
Holiday rentals in Middleton
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Top-rated holiday rentals in Middleton
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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.

Cabin at PickWick Dam/Lake
Quiet, Private, Peaceful....Our cabin sits on a small hill and is in a great neighborhood of friendly families. It is located just minutes from Grand Harbor Marina, State Park Marina and Aqua Marina. Plenty of nature to come and enjoy!! We have a fireplace for cozy nights, free wifi, full kitchen, washer/dryer. Keurig for coffee lovers. Wrap around porch for sitting and relaxing after a long day on the water. Private Hot tub for relaxing(Must Sign Waiver). Close to area restaurants and stores.

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

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!**

“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

The Outskirts
Take a break and unwind at this peaceful oasis. Quiet country studio cabin located on the outskirts of Ripley. Conveniently located 5 miles from The Red Barn event venue, 8 miles from Ripley's First Monday Flea Market and 15 miles from Blue Mountain Christian College. Only minutes away from Bennet Lake Hunting club and Dumas Lake. For dining: Enjoy a delicious meal at Simmer on Down Steak house 3.5 miles away. For Essentials: Dollar General and Clarks Country Store are only 3 miles away.

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!

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!

Fern Hollow Treehouse Escape, cozy romantic!
You'll love this unique and romantic escape.❤️❤️❤️ we are pet friendly Treehouse is very rustic. Sawmill or reclaimed wood This is a glamping experience kinda place. If you love outdoors you will love it here in this natural setting. The kitchen/dinning is in the first building up the stairs across a catwalk is the bed/bathroom. OUTDOOR SHOWER There is a pond in the field if you like to fish. Other properties available: airbnb.com/h/thegypsyqueen airbnb.com/h/cbliss

The Guest House
Relax at this beautiful countryside retreat. Recently restored, this 2 bedroom cottage boasts rustic charm from the Heart Pine wood walls to the custom island top. Sip your coffee on the back porch while taking in the view or kick your feet up on the couch and catch a movie. Regardless of why you're staying, you'll be glad you did. Aside from the cottage, you'll be within minutes of Historic Downtown Corinth, Big Hill Pond State park, and Shiloh National Military Park.

The Shiloh Retreat
Love being outside but don't love tents to sleep in at night? Come to The Shiloh Retreat for a relaxing place to stay on over 12 acres only 2 minutes from Shiloh National Military Park, 18 minutes from Pickwick Lake, 12 minutes to the Tennessee River, and 13 minutes from Adamsville, Tn home of Bufford Pusser. - Plenty of space to park your boat or trailer. - Smal kitchenette with refrigerator, sink, and a microwave, oven, air fryer combo.

New! Coral Ridge on Indian Creek-A Couples Getaway
Coral Ridge is the perfect place for two. Escape it all and enjoy nature and relaxation at it’s finest. Take in the amazing view while soaking in a hot tub and listening to the sounds of the waterfall all at the same time. Need a little adventure? Take a hike down our scenic trail to the beautiful clear waters of Indian Creek. Wade in the rapids, cast for a small mouth, or just simply kick back and meditate in these beautiful surroundings.
Popular amenities for Middleton holiday rentals
Other great holiday rentals in Middleton

Sportsman Cove Cabin #3

Screen Porch Cottage

The Cozy Cottage With King Bed

Velvet Peacock - 2BR/1BA country retreat

Riverfront Retreat & Fisherman's Gold, on TN River

The Grain Bin at Hinkle Creek.

Harvey House

Blue Cottage
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