Holiday rentals in Trenton

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Top-rated holiday rentals in Trenton

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

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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
4.96 out of 5 average rating, 158 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

Top guest favourite
The living area features a comfortable seating arrangement with a leather sofa and an armchair. A coffee table occupies the center, and a patterned area rug adds warmth to the space. The open layout connects to the kitchen area, which includes a breakfast bar with several stools.
Farm stay in Gallatin
5 out of 5 average rating, 102 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.

Guest favourite
A tree house constructed from natural materials is elevated among tall trees, offering a secluded view of the surrounding forest. Outdoor decking provides space for relaxation, while a staircase leads down to the ground, surrounded by lush greenery.
Treehouse in Excelsior Springs
4.96 out of 5 average rating, 352 reviews

Robber's Roost Tree House at Beautiful SundanceKC Lake Retreat

Magical tree house nestled among oaks on our beautiful 200-acre national park-esque ranch fringed in gorgeous limestone boulders surrounding a spring-fed 15-acre private lake with outdoor living area and sand beach. Great for swimming, kayaking, stand-up paddle boarding and excellent fishing. We are 5 minutes from downtown Excelsior Springs, Excelsior Springs Golf Course and 3EX municipal airport. We live on-site and will generally be available throughout your stay should you need or desire.

Top guest favourite
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.
Flat in Trenton
5 out of 5 average rating, 19 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 favourite
Flat in Chillicothe
5 out of 5 average rating, 7 reviews

Sliver Moon Loft

Enjoy a stylish experience at this centrally-located loft! A stay at the Silver Moon Loft will charm you with a newly renovated yet moody historical setting perched over a bustling local coffee shop. The perfect combination of downtown energy in an easy small town. Located in the center of Chillicothe, a short 1 mile drive in either direction will take you wherever you need to go. Like to walk? Perfect! Enjoy local restaurants, spas, shopping, and scenic stops without starting your car!

Guest favourite
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 favourite
Cottage in Chillicothe
4.95 out of 5 average rating, 141 reviews

Meneely guest house/couples getaway

Reconnect and unwind at this eclectic mid-century retreat designed for couples. Relax in the private courtyard featuring a fire pit, BBQ grill, hammock, and outdoor dining area, or enjoy morning coffee and sunset views from the spacious deck. Sleep soundly in the ultra-comfortable bed, then explore Chillicothe—the Home of Sliced Bread—where historic downtown buildings showcase beautiful murals celebrating the town's rich heritage.

Guest favourite
Home in Gallatin
4.95 out of 5 average rating, 105 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!

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.
Guest house 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
A dining area includes a round table surrounded by six chairs, complemented by a cozy armchair. Sunlight filters through large windows, partially covered by shades, with a decorative chandelier overhead. The space features a warm yellow wall color and a view of the outdoors.
Cottage in New Cambria
4.97 out of 5 average rating, 157 reviews

The Sundae Cottage -great views, cozy & secluded

The Sundae Cottage is located in north central Missouri, 7 miles east of Marceline, Missouri, just off State Highway WW. Nestled atop a hill with views of surrounding timber, grasslands, and native habitat - it's a natural "sweet spot" for those who love being outdoors. Guests have access to over 700 acres and are welcome to hike the trails, explore Brush Creek, fish the ponds, and view the wildlife.

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
4.94 out of 5 average rating, 167 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 favourite
The two-story farmhouse presents a light gray exterior with a welcoming front porch that features white railings. A well-maintained lawn surrounds the house, complementing the clear sky above. Symmetrical windows are positioned on both levels, maintaining a classic architectural style.
Home in Trenton
5 out of 5 average rating, 14 reviews

Silo View (Entire Home)

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.

Popular amenities for Trenton holiday rentals

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