Pet-friendly holiday rentals in Madison County

Pool House in Midtown - Centrally Located

Kick off your shoes and enjoy your stay at our spacious 1950’s home featuring large living areas, a full-size kitchen, in-ground pool, and more! Situated just 3 min from Jackson General Hospital, a short trip to the local eateries and shops of downtown Jackson, 5 mins from UofM - Lambuth and 10 mins away from the shopping and resturants of North Jackson along with Union University. Our midtown home is perfectly situated for the traveling business person, nurse, family, and more! Pets welcome!

Blue Bungalow on Wisdom St.

Welcome to your home away from home in the heart of downtown Jackson (LANA area). This cozy retreat is perfect for families, professionals and pet owners. Centrally located near the hospital, dining, and entertainment, it offers convenience and comfort. Enjoy the privacy of a fenced backyard, ideas for relaxing or letting your pets play. Whether you're here for work or leisure, this well-appointed space ensures a restful stay in a prime location. Book now for a comfortable, hassle free visit.

The Haven of Comfort North

Welcome to Haven Comfort Jackson 4/2! Ideal for business or leisure, our peaceful home offers ample space to relax. Conveniently located in North Jackson off Interstate 40 near Exit 79, we're under 10 minutes from West TN Health Care and Kirkland Cancer Center, and just 7 minutes to Pringles Park and the Industrial Park. Surrounded by major industries like Delta Faucet, Toyota Boshoku Tennessee, and Kellanova, our location is perfect for business travelers seeking comfort and convenience.

Daisey's Homeplace

We hope you enjoy this restful, comfy 3 bedroom/2bath home filled with beautiful antiques along with all the amenities you need. It has 4 smart TVs, fenced in back yard with private patio to sit, covered parking, and board games for the whole family. It is located in North Jackson with many restaurants and shopping centers nearby. Daisey’s Homeplace is in honor of where we found and rescued our second dog, Daisey, who desperately needed a family to care for her. Come and stay with us!

Highland Manor-Game Room-King Size Beds-Historic

GAME ROOM & KING BEDS. Welcome to Historic Highland Manor, a 2,139 sq ft 1900s home. Retreat, relax, and revive while enjoying West Tennessee. Ideal for travelers or family visits, and perfect for resting before continuing your journey. Enjoy modern comfort blended with vintage charm in a peaceful setting. Whether you're exploring West Tennessee or just passing through, our home offers a relaxing retreat with Southern hospitality at its heart. Sleeps up to 6 guests. No parties allowed.

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.

The Downtown Walk

Perfect location for your Jackson stay. We are conveniently located in the Jackson Walk experience. Walk to our favorite local spots Hub City Brewery, Grubbs Grocery, Rock N Dough Pizza, Blacksmith, Peppermint Addie, The Amp and many more! Jackson’s only downtown air Bnb offers you a great stay! Less than 2 miles from Jackson General Hospital! This quaint downtown walk home offers One king bed and two queen beds 65” TV in the living space Dining area And more

Carole’s Cozy Cottage

Welcome to Carole’s Cozy Cottage! Only 3 miles away from Freed-Hardeman University and downtown Henderson, this home is very close to all restaurants, shops, boutiques, and other things that Henderson and Chester County have to offer. It is also 15 minutes away from downtown Jackson and 25 minutes off of I-40. This 1,000 sq foot inviting house, built in 2021, is a 1-bedroom, 1.5 bathroom home with an open floor plan.

The Pink House!

The Pink House is a city treasure! Built in 1847 and meticulously renovated in 2021, it resides on the National Registry of Historic Places. It's located within the downtown "Jackson Walk" area, and is only minutes from places like The Amp outdoor music venue, Downtown Dog Park, Jackson Farmers' Market, Hub City Brewery, Grubb's Grocery and a variety of food and drink establishments!

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!

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.

The summeview of happiness

Kick back and relax in this calm, stylish space. Take a break and unwind at this perfect home away from home. This home is about two miles from the Columns. Nearby popular restaurants like Chick Fil A and Slim Chickens. Nearby movie theater. Safe and quiet.everything you need for work and family trip.