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Pendleton Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
48 rentals in Pendleton.
The Waterfall Suite Studio Apartment With Kitchen and Hot Tub!, holiday rental in Pendleton
The Waterfall Suite Studio Apartment With Kitchen and Hot Tub!, holiday rental in Pendleton
The Waterfall Suite Studio Apartment With Kitchen and Hot Tub!, holiday rental in Pendleton

The Waterfall Suite Studio Apartment With Kitchen and Hot Tub!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE, holiday rental in Pendleton
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE, holiday rental in Pendleton
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE, holiday rental in Pendleton

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA, holiday rental in Pendleton
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA, holiday rental in Pendleton
THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA, holiday rental in Pendleton

THE WATERFALL WALKOUT & HILLTOP RETREAT, SLEEPS 10+, 4BR*2BA

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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Fossil Creek Woodlands...Rustic, Private, Retreat, holiday rental in Pendleton
Fossil Creek Woodlands...Rustic, Private, Retreat, holiday rental in Pendleton
Fossil Creek Woodlands...Rustic, Private, Retreat, holiday rental in Pendleton

Fossil Creek Woodlands...Rustic, Private, Retreat

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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The Waterfall Suite Place + Walkout! Both Overlook Waterfall!, holiday rental in Pendleton
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!, holiday rental in Pendleton
The Waterfall Suite Place + Walkout! Both Overlook Waterfall!, holiday rental in Pendleton

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Pendleton, KY Farm in Oldham Co, holiday rental in Pendleton
Pendleton, KY Farm in Oldham Co, holiday rental in Pendleton
Pendleton, KY Farm in Oldham Co, holiday rental in Pendleton

Pendleton, KY Farm in Oldham Co

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The following properties within 20 miles of Pendleton match all your filters:
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!, holiday rental in Pendleton
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!, holiday rental in Pendleton
Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!, holiday rental in Pendleton

Cozy Cabin w/firepit, tucked in the woods on a Kentucky farm. Nature awaits!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Enchanting, energizing, and enjoyable!, holiday rental in Pendleton
Enchanting, energizing, and enjoyable!, holiday rental in Pendleton
Enchanting, energizing, and enjoyable!, holiday rental in Pendleton

Enchanting, energizing, and enjoyable!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Cottage in Gorgeous Rural Setting, holiday rental in Pendleton
Beautiful Cottage in Gorgeous Rural Setting, holiday rental in Pendleton
Beautiful Cottage in Gorgeous Rural Setting, holiday rental in Pendleton

Beautiful Cottage in Gorgeous Rural Setting

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Secluded getaway for 2, holiday rental in Pendleton
Secluded getaway for 2, holiday rental in Pendleton
Secluded getaway for 2, holiday rental in Pendleton

Secluded getaway for 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint little home, holiday rental in Pendleton
Quaint little home, holiday rental in Pendleton
Quaint little home, holiday rental in Pendleton

Quaint little home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Boathouse:  A Peaceful Paradise, holiday rental in Pendleton
The Boathouse:  A Peaceful Paradise, holiday rental in Pendleton
The Boathouse:  A Peaceful Paradise, holiday rental in Pendleton

The Boathouse: A Peaceful Paradise

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Lagrange Loft - Small Town USA - Bourbon Trail, holiday rental in Pendleton
Lagrange Loft - Small Town USA - Bourbon Trail, holiday rental in Pendleton
Lagrange Loft - Small Town USA - Bourbon Trail, holiday rental in Pendleton

Lagrange Loft - Small Town USA - Bourbon Trail

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peace and Quiet Close to Louisville - 80+ Acres, holiday rental in Pendleton
Peace and Quiet Close to Louisville - 80+ Acres, holiday rental in Pendleton
Peace and Quiet Close to Louisville - 80+ Acres, holiday rental in Pendleton

