Milton Holiday Rentals

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Holiday Rentals in Milton

Family-Friendly Milton Home on 14 Acres w/ Hot Tub

10.0 out of 10, Exceptional, (9)
"Secluded Cabin. It was great for our group to enjoy time together without any problems."
Family-Friendly Milton Home on 14 Acres w/ Hot Tub

Milton Cottage

Milton Cottage

Family-friendly Milton Home on 14 Acres w/ Hot Tub

3.0 star property
Family-friendly Milton Home on 14 Acres w/ Hot Tub

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

9.8 out of 10, Exceptional, (9)
"The atmosphere and views are stunning. The home is spacious for families. We enjoyed our stay. "
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Secluded Log Cabin getaway, with hot tub, and a beautiful view.

10.0 out of 10, Exceptional, (204)
"We keep coming back.and always love it!"
Secluded Log Cabin getaway, with hot tub, and a beautiful view.

Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.

10.0 out of 10, Exceptional, (50)
"Perfect setting for a nice relaxing getaway. Great kitchen set up!"
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (28)
"I wasn't expecting that a visit to my small hometown would end up being the nicest vacation stay I've had but it was. Walking distance to some fun restaurants and a great record store. Property itself was beautiful and well maintained in a renovated loft space. Lots of charm and attention to detail. This place makes me want to find reasons to visit Richmond more often!"
THE STARR LOFT- Earlham, IUEast, Historic District

Quaint Economy Retreat w/ Patio & Spacious Yard!

9.6 out of 10, Exceptional, (7)
"It was a great place out away from town but close enough you can make it into Richmond with a 15-20 min easy drive "
Quaint Economy Retreat w/ Patio & Spacious Yard!

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (36)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
Recently remodeled Colonial-style home with room for the whole family!

Spacious 3 Bedroom Home - New Castle

10.0 out of 10, Exceptional, (10)
"This host and stay in new castle was amazing. I felt like I was literally in a home away from home. Highly recommend if anyone is staying in New Castle. "
The price is AU$389
includes taxes & fees
20 July - 21 July
Spacious 3 Bedroom Home - New Castle

Family-Friendly Brookville Home w/ Hot Tub!

10.0 out of 10, Exceptional, (16)
"Great house for families or couple. Everything you would ever need is there. Host has great communication for check in and check out. Clean and organized. Plan on staying again. "
Family-Friendly Brookville Home w/ Hot Tub!

The Hidden Gem in downtown Connersville

9.8 out of 10, Exceptional, (18)
"Very nice and truely a hidden gem"
The price is AU$1,092
includes taxes & fees
24 July - 25 July
The Hidden Gem in downtown Connersville

Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!

9.4 out of 10, Exceptional, (146)
"Private and very clean, 2nd time staying at this property."
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!

Liberty Vacation Rental: 3 Mi to Brookville Lake!

9.8 out of 10, Exceptional, (14)
"Beautiful setting, adorable place and just the place we needed for some together family time!"
Liberty Vacation Rental: 3 Mi to Brookville Lake!

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (8)
"My husband, daughter and her 3 boys and dog were traveling home from vacation in New York and stayed here overnight. Everything was so comfortable and easy. I would definitely recommend this beautiful home away from home."
The price is AU$511
includes taxes & fees
26 July - 27 July
Charming Home! Prime Location! Dog-Friendly!

Cozy 1 Bedroom Apartment

9.8 out of 10, Exceptional, (8)
"We absolutely enjoyed our stay!!"
The price is AU$273
includes taxes & fees
21 July - 22 July
Cozy 1 Bedroom Apartment

Hannah's Creek Farm Cottage

10.0 out of 10, Exceptional, (2)
"The location was easy to find using Google maps. Sharon was lovely. She met me when I arrived. She helped me carry in my many bags. She showed me where everything was and how to use it. The loft is probably great for someone in good shape but I knew that going in. It was just me and my dog so we slept on the pull out couch. I assumed correctly the water was from a well so I brought some bottled water to drink. It is drinkable but has a well water taste. The cottage is heated through geo-thermal...
The price is AU$269
includes taxes & fees
21 July - 22 July
Hannah's Creek Farm Cottage

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

9.8 out of 10, Exceptional, (8)
"Very clean and great amenities. Will be booking there again in the future."
The price is AU$254
includes taxes & fees
28 July - 29 July
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

New Castle Retreat, Stay in Style!

9.4 out of 10, Exceptional, (8)
"Awesome visit to new Castle. Nice property and nicely remodeled. Thank you for the stay"
New Castle Retreat, Stay in Style!

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.6 out of 10, Exceptional, (15)
"Always a pleasure and the location is perfect for seeing family!"
The price is AU$215
includes taxes & fees
20 July - 21 July
New Hagerstown Apartment - Self Check-in. Sleeps 4+
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 a holiday rental 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?

Family-Friendly Milton Home on 14 Acres w/ Hot Tub: This highly rated holiday home rental in Milton offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Milton?

Choose from 3 Expedia holiday rentals in Milton for a memorable holiday.

What’s there to see and do in Milton?

Explore the area and family-friendly sights such as Warm Glow Candle Company, or get out into nature at a spot like Glenn Miller Park. Whitewater Valley Railroad and Wayne County Fairgrounds are a couple of places you'll find in the wider area.

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 extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.