Book Holiday Homes in Milton

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Featured Holiday Homes in Milton

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.

Greens Fork
A stay at this vacation home places you in the heart of Greens Fork, a 3-minute drive from Clay Township Historical Museum and 10 minutes from Warm Glow Candle ...
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.

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

Brookville
Located in Brookville, this vacation home is on the waterfront, within a 5-minute drive of Brookville Lake and Fairfield Marina South Moorings.
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
Quaint Economy Retreat w/ Patio & Spacious Yard!

Quaint Economy Retreat w/ Patio & Spacious Yard!

Economy
When you stay at this vacation home in Economy, you'll be 12 minutes by car from Clay Township Historical Museum.
Quaint Economy Retreat w/ Patio & Spacious Yard!
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New Castle Retreat, Stay in Style!

New Castle Retreat, Stay in Style!

New Castle
With a stay at this vacation home in New Castle, you'll be a 2-minute walk from Courthouse Square and 7 minutes by foot from Henery County Arts Park.
New Castle Retreat, Stay in Style!
Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo

Richmond
Located in Richmond, this vacation home is within a 15-minute walk of Richmond Civic Theatre and Wayne County Historical Museum.
Westcott Mansion with Pickleball Court & Huge Gazebo
Family-Friendly Milton Home on 14 Acres w/ Hot Tub

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

Milton
With a stay at this vacation home in Milton, you'll be 8.9 mi (14.3 km) from Scout Lake and 11 mi (17.7 km) from Abbott's Candy Shop.
Family-Friendly Milton Home on 14 Acres w/ Hot Tub
The Red House

The Red House

Wayne Township
With a stay at this vacation home in Richmond, you'll be within a 10-minute drive of Model T Museum and Depot District.
The Red House
Family-Friendly Brookville Home w/ Hot Tub!

Family-Friendly Brookville Home w/ Hot Tub!

Brookville
Located in Brookville, this vacation home is within a 15-minute drive of Brookville Lake and Brookville Town Park.
Family-Friendly Brookville Home w/ Hot Tub!
Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park

Richmond
With a stay at this vacation home in Richmond, you'll be a 1-minute walk from Glenn Miller Park and 8 minutes by foot from Rose Garden.
Boho Bungalow off Main-one block from Lovely Park
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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.

Milton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Milton vacation homes are the perfect way for you to wing it.

Holiday houses in Milton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Milton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Milton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Milton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Milton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Milton Holiday Homes essential information

Accommodation
36 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting., Secluded lake house on 6 acres, with trails and easy access to Brookville Lake., Quaint Economy Retreat w/ Patio & Spacious Yard!, New Castle Retreat, Stay in Style!, Westcott Mansion with Pickleball Court & Huge Gazebo, Family-Friendly Milton Home on 14 Acres w/ Hot Tub, The Red House, Family-Friendly Brookville Home w/ Hot Tub!, Boho Bungalow off Main-one block from Lovely Park

Top trending hotels in Milton

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

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

Milton
With a stay at this vacation home in Milton, you'll be 8.9 mi (14.3 km) from Scout Lake and 11 mi (17.7 km) from Abbott's Candy Shop.
Family-Friendly Milton Home on 14 Acres w/ Hot Tub
Family-friendly Milton Home on 14 Acres w/ Hot Tub

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

3 out of 5
Milton
With a stay at this cottage in Milton, you'll be 8.9 mi (14.3 km) from Scout Lake and 11 mi (17.7 km) from Abbott's Candy Shop.
Family-friendly Milton Home on 14 Acres w/ Hot Tub
Milton Cottage

Milton Cottage

Milton
With a stay at this vacation home in Milton, you'll be 9.4 mi (15.1 km) from Whitewater Valley Railroad and 9.7 mi (15.7 km) from Fayette County Historic ...
Milton Cottage
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Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

2.5 out of 5
912 Mendleson Dr, Richmond, IN
Fully refundableReserve now, pay when you stay
When you stay at Baymont by Wyndham Richmond I-70 in Richmond, you'll be near the airport, within a 15-minute walk of Indiana University East and Reid Hospital ...
Baymont by Wyndham Richmond I-70
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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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