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Top Holiday Rentals in Prestonville

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

10.0 out of 10, Exceptional, (194)
"This cabin is the perfect place to getaway and relax! It’s peaceful and beautiful!"
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Stoney Creek - Sit back and unwind

10.0 out of 10, Exceptional, (91)
"Perfect setting. Beautiful cabin. "
Stoney Creek - Sit back and unwind

The Artist’s A-Frame

10.0 out of 10, Exceptional, (17)
"I can't say enough about our stay at the Artist's A-Frame. The hosts are exceptional, the location is ideal, and the space is beautiful! I highly recommend and am anxious to return!"
The price is £175
includes taxes & fees
24 Aug - 25 Aug
The Artist’s A-Frame

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 £187
includes taxes & fees
31 Aug - 1 Sept
Glenda’s Overlook..everything you need to make visiting Madison a great 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

Rustic cabin just outside of Madison!

10.0 out of 10, Exceptional, (42)
"This was a very nice property. The cabin was so cozy and the property was beautiful. We all enjoyed our stay."
Rustic cabin just outside of Madison!

Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

10.0 out of 10, Exceptional, (6)
"My husband and I came to celebrate our anniversary and his retirement and to go hiking- our favorite activity together! This place was perfect! Location! Location! Location! Near everything- walked downtown to shops and restaurants! The place itself was clean, nicely decorated, and very welcoming We will e back! "
Riverside Retreat ~ One Story ~ 3bd/2ba ~ Steps to the River & Main St

Sunset over the city Suite 201, Sunset over the city Suite 201

9.6 out of 10, Exceptional, (8)
"Was just what i needed to stay the week after my dads passing. Safe,.comfortable and affordable "
The price is £103
includes taxes & fees
25 Aug - 26 Aug
Sunset over the city Suite 201, Sunset over the city Suite 201

Cozy Cabin Madison Indiana

10.0 out of 10, Exceptional, (16)
"The cabin was just as described online it's very quiet and was the perfect getaway "
Cozy Cabin Madison Indiana

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

10.0 out of 10, Exceptional, (47)
"Everything was really great...the property is beautiful...the amenities were amazing...and the owners so sweet and caring...the would answer a text message pronto...will stay again!"
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

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

KY log home close to The Ark Encounter on private 14 acres private seasonal pool

9.2 out of 10, Wonderful, (29)
"We enjoyed the space the cabin had to offer and had a great time."
KY log home close to The Ark Encounter on private 14 acres private seasonal pool

Carol’s Cabin in the Woods in Historic Hoosier Hills

10.0 out of 10, Exceptional, (36)
"My small group wanted to relax in a quiet setting and Carol’s cabin was perfect. Extremely clean, well-provisioned, quiet and private with a beautiful property to stroll around. Would definitely come back!"
Carol’s Cabin in the Woods in Historic Hoosier Hills

Bungalow on Main!!

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

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

10.0 out of 10, Exceptional, (7)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
The price is £173
includes taxes & fees
25 Aug - 26 Aug
Candlelit Comfort: Hot Tub, Firepit, Massage Chair-Romantic Getaway!

Unique Secluded Cabin with Loft on Classified Forest

9.6 out of 10, Exceptional, (41)
"Beautiful, secluded cabin!! Loved seeing the deer each evening. If we are in this area again, we would definitely stay here!"
Unique Secluded Cabin with Loft on Classified Forest

Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

9.6 out of 10, Exceptional, (19)
"Very nice house good accommodations would stay again !!!"
Jefferson Off Main: *4 Beds*King Beds*Walk to Main* 3 Full Bath

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

10.0 out of 10, Exceptional, (26)
"The house was clean, great location. Would stay again"
The price is £189
includes taxes & fees
27 Aug - 28 Aug
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Peaceful getaway centrally located just min. from Madison and Belterra casino.

9.2 out of 10, Wonderful, (25)
"We enjoyed our stay and would recommend to others."
Peaceful getaway centrally located just min. from Madison and Belterra casino.

Cabin on the Ridge: The Sequel

10.0 out of 10, Exceptional, (15)
"So beautiful and relaxing, very comfortable stay!"
The price is £162
includes taxes & fees
24 Aug - 25 Aug
Cabin on the Ridge: The Sequel
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 Prestonville Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Prestonville?

Yes, there are holiday rentals close to the most popular sights in Prestonville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Prestonville has to offer?

The Artist’s A-Frame: This holiday home rental outside of Prestonville offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a garden.

What’s there to see and do in Prestonville?

Explore the area and family-friendly sights such as Madison Railroad Station Museum, or get out into nature at a spot like General Butler State Resort Park. In the wider area, you’ll find Historic District and Lanier Mansion.

What’s a holiday rental in Prestonville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Prestonville. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips.