Holiday houses in Dexter

4.98 out of 5 average rating, 45 reviews

Guesthouse in Dexter

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.

4.94 out of 5 average rating, 50 reviews

Cabin in Dexter

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.

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

5 out of 5 average rating, 263 reviews

Treehouse in Greenville

Woodsy & cozy couple's rustic treehouse *HOT TUB*

"The Roost" is rustic but not primitive treehouse 2 hrs south of St Louis near Wappapello Lake. Yes it has indoor plumbing & running water. Accommodates two adults, has a fully equipped kitchen and breakfast items are provided for you to cook. Surrounded by thousands of acres of national forest. Observe wildlife sightings from the deck while soaking in the hot tub, sleep comfortably in a queen size pillowtop Serta bed on a Motion Air base, and relax as you enjoy the ambience of the fireplace.

5 out of 5 average rating, 30 reviews

Home in Portageville

Cozy 2 Bedroom Cottage in Portageville - Sleeps 4

Looking for a cozy and comfortable Airbnb in Portageville? 🏡✨ This charming, newly updated cottage is the ideal destination for unforgettable memories with your loved ones. Conveniently located in a fantastic residential area right behind the town's elementary school, you're just moments away from local attractions, shopping, and dining spots. With ample parking, you can easily come and go as you please. Enjoy the comfort and convenience of our family-friendly home during your stay.

4.99 out of 5 average rating, 267 reviews

Cabin in Williamsville

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.

5 out of 5 average rating, 56 reviews

Guesthouse in Dexter

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 TV with Roku, 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 pit and chairs guests may use. An assortment of snacks and drinks await you!

4.94 out of 5 average rating, 155 reviews

Cabin in Wappapello

Crooked Paddle

Welcome to the Crooked Paddle at Wappapello, MO. This vacation getaway is located just minutes away from Peoples Creek and Sundowner Marina Boat Launches, if you desire fishing or watersports. If hunting is your desired use, this getaway is close to Duck Creek Conservation Area, Otter Slough Conservation Area, and Mingo National Wildlife Refuge Visitor Center. Whether you want a couples retreat, hunting lodge, or family getaway this cabin will meet your needs.

4.99 out of 5 average rating, 106 reviews

Home in Poplar Bluff

Little Blue

Come enjoy the peace and beautiful surroundings, watch the sunset from the large front porch of this all newly renovated home, right off the main highway on a paved County road , Poplar Bluff is approximately 8 miles with restaurants & shopping. We are located to a lot of outdoor activities within reasonable driving distance, Wolf Creek Bike Trail , Mark Twain National Forest is all around, Black River, Lake Wappapello, Current River, Sam A Baker etc

4.91 out of 5 average rating, 102 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.

4.94 out of 5 average rating, 105 reviews

Home in Bloomfield

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.

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Other great holiday rentals in Dexter

5 out of 5 average rating, 24 reviews

Welcome Inn - call it “home” for a few days!

AliciaRating, 5 stars3 months ago

Such a perfect home for a short stay with our family. Everything was so clean and such sweet special touches throughout the house.

Apartment in Dexter

4.52 out of 5 average rating, 27 reviews

The Cozy Suite

DanielRating, 5 stars1 week ago

Justin was very responsive and got everything situated when needed. Great stay.

4.79 out of 5 average rating, 19 reviews

Little Brown House

KristyRating, 5 stars1 month ago

We enjoyed our stay! The communication was great and so was our visit. 100% would stay again!!

Apartment in Poplar Bluff

4.95 out of 5 average rating, 43 reviews

Lovely 3 Bed 2 Bath near Hospital and Restaurants

JamesRating, 5 stars2 months ago

if you plan on sleeping on the couch, make sure to bring your own covers. also, it would be nice if he had a mop in the closet. but the place is really clean when you get there.

4.82 out of 5 average rating, 60 reviews

2 Bedroom Cottage in Dexter

TylerRating, 5 stars1 month ago

Perfect place for a small family to stay when visiting the area. Ben was great. Took no time to respond and get on repairing some wind damage we noticed. Very respectful guy. Definitely staying here again our next trip to Dexter

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Cottage in Wappapello

4.89 out of 5 average rating, 45 reviews

Ridge Road Casita

TjRating, 5 stars5 days ago

We had an amazing stay at this Airbnb! The place was exactly as described—clean, cozy, and absolutelybeautiful. The host was incredibly welcoming and responsive, providing clear instructions and great local recommendations. The location was perfect—quiet and peaceful, yet close to everything we needed. I especially appreciated how comfortable the bed was and how nice the bathroom was. You can tell they really care about their guests’ experience. I’d definitely stay here again and highly recommend it to anyone looking for a relaxing and hassle-free stay!

5 out of 5 average rating, 5 reviews

Home in Puxico

Puxico Vista Home | Sleeps 11

AmandaRating, 5 stars2 weeks ago

My family really enjoyed our quiet retreat at the end of a long school year. Mingo National Wildlife Refuge was a wonderful outdoor experience as well as the Wapapello State Park and Corps of Engineer parks. The house was perfect with plenty of sleeping arrangements and lots of cookware for preparing meals. The upstairs was perfect for the kids! And the plentiful pillows and blankets were a treat! The back yard is huge and fenced! Beautiful property, we will definitely stay here again!