Vacation rentals in Stoddard County

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Top-rated vacation rentals in Stoddard County

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Guest favorite

The exterior of a two-story brick home is depicted, featuring a teal awning above the entryway and two blue-framed windows. A welcome sign is visible next to the door, with autumn foliage visible in the surrounding trees. A driveway leads to a garage door.

Guesthouse in Dexter

4.96 out of 5 average rating, 48 reviews

The Carriage House

You will truly enjoy the picturesque beauty of this setting right outside the city limits. The property has been designated as a Wildlife Habitat. You may occasionally see deer on the property and there is also a lovely spring fed pond. Elvis Presley spent time here on a few occasions. He rowed around the pond in a canoe and rode horses here. It is a two minute drive to our historic downtown. Farmhouse style decor. This is a two-story dwelling. The bedroom, bathroom and living room are upstairs.

Top guest favorite

A rustic cabin is shown with a wooden facade and a stone chimney, surrounded by lush greenery. An American flag is displayed on a porch, which features hanging flower baskets and a welcoming atmosphere. Sunlight filters through the trees, casting dappled shadows on the lawn.

Cabin in Dexter

4.94 out of 5 average rating, 54 reviews

Cozy cabin on the hill!

Minutes away from fishing hunting and shopping! Located next to a family farm. You can arrange a time to visit and meet their cute cuddly critters! Be our guest! Looking forward to a ideal country cabin Christmas with all the traditional Christmas experiences! Fully decorated and ready to kick back watch some old Christmas movies, bake some cookies or relax in the beautifully lit claw foot tub or roast some delicious marshmallows next to the large rock fireplace located in the living room.

Guest favorite

A spacious living room features a full-size brown leather couch and a brown armchair, accompanied by a wooden coffee table. A large television is positioned on a sideboard against the wall, with decorative plates mounted above. A woven area rug adds texture to the hardwood flooring.

Home in Dexter

4.98 out of 5 average rating, 53 reviews

Newly remodeled quaint 2 BR 2 BA

Cozy 1 story brick home built in 50's. Newly remodeled in 2023; this quaint home includes 2 BR’s both w/ queen beds and 2 bathrooms 1 with shower/tub combo and 1 w/ shower only. All new appliances including W/D, refrigerator, stove/oven, microwave, coffee maker& garbage disposal. Living room w/ full-size couch, Smart TV & WIFI. Located in downtown Dexter within walking distance to historic streets full of boutiques, restaurants, etc..1 outdoor ring camera - air mattress & pack n play available

Guest favorite

A modern kitchen with stainless steel appliances is presented. White cabinets provide ample storage, complemented by a neutral-toned countertop. Natural light brightens the space through a window, while a comfortable sofa with patterned cushions sits nearby, creating an inviting atmosphere.

Tiny home in Bloomfield

4.94 out of 5 average rating, 104 reviews

1-bedroom tiny home located in historic Bloomfield

Kick back and relax in this calm and stylish space located minutes from the Missouri Veterans Cemetery and The Stars and Stripes Muesum and Library. 1bdrm/1bath comfortably sleeps 2 and is furnished with everything you need. Inside you will find all new appliances, bedding, and linens. Circle drive with parking. No smoking or pets allowed. Local restaurants include Las Brasis and Elderland. Or try out locally owned businesses just 6.5 miles drive to Dexter such as Hickory Log and Dexter BBQ!

Top guest favorite

The exterior of a quaint guesthouse features a light green facade with a vibrant pink door. Two chairs are placed on the small porch, along with greenery surrounding the house, offering a welcoming entrance.

Guesthouse in Dexter

5 out of 5 average rating, 61 reviews

The Cottage at Evergreen

This guesthouse is located on the grounds of an historic, 1898, Dexter home. While a studio floor plan, it offers a queen bed, living room area, a small bathroom and a kitchenette. There is a smart TV, internet, a small fridge, microwave and Keurig coffee maker. The decor is a warm, cottage theme that is changed with the seasons. A small porch offers outdoor seating for 2. Beside the garage is a fire bowl and chairs guests may use. An assortment of snacks and drinks await you!

