Vacation rentals in Trenton

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Top-rated vacation rentals in Trenton

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Guest favorite
The exterior of the home features a green facade with large windows that offer ample natural light. A set of stairs leads up to the front door, framed by a landscaped area and a grassy yard. A concrete driveway is visible at the base.
Home in Trenton
4.91 out of 5 average rating, 34 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.

Guest favorite
A master bedroom features a spacious bed with white bedding against a whitewashed brick wall. The ceiling showcases exposed wooden beams, and light filters through sheer curtains. A bedside table is positioned next to the bed, contributing to the room's overall warmth.
Apartment in Jamesport
4.93 out of 5 average rating, 43 reviews

Bricktown 2 Bedroom Loft

Enjoy this beautiful upstairs loft in the heart of Jamesport. Relax in Luxury in our gorgeous master bedroom and enjoy the old fashioned claw foot bathtub with shower attached. Spacious living and dining room with beautiful wooden floors and large Roku tv. Fully furnished kitchen and a small deck to enjoy the early morning. Also a second bedroom with a full size bed and tv. Plenty of room for the family. Coffee and wine shops, restaurant, candle, decor, and antique shops all within 2 blocks.

Guest favorite
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
4.88 out of 5 average rating, 41 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 favorite
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, 40 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 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, 248 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!

Top guest favorite
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 favorite
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, 139 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
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
4.92 out of 5 average rating, 106 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, 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 favorite
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, 401 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
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, 14 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.

Top guest favorite
A modest single-story house is shown with light blue siding and a welcoming wooden front porch. A small set of stairs leads to the entrance. The house has a garage on the right, with a driveway made of gravel and grass surrounding the area.
Home in Gallatin
4.94 out of 5 average rating, 141 reviews

Home away from home

Your family will be close to everything when you stay at this centrally-located place. You will be staying 13 miles from Hamilton, which has several quilt stores. 11 miles to Jamesport, with several stores and Amish community. 9 miles to Jameson and Historic Adam-ondi-Ahman.

Popular amenities for Trenton vacation rentals

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