Vacation rentals in Middleton

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Top-rated vacation rentals in Middleton

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Top guest favorite

The cabin is set in a secluded wooded area, surrounded by tall trees and colorful foliage. Its exterior features a combination of wood and stone, with a sloped blue metal roof. Sunlight filters through the trees, casting dappled shadows on the ground.

Cabin in Henderson

4.98 out of 5 average rating, 116 reviews

Cox Cabin “Cabin in the Woods”

Relax in this large, secluded multi-family cabin nestled on the outskirts of Chickasaw State Park on Cagle Trail. 2 King, 1 Queen, 2 Twin beds, Futon and plenty of space for personal air mattress for extra sleeping. Ride in/ride out to miles of trails in Chickasaw State Forest. Very secluded and private cabin with plenty of parking and trailers accessible. Minutes to Chickasaw Golf course, State Park amenities, and Henderson the home of Freed Hardeman Uni. We are pet friendly for a FEE per pet.

Top guest favorite

A charming tiny house on wheels is nestled within a serene landscape, surrounded by greenery and trees. A wooden deck leads to the entrance, while a gravel path guides towards a firepit area with chairs for relaxation, creating a peaceful outdoor setting.

Tiny home in Hornsby

4.96 out of 5 average rating, 193 reviews

Peaceful Getaway In Charming Tiny House

Welcome to a truly extraordinary accommodation option—an unforgettable stay in a charming tiny house on wheels! Nestled amidst a serene and peaceful landscape, this unique space boasts a remarkable foundation enveloped by lush greenery. Take a walk through the wildflower gardens and enjoy the nature! In the area: 26 min to Chickasaw State Park 37 min to Shiloh National Military Park 33 min to Cogan's Farm 27 min to Big Hill Pond State Park 52 min to Pickwick Landing State Park 45 min to I-40

Top guest favorite

The studio features a comfortable queen size bed covered with a grey quilt and decorative pillows. A small desk with a chair is positioned next to the bed. Warm lighting enhances the cozy atmosphere, while a kitchenette is visible in the background.

Guesthouse in Henderson

4.95 out of 5 average rating, 522 reviews

Studio Apt on 5th

The Studio on 5th in Henderson, TN is close to Freed-Hardeman University (3/4 mile) & 25 min. from Jackson. This studio w/ 1 queen size bed, 1 bath & kitchenette guesthouse is good for couples & solo adventurers. It is located in a quiet neighborhood next to the host's family home. Includes: Off-street parking, complementary coffee & snacks, Wi-Fi, soaps, shampoo, fresh towels & linens, & outdoor seating. **Simple Check in & Check Out! No "to do" lists!** **Super hosts for over 6 years!**

Top guest favorite

The exterior of the house is displayed, featuring a modern design with an extended roof and large front windows. A stone pathway leads to the entrance, bordered by a landscaped grassy area and scattered trees in the background.

Tiny home in Henderson

4.97 out of 5 average rating, 113 reviews

“The Casita Bonita”

Welcome to “The Casita Bonita” The pretty little house on 130 acres of pure bliss. My wonderful husband Jeremy and I bought 130 acres a few years back and is what we call “our farm” we have had countless picnics and bonfires, Just dreaming of doing something special on our land one day. That is where “The casita bonita” dream came true & it is our pleasure to be able to host guest just like you. I hope you enjoy your stay and the views of our land. Come back to see us soon. Love,Jeremy & Missy

Top guest favorite

A welcoming entrance is framed by light-colored siding and complemented by white pillars. A stone pathway leads to a glass front door, flanked by lantern-style lights. The well-kept yard features neatly arranged gravel and landscaped grass, providing an inviting approach to the cottage.

Home in Corinth

5 out of 5 average rating, 143 reviews

Serene Cottage Home has NEW High-Speed Internet!!!

Serene Cottage Home has quiet peaceful space minutes from Corinth and less than an hour from Pickwick landing or Tupelo. The open floor plan--living room/dining area has a bedroom on each side. First bedroom has a queen bed, full bath, and 1 walk-in closet. The 2nd bedroom has a queen bed, 1 walk-in closet, and full bath in hallway. To start the shower, use the pull-down on the faucet. The kitchen is full service with a large pantry and laundry off dining area. Covered patio and gas grill.

Top guest favorite

Double glass doors framed in a vibrant yellow provide access to the space. A wooden chair complements a dining area adorned with a soft table setting. Exposed brick walls and natural light enhance the warm, welcoming atmosphere.

