Vacation rentals in Trenton

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Top-rated vacation rentals in Trenton

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

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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
4.9 out of 5 average rating, 73 reviews

Bricktown 2 Bedroom Loft

Enjoy this beautiful upstairs loft in the heart of Jamesport. Relax in our gorgeous master bedroom with Roku tv 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 early morning. Also a second bedroom with a full size bed and Roku tv. Plenty of room for the family. Coffee and wine shops, restaurant, candle, decor, and antique shops all within 2 blocks.

Top guest favorite
A rustic cabin stands amidst grassy surroundings, featuring a combination of wood and stone exterior. Soft lighting from the porch highlights the entrance and adds to the inviting vibe. Large windows offer glimpses of the natural landscape beyond, enhancing the peaceful setting.
Cabin in Chillicothe
5 out of 5 average rating, 37 reviews

Our Happy Place

Take it easy and relax....a winding dirt path leads up to the cabin’s rustic porch, where a pair of wooden rocking chairs invite visitors to sit and soak in the breathtaking view of the sunset reflecting the sky’s shifting hues. At night, the stars shine brilliantly overhead, unobstructed by city lights, while the distant hoot of an owl adds to the peaceful ambiance. A firepit nearby provides warmth and a cozy spot for quiet evenings spent under a blanket of stars... 15 min. drive to Jamesport.

Guest favorite
The exterior of the two-story farmhouse features a welcoming porch with white railings, complemented by a neatly trimmed lawn. Large windows framed by light-colored siding allow for natural light. The surrounding area includes a freshly cut green lawn, providing an inviting atmosphere.
Home in Trenton
5 out of 5 average rating, 9 reviews

Silo View (1st floor)

You’ll be renting the entire first floor of our two-story home. The second floor is not included in the rental. Welcome to our charming two-story farmhouse, over 100 years old and ideally located across from the picturesque Black Silo Winery. Ideal for weddings, family or friend visits or simply enjoying a trip to the winery which features ample parking for your convenience. Enjoy the spacious backyard, a covered patio, and a welcoming porch- ideal for morning coffee or outdoor gatherings.

Superhost
Home in Trenton
5 out of 5 average rating, 7 reviews

“Good Enough” on Cedar

Welcome to "Good Enough" on Cedar! We fully remodeled this 2BR/1BA and accidentally made it awesome. Why pay hotel prices for a cramped room when you can have an entire private house with Netflix & fast Wi-Fi? Custom Shou Sugi Ban beds by Josh Bickford, full kitchen, laundry, ACs, porch coffee nook & a lit back deck. We are pet-friendly! Near NCMC, downtown Trenton & Adam-ondi-ahman. Perfect for traveling nurses, road crews & student families. Book today, it's way more than good enough!

Top guest favorite
A stylish entryway features a round neon sign stating 'THE INN ON MAIN', illuminating the space with a vibrant purple hue. A simple black chair is positioned beside a potted plant, while a cozy blanket rests draped over the chair, contributing to the boutique atmosphere.
Apartment in Trenton
5 out of 5 average rating, 22 reviews

The Inn on Main - Boutique BNB

Escape to this stylish and serene boutique airbnb, perfect for couples seeking a cozy, romantic getaway. Thoughtfully designed with warm tones, plush furnishings, and elegant accents, this space is ideal for unwinding together. Curl up on the luxurious leather sofa with a glass of wine or enjoy a candlelit dinner under the sparkling crystal chandelier. Whether you’re celebrating a special occasion or simply taking time for each other, you’ll find the perfect setting here. No pets allowed

Guest favorite
Home in Trenton
4.94 out of 5 average rating, 17 reviews

Lake House: 3 BR, 3 Bath w/ handicap adaptations

NO LAKE ACCESS! The house has views of Trenton LAKE from several areas of the property! Spaces bring the OUTDOORS.. IN, with wildlife furnishings throughout. ENJOY your time by sitting on the enclosed porch or outdoor patio. Use the fully stocked kitchen to create delicious meals. RELAX in one of two living spaces. Office space, comfortable beds, spacious bathrooms, in house laundry. We hope you get out and EXPLORE what the area has to offer! Handicap Adaptations

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
4.98 out of 5 average rating, 180 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 kitchen showcases modern white cabinetry with a wooden countertop, equipped with a stainless steel stove and microwave. A large sink with a sleek faucet is positioned centrally, while a refrigerator is visible in the background, offering ample space for meal preparation.
Home in Hamilton
4.99 out of 5 average rating, 136 reviews

Patchwork Paradise A - New 2BR Easy walk to MSQC

Our cozy home is conveniently located just a stone's throw away from the bustling Missouri Star Quilt Company in Hamilton, Mo - fondly known as Quilt Town, USA. Get ready to experience the charm of small-town living while enjoying all of the comforts of home in our inviting accommodation. This newly constructed duplex unit offers a warm and welcoming atmosphere, perfect for unwinding after a day of exploring Quilt Town.

Guest favorite
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 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
4.95 out of 5 average rating, 184 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
An inviting living space features wooden walls adorned with mounted deer heads. A large window provides views of the lake, complemented by soft seating. A rustic-style kitchen island with red bar stools is positioned near a vibrant red stove, enhancing the functional layout.
Cabin in Gilman City
4.95 out of 5 average rating, 41 reviews

Whispering Waters

Relax with the whole family at our cabin on the lake. Bring your swimming things and fishing gear and get ready for a good time! You can feed the fish, grill a delicious meal, relax in front of the tv, or soak up the sun in the water or on the sand. Spending time with friends and family on the lake will be time well spent. We also have 2 kayaks and a small fire pit there you're welcome to use.

Guest favorite
A contemporary two-story cottage with a unique angled roof is depicted, featuring a vibrant orange front door. The exterior is painted in a soft blue, complemented by large windows. A grassy area surrounds the entrance, with a concrete pathway leading to the door and two chairs positioned outside.
Tiny home in Trenton
5 out of 5 average rating, 28 reviews

K4C Premier Cottages - The City Loft

The City Loft is our two-story city escape, a little piece of NYC right here in the heart of the Midwest! Featuring an open concept, studio floor plan, the City Loft is contemporary meets industrial. Located off Hwy 65 our cottages are easily accessible with no through traffic. The City Loft has a private porch with a sitting area, perfect for enjoying your morning coffee.

Popular amenities for Trenton vacation rentals