Vacation rentals in Trenton

5 out of 5 average rating, 30 reviews

A welcoming deck area is furnished with two light blue chairs. A decorative outdoor rug in warm tones is positioned centrally, complementing the natural wood decking. Potted flowers add a touch of color, enhancing the serene outdoor environment near the entrance.

Farm stay in Jamesport

The "Doddy" House

Take a weekend....or a week! Travel back in time to Jamesport Mo and stay at this cozy 1 bedroom,1 bath Suite in the middle of Amish Country . Located 4 miles east of Jamesport ,this peaceful setting is sure to turn your week around! Enjoy the sunset and go for a walk, or take a tour of Mrs. Mary's Amish home... Why the "Doddy" house? Doddy houses are usually the second dwelling on an Amish farm. Generally small and built to accommodate the elderly parents after they pass on the farm to a child.

5 out of 5 average rating, 19 reviews

The Green House! Sleeps 12

Discover our spacious Trenton retreat, ideal for up to 12 guests! With two cozy living rooms, each with plush seating and TVs, there’s room for everyone to relax. Two fully stocked kitchens make meal prep easy, and the dining areas are perfect for group dinners. The large playroom is stocked with games and activities to keep all ages entertained. Located in a peaceful neighborhood, this home offers comfort and convenience for families and friends looking to explore the charm of Trenton Missouri.

Farm stay in Saint Catharine

The image depicts a calm, reflective lake bordered by lush grasses and wildflowers. Trees frame the scene, while rolling hills are visible in the background beneath a softly lit sky. The colors of sunset create a serene atmosphere over the water.

4.97 out of 5 average rating, 129 reviews

Country farmhouse with 3 acre lake for fishing

Discover the charm of country living at our farmhouse tucked away in the quiet town of St. Catharine. Just 10 minutes from Brookfield or Marceline, this peaceful retreat is the perfect balance of seclusion and small-town hospitality. Spend your days exploring antique shops, local eateries, scenic parks and attractions like the boyhood home of Walt Disney and the birthplace of General John J. Pershing. Come relax and uncover a bit of Missouri history, we invite you to slow down and stay awhile

A swing set is positioned on a lush green lawn, featuring two swings and a baby seat. A trampoline is visible in the background, surrounded by trees providing shade.

4.95 out of 5 average rating, 21 reviews

Convienient, quiet cottage sleeps 6 Filtered water

Relax at Grandma's Cottage. Convienient. Calm. Clean. Perfect for short and long stays. * desk * roku tv * sleeps 5-6 adults. * Extra kids mattresses * Pack-n-play for baby * toys * closets * extra blankets * filtered drinking & shower water * celling fans * washer/dryer * toilet/shower bar * storm shelter * off street parking Enjoy outdoors * large yard * fire pit * swing set * bbq close to *shopping *groceries *walking trail *high school *shady park *fair grounds *restaurants *& more

A dining area features a wooden table with seating for six, complemented by soft-toned fabric chairs. Light from a modern chandelier illuminates the space, while large glass doors provide access to the outdoor deck, enhancing the connection to nature.

4.98 out of 5 average rating, 40 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.

4.95 out of 5 average rating, 103 reviews

A dining area is presented with a medium wooden table surrounded by four light-colored chairs, providing a comfortable setting. A potted plant sits in the center of the table, while large sliding glass doors offer a view of the green backyard beyond.

Home in Hamilton

Beautiful 2 BR Cottage in Hamilton

Forget your worries in this spacious and serene home located just a quick drive from Hamilton’s quaint downtown. Whether you’re visiting family, shopping at Missouri Star Quilt Company, or attending a wedding at The Pearl, you’re sure to find everything you need for a wonderful stay. This newly remodeled home features a primary queen bedroom, a second bedroom with two twin beds, a spacious bathroom, fully stocked kitchen, and ample living and dining space. You’ll feel right at home!

4.9 out of 5 average rating, 61 reviews

A gravel driveway leads to a two-story cottage and an adjacent smaller building. The larger house features a wide porch with multiple steps, while the smaller building has a single door and a pair of chairs positioned outside on the ground.

Guesthouse in Trenton

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.

5 out of 5 average rating, 100 reviews

An exterior view of a two-story building with a set of wooden stairs leading to the entrance. The stairs are flanked by a tree and gravel parking area. A wooden deck is visible at the base, surrounded by grass and landscaping stones.

Apartment in Trenton

Oaktree Ridge

2 bedroom apartment on 2nd floor. Living room with wall mounted 55"TV, kitchen, bathroom with washing machine/dryer. Wi-fi available. Linens provided. Kitchen stocked with basic cooking gear. This apartment is located in town. We are located walking distance from Eastside park, the city walking trail, grocery stores, and fast food restaurants. We can host up to 4 people. $10/per person per day fee for 2nd and 3rd persons (including children).

4.97 out of 5 average rating, 114 reviews

A modern kitchen is presented with white cabinetry and a smooth countertop. Appliances include a stove, dishwasher, and a coffee maker is visible. Natural light enters through a window, illuminating the space. A clock hangs on the wall, adding a functional detail.

Home in Chillicothe

Cute and convenient 2 bed 2 bath

Newly remodeled interior (we are still working on the outside!!) two blocks from Walmart and two blocks from Washington Street. Good parking on and off street. Wonderful open floor plan to host a family or just a comfortable place to stay. We are going to be as pet friendly as we can but please let us know if you are bringing pets (type, sizes and number) before booking. We have carpet in the front room and bedrooms. THANKS!

