Family-friendly vacation rentals in Jackson

A single-story brick home is surrounded by lush greenery, showcasing a well-maintained lawn. The front entrance features a central door flanked by tall windows, allowing natural light to fill the space. A spacious driveway leads to an attached garage on the right.

4.98 out of 5 average rating, 136 reviews

Cozy Cove Home

Experience the ultimate getaway from the busyness of life! Come stay in our incredible Airbnb located on a serene cove in North Jackson. With plenty of room for the whole family, our spacious living room and kitchen feature comfortable and stylish decor. Unwind at the end of the day with a cozy fire pit on the back deck. You’ll also enjoy the convenience of being near a variety of shopping, restaurants, a hospital, and Union University. Escape the hustle and bustle in our home on the quiet cove.

4.96 out of 5 average rating, 195 reviews

Apartment in Jackson

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.

4.95 out of 5 average rating, 223 reviews

A charming tiny house on wheels is nestled within a serene landscape, surrounded by greenery and trees. A wooden deck leads to the entrance, while a gravel path guides towards a firepit area with chairs for relaxation, creating a peaceful outdoor setting.

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

4.96 out of 5 average rating, 148 reviews

The exterior of the house is displayed, featuring a modern design with an extended roof and large front windows. A stone pathway leads to the entrance, bordered by a landscaped grassy area and scattered trees in the background.

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, 541 reviews

The studio features a comfortable queen size bed covered with a grey quilt and decorative pillows. A small desk with a chair is positioned next to the bed. Warm lighting enhances the cozy atmosphere, while a kitchenette is visible in the background.

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!**

4.92 out of 5 average rating, 131 reviews

The exterior of a rustic cottage is shown, featuring a welcoming porch with two metal chairs. Lush greenery surrounds the entrance, and a path leads to the front steps. The building has a light-colored facade and a classic metal roof, set against a peaceful rural backdrop.

Guesthouse in Bradford

Spacious and Private Guesthouse in the Country

Rustic, refined cottage with all amenities. 1930s farm home updated for modern life. Soak in the peace and quiet. Perfect for EXTENDED STAYS (CHECK DISCOUNTS!), artists/writers, looking for quiet inspiration. Full kitchen, Keurig coffee-maker, washer/dryer, stereo. Unlimited Internet through local company (TEC). Central heat/ air. Large screen TV w/ Amazon Prime. No smoking or pets, please. No minor children. Adults only. Very Private backyard. Welcome persons of all beliefs & backgrounds.

5 out of 5 average rating, 146 reviews

Double glass doors framed in a vibrant yellow provide access to the space. A wooden chair complements a dining area adorned with a soft table setting. Exposed brick walls and natural light enhance the warm, welcoming atmosphere.

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!

A spacious home is showcased, featuring a combination of stone and brick exterior elements. The entrance is highlighted by large, inviting wooden double doors flanked by greenery. Well-maintained landscaping surrounds the home, complemented by a manicured lawn and the welcoming symmetry of shuttered windows.

4.99 out of 5 average rating, 143 reviews

I'm Goin' to Jackson

Clean and cozy home less than 10 minutes from I-40, Union University, and north Jackson shopping, parks, restaurants, and entertainment. Great layout comfortably sleeps up to 8 guests yet cozy enough for 1-2 people. Our family frequents Airbnb properties when we travel and have brought that experience to our home to make it as comfortable as possible. Feel free to use the elliptical or venture outside for a walk or bike ride to see one of two water wheels and ponds in the neighborhood.

4.96 out of 5 average rating, 183 reviews

A scenic view captures the entrance to The Farm at Casey Jones Village, framed by a wooden archway. Expansive green fields are dotted with rustic buildings, including a barn and sheds. A well-maintained path leads past vibrant sunflowers and seating areas, inviting relaxation amidst the natural landscape.

Bungalow in Jackson

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.

A welcoming living room features a grey sofa and loveseat, arranged around a dark coffee table. A soft area rug is laid over warm wood flooring. Natural light filters through sheer curtains, enhancing the space, while decorative elements include a shelf and wall art.

