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
4.92 out of 5 average rating, 59 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.

Top guest favorite
Apartment in Trenton
5 out of 5 average rating, 18 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, 49 reviews

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

Relax at Grandma's Cottage. Convienient. Calm. Clean. Lots of parking. * desk * roku tv * sleeps 5 adults. +2 children * 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

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 cottage-style guest house is showcased with a bright orange door, framed by a neatly landscaped yard. The exterior features a dark gray façade and white trimming, with a welcoming sign in front indicating the property name. Trees and greenery surround the building.
Cottage in Chillicothe
4.95 out of 5 average rating, 139 reviews

Meneely guest house/couples getaway

Come enjoy our quaint little cottage just a few short blocks from downtown Chillicothe where you can enjoy food, drink and Chillicothe's gorgeous murals! This amazing home is perfect for couples looking to retreat from the world and focus on each other. Also friendly for business travelers needing a quiet reprieve after busy workdays. Located near one of our city parks and just across the street from a track for our running & walking guests.

Top guest favorite
A private deck features natural wood flooring with a unique design accommodating two trees. Two cushioned chairs and a chiminea are positioned on the deck, providing an inviting outdoor space surrounded by greenery and a lattice screen for added privacy.
Home in Jamesport
4.97 out of 5 average rating, 104 reviews

Quaint 2 Bedroom Home In Jamesport With Deck

Your family will be close to everything when you stay at this centrally-located place. This quaint home has a full kitchen, dining room, laundry, and freshly remodeled bathroom. It has 2 small bedrooms with full beds and a king size bed in the living room. The back deck is very private and was uniquely built around the trees. There is free Wifi provided, but there is no TV. Smoking is not allowed inside or outside at this property.

Top guest favorite
Home in Chillicothe
4.98 out of 5 average rating, 170 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 favorite
Home in Gallatin
4.95 out of 5 average rating, 102 reviews

Modern Home in Gallatin

Reconnect with loved ones in this family-friendly place. Fenced in backyard with a private porch. Perfect for hunters, bridal parties, weekend getaways and family! Need more space for the whole family to be together?! Ask us about our other rental right next door! 15 minutes from Missouri Star Quilt 15 minutes from History Jamesport/Amish Country Dogs must be registered before stay! We charge a $50 pet fee per stay!

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
5 out of 5 average rating, 120 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.

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
4.94 out of 5 average rating, 154 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.

Guest favorite
An interior view of a wooden staircase leads to an upper loft area, featuring a sleek metal railing. The warm wooden walls and ceiling create a rustic ambiance, illuminated by recessed lighting. The staircase connects the lower level, where a cozy sleeping area is visible.
Home in Trenton
4.97 out of 5 average rating, 58 reviews

K4C Premier Cottages - The Stables

At K4C our goal is for you to walk into your home away from home with a unique theme and cozy atmosphere. Among our extensive list of amenities we also accommodate special requests and are always available for recommendations on local events, dining and shopping. We are the experts of our community and are thrilled to share the local hidden gems with you!

Guest favorite
Cabin in New Hampton
4.92 out of 5 average rating, 414 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.

Popular amenities for Trenton vacation rentals

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