Peace and Quiet Close to Louisville - 80+ Acres

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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King Bed-Hot Tub-Arcade! Perfect for couples and families. Close to I-71., holiday rental in Pendleton
King Bed-Hot Tub-Arcade! Perfect for couples and families. Close to I-71., holiday rental in Pendleton
King Bed-Hot Tub-Arcade! Perfect for couples and families. Close to I-71., holiday rental in Pendleton

King Bed-Hot Tub-Arcade! Perfect for couples and families. Close to I-71.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Arcade | Fishing Pond | Cabin on Farm | Slps 12+, holiday rental in Pendleton
Arcade | Fishing Pond | Cabin on Farm | Slps 12+, holiday rental in Pendleton
Arcade | Fishing Pond | Cabin on Farm | Slps 12+, holiday rental in Pendleton

Arcade | Fishing Pond | Cabin on Farm | Slps 12+

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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1872 Bethlehem Home w/ View of Ohio River!, holiday rental in Pendleton
1872 Bethlehem Home w/ View of Ohio River!, holiday rental in Pendleton
1872 Bethlehem Home w/ View of Ohio River!, holiday rental in Pendleton

1872 Bethlehem Home w/ View of Ohio River!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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12 Guest/Top Area /Families/Park, holiday rental in Pendleton
12 Guest/Top Area /Families/Park, holiday rental in Pendleton
12 Guest/Top Area /Families/Park, holiday rental in Pendleton

12 Guest/Top Area /Families/Park

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, holiday rental in Pendleton
Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, holiday rental in Pendleton
Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting, holiday rental in Pendleton

Bourbon Trail / Ark Encounter / Horse Racing: Cabin, Fishing, Hunting

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Derby Retreat, holiday rental in Pendleton
Derby Retreat, holiday rental in Pendleton
Derby Retreat, holiday rental in Pendleton

Derby Retreat

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Derby 6 Bedroom House Rental with Private Pool, holiday rental in Pendleton
Derby 6 Bedroom House Rental with Private Pool, holiday rental in Pendleton
Derby 6 Bedroom House Rental with Private Pool, holiday rental in Pendleton

Derby 6 Bedroom House Rental with Private Pool

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Mid-Century Modern Lake House, holiday rental in Pendleton
Mid-Century Modern Lake House, holiday rental in Pendleton
Mid-Century Modern Lake House, holiday rental in Pendleton

Mid-Century Modern Lake House

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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6br/5ba Home In Crestwood Sleeps 12-14, holiday rental in Pendleton
6br/5ba Home In Crestwood Sleeps 12-14, holiday rental in Pendleton
6br/5ba Home In Crestwood Sleeps 12-14, holiday rental in Pendleton

6br/5ba Home In Crestwood Sleeps 12-14

Holiday Rental House
8 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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6BR~~Close to PGA 2024! On Persimmon Ridge Golf Course!, holiday rental in Pendleton
6BR~~Close to PGA 2024! On Persimmon Ridge Golf Course!, holiday rental in Pendleton
6BR~~Close to PGA 2024! On Persimmon Ridge Golf Course!, holiday rental in Pendleton

6BR~~Close to PGA 2024! On Persimmon Ridge Golf Course!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Enjoy Louisville, but relax a world away in KY bluegrass horse country, holiday rental in Pendleton
Enjoy Louisville, but relax a world away in KY bluegrass horse country, holiday rental in Pendleton
Enjoy Louisville, but relax a world away in KY bluegrass horse country, holiday rental in Pendleton

Enjoy Louisville, but relax a world away in KY bluegrass horse country

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Winner's Circle Derby Mansion, holiday rental in Pendleton
Winner's Circle Derby Mansion, holiday rental in Pendleton
Winner's Circle Derby Mansion, holiday rental in Pendleton

Winner's Circle Derby Mansion

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Kentucky Derby Home in horse country, holiday rental in Pendleton
Kentucky Derby Home in horse country, holiday rental in Pendleton
Kentucky Derby Home in horse country, holiday rental in Pendleton

Kentucky Derby Home in horse country

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Derby done in style and luxury., holiday rental in Pendleton
Derby done in style and luxury., holiday rental in Pendleton
Derby done in style and luxury., holiday rental in Pendleton

Derby done in style and luxury.

