Milton Holiday Rentals

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Holiday Rentals in Milton

Pet-Friendly Milton Retreat on 14 Acres w/ Deck
10.0 out of 10, Exceptional, (1)
"Very nice, private house."
Pet-Friendly Milton Retreat on 14 Acres w/ Deck
Milton Cottage
Milton Cottage
Pet-friendly Milton Retreat on 14 Acres w/ Deck
3.0 star property
Pet-friendly Milton Retreat on 14 Acres w/ Deck
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Secluded Log Cabin getaway, with hot tub, and a beautiful view.
10.0 out of 10, Exceptional, (167)
"Cedar ridge is peaceful and the perfect place to enjoy family and friends. The porches are great for watching deer, rabbits, birds. Most enjoyable. Will definitely return. Kerstens, st augustine fl."
Secluded Log Cabin getaway, with hot tub, and a beautiful view.
Quaker Hill Cottage on gated estate with fire pit & hiking trails
10.0 out of 10, Exceptional, (14)
"Was great location Veet good communication with owner Close to everything we could have needed or wanted"
The price is NZ$361
includes taxes & fees
26 June - 27 June
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Takoda Falls Retreat-Cozy quiet country retreat with Hot Tub
10.0 out of 10, Exceptional, (19)
"Peaceful"
Takoda Falls Retreat-Cozy quiet country retreat with Hot Tub
Westcott Mansion with Pickleball Court & Huge Gazebo
9.8 out of 10, Exceptional, (18)
"It was a great place for our group to gather to watch the eclipse, and then visit with each other afterwards. Very historic house with potential to be even more grand if renovations continue. The gazebo is nice. The yard would be even better with a garden or flowering trees. We enjoyed exploring the house. So much room!"
The price is NZ$500
includes taxes & fees
23 June - 24 June
Westcott Mansion with Pickleball Court & Huge Gazebo
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!
9.4 out of 10, Exceptional, (138)
"The house and beds were very good. The area is quiet and set back from the roads. The town and lake is a great place to visit and enjoy."
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!
2 Bedroom Retreat near Earlham College in Richmond IN
10.0 out of 10, Exceptional, (18)
"After you park you enter a little Oasis right in town. This place is stunning! Beds and couches are comfortable! Listening to the tiny waterfall in this wonderful backyard setting is a must! Landscape is immaculate. You almost feel secluded like you are out in the woods, because of all the trees surrounding majority of the place. Best candle company(Warm Glow) shop 15 min drive."
2 Bedroom Retreat near Earlham College in Richmond IN
Downtown New Castle Indiana Condo Available for short-term and long-term stays.
10.0 out of 10, Exceptional, (16)
"I could not be happier. It was a great experience!"
Downtown New Castle Indiana Condo Available for short-term and long-term stays.
Boho Bungalow off Main-one block from Lovely Park
9.4 out of 10, Exceptional, (6)
"My husband, son, and I stayed here the weekend of our daughter’s graduation from Miami University. It was so cute and easy to access. The communication was awesome and check in/check out process was simple. Would definitely recommend."
The price is NZ$210
includes taxes & fees
6 July - 7 July
Boho Bungalow off Main-one block from Lovely Park
The Hidden Gem in downtown Connersville
9.6 out of 10, Exceptional, (10)
"The place was amazing! The AC was struggling and the owner fixed it."
The price is NZ$1,251
includes taxes & fees
2 July - 3 July
The Hidden Gem in downtown Connersville
Cozy Brookville Home w/ Fire Pit & Deck!
3.0 star property
Cozy Brookville Home w/ Fire Pit & Deck!
Family-Friendly Brookville Home w/ Hot Tub!
10.0 out of 10, Exceptional, (10)
"What a wonderful home. My family stayed here for the weekend of the total Solar Eclipse in April 2024. The hosts were spectacularly welcoming and helpful to us throughout our stay. The house is ideal for a relaxing, fun getaway. We enjoyed the game room, watched a movie, cooked, hung out in the back yard, listened to music, had a fire, enjoyed the hot tub, and just had a fantastic time. Highly recommend!"
Family-Friendly Brookville Home w/ Hot Tub!
The Cabin.
10.0 out of 10, Exceptional, (7)
"Peaceful and quiet and clean, enjoyed our stay and will be back next year."
The Cabin.
Cozy Cabin with fireplace, hot tub & hiking trails
7.4 out of 10, Good, (3)
"The property is amazing. Pictures do not do the gardens justice. The visiting horse and friendly cats were a plus. The pool is cloudy and needs more frequent cleaning than the weekly service due to its location under trees. The outdoor furniture also needs cleaning as do the dishes in the house. But you will hardly notice because the gardens are so well maintained and the hot tub works amazing."
Cozy Cabin with fireplace, hot tub & hiking trails
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
10.0 out of 10, Exceptional, (42)
"3 busy moms needed a break. We wanted something away from the craziness of life. This house was perfect for just that. Out in the country where the sky was full of stars, the sounds of nature around you and walking distance to the lake. Ready for next year!"
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
Newly renovated studio in Hagerstown--Self Check-in
10.0 out of 10, Exceptional, (23)
"Most wonderful stay…exceeded my expectations. Clean and cozy…wonderful memories were made. Looking forward to our next visit. Our “hideaway”. Kudos to the hosts! Highly recommend…you will not be disappointed."
The price is NZ$273
includes taxes & fees
24 June - 25 June
Newly renovated studio in Hagerstown--Self Check-in
Cozy Brookville Home w/ Fire Pit & Deck!
10.0 out of 10, Exceptional, (3)
"How was as advertised. Clean easy to find, great location, nice amenities. Overall very nice property would stay again if I boat the area again."
Cozy Brookville Home w/ Fire Pit & Deck!
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See all available properties in Milton
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.

Other types of properties in Milton you may be interested in

Milton Cottage
Milton Cottage
Baymont by Wyndham Richmond I-70
2.5 star property
8.0 out of 10, Very good, (935)
"The breakfast was one of the best we have had on our trip. The worker actually asked me how I wanted my eggs and booked them for me. What a nice gentleman "
The price is NZ$104
includes taxes & fees
4 July - 5 July
Baymont by Wyndham Richmond I-70
Comfort Suites
2.5 star property
9.2 out of 10, Wonderful, (260)
"Fantastic property. Would stay again"
The price is NZ$174
includes taxes & fees
7 July - 8 July
Comfort Suites
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milton. Seeing all the best attractions is bound to make you fall in love with Milton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milton short-term rentals, that won’t be hard to do.

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?

Takoda Falls Retreat-Cozy quiet country retreat with Hot Tub: This holiday home rental outside of Milton is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and 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 Whitewater Memorial State 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.

Recent reviews of Milton properties
Expedia verified reviews