Milton Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 July - 16 July
Tomorrow
16 July - 17 July
This weekend
18 July - 20 July
Next weekend
25 July - 27 July

Holiday Rentals in Milton

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Stately home with a front porch, blue door, and American flag, set amidst a well-manicured lawn and wooded surroundings.

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

10.0 out of 10, Exceptional, (8)
"Wonderful vacation home. Very clean, great host that was very helpful. "
The price is AU$846
includes taxes & fees
23 July - 24 July
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
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!"
Pendleton, KY Farm in Oldham Co
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. "
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 AU$755
includes taxes & fees
10 Aug - 11 Aug
The Sweet Retreat Wheelchair Accessible Historic 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 AU$383
includes taxes & fees
27 July - 28 July
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
"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 AU$514
includes taxes & fees
16 July - 17 July
"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 AU$361
includes taxes & fees
17 July - 18 July
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 AU$272
includes taxes & fees
16 July - 17 July
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 AU$272
includes taxes & fees
16 July - 17 July
Sunset on Broadway Suite 205 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 Stablemans Quarters 206 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

Midnight on Main Suite 203 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."
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 AU$1,032
includes taxes & fees
22 July - 23 July
#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 AU$1,032
includes taxes & fees
16 July - 17 July
#209 Kings, River View, Deck, Bicentennial Park
The Artist’s A-Frame
Enjoy a view of the surrounding greenery from the large window.

The Artist’s A-Frame

10.0 out of 10, Exceptional, (12)
"Stayed for the weekend to hike at Clifty Falls. Great location to the state park and downtown restaurants. Really pretty house with everything you’d need for a stay. Host was super nice to interact with as well. Thanks again! "
The price is AU$357
includes taxes & fees
27 July - 28 July
The Artist’s A-Frame
Modern Nature Cabin | Private Escape in the Forest
Fridge, microwave, oven, stovetop

Modern Nature Cabin | Private Escape in the Forest

The price is AU$344
includes taxes & fees
23 July - 24 July
Modern Nature Cabin | Private Escape in the Forest
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Microwave, oven, stovetop, dishwasher

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The price is AU$683
includes taxes & fees
16 July - 17 July
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails
Surrounded by a mature tree and a community building, this serene outdoor space invites relaxation.

Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails

10.0 out of 10, Exceptional, (1)
"My partner and I hoped for a peaceful getaway to hike and chose this place. As soon as we drove in, it seemed like nothing we’d quite seen. It’s walled like a park with an expansive front yard area, but it’s private. There are really cute old buildings. It was like we had the place to ourselves. There’s a kitchen and plenty of room in the sleeping building. Things were really clean and nice with a coffee welcome tray. Took a walk up to a little lake, and then hiked into the woods -...
The price is AU$1,286
includes taxes & fees
31 July - 1 Aug
Relaxing 7- bedroom Retreat Center at Englishton Park. 250 acres, hiking trails
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Enjoy cooking in this well-equipped kitchen with a spacious island, double sink, and dishwasher.

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

10.0 out of 10, Exceptional, (9)
"quiet would most definitely stay here again thank you for a comfortable stay has everything you need to stay. better then staying at a five star hotel thank again "
The price is AU$250
includes taxes & fees
21 July - 22 July
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Can I find holiday rentals in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, 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 Milton has to offer?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This holiday home rental outside of Milton offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Milton?

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

What are holiday rentals like in Milton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for small groups.