Vacation rentals in Caldwell County

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Top-rated vacation rentals in Caldwell County

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

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Guest favorite

A warmly lit entryway features dark wooden pillars framing a cozy seating area with a leather sofa. A decorative rug lies on polished pine wood floors. Window treatments provide privacy while allowing diffused light to enter, and a ceiling fan adds a touch of comfort.

Home in Hamilton

5 out of 5 average rating, 7 reviews

1920s Restored Home-walk to MSQC

•Sleeps 8 - 2 queen and 4 twin beds, 4 bedrooms, 2 1/2 baths. •Step back in time and enjoy this 1920s Craftsman Bungalow two story home, completely restored in 2024. •Home features a workroom with a sewing machine, 70" TV in the parlor, and custom Amish kitchen cabinets. •The claw foot tub, staircase, pillars, wood floors, and much of the trim are original. •Walk 3 blocks to 13 MSQC fabric shops, grocery store, eateries, and JC Penney Museum. •It's kitty-corner to the Missouri Quilt Museum.

Guest favorite

A cozy bedroom features a queen bed draped in soft pink bedding, complemented by a colorful wall art piece. Natural light fills the space, highlighting a cowhide area rug on warm wooden floors. A bedside table and a plant enhance the inviting ambiance.

Apartment in Hamilton

4.9 out of 5 average rating, 62 reviews

Pet-Friendly 1BR w/ Kitchen | Walk to Quilt Co

Welcome to Rose at The Hamilton Suites — your cozy, pet-friendly home away from home in the heart of Hamilton, MO! Perfect for Missouri Star Quilt Co. fans! Rose is a stylish, ground-level suite with a fully equipped kitchen, queen bedroom, living room, smart TV, and free Wi‑Fi.” This 1-bedroom apartment is perfect for traveling nurses, extended-stay guests, or anyone seeking peace, privacy, and location convenience. Enjoy coffee, snacks—plus provided games. Just a 5 min walk from downtown!

Guest favorite

A vibrant red hutch is displayed prominently, featuring multiple shelves lined with colorful decorative plates and glassware. The lower section includes drawers and cabinets, adding functionality to the eye-catching design, which contrasts against a neutral wall and nearby kitchen area.

Home in Hamilton

4.83 out of 5 average rating, 12 reviews

Little Cottage by the Quilt Museum

This groovy pet friendly, nest is a nod to my my mid-century modern childhood. Unique and cozy, single floor living and an easy access entryway make this cottage fun and convenient. Remember tooling around the neighborhood on your Schwinn Stingray with the banana seat? Or using your Easybake oven to make cupcakes? Relive a little! I have bikes for you to borrow and the cupcakes are ready! If you see the cottage is not available please contact me anyway. Sometimes I can shift things around.

A charming two-story home features a light green exterior with multiple windows and decorative shutters. A welcoming porch is adorned with hanging plants and seating, while a pathway leads through a grassy yard, framed by vibrant flower pots and shade from surrounding trees.

Home in Hamilton

New place to stay

Warm & Welcoming

Looking for a cozy spot with plenty of charm and space to stretch out? You’ve found it! Whether you’re planning a girls’ trip, family weekend, or just want a fun place to kick back, there’s room for up to 8 guests to relax and enjoy. Cook together, play games, swap stories, or just hang out on the porch with a cup of coffee. Right in the middle of Hamilton, you’ll be close to shops, eats, and the famous Missouri Star Quilt Company. Come make some memories in a house that feels like home.

Superhost

The two-story home features a white exterior with red shutters and decorative window accents. A welcoming front porch is furnished with bright yellow chairs and potted plants. A grassy area surrounds the house, adding to the charm of the neighborhood.

Home in Hamilton

4.83 out of 5 average rating, 46 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!

Guest favorite

The exterior of the house features a contemporary design with smooth white siding and natural wood shingles on the front gable. The front porch is accessible via a concrete pathway, and two planters flank the entrance door, providing a welcoming touch.

Home in Hamilton

4.86 out of 5 average rating, 95 reviews

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

Top guest favorite

A spacious living room features a comfortable dark brown sectional sofa and matching armchair. A brick fireplace is centered on the wall, while large windows provide natural light. A decorative coat rack and wall-mounted television complete the inviting space.

Home in Hamilton

4.96 out of 5 average rating, 24 reviews

Jo's Patch

Relax on the front porch with country views or snuggle up by the electric fireplace. Bring your sewing machines to create master pieces with 3 spacious quilting spaces and quilt design walls. Just 4 blocks from the heart of Quilt Town USA, you can enjoy a meal in one of the local restaurants or enjoy the tastes from home with a fully stocked eat-in kitchen. Enjoy your privacy with TWO full bathrooms and a garage to park your vehicle. Starter coffee, condiments, and snacks!

Guest favorite

The kitchen and dining area feature modern stainless steel appliances and a table for four. A patterned rug adds texture to the space, which is illuminated by natural light from a nearby window. The minimalist design emphasizes functionality and comfort.

Guesthouse in Hamilton

4.97 out of 5 average rating, 230 reviews

Spacious 1 BR Carriage House - 2 min walk to MSQC

The Carriage House apartment is located behind the historic home we've restored in Hamilton. The property is nestled one block between popular Main Street shopping (featuring the Missouri Star Quilt Co. shops) and the Missouri Quilt Museum. Everything is within easy walking distance from this beautiful, newly built apartment. Plus, you'll enjoy plenty of space, a full kitchen, free wi-fi and free laundry on site. We can't wait to welcome you to your home away from home!

Guest favorite

A spacious studio interior features multiple sleeping arrangements, including several twin beds arranged neatly. A large dining table is positioned centrally, surrounded by ample seating. Large windows provide natural light, while the decor includes art on the walls and comfortable lounge furniture.

Loft in Cameron

5 out of 5 average rating, 11 reviews

Cameron Nature Retreat: Hike, Bike & More!

Escape to this secluded 1.5-bath studio vacation rental on a campground, filled with ample sleeping arrangements, and equipped with a full kitchen. Look forward to a home theater system, and outdoor dining areas. Explore hiking trails on the property, fish in Shoal Creek nearby, or venture to the iconic Missouri Star Quilts in Hamilton! This getaway is incredibly appealing if you’re a nature lover looking to escape the hustle and bustle.

Top guest favorite

The exterior of the house features a light green façade with white trim and a welcoming front porch. A symmetrical arrangement of windows allows natural light to fill the interior. Lush greenery and stone landscaping enhance the inviting appearance of the home.

Home in Hamilton

4.98 out of 5 average rating, 154 reviews

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.

Guest favorite

The charming exterior of the tiny home is showcased, featuring a white wooden façade and a sloped roof. A small porch steps lead to the front door, with a single white rocking chair positioned nearby. Lush green grass surrounds the home, providing an inviting outdoor space.

Tiny home in Kingston

4.9 out of 5 average rating, 73 reviews

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.

Top guest favorite

A newly renovated gambrel-style barn features a combination of grey siding and large windows. A wooden bench is located on the porch area, and string lights are hung for illumination. Lush green grass surrounds the exterior, creating a tranquil rural setting.

Barn in Breckenridge

5 out of 5 average rating, 168 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.