Holiday rentals in Trenton

5 out of 5 average rating, 19 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.

Farm stay in Saint Catharine

4.97 out of 5 average rating, 129 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

4.95 out of 5 average rating, 21 reviews

Convienient, quiet cottage sleeps 6 Filtered water

Relax at Grandma's Cottage. Convienient. Calm. Clean. Perfect for short and long stays. * 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

4.95 out of 5 average rating, 103 reviews

Home in Hamilton

Beautiful 2 BR Cottage in Hamilton

Forget your worries in this spacious and serene home located just a quick drive from Hamilton’s quaint downtown. Whether you’re visiting family, shopping at Missouri Star Quilt Company, or attending a wedding at The Pearl, you’re sure to find everything you need for a wonderful stay. This newly remodeled home features a primary queen bedroom, a second bedroom with two twin beds, a spacious bathroom, fully stocked kitchen, and ample living and dining space. You’ll feel right at home!

4.9 out of 5 average rating, 61 reviews

Guest house in Trenton

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. We do have a twin bed we can add to the lake cottage if requested.

4.92 out of 5 average rating, 26 reviews

Flat in Jamesport

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. Very spacious living and dining room with beautiful wooden floors. Fully furnished kitchen and a small deck to enjoy the early morning. Also a second bedroom with a full size bed. So plenty of room for the family. Grocery store, shops, restaurant and coffee shop all within two blocks.

5 out of 5 average rating, 100 reviews

Flat in Trenton

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).

4.95 out of 5 average rating, 239 reviews

Cabin in Marceline

A place to escape the busy routine of daily life.

The Circle O Lodge is located in North Central Missouri not far from historic Highway 36 and Walt Disney's boyhood home of Marceline. Families and small groups will enjoy the Circle O Lodge for its natural beauty and relaxing qualities. It is conveniently located near several local attractions. The lodge is situated on 60 acres of mixed terrain and features hardwood forests, open grasslands, 2 1/2 acre fishing pond and 15 acres of wetlands.

4.97 out of 5 average rating, 114 reviews

Home in Chillicothe

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!

5 out of 5 average rating, 165 reviews

Barn in Breckenridge

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.

Superhost

Cabin in New Hampton

4.92 out of 5 average rating, 380 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.

4.96 out of 5 average rating, 49 reviews

Tiny home in Trenton

Tiny Cabin

A one of a kind custom built tiny home located closely to Wright Memorial Hospital right outside of town. Complete with two lofts and a full size washer and dryer. Perfect for people traveling for family get togethers and traveling nurses. We are NOT a pet friendly Airbnb, any pets brought into the house will have their booking terminated.

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Other great holiday rentals in Trenton

Home in Laredo

4.76 out of 5 average rating, 80 reviews

GREAT WIFI!!! Entire house, and Garage to Yourself

PaulaRating, 5 stars1 month ago

Jordan was excellent to work with: his responses were quick, his information about entry was well-timed, and the keycode system for entry worked perfectly.

4.89 out of 5 average rating, 9 reviews

Lake House: 3 BR, Sun Porch, 3 Bath & Nature Decor

JasonRating, 5 stars4 weeks ago

A wonderful place to stay, very peaceful and like a home away from home.

5 out of 5 average rating, 12 reviews

Cabin in Princeton

Blue Boar Inn

JamesRating, 5 starstoday

Great place to stay!

4.88 out of 5 average rating, 8 reviews

Cabin in Gilman City

Whispering Waters

JoshRating, 5 stars3 days ago

we loved your cabin! kids had tons of fun fishing kayaking and swiming!

5 out of 5 average rating, 11 reviews

Guest house in Jamesport

Hidden Paradise

MeganRating, 5 stars8 months ago

We enjoyed our stay very much. We had such a nice and relaxing time spent with family and this place was perfect for us. We loved seeing the deer outside. The beds were comfortable, shower was nice, and the kitchen and living room were perfect. We even enjoyed sitting outside on the patio.

Tiny home in Kingston

4.85 out of 5 average rating, 48 reviews

Quilters Getaway

Carol SueRating, 5 stars4 days ago

Rebecca’s cottage is indeed a tiny house, but it had everything I needed for a three day quilting retreat including space to set up my sewing machine. Although there is sleeping accommodation in the loft, I didn’t use that because of the ladder used to access. The daybed on the main floor was very comfortable for sleeping. The cottage is set back from a county highway. During the day there was a fair amount of traffic, but very quiet at night. Kingston is a very small community with few amenities that I could see other than a coffee shop. Nearby Polo had a grocery and at least one restaurant. A bit farther, but easily reached, Hamilton has several restaurants plus many quilt shops. I highly recommend the Quilter’s Retreat and would stay there again.

Campervan/Motorhome in Jamesport

4.95 out of 5 average rating, 39 reviews

Jamesport's Little Camper @ The Porch Sherwood

SusanRating, 5 stars1 week ago

This was a weekend getaway for my husband and I. Lori was so gracious and kind. The camper was well appointed and super clean. So many extra details including locally made cinnamon rolls upon check in. The bed and pillows were so comfortable. She provided a fire pit and wood for a lovely fire. It was so enjoyable sitting by the fire watching and listening to nature. Occasionally, we would see an Amish buggy travel down the road. I had a blissful soak in the hot tub as well. The camper is close to shops and restaurants in town. By the time I left, I felt like I had been reset and ready to take on the normal routine of life. I look forward to a return visit.