Vacation rentals in Jackson

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Top-rated vacation rentals in Jackson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Home in Jackson
4.98 out of 5 average rating, 128 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.

Top guest favorite
A spacious bedroom features a comfortable bed with crisp white linens. Light filters through sheer curtains on either side of two windows. A wooden nightstand holds a glass lamp, while a woven basket and a clothing rack add functional elements to the inviting space.
Apartment in Jackson
4.96 out of 5 average rating, 186 reviews

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.

Guest favorite
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
4.95 out of 5 average rating, 210 reviews

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

Guest favorite
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
4.95 out of 5 average rating, 530 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!**

Top guest favorite
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
4.97 out of 5 average rating, 135 reviews

“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

Top guest favorite
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
5 out of 5 average rating, 136 reviews

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!

Top guest favorite
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.
Home in Jackson
4.99 out of 5 average rating, 131 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.

Guest favorite
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
4.96 out of 5 average rating, 181 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.

Guest favorite
The front view of a remodeled home showcases a two-story structure with a metal roof and white exterior. Large windows are framed by wooden accents. A pathway leads to the entrance, with a small pumpkin placed on the porch, surrounded by bare trees in the background.
Home in Henderson
4.91 out of 5 average rating, 117 reviews

Peaceful Sears, Roebuck and Co. Mail Order Home.

Come and stay at a freshly remodeled cozy home built in the 1940’s. The home has two bedrooms with living room with pull out couch, a galley style kitchen, dining room and bathroom with large walk in glass shower and soaker tub. Two Smart 55” TV’s in the home and WiFi access for your work. We are centrally located to Freed Hardeman University and downtown Henderson. Only 20 minutes from Jackson. Follow us @kenzley holdings

Top guest favorite
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
4.98 out of 5 average rating, 150 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.

Top guest favorite
The kitchen features a blend of modern and vintage elements, with dark cabinetry contrasting against wooden accents. A central island with a marble top is surrounded by high stools. Pendant lights illuminate the space, enhancing the inviting atmosphere for cooking and dining.
Apartment in Huntingdon
4.99 out of 5 average rating, 107 reviews

Huddleston Hall

Huddleston Hall is in the heart of Downtown Huntingdon in the upstairs of a historic building that dates back to the late 1800s. Located within walking distance of restaurants, coffee shops, boutiques, and two theaters...The Dixie Performing Arts Theatre and Court Theatre makes it the perfect spot.

Top guest favorite
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
4.97 out of 5 average rating, 194 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.

Popular amenities for Jackson vacation rentals

When is the best time to visit Jackson?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,927 GYDG$26,137 GYDG$25,718 GYDG$26,137 GYDG$25,091 GYDG$25,718 GYDG$25,091 GYDG$25,091 GYDG$25,300 GYDG$28,018 GYDG$27,600 GYDG$27,182 GYD
Avg. temp4°C6°C11°C16°C20°C24°C26°C25°C22°C16°C10°C6°C

Frequently Asked Questions

  • Where should I stay in Jackson?

    Make yourself at home in Jackson by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Hicksville, over 190 vacation rentals in Lawrence, and over 100 vacation rentals in Gilmore.

  • Are there vacation rentals with a dedicated workspace in Jackson?

    Yes! Work meets play with ease at over 120 vacation rentals in Jackson featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Jackson?

    Four-legged friends are welcome in Jackson. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Do house rentals in Jackson have air conditioning?

    Absolutely! We offer over 160 house rentals with air conditioning in Jackson. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Jackson?

    Experience the best of Jackson with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Jackson have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Jackson. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Jackson?

    Jackson has more than 130 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Jackson have wifi?

    Absolutely! We offer over 160 house rentals with wifi in Jackson. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Jackson

  • Total vacation rentals

    Explore 220 vacation rentals in Jackson

  • Nightly prices starting at

    Jackson vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    220 of Jackson vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Jackson rentals

  • 4.8 Average rating

    Jackson stays are highly rated by guests—averaging 4.8 out of 5!

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