Holiday rentals in Dexter

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Top-rated holiday rentals in Dexter

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Top guest favourite
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
4.99 out of 5 average rating, 67 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

Top guest favourite
An open living space features a retro design with wood-paneled walls. A colorful kitchen island with seating is complemented by a cozy seating area, including a patterned couch. Large windows provide natural light and views of the surrounding woods, while a wall-mounted television and fireplace add comfort.
Cabin in Greenville
4.99 out of 5 average rating, 227 reviews

Escape to a Secluded Cabin•Hot Tub year around!

"The Fox Den" was designed just for couples...curling up by the fireplace or soaking in a hot tub in a screened-in porch, this unique 70's themed cabin in the woods, away from the stressors and noise of everyday life. Whether you're celebrating or just looking for an excuse to come for seclusion and quiet, the fox den is the ideal place to book for your romantic getaway, located 2 hrs. south of St Louis near Wappapello Lake. Breakfast items provided for guests to cook, including farm fresh eggs

Top guest favourite
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
4.96 out of 5 average rating, 81 reviews

Cozy cabin on the hill! Free Wifi!

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 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. It is amazing but the sleeping quarters are located up a flight of stairs if you have any disabilities that prevent stairs the cabin is not ideal.

Top guest favourite
A wooden seating area is set along the riverbank, surrounded by lush green trees. The benches are built-in with a rustic finish, offering a natural aesthetic. The flowing river is visible in the background, contributing to a serene outdoor atmosphere.
Cabin in Williamsville
4.99 out of 5 average rating, 318 reviews

Secluded Cabin on BlackRiver/ Hot tub- NO PETS!

This is our family cabin. Our family farms soybeans, rice, and corn. We are too busy working during spring, summer, and some of fall to enjoy our cabin much. We are wanting to share our beautiful place for others to enjoy. It is located approximately 10 minutes from Poplar Bluff, MO. We live about 30 minutes away, so we can be available if needed. We have satellite TV and wi-fi. Cabin is pretty secluded nestled among the trees with the Black River flowing within 100 feet of the deck.

Top guest favourite
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.
Guest house in Dexter
5 out of 5 average rating, 86 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!

Guest favourite
The cabin exterior showcases a unique combination of stone and siding with a gently sloped roof. A small wooden deck leads to the front door, while a gravel driveway offers ample parking space. Surrounding trees provide a natural backdrop.
Cottage in Wappapello
4.92 out of 5 average rating, 62 reviews

Ridge Road Casita

Welcome to Ridge Road Casita near beautiful Wappapello Lake. Take time to unwind and enjoy the lake life and all it has to offer in our one bedroom, quaint and cozy cabin. Within minutes from Peoples Creek and Sundowner Marina. We have plenty of space to park a boat and vehicle. The Camp is approximately 8 miles away, if you’re in the area to catch a live band. There is a Dollar General close by and a variety of restaurants within the Wappapello area to enjoy!

Superhost
A cozy cabin is set amidst natural surroundings, showcasing a hot tub on a wooden deck. A gravel pathway leads to the entrance, lined with soft lighting and surrounded by trees, enhancing the secluded ambiance of the private property near the lake.
Home in Lost Creek Township
4.84 out of 5 average rating, 129 reviews

Camp Bluegill Lake House

New, modern, and cozy with tons of amenities and activities. Relax in the hot tub overlooking the private lake or lounge on the private beach and watch the kids have fun in the paddle boat. Beautiful, secluded property on 5 acres. Tons of parking and easy in and out access for trailers and covered parking. Minutes from beaches, boat ramps and marinas on beautiful Lake Wappapello. Multiple state parks, trails and recreational activities also within minutes.

Top guest favourite
A cozy living room features two dark leather sofas, complemented by colorful throw pillows. A wooden coffee table sits centrally on a patterned area rug. Two lamps provide soft lighting, and the room is brightened by natural light from the window draped with light curtains.
Home in Dexter
4.93 out of 5 average rating, 15 reviews

Lone Oak Lodge-private yet 3 minutes from town

Our lodge sits just up over the hill from our family home on our 60 acres. Secluded yet just three minutes from Walmart and town. Our private drive comes to a V and you will veer left up a gravel lane to the lodge at the top of the hill. The wrap around deck, fire pit and grills/cookers allow for plenty of outside entertainment. We enjoy nothing better than to watch the sun go up or down from the deck.

Top guest favourite
A modern cabin sits perched on a hillside, featuring a striking A-frame design. Large windows dominate the front façade, offering glimpses of the interior. The expansive porch is fitted with railing, surrounded by lush greenery, creating a serene and inviting outdoor space.
Cabin in Williamsville
5 out of 5 average rating, 68 reviews

Honky Tonk Hideout

“Hello darlin’,” welcome to the Honky Tonk Hideout in Poplar Bluff, MO (about 2.5-3 hours south of St. Louis, MO). Whether you are looking for a place to wash away those “9 to 5” blues, looking for some “wide open spaces,” or wanting to meet up with some “friends in low places,” Honky Tonk Hideout invites you to stay.

Top guest favourite
A single-story home is featured, showcasing a front porch with multiple columns and a welcoming entryway. The exterior is constructed with a mix of brick and siding. A large garage is visible to the right, and trees provide dappled shade over the front yard.
Home in Dexter
5 out of 5 average rating, 80 reviews

Two Cedars

Forget your worries in this spacious and serene space. Located 5 miles from town. Watch the sunrise while having coffee on the deck. Enjoy the local wildlife, while walking the trails around the pond and through the woods. We are a working farm with cows and free range chickens.

Top guest favourite
Home in Bloomfield
4.96 out of 5 average rating, 201 reviews

Bloomfield Bungalow

Bloomfield Bungalow is new construction that boasts a cathedral ceiling upon entry with a spacious open concept. It has everything you'll need to kickback and fully relax. This two-bedroom, two-bath home offers a fully equipped kitchen, workspace, and large sofa for lounging.

Top guest favourite
Flat in Dexter
4.98 out of 5 average rating, 138 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.

Popular amenities for Dexter holiday rentals