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Family-friendly holiday rentals in Madison County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Madison County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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.

FamilyIndoor spacesQuiet

4.96 out of 5 average rating, 228 reviews
Top Guest favourite
A welcoming entrance is framed by lush greenery, featuring a landscaped pathway leading to a doorway. Traditional windows with black shutters provide natural light, while the brick exterior adds character to the home's facade.
Home in Jackson

Mid-Town Magnolia

Experienced Superhost! Fully furnished 3 bedroom house in the heart of midtown Jackson. Under 2 miles off Exit 80 on I-40, Walmart and a countless number of restaurants. 1.4 miles from Jackson Madison County General Hospital. Nice, clean, safe neighborhood that's great for an evening stroll. Brand new flooring, bedding, linens, and amenities in June 2019. Central HVAC, dishwasher, washer and dryer, fridge with ice maker, Keurig and high speed Wifi. Oh, and the grand Magnolia in the yard!

Indoor spacesFamilyDecor

4.93 out of 5 average rating, 214 reviews
Top Guest favourite
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!**

FamilyIndoor spacesBackyard

4.95 out of 5 average rating, 570 reviews
Guest favourite
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.

Indoor spacesKitchenHospitality

4.96 out of 5 average rating, 200 reviews
Guest favourite
Home in Jackson

"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

Indoor spacesFamilyCondition

4.94 out of 5 average rating, 340 reviews
Superhost
Home in Jackson

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.

KitchenFamilyHospitality

4.86 out of 5 average rating, 308 reviews
Superhost
A charming brick home with ivy climbing its facade is set against a backdrop of lush greenery. Dense trees provide shade over the front yard, where a well-manicured lawn and garden elements enhance the outdoor space. A welcoming atmosphere is created by the warm, rustic appearance.
Home in Jackson

"The Holiday House" Charming 3 bed 2 bath w/Pool

Enjoy a charming stay in this 3 bedroom 2 bath home with a loft and a beautiful resort style back yard with a pool. This Historical Gem built in 1940 will take your breath away. Experience a piece of history with a European feel in the Historic District of Jackson, TN. Close to all amenities and minutes from the Jackson Madison County General Hospital/Kirkland Cancer Center. 1hr & 22min drive to Memphis, TN. 2 hours from Nashville, TN.

KitchenIndoor spacesCondition

4.95 out of 5 average rating, 43 reviews
Top Guest favourite
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.
Home in Jackson

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.

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 166 reviews
Top Guest favourite
Home in Jackson

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!

Indoor spacesKitchenBackyard

4.98 out of 5 average rating, 64 reviews
Guest favourite
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

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.

FamilyIndoor spacesHeating

4.89 out of 5 average rating, 142 reviews
Guest favourite
A welcoming living area features a neutral color palette with soft beige walls. Two gray armchairs are positioned beside a small side table, while a tufted gray sofa sits opposite. A large artwork of a tree adorns the wall, complemented by warm lamp lighting.
Home in Jackson

Bring the entire family, we have plenty of room!

Beautifully renovated 5 bedroom home located in a quiet, established neighborhood. All furniture, bedding, linens, etc new. Nice large fenced in back yard. Conveniently located to shopping, restaurants, movie theaters, hospitals, Union University, Jackson Generals ball park, and other Jackson attractions.

FamilyIndoor spacesHospitality

4.94 out of 5 average rating, 206 reviews
Top Guest favourite
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.
Home in Jackson

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.

FamilyKitchenAccuracy

4.96 out of 5 average rating, 330 reviews

Popular amenities for Madison County family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Jackson

Hot Tub • Fishing Pond • Family Retreat

Indoor spacesFamilyDecor

4.98 out of 5 average rating, 46 reviews
Guest favourite
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”

FamilyIndoor spacesBackyard

4.93 out of 5 average rating, 54 reviews
Guest favourite
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.
Home in Jackson

A sweet retreat in the cove…

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 47 reviews
Guest favourite
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.
Home in Jackson

Amazing Home Stays

FamilyAccuracyCleanliness

5.0 out of 5 average rating, 12 reviews
Superhost
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.
Home in Jackson

haven home with cozy,cozy feelings.

