Holiday rentals in Trenton Township

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.

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 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

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!

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) .

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

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.

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!

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!

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.

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.

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.