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Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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Home in Henderson

4.78 out of 5 average rating, 283 reviews

Little Cedar Cottage close to everything

Wonderful cedar cottage with quaint front porch and beautiful private back yard. Quiet street that has sidewalks and is two blocks from the local university and downtown. Rooms are furnished with brand new beds and linens. Kitchen is up to date with stove, refrigerator and dishwasher. Bathroom has been totally remodeled and also includes new rain shower head. Wifi is available inside the home and also on the 55" TV in the main living room. You will enjoy your stay in our little cottage!

Guesthouse in Henderson

4.95 out of 5 average rating, 486 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!**

Home in Jackson

4.87 out of 5 average rating, 135 reviews

Historic Highland Game Room King Size Beds

GAME ROOM & KING SIZE BEDS. 2,139 sq ft Historic Stephen's Home (1900s). Retreat, relax, reset, and revive yourself after enjoying all that West Tennessee has to offer with complimentary coffee & and bottle of wine. 1 mile to downtown, Farmer's Market, Restaurants, and Shopping. Attractions - Casey Jones Village, the Train Museum, Casey Jones House, Old Country Store, Safari Park, 9 State Parks, 2 State Forests, 7 National Wildlife Refuges, and the best wineries West TN has to offer.

Rental unit in Jackson

4.96 out of 5 average rating, 123 reviews

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.

Bungalow in Jackson

4.97 out of 5 average rating, 146 reviews

Pearl Cottage in Casey Jones Village

Step back to a gentler time in this pre-civil war shotgun house in the historic Casey Jones Village. A perfect getaway spot for couples for their honeymoon or anniversary or people wanting to get away for a spiritual retreat. Pearl House is complete with a claw foot tub, a huge shower and his and her robes. There are some wonderful books to read at Pearl, many about history and a great collection of cookbooks. It features a complete kitchen, washer and dryer; all the modern amenities.

Home in Jackson

4.96 out of 5 average rating, 259 reviews

"Hospitality House"3 br 2 bth house N Jackson TN

You are renting the entire property. 3 bedroom 2 bathroom house with patio. Located in north Jackson close to I 40, restaurants, and shopping. Great quiet Cove neighborhood safe for evening walks. Will accommodate families, traveling nurses, students, or corporate traveler. No pets. Exceptions can be made, contact host. No large parties or events can be hosted. 10 or more pl. Non smoking home smoking in this property will result in $250 cleaning fee Quiet time between 9pm-6am

Home in Jackson

4.92 out of 5 average rating, 107 reviews

Are We There Yet? 1 mile from I40/Sleeps 10

Newly renovated 4 bedroom, 2 bath brick home that sleeps 10. Located just a mile from I40. This home is located on a quiet Cove street with a large fenced in back yard. Has a cute closed off sun room for your furry friends, or a nice little reading nook to enjoy your morning coffee. This home is located to everything you may need during your stay. It is 2 miles away from any shopping or dining. Enjoy streaming your favorite shows or movies from 4 smart TVs in the home.

Guest suite in Humboldt

4.93 out of 5 average rating, 551 reviews

Serenity Cottage Suite

A dedicated country cottage suite on an 8 acre farm located 10 minutes from I-40. Nestled in the woods and an easy country back road drive to get here. The tranquility and beauty of this property will make you want to book another night! Area is wonderful for long walks or that early morning jog. Minutes from shopping and easy access to town. Great for couples, solo adventurers and business travelers of all types. Come take a break from the hustle of life.

Home in Jackson

4.87 out of 5 average rating, 215 reviews

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.

Guest suite in Jackson

4.96 out of 5 average rating, 376 reviews

Guest Suite W private entrance/2nd bedroom option.

The Suite has a private entrance, one queen bed, a TV, and a full bathroom. Living room w/sofa, TV, microwave, mini-fridge, sink with a Keurig. No stove. Available OPTIONAL 2nd bedroom attached to the living room with one queen bed. I charge $30.00 extra daily.Suppose you are in a group with only two and want separate beds or book three guests. The extra room doesn’t have windows, and the Air comes from the main House.

Home in Jackson

4.97 out of 5 average rating, 113 reviews

Swan House

This two bedroom, newly renovated 1950’s home exhibits historic midtown charm paired with modern style. Our quiet, dead-end street offers the space to get away, while being conveniently located ½ a mile from the Hospital and right around the corner from the local shops and restaurants of downtown Jackson. Two minutes from the bypass for a quick drive up north; ten minutes from Union University.

Home in Jackson

4.94 out of 5 average rating, 140 reviews

The Tinker Retreat

Enjoy all the things Jackson has to offer within minutes of this home. Whether your looking for a good nights rest or a fun family game night, The Tinker Retreat is ready to accommodate. Step inside, leave your troubles at the door and relax in our massage chair or catch a game of foosball while enjoying some freshly popped popcorn. This home offers something for everyone to enjoy!

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Popular amenities for Madison County vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Madison County

Home in Humboldt

4.79 out of 5 average rating, 29 reviews

TC & DC Space

Bungalow in Jackson

4.8 out of 5 average rating, 61 reviews

Going back to Gran - Grans!

Home in Henderson

5 out of 5 average rating, 46 reviews

Mary’s Place

Home in Jackson

4.86 out of 5 average rating, 29 reviews

Oakmont Family Retreat- Close to Everything!

Home in Jackson

5 out of 5 average rating, 19 reviews

New home in downtown Jackson!

Home in Jackson

4.79 out of 5 average rating, 14 reviews

Renovated Historic Home- minutes from downtown

Home in Jackson

4.97 out of 5 average rating, 32 reviews

The Pink House!

Home in Jackson

4.92 out of 5 average rating, 89 reviews

*Hub City Vibes* Mid-Town

Destinations to explore

Monthly Rentals Madison County