Holiday houses in Trenton

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Top-rated holiday rentals in Trenton

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Top Guest favourite
An inviting living area is showcased with a comfortable leather sofa and armchairs arranged around a rug. A circular wooden dining table is set with decorative items at its center. Natural light filters through the windows, enhancing the warm ambiance.
Farm stay in Saint Catharine
4.95 out of 5 average rating, 149 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 favourite
The exterior of the home features a charming white facade with a gray roof. A gravel driveway leads to a spacious porch area with seating. Sunlight filters through the trees, creating a natural warmth, and a well-kept lawn surrounds the property.
Home in Trenton
4.89 out of 5 average rating, 44 reviews

Country Good Time

Trenton Escape! Perfect for work, reunions, groups. Spacious 4BR home offers comfort, entertainment, & easy access to Trenton attractions. Imagine gathering in large living areas, relaxing in comfortable bedrooms, and enjoying our well-equipped kitchen. Upstairs, a dedicated game room promises hours of fun! While we have one bathroom, we provide extra towels & ample supplies for larger groups. Guests love our spacious layout, game room, comfy beds, great location, & thoughtful amenities.

Guest favourite
A single-story house is surrounded by a spacious yard, featuring green grass and shade from large trees. A porch with seating overlooks the outdoor space, inviting relaxation. The exterior is painted in light colors, and the property appears well-maintained, providing a peaceful retreat.
Home in Trenton
4.98 out of 5 average rating, 41 reviews

5 stars. Sleeps 6. Filtered water. Lots of parking

Relax at Grandma's Cottage. Convienient. Calm. Clean. Lots of parking. * 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 favourite
The entrance features a concrete pathway leading to a glass door, framed by two hanging flower baskets filled with vibrant pink blooms. Potted plants with colorful flowers are positioned on either side of the door, enhancing the welcoming appearance of the entrance.
Condo in Brookfield
4.92 out of 5 average rating, 126 reviews

Rambling Lodge

Large open area with couches, plenty of space for children and toys Small kitchen with stove, refrigerator and microwave This was formerly an office, the kitchen and half bath is small , but it’s all there. All full size kitchen appliances, Later it was used for a rental , so the washer , dryer and shower were added, which explains why they aren’t in the usual placement As this is beside HWY 36 , it’s an easy off and on. Close to town ( 1 1/2 miles to Walmart) .

Top Guest favourite
A small deck area features two metal chairs with colorful patterned cushions and a round table between them. A blue lantern sits on the table, surrounded by a wooden railing and natural greenery in the background.
Apartment in Trenton
5 out of 5 average rating, 101 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 favourite
A cozy open living and dining area is depicted, featuring a dining table with wooden chairs. A comfortable sofa and an armchair provide seating options, with wall art accentuating the space. Natural light enters through the nearby window, creating a bright atmosphere.
Home in Chillicothe
4.97 out of 5 average rating, 145 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!

Guest favourite
A simple cottage exterior is displayed, featuring green siding and a white door. A large window is visible beside the entrance. Gravel paths surround the cottage, leading to a small landscaped area with stones. The sky shows soft, scattered clouds above.
Guesthouse in Trenton
4.92 out of 5 average rating, 76 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.

Top Guest favourite
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
4.93 out of 5 average rating, 112 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 favourite
A comfortable living area is highlighted by a light gray sofa and a large smart TV mounted on the wall. Natural light enters through two windows adorned with blinds. A wooden bar, featuring three stools, separates the living space from the kitchen.
Home in Hamilton
4.95 out of 5 average rating, 102 reviews

Sewing Serenity A - *NEW* 2 BR Home in Quilt Town

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 offers a warm and welcoming atmosphere, perfect for unwinding after a day of exploring the sights and sounds of Quilt Town,USA. It is all one level, with zero stairs throughout the property making it ideal for all guests.

Top Guest favourite
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, 175 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.

Guest favourite
A spacious living area features a mix of leather seating arranged around a wooden coffee table. A stone fireplace serves as a focal point, with a nearby window allowing natural light. Warm lighting is provided by a floor lamp and ceiling fan.
Cabin in New Hampton
4.92 out of 5 average rating, 403 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 favourite
A welcoming sleeping area is structured with a spacious bed in the center, flanked by two sturdy bunk beds. Soft curtains frame the window, allowing natural light to fill the room. A simple rug lies on the floor, adding warmth to the modern wood-paneled interior.
Cabin in Trenton
5 out of 5 average rating, 16 reviews

The Cabin at the Orchard

Take it easy at this unique and tranquil getaway. Unplug and unwind in the heart of a peaceful, 1,200-tree working apple and peach orchard. Whether you're sipping coffee on the porch, wandering through rows of fruit trees, or just soaking up the quiet on the beach, this serene escape offers the perfect spot to slow down and recharge.

Popular amenities for Trenton holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Grundy County
  5. Trenton