
Holiday rentals in Trenton Township
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Trenton Township
Guests agree: these stays are highly rated for location, cleanliness and more.

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.
4.91 out of 5 average rating, 76 reviews
Crowe’s Nest
Relax with the whole family at this peaceful place to stay! Great neighborhood, very close to the Simpson park, Hyvee and YMCA. This house has a fenced backyard with a grill to enjoy. The Crowe's Nest is near the Missouri Coffee Company, The Sip, Rooted Cowgirl, Extreme Racing, Clifton's and other shopping outlets in downtown Chillicothe. It's on the North end of Chillicothe so if you're going to the fairgrounds it's close and also close to the hospital and both golfing locations. Clean Products
4.87 out of 5 average rating, 95 reviews
The Esbeck Farmhouse
This farmhouse is the perfect place to kick back, relax and enjoy making memories with the people you cherish most. Spend your mornings admiring the wildlife or the cattle in the surrounding pastures and watching the sunrise from the front porch. Then, head out for a fun-filled afternoon with many attractions in the surrounding area from the Jameson, Hamilton, Jamesport and the beautiful sites of Lake Viking. Return home to fire up the grill and relax on the porch while enjoying good company.
5.0 out of 5 average rating, 109 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.
5.0 out of 5 average rating, 10 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!
5.0 out of 5 average rating, 11 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
5.0 out of 5 average rating, 26 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
4.94 out of 5 average rating, 50 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) .
4.92 out of 5 average rating, 161 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
4.94 out of 5 average rating, 17 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.
4.95 out of 5 average rating, 44 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!
4.97 out of 5 average rating, 63 reviews
bluebird cottage
Take a day or a weekend, to relax at this serene, little cottage in the middle of the Midwest Missouri countryside. Situated beside a small, newly built private lake, which is still in the process of being filled. Relax on the spacious, front deck and watch the sunrise or sunset and listen to the birds singing their hearts out, in the early mornings.
5.0 out of 5 average rating, 5 reviewsPopular amenities for Trenton Township holiday rentals
Other great holiday rentals in Trenton Township

Our Happy Place
5.0 out of 5 average rating, 39 reviews
Country Grain Bin!
4.95 out of 5 average rating, 99 reviews
Private Lake Retreat • Fishing & Peaceful Views
4.95 out of 5 average rating, 41 reviews
The W: Historic Venue & Stay
5.0 out of 5 average rating, 16 reviews
Country Farmhouse
5.0 out of 5 average rating, 5 reviews
Beautiful Home in Gallatin
4.94 out of 5 average rating, 50 reviews
Lou Lou’s Lodge
5.0 out of 5 average rating, 18 reviews
Country retreat with pool & hot tub
5.0 out of 5 average rating, 30 reviewsDestinations to explore
- St. Louis Holiday rentals
- Kansas City Holiday rentals
- Branson Holiday rentals
- Omaha Holiday rentals
- Bentonville Holiday rentals
- Des Moines Holiday rentals
- Wichita Holiday rentals
- Springfield Holiday rentals
- Eureka Springs Holiday rentals
- Sioux Falls Holiday rentals
- Fayetteville Holiday rentals
- Lincoln Holiday rentals





