Jackson vacation rentals

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Top-rated vacation rentals in Jackson

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

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Guest favorite

Home in Jackson

4.93 out of 5 average rating, 195 reviews

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!

Jul 4 – 11

ﺩ.ﺇ536 per night

Guest favorite

Guesthouse in Henderson

4.96 out of 5 average rating, 449 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!**

Aug 18 – 25

ﺩ.ﺇ217 per night

Guest favorite

Farm stay in Henderson

4.99 out of 5 average rating, 155 reviews

The Inn at Pearce Point

Located in Historic Chester County, home of Freed-Hardeman University, you'll enjoy your farm-styled stay at Pearce Point. Only 5 short minutes (and 2 EASY turns) away from downtown, we are far enough away from the city to offer a taste of country living. Sip coffee on the front porch while watching the cattle or build a fire in the fire pit to enjoy an unfettered view of the night sky. We provide a fully-equipped kitchen with a 2-in-1 coffee pot and K-cup brewer (both included). Welcome!

Nov 5 – 12

ﺩ.ﺇ530 per night

Guest favorite

Bungalow in Milan

4.98 out of 5 average rating, 349 reviews

The "Heart of Milan" Guest House

This is a vintage 1920's craftsman style bungalow that has recently been redecorated. You will be renting the whole house to include a large master bedroom, a second private bedroom, two bathrooms, a fully equipped kitchen, office, living space and common room with an extra twin bed. Washer and dryer included. Hardwood floors throughout the home. This house is an ideal rental for executives or travelers who are looking for a more home like environment or anticipate an extended stay.

Jan 16 – 23

ﺩ.ﺇ404 per night

Guest favorite

Home in Henderson

5.0 out of 5 average rating, 104 reviews

The Oliver Lakehouse

Nestled in the rolling hills of Chickasaw State Forest, the Oliver House is located on 38 acres with 2 lakes, 2 kayaks, 2 canoes and the sweetest muscovy ducks you will ever meet. Oliver is the oldest duck the inspiration behind our name! Our place is the perfect place to unwind, unplug and to just be in nature. Whether you prefer fishing, napping on the swing or reading a good book out on the deck, we are sure you’ll find it all here. Take a deep breath, relax and enjoy. We welcome you!

Nov 3 – 10

ﺩ.ﺇ540 per night

Guest favorite

Home in Jackson

4.95 out of 5 average rating, 228 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

Nov 29 – Dec 6

ﺩ.ﺇ720 per night

Guest favorite

Guest suite in Humboldt

4.94 out of 5 average rating, 506 reviews

Serenity Cottage Suite @ Serenity Horse Farm

A dedicated country cottage suite on an 8 acre horse 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.

Jan 26 – Feb 2

ﺩ.ﺇ325 per night

Guest favorite

Guest suite in Jackson

4.96 out of 5 average rating, 351 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.

Jun 23 – 30

ﺩ.ﺇ293 per night

Guest favorite

Home in Jackson

4.81 out of 5 average rating, 135 reviews

Halfway There/2miles from Union University/Sleeps8

Cozy 3 bedrooms with 4 beds, a pull out sofa, 2 bath with covered parking, conveniently located just 1 Mile from I40 & 2 miles from Union University. You will be close to any restaurant or shopping that you may need. Right in the heart of North Jackson. We are pet friendly but have Strict rules no animals are allowed on Beds or Furniture. This is being courteous for other guests not traveling with pets. Thank you.

Jul 30 – Aug 6

ﺩ.ﺇ706 per night

Superhost

Home in Huntingdon

4.84 out of 5 average rating, 276 reviews

Southern Grace

Adorable 3 bedroom 2 bath newly renovated home in the heart of town. Close to restaurants, shopping, minutes to the Carroll County 1,000 acre recreational lake, the Dixie Carter Performing arts center and half way between Memphis and Nashville! Car service is available. We have a 10 passenger limousine, sedan, small SUV and a full sized Lincoln Navigator. Contact host for more info!

Dec 16 – 23

ﺩ.ﺇ423 per night

Guest favorite

Apartment in Jackson

4.86 out of 5 average rating, 272 reviews

The Johnny Cash Apartment in Casey Jones Village

This 2nd floor apartment is moments from I 40 and right next to Casey Jones Historical train depot. Casey Jones Village offers a museum, ice cream parlor, restaurant(Old Country Store), an art gallery, and so much more! Home of the Dixie Cafe and tons of beautiful things to see! Any season the Casey Jones Village is a wonderful place to see!

Oct 24 – 31

ﺩ.ﺇ387 per night

Guest favorite

Loft in Huntingdon

4.98 out of 5 average rating, 223 reviews

Loft 163 (Historic Downtown Building)

Loft 163 is located on the Court Square in Downtown Huntingdon TN. It's on the second level of a newly renovated historic building that dates back to the late 1800's. It has amazing views and is in walking distance to The Dixie Performing Art's Theatre, Court Theatre, restaurants, coffee shop, gift shops, and more.

