Vacation rentals in Trenton

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Top-rated vacation rentals in Trenton

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

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Top guest favorite

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

5 out of 5 average rating, 30 reviews

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.

Top guest favorite

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.

Farm stay in Saint Catharine

4.97 out of 5 average rating, 131 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

Guest favorite

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.

Home in Trenton

4.95 out of 5 average rating, 22 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

Top guest favorite

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.

Home in Trenton

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.

Superhost

Two wooden Adirondack chairs are positioned on a wooden deck, facing a sunset with vibrant orange and yellow hues. A gravel area extends beyond the deck, and a large tree is silhouetted against the sky in the background, contributing to a serene outdoor setting.

Apartment in Trenton

5 out of 5 average rating, 54 reviews

My Manasseh

Sometimes you just need to get off the beaten path to straighten out your soul. I live off the grid on a gravel road and away from all technology. Only thing you hear is the hoot owls and a train rollin through periodically.10 minutes from Jamesport, 15 minutes from Trenton, 10 minutes from Poosey State Forest. Nice for mountain biking, hiking,long walks or just sit and watch a beautiful sunrise or sunset. Ask for any information on the surrounding area and the Amish in the community.

Top guest favorite

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

4.9 out of 5 average rating, 61 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 favorite

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

5 out of 5 average rating, 100 reviews

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).

Top guest favorite

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

4.97 out of 5 average rating, 114 reviews

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!

Top guest favorite

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

5 out of 5 average rating, 165 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.

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

4.91 out of 5 average rating, 381 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.

Top guest favorite

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

4.96 out of 5 average rating, 49 reviews

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.

Superhost

Two classic arcade game machines are displayed side by side. One features 'Mortal Kombat' with a vibrant black cabinet and an illuminated screen. The other is a bright yellow 'Pac-Man' cabinet, showcasing its nostalgic graphics and joystick controls, inviting hours of entertainment.

Home in Trenton

4.86 out of 5 average rating, 80 reviews

Cheerful 2 Bedroom Home In Trenton City

Your family will be close to everything when you stay at this centrally-located home. Located right in the heart of Trenton, MO. It is easily accessible with plenty of parking in the back driveway. It also has a beautiful front patio to sit and relax while watching your kids play at the city park just across the street.