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Browse Select Pendleton Vacation Homes

Spectacular waterfront house!

9.6 out of 10, Exceptional, (78)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!

Relaxing Country Getaway

9.4 out of 10, Exceptional, (35)
"Wonderful stay, very private. Cozy place perfect for couples looking to unwind. Would stay again."
Relaxing Country Getaway

The Wee House is a shotgun house that is remodeled with a view of the Ohio river

9.6 out of 10, Exceptional, (50)
"Fantastic location-Ohio River View; walkable to Madison’s downtown, river walk, and bridge."
The Wee House is a shotgun house that is remodeled with a view of the Ohio river

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

9.8 out of 10, Exceptional, (37)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is CA $145
CA $310 total
includes taxes & fees
Aug 19 - Aug 20
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

9.8 out of 10, Exceptional, (9)
"Great location and wonderful house!"
River Living - One Story - 2 bd/2ba - On the River - 2Blks to Main St - VIEWS

Madison's Only YURT Experience

9.4 out of 10, Exceptional, (9)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
Madison's Only YURT Experience

Beautiful views and sunrises overlooking the water. Spacious home with elevator.

9.6 out of 10, Exceptional, (5)
"Great house that has room for extended family and kids for the week. Great time playing pickleball at the owners house as well "
Beautiful views and sunrises overlooking the water. Spacious home with elevator.

Hot Tub | Bourbon Trail | Speakeasy | Game Rm

2.0 star property
10.0 out of 10, Exceptional, (9)
"Such a beautiful house it was just as described very clean and in a great location for the bourbon trail I would stay again hands down."
The price is CA $637
CA $798 total
includes taxes & fees
Sep 2 - Sep 3
Hot Tub | Bourbon Trail | Speakeasy | Game Rm

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

10.0 out of 10, Exceptional, (8)
"We thought the house was great and the location was perfect! We would definitely stay there again. "
The price is CA $192
CA $478 total
includes taxes & fees
Aug 27 - Aug 28
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

The Riverside Retreat - Your Coastal Getaway

9.6 out of 10, Exceptional, (48)
"This is a great place to say that is very quiet and peaceful! Perfect for a weekend getaway!"
The Riverside Retreat - Your Coastal Getaway

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

9.8 out of 10, Exceptional, (19)
"Great place good time "
The price is CA $496
CA $1,025 total
includes taxes & fees
Aug 19 - Aug 20
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

9.8 out of 10, Exceptional, (13)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is CA $193
CA $551 total
includes taxes & fees
Aug 19 - Aug 20
Bourbon Trail Getaway ~ Hot Tub + Dogs Welcome + Game Room + Cornhole + KY Fun

Bungalow on Main!!

9.8 out of 10, Exceptional, (16)
"Wonderful accommodations, beautifully decorated and very clean! We will be back!"
Bungalow on Main!!

The Wadsworth in National Historic District of Madison, Indiana.

10.0 out of 10, Exceptional, (53)
"Wonderful VRBO steps away from the Ohio River and historic Madison in a very quiet setting. The home is comfortable, clean and very well-equipped, and the seating at the rear of the house is a nice bonus! The owners are great people, and have anticipated every need for a short or long stay. Highly recommend this property!"
The Wadsworth in National Historic District of Madison, Indiana.

"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

9.4 out of 10, Exceptional, (8)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
The price is CA $192
CA $470 total
includes taxes & fees
Aug 25 - Aug 26
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit

Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

9.4 out of 10, Exceptional, (29)
"This location was great. House worked for us for the week we were in KY for the bourbon trail. Any issue we had while we were there the property owner corrected. "
The price is CA $160
CA $335 total
includes taxes & fees
Aug 25 - Aug 26
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby

Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

10.0 out of 10, Exceptional, (53)
"Awesome home in a great location! Very well done inside with unique features and lots of room. "
Luxurious 4 Bedroom Home in Heart of Historic Madison's Downtown

Red comfy cottage

10.0 out of 10, Exceptional, (75)
"House is very nice and clean. A bit of an odd location but that does not take away from the overall experience. This is an excellent place to stay if visiting madison."
Red comfy cottage

Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

10.0 out of 10, Exceptional, (149)
"Very nice and clean! Beautiful view of the river."
Spacious Ohio riverfront retreat in Louisville, gorgeous view, on Bourbon Trail.

Charming house in one of Louisville's most coveted neighborhoods

10.0 out of 10, Exceptional, (71)
"Cozy, quiet, scenic property run by an extremely responsive host."
The price is CA $213
CA $418 total
includes taxes & fees
Aug 25 - Aug 26
Charming house in one of Louisville's most coveted neighborhoods
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pendleton Hotel Reviews