4.98 out of 5 average rating, 154 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.

A welcoming front porch is shown with two rocking chairs positioned beside potted yellow flowers. A bench sits to the side, and a wooden railing surrounds the porch. Lush greenery is visible in the background, enhancing the peaceful atmosphere.

4.97 out of 5 average rating, 225 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.

A comfortable living area features two spacious sofas and a cozy armchair, arranged around a decorative area rug. Soft lighting is provided by table lamps on either side. A large wall mirror reflects the space, while a piece of artwork adds a touch of color.

4.94 out of 5 average rating, 103 reviews

Our Little Tinker!

Our Little Tinker is unique, spacious, cozy and more importantly close to retail shopping, fast food, restaurants, event centers, about a mile off the interstate and more. 2 spacious bedrooms with queen beds and 1 full bath.

Popular amenities for Jackson family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A charming exterior features a welcoming entrance with a front door framed by decorative shutters. Lush greenery surrounds the property, while vibrant red flowers enhance the front garden. A well-maintained lawn provides a pleasant touch to the overall aesthetic.

4.95 out of 5 average rating, 192 reviews

2-bedroom Sweet Retreat in Lexington

The two-story brick exterior of the house is highlighted by exterior lights, illuminating the entrance and windows. A well-kept lawn with small shrubs borders the walkway leading to the front door, which features a central oval window.

4.83 out of 5 average rating, 12 reviews

haven home with cozy,cozy feelings.

A modern kitchen space features a central island with a marble countertop, accompanied by two white stools. A wooden dining table for four is situated nearby, illuminated by a pendant light. Soft gray walls and tiled flooring enhance the clean, contemporary aesthetic.

4.97 out of 5 average rating, 39 reviews

A sweet retreat in the cove…

4.91 out of 5 average rating, 34 reviews

A modern kitchen features dark countertops and stainless steel appliances. The open layout connects to a dining area with a white table and matching chairs, complemented by natural wood accents on the ceiling. A sofa is visible in the background, adding to the welcoming atmosphere.

Home in Denmark

“The Green Acres Getaway”

5 out of 5 average rating, 10 reviews

The cabin exterior features rustic wooden siding and a screened front porch. Stairs lead up to the entrance, and a simple outdoor seating arrangement can be seen on the porch. Lush green grass surrounds the cabin, with trees and blue sky in the background.

Cabin in Huntingdon

Cowboy Cabin - 1 Bedroom/1Bath

Place to stay in Wildersville

The exterior of the unique Silo structure is highlighted against a colorful sunset sky. A stone pathway leads toward the rounded building, flanked by grassy areas and trees. Outdoor seating is visible to the left, inviting a relaxing space for guests.

4.92 out of 5 average rating, 39 reviews

Sunset Silo (Wood Fired Hot Tub)

5 out of 5 average rating, 3 reviews

The exterior of a two-story house is presented, featuring a spacious deck and numerous windows that allow natural light to fill the interior. A white railing enhances the charm of the house, which is elevated on sturdy pillars. Surrounding greenery contributes to a serene setting.

Home in Morris Chapel

Tenn River home near Savannah TN

The exterior of a charming brown brick house is presented, featuring a gabled roof and large arched windows. Lush greenery surrounds the entrance, which is complemented by a walkway leading to the front door. Natural light highlights the architectural details of the home.

5 out of 5 average rating, 10 reviews

Amazing Home Stays

Family- and pet-friendly home rentals

A two-story lakefront home is surrounded by lush greenery and well-maintained landscaping. A paved path leads toward the house, which features a large deck on the upper level and vibrant trees nearby. The serene lake is visible in the background, enhancing the peaceful setting.

4.91 out of 5 average rating, 178 reviews

Pine Lake Lodge (Country Lake Home)

A spacious living area features a comfortable gray sectional couch and a blue chair, accented with patterned cushions. A round coffee table sits on a decorative rug, while natural light filters through windows, illuminating wall art and a large mirror. Greenery adds a touch of warmth.

