Holiday Rentals in Milton

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Our top choices for Milton holiday rentals

The Blue Door Place

The Blue Door Place
Florence
9.6 out of 10, Exceptional, (20 reviews)
"Very clean and comfortable, secluded location made for a very peaceful evening around the firepit"
United States
Gage G.
The Blue Door Place

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
10.0 out of 10, Exceptional, (1 review)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cabin on the Ridge Su

Cabin on the Ridge Su
Madison
10.0 out of 10, Exceptional, (15 reviews)
"Peaceful relaxing stay. Will go back."
United States
Wendy P.
Cabin on the Ridge Su

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
Cabin on the Ridge: The Sequel

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (1 review)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
Mulberry Secluded Cabin at Lost Trails

Cozy Tiny House in Scottsburg

Cozy Tiny House in Scottsburg
Scottsburg
9.4 out of 10, Exceptional, (6 reviews)
"Cute, clean, and comfortable stay! Great communication with host! "
United States
Teresa B.
Cozy Tiny House in Scottsburg

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

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Pendleton
9.8 out of 10, Exceptional, (63 reviews)
"The Tack House was just what we needed for a weekend away while the kids were out camping with the scouts. "
United States
Matt and Nykki B.
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (6 reviews)
"Very clean, quiet location. Very relaxing. Host was very helpful. Would definitely stay here again!"
United States
Wendy E.
Sassafras Woodland Cabin at Lost Trails

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

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Sparta
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

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

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest
Hanover
9.8 out of 10, Exceptional, (8 reviews)
"Very nice facility and relaxing setting . "
United States
Robert V.
Modern Nature Cabin | Private Escape in the Forest

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (26 reviews)
"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"
United States
Laura P.
The Artist’s A-Frame

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
Charming new tiny house-Friendship IN

Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded
Lexington
8.0 out of 10, Very good, (4 reviews)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
Sleeps 4, Rustic, Secluded

Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!

Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!
Owenton
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful area, clean house and gorgeous views. Would love to stay here again. "
United States
Grace S.
Pet + Family Friendly, 4 mins to Golf, on the Bourbon Trail, & close to the Ark!

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

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Hanover
Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
Emerald Lake Retreat Charlestown

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (24 reviews)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison
9.6 out of 10, Exceptional, (20 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
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 Milton Hotel Reviews

Find out more about Milton

Everything you need to know about Milton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Milton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton holiday rentals we have selected for you start as low as €141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Milton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Ohio River Valley and Ohio River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Schofield House and Historic District.

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.