Home in Finger

5 out of 5 average rating, 120 reviews

La Banque Stylish and comfy stay

Historic bank built in the 1920's restored to it original beauty. Located 5 min from Hwy 45, 8 min from K&M shooting complex and 15 min from Henderson. This is a perfect location for anyone wanting a weekend getaway or a place to rest and reset. Our space reflects peace and quiet, plenty of books to leaf through, a fireplace to warm your feet and a fully stocked kitchen. Spacious bathroom with a beautiful clawfoot tub to soak in. Come get the unique experience of sleeping in bank vault!

Guest favorite

The exterior of the cottage is shown, featuring a charming brick facade with an inviting orange front door. Lush greenery surrounds the entrance, and a classic umbrella stands to the side. A welcoming porch is visible, framed by seasonal foliage.

Cottage in Corinth

4.97 out of 5 average rating, 195 reviews

The Cottage, Located in Historic Downtown Corinth

ENJOY A GETAWAY AT THE COTTAGE IN HISTORIC DOWNTOWN CORINTH Start your morning with coffee on the fabulous front porch swing, then spend the day living like a local. Just a short walk from Historic Downtown, you will find Corinth's best restaurants, shops and historical highlights! The Cottage was thoughtfully designed with beautiful fabrics, crisp white bedding, custom headboards and stunning wallpapers to make your experience one-of-a-kind. We look forward to hosting you soon!!

Top guest favorite

A serene lake is framed by vibrant autumn foliage and tall trees, reflecting the colorful surroundings. A white fence runs along the edge, enhancing the natural beauty of this tranquil scene, inviting peace and relaxation.

Home in Henderson

5 out of 5 average rating, 129 reviews

The Oliver Lakehouse

Nestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!

Guest favorite

A living room features a dark blue couch adorned with decorative pillows, positioned near large windows dressed with light curtains. A coffee table sits centrally, displaying a stack of books and small plants. Wall sconces and a mirror add to the room's inviting ambiance.

Cottage in New Albany

4.9 out of 5 average rating, 631 reviews

The Cottage in Downtown New Albany, MS

Come and enjoy The Cottage in Downtown New Albany, MS! This newly renovated property boasts detailed interiors and modern luxuries, while still maintaining the cozy comforts of a weekend cottage. Only a short stroll away from the vibrant shops and restaurants of Downtown New Albany, which was recently voted "Best Small Town in the Southeast" by USA Today. For bicycle enthusiasts looking to take advantage of the Tanglefoot Trail, please enjoy the convenience of our location!

Top guest favorite

The exterior of a newly renovated home features a charming front porch supported by decorative columns. Large windows allow natural light to illuminate the space, while a well-maintained lawn and neatly arranged shrubs enhance the welcoming entryway.

Home in New Albany

4.98 out of 5 average rating, 110 reviews

The Queen on Cleveland

Come and enjoy The Queen on Cleveland in Downtown New Albany, MS! This new AirBNB is a sister property to “The Cottage”. This newly renovated home boasts detailed interiors and modern luxuries. Only a short stroll away from the vibrant shops and restaurants of Downtown New Albany, which was recently voted "Best Small Town in the Southeast" by USA Today. For bicycle enthusiasts looking to take advantage of the Tanglefoot Trail, please enjoy the convenience of our location!

Top guest favorite

A charming house is framed by lush green trees, highlighting its inviting white exterior. A covered porch with rocking chairs beckons relaxation, while bright windows suggest ample natural light within. The well-maintained lawn and surrounding landscaping enhance the serene country setting.

Cottage in Guys

4.97 out of 5 average rating, 104 reviews

Peaceful Countryside Retreat near Corinth

Forget your worries in this spacious and serene home. With the large kitchen and living area, there is enough room for everyone. Kick back on the sectional or take in the views from the back yard. Away from the home, you're within minutes of Historic Downtown Corinth's popular shopping and dining. If you're feeling adventurous, Big Hill Pond State park and Shiloh National Military Park provide hiking and outdoor entertainment.

Guest favorite

The exterior of the vibrant red treehouse is showcased, featuring a sloped roof and large windows. Steps lead up to the entrance, surrounded by a lush green lawn and trees. An American flag complements the welcoming facade, with a small seating area visible beside the stairs.

Farm stay in Pinson

4.9 out of 5 average rating, 127 reviews

Tiny treehouse

The tiny treehouse is located on a family family. There is a lake for fishing. It is a short hike from the property through open trails. Bring your fishing poles and tackle for a fun trip on the lake. Sit by the fire pit and have s'mores and enjoy the peace and serenity of the outdoors. This is a quiet , private place to get away from the noise and rush of the city.