Dec 16 – 23

ﺩ.ﺇ428 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Jackson vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Jackson's top sights

Casey Jones Home & Railroad Museum13 locals recommend

Brooks Shaw's Old Country Store3 locals recommend

Kroger3 locals recommend

Redbone's Grill & Bar7 locals recommend

Old Town Spaghetti Store8 locals recommend

The Ballpark at Jackson6 locals recommend

Other great vacation rentals in Jackson

Guest favorite

Cabin in Huntingdon

4.97 out of 5 average rating, 662 reviews

The Cabin at Dry Hollow Farm (B)

May 12 – 19

ﺩ.ﺇ485 per night

Guest favorite

Home in Jackson

4.96 out of 5 average rating, 82 reviews

Swan House

Oct 4 – 11

ﺩ.ﺇ393 per night

Guest favorite

Apartment in Jackson

4.95 out of 5 average rating, 94 reviews

The Waffle House: Historic Full Downtown Apartment

Jul 27 – Aug 3

ﺩ.ﺇ331 per night

Guest favorite

Home in Jackson

4.91 out of 5 average rating, 53 reviews

The Gettysburg Address

Jan 11 – 18

ﺩ.ﺇ484 per night

Superhost

Home in Jackson

4.86 out of 5 average rating, 88 reviews

Clean, organized, and happy home (49B)

Dec 28 – Jan 4

ﺩ.ﺇ436 per night

Guest favorite

Townhouse in Jackson

4.95 out of 5 average rating, 19 reviews

Midtown Medical Center Gem

Dec 5 – 12

ﺩ.ﺇ370 per night

Guest favorite

Tiny home in Henderson

5.0 out of 5 average rating, 16 reviews

“The Casita Bonita”

Nov 6 – 13

ﺩ.ﺇ569 per night

Superhost

Home in Jackson

4.84 out of 5 average rating, 93 reviews

Historic Highland Game Room King Size Beds

Sep 12 – 19

ﺩ.ﺇ555 per night

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Other great vacation rentals in Jackson

Guest favorite

Home in Jackson

4.9 out of 5 average rating, 10 reviews

Wilshire Place

Aug 6 – 13

ﺩ.ﺇ427 per night

Guest favorite

Home in Lexington

4.96 out of 5 average rating, 99 reviews

2-bedroom Sweet Retreat in Lexington

Jan 25 – Feb 1

ﺩ.ﺇ392 per night

Guest favorite

Home in Jackson

5.0 out of 5 average rating, 33 reviews

I'm Goin' to Jackson

Dec 6 – 13

ﺩ.ﺇ794 per night

Guest favorite

Home in Jackson

4.88 out of 5 average rating, 86 reviews

Remodeled N Jackson home w/ Shuffleboard, sleeps 6

Jun 23 – 30

ﺩ.ﺇ610 per night

Guest favorite

Home in Finger

5.0 out of 5 average rating, 17 reviews

Harvey House

Oct 6 – 13

ﺩ.ﺇ332 per night

Guest favorite

Home in Jackson

4.95 out of 5 average rating, 20 reviews

The Pink House!

Aug 27 – Sep 3

ﺩ.ﺇ497 per night

Guest favorite

Home in Jackson

5.0 out of 5 average rating, 27 reviews

Midtown Gem! Newly Renovated!

Aug 26 – Sep 2

ﺩ.ﺇ610 per night

Guest favorite

Home in Three Way

5.0 out of 5 average rating, 48 reviews

Sunset Ranch

Mar 11 – 18

ﺩ.ﺇ951 per night

Show all

Quick stats about vacation rentals in Jackson

Total rentals
160 properties
Wifi availability
160 properties include access to wifi
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
7.3K reviews

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 140 vacation rentals in Lawrence, over 70 vacation rentals in Hicksville, and over 70 vacation rentals in Gilmore.
Are there vacation rentals with a dedicated workspace in Jackson?
Yes! Work meets play with ease at over 90 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 50 vacation rentals for guests traveling with pets.
Do apartment rentals in Jackson have air conditioning?
Absolutely! We offer over 20 apartment 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 $70 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 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Jackson have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Jackson. Enjoy a tailored experience with all the comforts you desire.

Jackson vacation rentals

Top-rated vacation rentals in Jackson

Vacation rentals for every style

Houses

Apartments

Cabins

Popular amenities for Jackson vacation rentals

Stay near Jackson's top sights

Other great vacation rentals in Jackson

Cabin in Huntingdon

Home in Jackson

Apartment in Jackson

Home in Jackson

Home in Jackson

Townhouse in Jackson

Tiny home in Henderson

Home in Jackson

Other great vacation rentals in Jackson

Home in Jackson

Home in Lexington

Home in Jackson

Home in Jackson

Home in Finger

Home in Jackson

Home in Jackson

Home in Three Way

Quick stats about vacation rentals in Jackson

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Jackson?

Are there vacation rentals with a dedicated workspace in Jackson?

Are there pet-friendly vacation rentals in Jackson?

Do apartment rentals in Jackson have air conditioning?

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

Do house rentals in Jackson have a bbq area?

Are there family-friendly house rentals in Jackson?

Do apartment rentals in Jackson have wifi?

Destinations to explore