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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The Persimmon Ridge Lodge - Golf Room & Pickleball!, holiday rental in Pendleton
The Persimmon Ridge Lodge - Golf Room & Pickleball!, holiday rental in Pendleton
The Persimmon Ridge Lodge - Golf Room & Pickleball!, holiday rental in Pendleton

The Persimmon Ridge Lodge - Golf Room & Pickleball!

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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Smithfield Vacation Rental ~ 5 Mi to Lake Jericho!, holiday rental in Pendleton
Smithfield Vacation Rental ~ 5 Mi to Lake Jericho!, holiday rental in Pendleton
Smithfield Vacation Rental ~ 5 Mi to Lake Jericho!, holiday rental in Pendleton

Smithfield Vacation Rental ~ 5 Mi to Lake Jericho!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tower 1 Bedroom at Birdsell Castle. King size bed. Large screen TV. In room., holiday rental in Pendleton
Tower 1 Bedroom at Birdsell Castle. King size bed. Large screen TV. In room., holiday rental in Pendleton
Tower 1 Bedroom at Birdsell Castle. King size bed. Large screen TV. In room., holiday rental in Pendleton

Tower 1 Bedroom at Birdsell Castle. King size bed. Large screen TV. In room.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW- 2Kings+HotTub+FirePit, holiday rental in Pendleton
NEW- 2Kings+HotTub+FirePit, holiday rental in Pendleton
NEW- 2Kings+HotTub+FirePit, holiday rental in Pendleton

NEW- 2Kings+HotTub+FirePit

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Shelbyville Home - On to the Bourbon Trail!, holiday rental in Pendleton
Shelbyville Home - On to the Bourbon Trail!, holiday rental in Pendleton
Shelbyville Home - On to the Bourbon Trail!, holiday rental in Pendleton

Shelbyville Home - On to the Bourbon Trail!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail, holiday rental in Pendleton
4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail, holiday rental in Pendleton
4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail, holiday rental in Pendleton

4Br Home on Sabre Hill Horse Farm 25 acres ~ Bourbon Trail

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Sweet Retreat Wheelchair Accessible Historic Home, holiday rental in Pendleton
The Sweet Retreat Wheelchair Accessible Historic Home, holiday rental in Pendleton
The Sweet Retreat Wheelchair Accessible Historic Home, holiday rental in Pendleton

The Sweet Retreat Wheelchair Accessible Historic Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3 bed, 2.5 bath 1,900 sq ft home - Inquire for discounts on 7+ day rentals!, holiday rental in Pendleton
3 bed, 2.5 bath 1,900 sq ft home - Inquire for discounts on 7+ day rentals!, holiday rental in Pendleton
3 bed, 2.5 bath 1,900 sq ft home - Inquire for discounts on 7+ day rentals!, holiday rental in Pendleton

3 bed, 2.5 bath 1,900 sq ft home - Inquire for discounts on 7+ day rentals!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous estate with Hot Tub! Available Derby/PGA!, holiday rental in Pendleton
Gorgeous estate with Hot Tub! Available Derby/PGA!, holiday rental in Pendleton
Gorgeous estate with Hot Tub! Available Derby/PGA!, holiday rental in Pendleton

Gorgeous estate with Hot Tub! Available Derby/PGA!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming 4-bedroom house with WiFi and AC in fabulous Louisville, holiday rental in Pendleton
Charming 4-bedroom house with WiFi and AC in fabulous Louisville, holiday rental in Pendleton
Charming 4-bedroom house with WiFi and AC in fabulous Louisville, holiday rental in Pendleton

