Pendleton Vacation Rentals

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Jul 12 - Jul 13
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Vacation Rentals in Pendleton

Pendleton, KY Farm in Oldham Co
Relax on the covered patio, surrounded by lush greenery and comfortable seating.

Pendleton, KY Farm in Oldham Co

10.0 out of 10, Exceptional, (4)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
The price is CA $518
CA $1,168 total
includes taxes & fees
Jul 14 - Jul 15
Pendleton, KY Farm in Oldham Co
*Pets OK *Brbn Trl *Fire Pit *Hot Tub *Game Rm
Relax in a tranquil atmosphere surrounded by lush greenery, with a cozy seating area and central fire pit on a raised wooden deck.

*Pets OK *Brbn Trl *Fire Pit *Hot Tub *Game Rm

10.0 out of 10, Exceptional, (16)
"Great country retreat perfect for the bourbon trail."
The price is CA $373
CA $922 total
includes taxes & fees
Jul 14 - Jul 15
*Pets OK *Brbn Trl *Fire Pit *Hot Tub *Game Rm
Bourbon Trail Getaway ~ Hot Tub + Game Room + Cornhole + KY Fun
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

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

10.0 out of 10, Exceptional, (11)
"Very convenient to Louisville, Frankfort and Lexington. "
The price is CA $264
CA $636 total
includes taxes & fees
Jul 16 - Jul 17
Bourbon Trail Getaway ~ Hot Tub + Game Room + Cornhole + KY Fun
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Cozy retreat with a large bed, fireplace, and modern TV.

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

9.6 out of 10, Exceptional, (25)
"The house felt like we were staying at a family members. With its old charm and well appointed appliances, we couldn’t have asked for more. Perfect location in such a charming town. "
The price is CA $208
CA $393 total
includes taxes & fees
Jul 16 - Jul 17
Parris on Main - Perfect for downtown Shelbyville, Bourbon Trail, and the Derby
Bourbon Trail | Hot Tub | Speakeasy | Game Rm
Relax in a hot tub area with a clear view of the surrounding landscape.

Bourbon Trail | Hot Tub | Speakeasy | Game Rm

2.0 star property
10.0 out of 10, Exceptional, (8)
"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 $631
CA $791 total
includes taxes & fees
Aug 12 - Aug 13
Bourbon Trail | Hot Tub | Speakeasy | Game Rm
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!
Kitchen features a stainless steel range, microwave, and small sink with a countertop.

Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!

10.0 out of 10, Exceptional, (4)
"This cottage was the perfect, private getaway for two! It was clean, cozy, and peaceful both inside and outside! The hot tub was great after a full day of hiking. "
The price is CA $175
CA $292 total
includes taxes & fees
Jul 16 - Jul 17
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!
The Sweet Retreat Wheelchair Accessible Historic Home
Welcome to this charming home with a beautifully landscaped front yard and a cozy porch.

The Sweet Retreat Wheelchair Accessible Historic Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
The price is CA $395
CA $671 total
includes taxes & fees
Aug 3 - Aug 4
The Sweet Retreat Wheelchair Accessible Historic Home
Reduced rates for remaining July dates - Completed renovated 1,900 sq ft home!
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and a coffee station.

Reduced rates for remaining July dates - Completed renovated 1,900 sq ft home!

10.0 out of 10, Exceptional, (8)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
Reduced rates for remaining July dates - Completed renovated 1,900 sq ft home!
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Enjoy cooking and socializing in this kitchen with a central island and bar stools, featuring stainless steel appliances and a pendant light fixture.

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

9.8 out of 10, Exceptional, (30)
"Clean, comfortable home with everything needed for our stay. "
The price is CA $171
CA $341 total
includes taxes & fees
Jul 13 - Jul 14
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub
Enjoy cooking in this well-equipped kitchen with a central island, double-door refrigerator, oven, and microwave.

"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub

10.0 out of 10, Exceptional, (7)
"We thought the house was great and the location was perfect! We would definitely stay there again. "
The price is CA $194
CA $477 total
includes taxes & fees
Jul 14 - Jul 15
"Madison Manor II" by The River: Regatta Special! Patio-Fire Pit, Grill, Hot Tub
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit
Enjoy al fresco dining and socializing in this patio area, featuring a fire pit, bench, and table.

"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 $194
CA $476 total
includes taxes & fees
Jul 14 - Jul 15
"Madison Manor I" by The River: Nice patio, hot tub, gas grill, and fire pit
Charming 2-bedroom house in downtown Historic Madison with WiFi, AC, laundry
Compact kitchen with a refrigerator, oven, and washing machine/dryer. Dining area with a table and chairs.