4.92 out of 5 average rating, 186 reviews

The Tinker Retreat

4.74 out of 5 average rating, 224 reviews

A charming stone cottage is set on a grassy lawn, surrounded by well-maintained landscaping. The front features two large windows and a covered entryway, while the roof is adorned with a slight overhang, providing shade. A mature tree adds to the inviting exterior.

Home in Henderson

Little Stone Cottage close to everything!!

A cozy bedroom features a queen-sized bed dressed in a blue comforter, complemented by white pillows. A wood-paneled accent wall adds texture, while a ceiling fan provides airflow. A dark wood dresser and stacked suitcases offer additional storage and interest to the space.

4.76 out of 5 average rating, 153 reviews

General Hospital/2 miles to I-40/4 miles to UU

4.89 out of 5 average rating, 133 reviews

The exterior of the vibrant red treehouse is showcased, featuring a sloped roof and large windows. Steps lead up to the entrance, surrounded by a lush green lawn and trees. An American flag complements the welcoming facade, with a small seating area visible beside the stairs.

Farm stay in Pinson

Tiny treehouse

4.98 out of 5 average rating, 311 reviews

The spacious living area features large windows allowing natural light to illuminate the room. A vintage American flag hangs on one wall, while a wooden dining table with two chairs sits near the kitchen island. A comfortable sofa is positioned across from a shelving unit filled with books and decor.

Loft in Huntingdon

Loft 163

4.99 out of 5 average rating, 138 reviews

The cabin is set in a secluded wooded area, surrounded by tall trees and colorful foliage. Its exterior features a combination of wood and stone, with a sloped blue metal roof. Sunlight filters through the trees, casting dappled shadows on the ground.

Cabin in Henderson

Cox Cabin “Cabin in the Woods”

A well-organized kitchen area features white cabinetry and marble countertops. A coffee maker and a sink are positioned next to a wall with a decorative sign reading 'home sweet home.' Decorative jars and a mug holder add functionality and charm.

4.93 out of 5 average rating, 227 reviews

Wooded Wonderland

Family-friendly home rentals with a pool

5 out of 5 average rating, 30 reviews

A view from the property shows a semi-private pool framed by a black iron fence, with several lounge chairs arranged around it. Beyond the pool, a lush green lawn leads to the calm waters of Pine Lake, surrounded by trees under a clear blue sky.

Apartment in Lexington

Lake House on Pine Lake

New place to stay

The fun and fresh get away

A spacious outdoor patio area features two red chairs surrounding a small table. Surrounding greenery and decorative plants enhance the setting. A two-story structure showcases a covered balcony above, while an enclosed yard provides privacy.

4.74 out of 5 average rating, 65 reviews

Tennessee Vacation Rental w/ Balcony!

4.94 out of 5 average rating, 79 reviews

A serene outdoor view showcases a colorful sunset, with deep orange and pink hues filling the sky. Silhouettes of tall trees provide a rustic backdrop, while a gravel area is visible in the foreground, complemented by benches for relaxation.

Loft in Yuma

Cannonball Loft

An in-ground pool is surrounded by a concrete deck, reflecting the blue sky and sun. Lounge chairs are arranged along the edge, while greenery and structures are visible in the background, providing a sense of privacy and tranquility.

4.94 out of 5 average rating, 71 reviews

Pool House in Midtown - Centrally Located

The exterior of the home is showcased, featuring a light-colored facade and a welcoming entrance. A spacious driveway is visible, leading to a garage. Lush greenery surrounds the property, and clouds drift across the blue sky, providing a pleasant outdoor environment.

5 out of 5 average rating, 11 reviews

Hidden Gem

A well-lit living room area features a comfortable tan sofa with decorative pillows, flanked by two wooden side tables topped with lamps. A coffee table sits in front of the sofa, accompanied by a patterned area rug. A flat-screen television is mounted on the wall.