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, 130 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!

Top guest favorite

A charming white cottage is set amidst lush greenery, featuring a light grey metal roof. The front entrance includes a decorative wreath on a green door. Flanking windows allow natural light to fill the cozy interior, while manicured shrubs and flowers enhance the outdoor space.

Home in Middleton

4.97 out of 5 average rating, 62 reviews

Quiet 2 BR Cottage in the Woods

Get away from it all in our peaceful cottage in the woods. This sweet little home was built by my husband’s grandfather as a weekend retreat for his 2 sisters, Clemmie and Eva. It has remained in the family all these years. A lot of hard work and love have gone into this cottage and we are excited to share it with you. Its quiet, secluded location make it the perfect place to relax and unwind. It is surrounded by wildlife with turkey and deer often seen on the property.

Top guest favorite

A comfortable queen bedroom is presented, featuring a spacious bed adorned with a white quilt and decorative pillows. Natural light enters through a window with sheer curtains, while a small nightstand and a colorful throw blanket add subtle touches of decor.

Farm stay in Selmer

4.99 out of 5 average rating, 190 reviews

Private Guest House in Quiet Community

Our Private Guest House has 2 queen bedrooms and 2 full bathrooms. There is DISH TV in the living room and Smart TV’s in the master and second bedroom. There is convenient parking, a private entrance, and front porch. There is plenty of room to park a large trailer or RV, if needed. Laundry facilities are available for use. The lower area of the guest house has a living room and a full kitchen. The second full-bathroom is located downstairs.

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.

Top guest favorite

A charming cottage is featured, showcasing a white exterior with wooden shutters. A green metal roof provides a contrasting color. The front porch is accessed by a small set of steps, and a gravel pathway leads through a lawn adorned with fallen leaves.

Home in Henderson

4.92 out of 5 average rating, 111 reviews

Little Green Cottage close to everything!!

Wonderful little cottage close to the local university and all the amenities in our little town. Stay here and you will find a clean, comfortable place to take a breath of fresh air while on your journey. You can take a walk in town or just sit on the back deck and enjoy the sunshine. Whatever you chose to do, you will not be disappointed in your stay here!!