Charming 2-bedroom house in downtown Historic Madison with WiFi, AC, laundry

2.0 star property
9.4 out of 10, Exceptional, (9)
"Absolutely amazing stay!!! Beautiful house and comfort you cannot beat."
The price is CA $117
CA $289 total
includes taxes & fees
Jul 13 - Jul 14
Charming 2-bedroom house in downtown Historic Madison with WiFi, AC, laundry
The Lanier Suite 204 at The Chandler Hotel
Relax in a cozy space with a brick wall, staircase, and plush seating areas.

The Lanier Suite 204 at The Chandler Hotel

10.0 out of 10, Exceptional, (4)
"We loved the check in/out system and the decor made us feel like we were in a “ritzy” hotel."
The price is CA $182
CA $240 total
includes taxes & fees
Jul 16 - Jul 17
The Lanier Suite 204 at The Chandler Hotel
Sunset on Broadway Suite 205 at The Chandler Hotel
Classic hotel room with a large bed, tufted headboard, and white bedding, featuring a small table and chair.

Sunset on Broadway Suite 205 at The Chandler Hotel

10.0 out of 10, Exceptional, (2)
"Loved it. Clean, great location, and awesome attention to detail by the host. Will return again. Thanks for a great stay."
The price is CA $182
CA $240 total
includes taxes & fees
Jul 16 - Jul 17
Sunset on Broadway Suite 205 at The Chandler Hotel
Midnight on Main Suite 203 at The Chandler Hotel
Cozy living room with a rustic brick wall, staircase, and comfortable seating area.

Midnight on Main Suite 203 at The Chandler Hotel

The price is CA $182
CA $240 total
includes taxes & fees
Jul 16 - Jul 17
Midnight on Main Suite 203 at The Chandler Hotel
The Stablemans Quarters 206 at The Chandler Hotel
Exposed brick walls and simple design create a unique space with a wooden desk and single bed.

The Stablemans Quarters 206 at The Chandler Hotel

The price is CA $214
CA $280 total
includes taxes & fees
Jul 21 - Jul 22
The Stablemans Quarters 206 at The Chandler Hotel
La Belle Rivière Suite 202 at The Chandler Hotel
Two twin beds with dark headboards and white bedding, set against a unique floral wallpaper design.

La Belle Rivière Suite 202 at The Chandler Hotel

10.0 out of 10, Exceptional, (4)
"This property is amazing! Well maintained, and exactly as promised!You won’t regret your stay."
The price is CA $191
CA $251 total
includes taxes & fees
Jul 14 - Jul 15
La Belle Rivière Suite 202 at The Chandler Hotel
#207 King Suites, River Views, Deck, Downtown
Staircase leads to an upper floor, flanked by exposed brickwork and a decorative metal gate.

#207 King Suites, River Views, Deck, Downtown

10.0 out of 10, Exceptional, (32)
"We had a 5 couples get away for one evening and stayed in the house. A great view of the river and perfect location for walks to the shops, Park and restaurants. We plan on staying here again in the future! "
The price is CA $512
CA $917 total
includes taxes & fees
Jul 13 - Jul 14
#207 King Suites, River Views, Deck, Downtown
#209 Kings, River View, Deck, Bicentennial Park
Enjoy cooking in this well-equipped kitchen with a microwave, stove, and dishwasher.

#209 Kings, River View, Deck, Bicentennial Park

10.0 out of 10, Exceptional, (58)
"Our family group had a wonderful weekend here. This is a beautifully restored property, well-appointed and the host has thought of everything to make a guest comfortable. It's within easy walking distance of historic downtown. Highly recommend!"
The price is CA $512
CA $917 total
includes taxes & fees
Jul 13 - Jul 14
#209 Kings, River View, Deck, Bicentennial Park
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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Frequently asked questions

Can I find vacation rentals in Pendleton?

Yes, we offer vacation rentals near the most popular sights in Pendleton, or you can select a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Pendleton?

The Waterfall Suite Place + Walkout! Both Overlook Waterfall!: Visitors like this Pendleton vacation home rental. It is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Pendleton?

Choose from 4 Expedia vacation rentals in Pendleton for a memorable vacation.

What can I see and do in Pendleton?

While exploring the area, visit family-friendly sights like Madison Railroad Station Museum, or get outside and enjoy nature at Morgan Conservation Park. In the larger area, you’ll find Lagrange Quarry and Yew Dell Botanical Gardens.

What’s a vacation rental in Pendleton like?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Pendleton. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.