Vacation rentals in Grundy County

5 out of 5 average rating, 33 reviews

A cozy bedroom features a rustic wooden bed framed by a backdrop of deep blue walls. Decorative art pieces in yellow and white adorn the wall above, while soft pillows in complementary colors are arranged on the bed. Natural light filters through a nearby window, highlighting the warm wooden flooring.

Farm stay in Jamesport

The "Doddy" House

Take a weekend....or a week! Travel back in time to Jamesport Mo and stay at this cozy 1 bedroom,1 bath Suite in the middle of Amish Country . Located 4 miles east of Jamesport ,this peaceful setting is sure to turn your week around! Enjoy the sunset and go for a walk, or take a tour of Mrs. Mary's Amish home... Why the "Doddy" house? Doddy houses are usually the second dwelling on an Amish farm. Generally small and built to accommodate the elderly parents after they pass on the farm to a child.

A single-story house is surrounded by a spacious yard, featuring green grass and shade from large trees. A porch with seating overlooks the outdoor space, inviting relaxation. The exterior is painted in light colors, and the property appears well-maintained, providing a peaceful retreat.

4.97 out of 5 average rating, 29 reviews

5 star convienient 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

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.

Apartment in Trenton

5 out of 5 average rating, 4 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

A spacious living area features a plush, neutral-colored sofa paired with a decorative area rug. Sunlight filters through a window adorned with light curtains, illuminating the room. A wall-mounted television is positioned near a doorway leading to a small storage area.

4.77 out of 5 average rating, 22 reviews

Just Right

Your family will be close to everything when you stay at this centrally-located place. The house is located approximately 2 miles from the city of Trenton and 10 miles from the city of Jamesport (a known tourist attraction). This house is also nestled between Poosey Conservation Area and Crowder State park. The house is fully equipped for short or long stays. Parking is perfect for normal size vehicles and has room for trailers. Hunters paradise, horse riding/sale enthusiast, or vacations.

The exterior of the home features a charming white facade with a gray roof. A gravel driveway leads to a spacious porch area with seating. Sunlight filters through the trees, creating a natural warmth, and a well-kept lawn surrounds the property.

4.93 out of 5 average rating, 29 reviews

Country Good Time

Trenton Escape! Perfect for work, reunions, groups. Spacious 4BR home offers comfort, entertainment, & easy access to Trenton attractions. Imagine gathering in large living areas, relaxing in comfortable bedrooms, and enjoying our well-equipped kitchen. Upstairs, a dedicated game room promises hours of fun! While we have one bathroom, we provide extra towels & ample supplies for larger groups. Guests love our spacious layout, game room, comfy beds, great location, & thoughtful amenities.

4.9 out of 5 average rating, 63 reviews

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.

Guesthouse 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.

An outdoor patio area features a round metal table surrounded by four chairs. The setting offers an expansive view of greenery and the nearby lake. Sunlight filters through trees, creating a serene atmosphere perfect for relaxation.

4.92 out of 5 average rating, 12 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

5 out of 5 average rating, 100 reviews

A small deck area features two metal chairs with colorful patterned cushions and a round table between them. A blue lantern sits on the table, surrounded by a wooden railing and natural greenery in the background.

Apartment 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).

4.97 out of 5 average rating, 36 reviews

A vibrant sunset is captured, with the sun descending behind the horizon. The sky is painted in shades of orange and pink, while a tree silhouette is visible in the foreground. The scene is set on a gravel area, enhancing the tranquility of the evening.

Apartment in Jamesport

My Manasseh

I LIVE ON A GRAVEL ROAD! Sometimes you just need to get off the beaten path to straighten out your soul. I live off the grid, but do have fiber optic internet now. Located 10 minutes from Jamesport, 15 minutes from Trenton, 10 minutes from Poosey State Forest. Excellent for mountain biking, hiking,long walks or just sit and watch a beautiful sunrise or sunset. I live on the premises but will respect your privacy.

4.95 out of 5 average rating, 22 reviews

An inviting living space features wooden walls adorned with mounted deer heads. A large window provides views of the lake, complemented by soft seating. A rustic-style kitchen island with red bar stools is positioned near a vibrant red stove, enhancing the functional layout.

Cabin in Gilman City

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.

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.

5 out of 5 average rating, 6 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.