A dining area is presented with a wooden table surrounded by six black chairs. Natural light filters through the striped blinds, casting soft shadows on the hardwood floor. A cozy seating area, partially visible, features a patterned throw draped over the armrest.

Home in Dexter

4.79 out of 5 average rating, 19 reviews

Little Brown House

Welcome to CJ's House. A 1930 house with 2 bedrooms and 1 1/2 baths with many new renovations. You will find most stores and restaurants are with in blocks. It has been set up to accomodate up to 6 people with wifi, dvds, and roku. A full kitchen and Laundry. It has a fence on three sides of a fully shaded yard with lawn chairs and a fire pit. A small charcoal grill is also available. Guest will have access to the whole house and I will be available by phone if needed.

Guest favorite

A charming house is presented with a dark exterior and a peaked roof. Steps lead to the entrance, flanked by two large windows that allow natural light to fill the interior. Lush green grass surrounds the property, providing a welcoming atmosphere.

Home in Advance

5 out of 5 average rating, 14 reviews

2 King,2 Twin,1 Futon House

Bring the whole family to this great place with lots of room for fun. This gorgeous house offers two king beds and two twin beds. House features AC, iron, coin, laundry, Wi-Fi, heating, hairdryer, games,fully stocked kitchen. Plus a cozy living room with the futon for additional space. Kick back and relax and enjoy everything Advance and our house has to offer. The house sits just minutes away from prime duck hunting area..

Guest favorite

A charming, newly renovated home is depicted with a welcoming screened-in porch. The structure features multiple large windows, allowing natural light to fill the space. Surrounding trees and a manicured lawn enhance the inviting exterior, while the red accents provide a touch of character.

Home in Puxico

4.9 out of 5 average rating, 61 reviews

Historic Binford Home in Downtown Puxico

This charming home in Puxico is ready to be booked! From here you are just minutes from historical downtown Puxico and easy driving distance to Duck Creek & Wappapello Lake. This house sleeps 6, has a full kitchen, and room to entertain. - 3 Bedroom (2 Queen Bed Rooms and 1 Room with 2 Twin Beds) - 2 Bath - Full Kitchen - Completely renovated - Screened in porch - a block away from all the action on The Midway

Superhost

The rustic barn-style house is set against a backdrop of lush greenery, surrounded by trees and open fields. A winding gravel driveway leads to the entrance, providing access to the serene countryside setting.

Home in Advance

4.83 out of 5 average rating, 30 reviews

Willow Acres- 2BD/2BA w/ BBQ and outdoor patio

Escape to tranquility in the countryside for a serene retreat or peaceful solitude. This charming house offers a refreshing break from city life, allowing you to embrace the fresh open air and quality time with loved ones. Don't miss the chance to savor coffee and hearty meals at T&J’s corner cafe just 6 miles away. Create lasting memories as you unwind and connect in this idyllic haven.

Guest favorite

The exterior entrance features a covered porch with white railings and brick accents. A welcoming front door is framed by large windows, while a well-maintained lawn extends alongside the porch. The porch provides easy access to the home in a peaceful neighborhood.

Home in Dexter

4.92 out of 5 average rating, 108 reviews

Home Away from Home

If you're gonna stay in a small town, you might as well make yourself at home! That is just what this airbnb offers. A complete house in a quiet neighborhood in southeast Missouri, located across the road from Dexter's main park and right off the main road. Make this homey two bedroom house yours for a short while.

Top guest favorite

A spacious sleeping area features a king size bed adorned with a patterned coverlet. Two armchairs sit beside the bed, complemented by soft lighting from nearby lamps. Natural light filters through a large window, draped with sheer curtains and dark panels.

Apartment in Dexter

4.96 out of 5 average rating, 79 reviews

Upstairs 1 King bed studio apartment

Studio apartment with 1 king size bed. Kitchenette has fridge/freezer, microwave, toaster/confection oven, hot plate. Full size bath. TV and wifi. Perfect for business travelers, or visiting family. Must be able to climb stairs. Air mattress available upon request.