Milton Vacation Rentals

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Vacation Rentals in Milton

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.

9.0 out of 10, Wonderful, (10)
"Nice, quiet, peaceful."
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

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!

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

10.0 out of 10, Exceptional, (52)
"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.

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

10.0 out of 10, Exceptional, (208)
"Rented this cabin for a guys weekend. Absolutely perfect. Hosts were very accommodating and were quick to respond to questions. Everyone was amazed by the cabin and all that was provided. We will definitely rent this cabin again in the future!"
Secluded Log Cabin getaway, with hot tub, and a beautiful view.

Newly renovated studio in Hagerstown--Self Check-in

10.0 out of 10, Exceptional, (25)
"Loved the property close to whatever you need for seeing local attractions or family/friends."
The price is CA $70
CA $180 total
includes taxes & fees
Aug 25 - Aug 26
Newly renovated studio in Hagerstown--Self Check-in

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

9.2 out of 10, Wonderful, (19)
"Always a pleasure and the location is perfect for seeing family!"
The price is CA $92
CA $204 total
includes taxes & fees
Sep 10 - Sep 11
New Hagerstown Apartment - Self Check-in. Sleeps 4+

The Cabin.

10.0 out of 10, Exceptional, (15)
"Peaceful and quiet and clean, enjoyed our stay and will be back next year."
The Cabin.

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (9)
"We are from Richmond originally and come back to visit family often. Definitely will be back. Great stay, great host, very accommodating, and clean. Highly recommend if you are in the area. "
The price is CA $219
CA $458 total
includes taxes & fees
Sep 4 - Sep 5
Charming Home! Prime Location! Dog-Friendly!

The Hidden Gem in downtown Connersville

9.8 out of 10, Exceptional, (19)
"This is a unique, clean and beautiful property. My family was extremely comfortable. We were able to walk most places in downtown.Check-in/Check-out were all extremely easy.If you're visiting Connersville, this is a great place to stay."
The price is CA $626
CA $980 total
includes taxes & fees
Aug 31 - Sep 1
The Hidden Gem in downtown Connersville

Elegant 1BR, Workspace, Near Parks and Summit Lake

10.0 out of 10, Exceptional, (3)
"Very nice clean place with everything one needs. The modern decor was refreshing. The owners were excellent at responding to our questions. "
Elegant 1BR, Workspace, Near Parks and Summit Lake

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

10.0 out of 10, Exceptional, (37)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
Recently remodeled Colonial-style home with room for the whole family!

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

9.8 out of 10, Exceptional, (9)
"Very clean and great amenities. Will be booking there again in the future."
The price is CA $99
CA $228 total
includes taxes & fees
Aug 27 - Aug 28
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Downtown New Castle Indiana Condo Available for short-term and long-term stays.

10.0 out of 10, Exceptional, (26)
"The stay we had was absolutely fantastic and amazing! The host was so kind and let us know if anything was needed to let him know. This trip was for a celebration of life for my mother-in-law who passed a couple months ago and we drove in from Texas and so when we got there it was late and we were exhausted but knowing that once we got there that we had such a wonderful place to lay our heads during such a hard visit gave us some sense of peace. If you are reading this and you have any doubt...
Downtown New Castle Indiana Condo Available for short-term and long-term stays.

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (32)
"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

The Rivertown Lodge near Brookville Lake, Quakertown Marina and Whitewater SP

10.0 out of 10, Exceptional, (16)
"Great for a big group"
The Rivertown Lodge near Brookville Lake, Quakertown Marina and Whitewater SP

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 CA $174
CA $241 total
includes taxes & fees
Aug 24 - Aug 25
Hannah's Creek Farm Cottage

New Castle Retreat, Stay in Style!

9.4 out of 10, Exceptional, (9)
"Awesome visit to new Castle. Nice property and nicely remodeled. Thank you for the stay"
New Castle Retreat, Stay in Style!

Family-Friendly Brookville Home w/ Hot Tub!

10.0 out of 10, Exceptional, (19)
"Great location, .5 mile to boat ramp. House has everything you will need"
Family-Friendly Brookville Home w/ Hot Tub!
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

Frequently asked questions

Can I find a vacation rental in Milton?

Yes, you can find vacation rentals close to top sights in Milton, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Milton has to offer?

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.: You might want to consider this vacation home rental near Milton, which is located in the city center and has a balcony, a pool table, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Milton?

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

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 larger area.

What are vacation rentals like in Milton?

Vacation rentals are private properties you can book for a couple days or more in Milton. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.