Indoor spacesNearbyLocation

4.85 out of 5 average rating, 13 reviews

Family- and pet-friendly home rentals

Guest favourite
A modern kitchen showcases stainless steel appliances, including a refrigerator and microwave. Granite countertops provide ample workspace around an island. Cabinets are finished in white, complementing the light-colored tile backsplash. Natural light enters through a window above the sink.
Home in Jackson

Central location to downtown, I-40, shops, & food

FamilyIndoor spacesCheck-in

4.89 out of 5 average rating, 110 reviews
Guest favourite
Home in Jackson

Pet-Friendly 3BR | Fenced Yard | Office | Sleeps 7

FamilyValueGetting around

4.95 out of 5 average rating, 40 reviews
Top Guest favourite
Home in Jackson

Daisey's Homeplace

Indoor spacesFamilyQuiet

4.97 out of 5 average rating, 98 reviews
Guest favourite
A well-furnished living area features a light-colored sofa adorned with throw pillows. Natural light enters through two windows, while a potted plant adds greenery to the space. A glass coffee table rests on a traditional area rug, enhancing the room's inviting character.
Home in Jackson

Blue Bungalow on Wisdom St.

KitchenIndoor spacesNearby

4.9 out of 5 average rating, 59 reviews
Guest favourite
A single-story home features a well-maintained exterior with light-colored siding and a neatly trimmed lawn. The attached garage has space for vehicles, while a decorative element is placed near the entrance. The inviting front yard is shaded by mature trees against a clear blue sky.
Home in Jackson

Cozy Modern Minilmalist Stay in North Jackson

FamilyIndoor spacesAir conditioning

4.92 out of 5 average rating, 83 reviews
Guest favourite
Home in Jackson

The Hacienda North

FamilyIndoor spacesPets

4.94 out of 5 average rating, 51 reviews
Guest favourite
An open-concept living space is revealed, featuring a modern kitchen with stainless steel appliances and an island. The living area contains a sectional sofa, armchairs, and a large TV mounted on the wall. Natural light enters through a window, illuminating the wooden flooring.
Home in Henderson

Carole’s Cozy Cottage

FamilyIndoor spacesLocation

4.93 out of 5 average rating, 43 reviews
Superhost
A welcoming front porch features a ceiling fan for comfort. The space is framed by decorative columns and includes a small seating area. Lush green grass surrounds the home, complemented by a flower bed with colorful blooms. A vibrant decor piece is visible on the stone steps.
Home in Jackson

Renovated Historic Home- minutes from downtown

KitchenIndoor spacesAccuracy

4.8 out of 5 average rating, 20 reviews

Family-friendly home rentals with a pool

Superhost
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.
Home in Jackson

Hidden Gem

FamilyCleanlinessHospitality

4.94 out of 5 average rating, 17 reviews
Top Guest favourite
Home in Henderson

Home in the pines / Heated POOL

Indoor spacesFamilyAccuracy

5.0 out of 5 average rating, 18 reviews
Campervan/RV in Jackson

Boho Bliss - Horse farm glamping

Indoor spacesDecorSleep quality

5.0 out of 5 average rating, 4 reviewsA 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.
Home in Jackson

Fully furnished 2 BR home

Indoor spacesCheck-inCondition

4.67 out of 5 average rating, 15 reviews
Superhost
Home in Humboldt

House Van Bloem

New place to stayThe light-filled living area features a comfortable beige sofa adorned with decorative pillows. A dark coffee table rests atop a patterned rug, and a rustic breakfast bar is equipped with three high-backed stools. Bright curtains frame the window, enhancing the inviting space.
Guesthouse in Jackson

The Cabana — Vacation every night in the Caribbean

Indoor spacesHospitalityAmenities

3.86 out of 5 average rating, 7 reviews