Holiday rentals in Henderson
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Quick stats about holiday rentals in Henderson
Total holiday rentals
Explore 10 holiday rentals in Henderson
Nightly prices starting at
Henderson holiday rentals start at $77 SGD per night before taxes and fees
Verified guest reviews
Over 980 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Wifi availability
10 of Henderson holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Henderson rentals
4.9 Average rating
Henderson stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Henderson
Guests agree: these stays are highly rated for location, cleanliness and more.
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.
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.
The Waffle House: Historic Full Downtown Apartment
The apartment is called Waffle House because it was the home of Waffle House founder Joe Rogers. The space is a full apartment with kitchen, laundry, living room, bathroom and bedroom with a separate entrance. Located on W Deaderick it’s just a short walk to Restaurants , Farmer's Market, and Hub City Brewing. I am the brewmaster at Hub City Brewing & Rock’n Dough Pizza + Brewery, and my wife works for Hitachi Energy. We live in the downstairs unit so are nearby if there is anything you need.
Hillside Haven
Relaxation is calling at Hillside Haven. From the moment you walk in the door you will feel rejuvenated in this quaint guest house. Favorite features include a comfortable king size bed, smart TV with Netflix guest access, luxuriously soft towels, fully stocked coffee bar, and a beautiful view. You’ll feel as if you’re away from it all, but are only a ten-minute drive from downtown Henderson and Freed-Hardeman University. Ideal for one couple or a small family (Max of two adults and two kids).
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
“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
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!**
Grannies Country Farm House
We are 12 miles from FreedHardman College, 4.2 K n M shooting range , Chickasaw State Park 18 miles, Buford Pusser museum 16 miles,Piney Lake 20 miles.Grannies house sits on a 300 acre farm nice and cozy !!!! Lots of room to park if u have a trailer or trucks ,air conditioners in each room nice brand new beds king,2 twins,2 double. 1 queen blow up mattress.If you make reservations for 4 and 6 comes you will be charged 60.00 a head . So come and enjoy ur self in Granny’s Country Farm House.
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!
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.
Charming 3 Bedroom House Minutes from Downtown
Centrally located on Highland Ave., this three bedroom home is minutes from Jackson's quaint Downtown, the Carl Perkins Civic Center, The Ned, Jackson Madison County General Hospital, the Jackson mall and much more. Jackson, the Hub City and birthplace of Rockabilly, is a wonderful base from which to explore West Tennessee and Northern Mississippi, including Shilo, Parker's Crossroad, the Loretta Lynn Ranch, Tennessee Safari and so much more.
Popular amenities for Henderson holiday rentals
Other great holiday rentals in Henderson
Abby’s Charming Retreat
Creekfront Cabin: unplug & escape!
The Blue House JR.
Nice mid-century brick home near FHU, shopping
The Wisdom Retreat
Mary’s Place
Little Green Cottage
Rhodes Home of Henderson
Frequently Asked Questions
What are the best places to stay in Henderson?
Many travelers choose to stay near Henderson’s downtown for convenient access to shops, dining, and community events, while others prefer quieter areas with larger homes and outdoor space. Neighborhoods around parks are often suggested for families or those seeking a peaceful atmosphere.
What are the best things to do in Henderson with kids?
Kids often enjoy Henderson’s parks, playgrounds, and library events. Youth sports leagues, outdoor nature trails, and family dining spots are frequently suggested for families traveling with children.
What are some of the best things to do in Henderson?
Explore Henderson’s historic downtown, tour local museums, and enjoy the city’s parks or green spaces. Regional crafts, Southern-inspired dining, and community celebrations are frequently suggested activities.
How is the weather in Henderson?
Henderson has cool winters near 29–50°F (-2–10°C), and warm, humid summers reaching 89°F (31°C). Spring and fall are milder with variable rainfall, so packing for both rain and sunshine is practical.
When is the best time to visit Henderson?
Late spring and early fall are often recommended for comfortable temperatures and fewer crowds in Henderson. Seasonal festivals and outdoor activities are common during these times, taking advantage of mild weather.
What are the best places to visit in Henderson?
Explore local parks, historic downtown buildings, and museums that tell the story of Henderson’s development. The area also has galleries and spaces highlighting regional crafts and traditions.
What are some hiking trails in Henderson?
Henderson has public parks and green spaces with trails for walking, jogging, or light hiking, surrounded by Tennessee’s gentle landscapes. Nearby wildlife areas and nature preserves are frequently suggested for their tranquil paths and opportunities to observe local flora and fauna.
What are some family activities we can do in Henderson?
Families can enjoy playgrounds, community parks, and public sports facilities in Henderson. Educational museums and local art projects make for engaging indoor experiences, especially on rainy days.
What are some of the best day trip ideas from Henderson?
Around Henderson, travelers often explore wildlife areas, traditional Southern towns, and state parks known for hiking or picnicking. Regional museums and cultural attractions offer a look into West Tennessee history and art.
Are there any pet friendly accommodations available in Henderson?
Some vacation rentals in Henderson welcome pets, with outdoor areas or easy access to walking trails and local parks. It is common for hosts to note any pet-specific amenities or rules in their listing details.
What are some local tips for visiting Henderson?
Locals suggest checking out farmers markets for regional produce, joining seasonal festivals, and dressing for variable weather. Engaging with community gatherings can offer guests a deeper sense of Henderson’s rhythm and welcoming spirit.
What is Henderson known for?
Henderson is known for its welcoming community atmosphere, a blend of local heritage, and nearby natural scenery. The city has ties to regional music, education, and traditional Southern cuisine.
What are the best hidden gems to explore in Henderson?
Around Henderson, you may discover locally owned shops, small art galleries, and quiet nature spots less traveled by visitors. Farmers markets and small cafes are often recommended for those searching for a more personal glimpse of local life.
What are the best foods to try in Henderson?
Local dining in Henderson frequently highlights Southern-inspired dishes such as barbecue, fried chicken, catfish, and homemade pies. Seasonal produce and comfort foods feature prominently, with many eateries focusing on hearty, home-style recipes.
What should I bring for a trip to Henderson?
Pack clothing for changing seasonal temperatures—light layers for spring and fall, breathable fabrics for summer, and warmer options for winter. Comfortable walking shoes, rain protection, and sun essentials are often recommended.
What is the nightlife in Henderson like?
Henderson has a low-key nightlife scene, with casual restaurants, local pubs, and gathering spots where residents connect over live music or simple fare. Visitors often find evenings centered around community events or gatherings, especially on weekends.
What are the most popular events or festivals in Henderson?
Henderson frequently celebrates with community festivals, local music gatherings, and seasonal farmers markets. Events often take place around public holidays, with cultural and arts celebrations reflecting the area’s traditions.
Are there family friendly vacation rentals in Henderson?
Henderson has vacation rentals that are suitable for families, with options that provide multiple bedrooms, outdoor spaces, and access to parks or recreational areas. Many hosts share amenities tailored for children or family gatherings.
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