5 out of 5 average rating, 165 reviews

A wooden railing surrounds a loft area, complemented by rich hardwood flooring and a decorative area rug. A chandelier hangs from the sloped metal ceiling, adding an elegant touch to the rustic space.

Barn in Breckenridge

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.

Superhost

An outdoor playset features a sturdy wooden frame with swing chains, a climbing structure, and a blue slide. The swings are positioned on one side, while the slide extends from the higher section. A grassy area surrounds the playset, with open fields visible in the background.

Cabin in New Hampton

4.92 out of 5 average rating, 380 reviews

Wolf Den Lodge

This is a nice, rustic cabin located out in the country in a calm quiet atmosphere. Located a short drive from Bethany MO with access to everything you would need. There is plenty of countryside to explore as well as farm pond great for fishing about 100 yards from the back door. Great place to experience the country life and get away for a few days.

4.96 out of 5 average rating, 49 reviews

An interior view showcases the lofted sleeping areas within the tiny home, featuring wooden beams and paneling. A balcony railing encircles the loft, while a ceiling fan hangs over the open space below, contributing to the cabin's rustic charm.

Tiny home in Trenton

Tiny Cabin

A one of a kind custom built tiny home located closely to Wright Memorial Hospital right outside of town. Complete with two lofts and a full size washer and dryer. Perfect for people traveling for family get togethers and traveling nurses. We are NOT a pet friendly Airbnb, any pets brought into the house will have their booking terminated.

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Popular amenities for Trenton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Trenton

A pair of white laundry appliances is positioned side by side, featuring a dryer on the left and a washing machine on the right. The appliances are placed on a textured mat, with concrete flooring visible underneath. A small wooden stool is situated nearby.

Home in Laredo

4.76 out of 5 average rating, 80 reviews

GREAT WIFI!!! Entire house, and Garage to Yourself

PaulaRating, 5 stars1 month ago

Jordan was excellent to work with: his responses were quick, his information about entry was well-timed, and the keycode system for entry worked perfectly.

A galley-style kitchen features modern stainless steel appliances, including a refrigerator, microwave, and gas range. Updated cabinetry and countertops enhance the space, while a backsplash adds texture. Wooden floors provide warmth, and well-organized utensils are neatly arranged for convenience.

4.89 out of 5 average rating, 9 reviews

Lake House: 3 BR, Sun Porch, 3 Bath & Nature Decor

JasonRating, 5 stars4 weeks ago

A wonderful place to stay, very peaceful and like a home away from home.

4.88 out of 5 average rating, 8 reviews

A wooden deck overlooks a calm lake, with reflections of greenery visible on the water's surface. Life vests in vibrant colors hang from a railing, suggesting readiness for water activities. The scene is framed by trees and natural surroundings, creating a serene ambiance.

Cabin in Gilman City

Whispering Waters

JoshRating, 5 stars3 days ago

we loved your cabin! kids had tons of fun fishing kayaking and swiming!

5 out of 5 average rating, 11 reviews

Guesthouse in Jamesport

Hidden Paradise

MeganRating, 5 stars8 months ago

We enjoyed our stay very much. We had such a nice and relaxing time spent with family and this place was perfect for us. We loved seeing the deer outside. The beds were comfortable, shower was nice, and the kitchen and living room were perfect. We even enjoyed sitting outside on the patio.

4.95 out of 5 average rating, 39 reviews

A cozy dining area features a compact table surrounded by upholstered seating. The light-colored walls are complemented by warm wooden cabinetry. A flat-screen television is mounted above the table, providing a functional yet inviting space for meals and relaxation.

Camper/RV in Jamesport

Jamesport's Little Camper @ The Porch Sherwood

SusanRating, 5 stars1 week ago

This was a weekend getaway for my husband and I. Lori was so gracious and kind. The camper was well appointed and super clean. So many extra details including locally made cinnamon rolls upon check in. The bed and pillows were so comfortable. She provided a fire pit and wood for a lovely fire. It was so enjoyable sitting by the fire watching and listening to nature. Occasionally, we would see an Amish buggy travel down the road. I had a blissful soak in the hot tub as well. The camper is close to shops and restaurants in town. By the time I left, I felt like I had been reset and ready to take on the normal routine of life. I look forward to a return visit.

A comfortable living area is highlighted by polished wooden floors and a large area rug. A sectional sofa is positioned near a wall-mounted television, while natural light enters through window coverings. Decorative elements include a wall clock and a small shelf with books.

5 out of 5 average rating, 3 reviews

Silo View (Entire Home)

HaydenRating, 5 stars1 month ago

Awesome place, great people!

A rustic cabin is highlighted, featuring a large porch with seating areas for relaxation. The exterior showcases a combination of wood and metal finishes, set against a green lawn. The surroundings include trees and open landscapes, conveying a serene atmosphere.

Cabin in Chillicothe

5 out of 5 average rating, 4 reviews

Our Happy Place

SaraRating, 5 stars1 month ago

Fay and Steve are great Host and very responsive, we had an Absolutely wonderful stay! This cabin was everything I hoped for and more. Tucked away in the most peaceful setting, it offered the perfect escape from the hustle and bustle. Waking up to the sounds of nature and sipping coffee on the back patio with a view of the woods was pure bliss. The cabin itself was cozy, spotless, and thoughtfully designed with all the little touches that made it feel like home. Whether you're looking to unwind by a great fire pit or the fireplace and reconnect with nature, or just breathe in some fresh air, this place is a gem. I can’t recommend it highly enough – I’ll definitely be back!