Jackson vacation rentals
We found 217 vacation rentals — enter your dates for availability
Discover a selection of 13 homes and other vacation rentals in Jackson that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, like WiFi and a washer and dryer. At the end of the day, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Jackson
Showing deals for:Nov 7 - Nov 14
Image gallery for Logan Street: Centrally Located, Renovated w/3 Beds
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Logan Street: Centrally Located, Renovated w/3 Beds
Louisville, KY
10% off
Price is CA $395
CA $395
CA $3,736 total
CA $3,736 total
includes taxes & fees
Image gallery for Germantown - Perfect for Groups
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Germantown - Perfect for Groups
Louisville, KY
10% off
Price is CA $354
CA $354
CA $3,519 total
CA $3,519 total
includes taxes & fees
Image gallery for Heart Of the Highlands Hangout-Large 7 Bedroom!
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Heart Of the Highlands Hangout-Large 7 Bedroom!
Louisville, KY
10% off
Price is CA $1,197
CA $1,197
CA $11,230 total
CA $11,230 total
includes taxes & fees
Image gallery for Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
1010 out of 10 rating
Exceptional
(22 reviews)
Historic Mansion All Modern Amenities, Huge deck,Fire Pit, Hot Tub, Walk to Dine
Louisville, KY
10% off
Price is CA $1,052
CA $1,052
CA $9,812 total
CA $9,812 total
includes taxes & fees
Image gallery for Bright, Cheery Home steps from Shops & Nightlife!
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Bright, Cheery Home steps from Shops & Nightlife!
Louisville, KY
10% off
Price is CA $297
CA $297
CA $2,637 total
CA $2,637 total
includes taxes & fees
Image gallery for "Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"
1010 out of 10 rating
Exceptional
(29 reviews)
"Highlands Lookout: Your Gateway to Louisville's Ultimate Adventure!"
Louisville, KY
30% off
Price is CA $530
CA $530
CA $4,981 total
CA $4,981 total
includes taxes & fees
Image gallery for Historic three-level home in the Highlands
1010 out of 10 rating
Exceptional
(23 reviews)
Historic three-level home in the Highlands
Louisville, KY
10% off
Price is CA $223
CA $223
CA $2,200 total
CA $2,200 total
includes taxes & fees
Image gallery for 2Bd/2Ba in GTown! An Easy 4 Miles to Univ of Lou, Churchill Down & KY EXPO CTR!
1010 out of 10 rating
Exceptional
(12 reviews)
2Bd/2Ba in GTown! An Easy 4 Miles to Univ of Lou, Churchill Down & KY EXPO CTR!
Louisville, KY
10% off
Price is CA $202
CA $202
CA $1,975 total
CA $1,975 total
includes taxes & fees
Image gallery for ArTisTs CoTTaGe - A Place to Play!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
ArTisTs CoTTaGe - A Place to Play!
Louisville, KY
15% off
Price is CA $200
CA $200
CA $1,916 total
CA $1,916 total
includes taxes & fees
Image gallery for Charming home in the heart of the city!
1010 out of 10 rating
Exceptional
(8 reviews)
Charming home in the heart of the city!
Louisville, KY
19% off
Price is CA $342
CA $342
CA $3,192 total
CA $3,192 total
includes taxes & fees
Image gallery for Velo Studio / Paristown Pointe
1010 out of 10 rating
Exceptional
(19 reviews)
Velo Studio / Paristown Pointe
Louisville, KY
10% off
Price is CA $192
CA $192
CA $1,885 total
CA $1,885 total
includes taxes & fees
Image gallery for Prof. Remodeled & Curated w Private Backyard&Games
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Prof. Remodeled & Curated w Private Backyard&Games
Louisville, KY
20% off
Price is CA $393
CA $393
CA $3,848 total
CA $3,848 total
includes taxes & fees
Image gallery for THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
1010 out of 10 rating
Exceptional
(79 reviews)
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO
Louisville, KY
10% off
Price is CA $181
CA $181
CA $1,943 total
CA $1,943 total
includes taxes & fees
Image gallery for Historic District Townhouse in City's BEST Location
9.89.8 out of 10 rating
Exceptional
(198 reviews)
Historic District Townhouse in City's BEST Location
Louisville, KY
22% off
Price is CA $235
CA $235
CA $2,222 total
CA $2,222 total
includes taxes & fees
Image gallery for Breaking Records - Steps from Paristown Hall
1010 out of 10 rating
Exceptional
(48 reviews)
Breaking Records - Steps from Paristown Hall
Louisville, KY
20% off
Price is CA $418
CA $418
CA $3,804 total
CA $3,804 total
includes taxes & fees
Image gallery for Stylish House Walking Distance from the Fun of the Highlands!
9.49.4 out of 10 rating
Exceptional
(23 reviews)
Stylish House Walking Distance from the Fun of the Highlands!
Louisville, KY
20% off
Price is CA $468
CA $468
CA $4,306 total
CA $4,306 total
includes taxes & fees
Image gallery for Derby Time! Highlands Home with View of Downtown Walkable.
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Derby Time! Highlands Home with View of Downtown Walkable.
Louisville, KY
10% off
Price is CA $527
CA $527
CA $4,995 total
CA $4,995 total
includes taxes & fees
Image gallery for CUTE Home in GTown-4 Miles to UL,Churchill Downs & KY EXPO CTR! Private Parking!
1010 out of 10 rating
Exceptional
(63 reviews)
CUTE Home in GTown-4 Miles to UL,Churchill Downs & KY EXPO CTR! Private Parking!
Louisville, KY
10% off
Price is CA $155
CA $155
CA $1,523 total
CA $1,523 total
includes taxes & fees
Image gallery for Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
Louisville, KY
10% off
Price is CA $568
CA $568
CA $5,455 total
CA $5,455 total
includes taxes & fees
Image gallery for Contemporary Studio in NuLu Arts District
1010 out of 10 rating
Exceptional
(9 reviews)
Contemporary Studio in NuLu Arts District
Louisville, KY
15% off
Price is CA $202
CA $202
CA $1,884 total
CA $1,884 total
includes taxes & fees
Image gallery for Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands
1010 out of 10 rating
Exceptional
(6 reviews)
Steps to Restaurants, Nightlife, Shops~PacMan/King Bed~Bardstown Rd/Highlands
Louisville, KY
5% off
Price is CA $325
CA $325
CA $3,095 total
CA $3,095 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Jackson
Entire Home in the Highlands on Bardstown RD - Onsite Parking
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Brew & View, Walkable, City View, Beer District
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
New! Walkable, Classic Design - Sleeps 4!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
New! Boho Comfort in the City! Spacious! Modern!
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
NEW! The Cozy Nest Near Wilder Park
Sleeps 9 · 4 bedrooms · 2 bathrooms
Luxurious Nulu Stay - Ideal for Big Groups
Sleeps 16 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Jackson
Great House
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value