Vacation rentals in Jackson

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Top-rated holiday rentals in Jackson

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

Guest favourite
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 – 11 July
4.96 out of 5 average rating, 436 reviews
Guest favourite
Guesthouse in Jackson
Jackson, TN Guest House with Gated Entry
This 2 bedroom, 1 bathroom guest house is located in a quiet north Jackson neighborhood. The driveway has a security gate and passcode entry system. Once inside the gate, it’s a peaceful, wooded drive to an opening where you will see the main house directly ahead and the guest house on the right. They are completely separate from one another which offers privacy and added security. Plus it’s tucked away in the woods where the birds chirp in the morning and crickets lull you to sleep at night.
1 – 8 May
4.98 out of 5 average rating, 341 reviews
Guest favourite
Cabin in Huntingdon
The Cabin at Dry Hollow Farm (B)
Local Amish builders constructed this cabin at Dry Hollow Farm in 2016. On 63 acres of woods and pasture we raise Jacob Nigerian Dwarf and Alpine goats for milk from which we craft artisan goat milk soap of many varieties. We are located five miles outside of Huntingdon, Tennessee, and offer opportunities to interact with our farm animals and shop in our on-farm Soap Shop. We offer a peaceful rural setting with plenty of space to roam. Visit us online at Dry Hollow Farm.
7 – 14 July
4.97 out of 5 average rating, 653 reviews

Popular amenities for Jackson holiday rentals

Stay near Jackson's top sights

Brooks Shaw's Old Country Store3 locals recommend
Casey Jones Home & Railroad Museum13 locals recommend
Redbone's Grill & Bar7 locals recommend
Old Town Spaghetti Store8 locals recommend
Jackson Bowling and Skating Family Fun Center7 locals recommend
The Blacksmith Restaurant17 locals recommend

Other great holiday rentals in Jackson

Guest favourite
Home in Jackson
Halfway There/2miles from Union University/Sleeps8
23 – 30 Mar
4.8 out of 5 average rating, 128 reviews
Guest favourite
Guest suite in Humboldt
Serenity Cottage Suite @ Serenity Horse Farm
30 July – 6 Aug
4.94 out of 5 average rating, 488 reviews
Guest favourite
Guest suite in Jackson
Guest Suite W private entrance/2nd bedroom option.
28 June – 5 July
4.96 out of 5 average rating, 347 reviews
Guest favourite
Townhouse in Jackson
Midtown Medical Center Gem
24 – 31 Jan
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Jackson
Cozy, clean, & happy home (79H)
24 – 31 Mar
4.86 out of 5 average rating, 14 reviews
Guest favourite
Home in Jackson
I'm Goin' to Jackson
14 – 21 July
5.0 out of 5 average rating, 26 reviews
Guest favourite
Apartment in Jackson
Cozy Downtown Charm
10 – 17 May
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Jackson
Remodeled N Jackson home w/ Shuffleboard, sleeps 6
16 – 23 Aug
4.89 out of 5 average rating, 82 reviews
Guest favourite
Home in Jackson
The Tinker Retreat
16 – 23 Oct
4.96 out of 5 average rating, 93 reviews
Guest favourite
Home in Three Way
Sunset Ranch
12 – 19 Jan
5.0 out of 5 average rating, 44 reviews
Guest favourite
Apartment in Jackson
The Waffle House: Historic Full Downtown Apartment
25 July – 1 Aug
4.94 out of 5 average rating, 87 reviews
Guest favourite
Home in Jackson
Cozy Cove Home
29 Dec – 5 Jan
4.98 out of 5 average rating, 61 reviews

Quick stats about holiday rentals in Jackson

Total rentals

160 properties

Wi-Fi availability

160 properties include access to Wi-Fi

Rentals with dedicated workspaces

90 properties have a dedicated workspace

Pet-friendly rentals

60 properties allow pets

Family-friendly rentals

110 properties are a good fit for families

Total number of reviews

7K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Tennessee
  4. Madison County
  5. Jackson