Charming 4-bedroom house with WiFi and AC in fabulous Louisville

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming 2-bedroom house in Simpsonville with AC, holiday rental in Pendleton
Charming 2-bedroom house in Simpsonville with AC, holiday rental in Pendleton
Charming 2-bedroom house in Simpsonville with AC, holiday rental in Pendleton

Charming 2-bedroom house in Simpsonville with AC

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 5-bedroom house with pool for the Kentucky Derby! Sleeps 11, holiday rental in Pendleton
Spacious 5-bedroom house with pool for the Kentucky Derby! Sleeps 11, holiday rental in Pendleton
Spacious 5-bedroom house with pool for the Kentucky Derby! Sleeps 11, holiday rental in Pendleton

Spacious 5-bedroom house with pool for the Kentucky Derby! Sleeps 11

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Farmhouse with 3 bedrooms, 2 baths nestled on a 330-acre historic working, holiday rental in Pendleton
Farmhouse with 3 bedrooms, 2 baths nestled on a 330-acre historic working, holiday rental in Pendleton
Farmhouse with 3 bedrooms, 2 baths nestled on a 330-acre historic working, holiday rental in Pendleton

Farmhouse with 3 bedrooms, 2 baths nestled on a 330-acre historic working

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Lux 5 star resort all to yourself-amenities galore, holiday rental in Pendleton
Lux 5 star resort all to yourself-amenities galore, holiday rental in Pendleton
Lux 5 star resort all to yourself-amenities galore, holiday rental in Pendleton

Lux 5 star resort all to yourself-amenities galore

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful home w/ pool & home gym! Less than 20 min to KY Derby & ISCO course!, holiday rental in Pendleton
Beautiful home w/ pool & home gym! Less than 20 min to KY Derby & ISCO course!, holiday rental in Pendleton
Beautiful home w/ pool & home gym! Less than 20 min to KY Derby & ISCO course!, holiday rental in Pendleton

Beautiful home w/ pool & home gym! Less than 20 min to KY Derby & ISCO course!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Family and Pet Friendly Home, holiday rental in Pendleton
Family and Pet Friendly Home, holiday rental in Pendleton
Family and Pet Friendly Home, holiday rental in Pendleton

Family and Pet Friendly Home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Horse Farm in Kentucky Bourbon Country! Book a Farm Tour and Horse Experience!, holiday rental in Pendleton
Horse Farm in Kentucky Bourbon Country! Book a Farm Tour and Horse Experience!, holiday rental in Pendleton
Horse Farm in Kentucky Bourbon Country! Book a Farm Tour and Horse Experience!, holiday rental in Pendleton

Horse Farm in Kentucky Bourbon Country! Book a Farm Tour and Horse Experience!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Contemporary Cottage with 2 HUGE COVERED PORCHES!, holiday rental in Pendleton
Contemporary Cottage with 2 HUGE COVERED PORCHES!, holiday rental in Pendleton
Contemporary Cottage with 2 HUGE COVERED PORCHES!, holiday rental in Pendleton

Contemporary Cottage with 2 HUGE COVERED PORCHES!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Lakeside 2Bedroom Cabin on a Thoroughbred Racehorse Farm in Louisville Kentucky., holiday rental in Pendleton
Lakeside 2Bedroom Cabin on a Thoroughbred Racehorse Farm in Louisville Kentucky., holiday rental in Pendleton
Lakeside 2Bedroom Cabin on a Thoroughbred Racehorse Farm in Louisville Kentucky., holiday rental in Pendleton

Lakeside 2Bedroom Cabin on a Thoroughbred Racehorse Farm in Louisville Kentucky.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Back Room Bungalow - Lagrange, holiday rental in Pendleton
Back Room Bungalow - Lagrange, holiday rental in Pendleton
Back Room Bungalow - Lagrange, holiday rental in Pendleton

Back Room Bungalow - Lagrange

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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