Holiday houses in Henderson

4.99 out of 5 average rating, 106 reviews

Home in Lexington

The Natchez

Surround yourself with style in this standout space. Conveniently located close to Natchez Trace State Park and 7 recreational lakes. Our charming home is 9 miles from I-40, Parker’s Crossroads Battlefield, Veterans Cemetery, 39 miles from Shiloh National Park and 30 minutes to TN River. If you are wanting to see Memphis Legendary BBQ & Blues or Nashville Hot Chicken & Country Music, we are half way between the 2 cities. This home is near local industries and minutes from restaurants/shopping.

4.98 out of 5 average rating, 106 reviews

Cabin in Henderson

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.

4.96 out of 5 average rating, 178 reviews

Tiny home in Hornsby

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

4.98 out of 5 average rating, 100 reviews

Tiny home in Henderson

“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

4.95 out of 5 average rating, 517 reviews

Guesthouse in Henderson

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!**

5 out of 5 average rating, 113 reviews

Home in Finger

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!

5 out of 5 average rating, 127 reviews

Home in Henderson

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!

4.95 out of 5 average rating, 163 reviews

Apartment in Jackson

The Waffle House: Historic Full Downtown Apartment

We call this space the Waffle House because it’s the historic home of Waffle House founder Joe Rogers. The space is a full apartment with kitchen, laundry, living room, bathroom and bedroom. The apartment is located on W Deaderick and is just a short walk to Jackson Walk Restaurants , Farmer's Market, and Hub City Brewing Taproom. I am the brewmaster at the local brewery, and my fiancé works as a reporter for the local newspaper. We live downstairs with our two dogs, Layla and Morri.

4.99 out of 5 average rating, 184 reviews

Farm stay in Selmer

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.

4.91 out of 5 average rating, 100 reviews

Home in Henderson

Peaceful Sears, Roebuck and Co. Mail Order Home.

Come and stay at a freshly remodeled cozy home built in the 1940’s. The home has two bedrooms with living room with pull out couch, a galley style kitchen, dining room and bathroom with large walk in glass shower and soaker tub. Two Smart 55” TV’s in the home and WiFi access for your work. We are centrally located to Freed Hardeman University and downtown Henderson. Only 20 minutes from Jackson. Follow us @kenzley holdings

4.9 out of 5 average rating, 126 reviews

Farm stay in Pinson

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.

4.98 out of 5 average rating, 128 reviews

Welcome to The Lily Pad!

Keep it simple at this peaceful and centrally-located place. Located just minutes from downtown Jackson, Jackson Madison County General Hospital, The Lift, The Ballpark at Jackson, shopping and restaurants, The Lily Pad is ready for your overnight stop, weekend getaway, work trip or extended stay.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Popular amenities for Henderson holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Henderson

Superhost

Apartment in Lexington

4.78 out of 5 average rating, 9 reviews

Cutting Edge Family Apartment.

LindaRating, 5 stars3 weeks ago

The place was cozy and convenient to everything I would recommend this place and stay again

4.98 out of 5 average rating, 87 reviews

Our Little Tinker!

RhondriaRating, 5 stars2 days ago

I loved everything about this place. It made me feel right at home. Like a home away from home. I visit Jackson once a year for a biker event where I’m the piercer. I do plan to book for next year. It was so clean she even had candles in the living area and bathroom. I would highly recommend. Thank you Ashley for hosting us

4.99 out of 5 average rating, 85 reviews

Cabin in Shiloh

The Shiloh Retreat

PaulaRating, 5 stars2 days ago

This little cabin was perfect for us. It had the privacy we wanted, a firepit, a covered outdoor grill area and surrounded by woods and field. Cabin was clean, comfortable, cozy and perfect use of space. Beds slept great too. Shower head was best one I have ever used. Eric was responsible, flexible with our checkin time, and a true joy to work with on our trip. Would definitely choose to stay here again. We absolutely LOVED it!

4.85 out of 5 average rating, 27 reviews

Jackson Sweet Retreat

BarryRating, 5 starstoday

It was all that we expected. We basically used for sleeping. We were very busy with a family celebration and they were 2 minutes away. Location was excellent. Is there is any questions on how left the house please feel free to call or email me. We tried to leave it like we found it. Thanks again for letting us use you house.

Superhost

Campsite in Jackson

5 out of 5 average rating, 4 reviews

Cozy barn campsite

AmberRating, 5 stars11 months ago

Tammy last minute accommodated and was extremely friendly and nice! I come around once a month and Tammy was personable and recommended to come back any time. As long as I’m there I do plan to! She communicated very well and anything you need she is always willing to help or recommend places! The place is absolutely beautiful and very wildlife. Thank you Tammy!

4.97 out of 5 average rating, 35 reviews

New home in downtown Jackson!

GlennRating, 5 stars1 week ago

Adorable house. Comfy beds and linens. No issues at all with the stay. Highly recommend! We enjoyed hanging out in the kitchen/living area, having a glass of wine and relaxing. Easy walking to downtown restaurants and bars. Great location.

5 out of 5 average rating, 44 reviews

Guesthouse in Lexington

Lakeshore Cottage

AliethaRating, 5 stars3 months ago

We absolutely loved Beth’s place. The place was so beautiful and she was so sweet. It was the perfect place for our getaway. Beth even brought us strawberries as a treat. Beth thought of everything to ensure that we had a pleasant stay. The amenities are wonderful, the view of the lake is so peaceful, and the area is very quiet. Perfect for downtime. My husband and I would highly recommend this place