend a weekend in the country! 1,300 sq ft cabin that is associated with country relaxation plus 230 Acre Missouri conservation lake! This area is perfect for all of your outdoor interests. Excellent accommodations will appeal to any small group outing to include fishing, duck hunting, deer hunting (archery, crossbow & muzzle loader), camping, hiking or just those that want to get away to a remote country setting.

Main Street Inn

The Main Street Inn is a darling little house right on the sleepy main street of Hamilton. You can see the Missouri Star Quilt Company from the front porch, which is important when you need that one last yard of fabric to finish your project. This is the creative project of Jenny and Ron Doan. We've put a lot of thought into making this a peaceful, convenient spot for quilters and creatives to enjoy.

Quilters Getaway

This dreamy tiny home is the perfect getaway. Located just 8 miles from the Quilt Town of Hamilton. Featuring a twin size daybed/sofa on the main level and a full size bed in the loft. Kitchenette with microwave, coffee pot and refrigerator. TV with DVD player (and movies to pick from) and a nice selection of books. Located on a 1/2 acre lot with a park across the street and library a block away.