Milton Vacation Rentals

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Our top choices for Milton vacation rentals

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is CA $128
CA $460 total
includes taxes & fees
Jun 8 - Jun 9
Pets Welcome! Quiet Economy Home w/ Spacious Yard

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (27 reviews)
"The apartment was even better than expected!!! It was very clean and even had supplies provided such as toiletries and laundry detergent. It met my expectations and beyond!"
United States
Mindy
The price is CA $87
CA $198 total
includes taxes & fees
Jun 15 - Jun 16
New Hagerstown Apartment - Self Check-in. Sleeps 4+

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

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Hagerstown
10.0 out of 10, Exceptional, (14 reviews)
"We had a great time and this place has everything that you need!"
United States
kirk h.
The price is CA $110
CA $240 total
includes taxes & fees
Jun 22 - Jun 23
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Quaker Hill Cottage on gated estate with fire pit & hiking trails

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.6 out of 10, Exceptional, (30 reviews)
"Very easy to find and such a charming home! Very quiet and beautiful area. "
United States
Angie P.
The price is CA $160
CA $309 total
includes taxes & fees
Jun 9 - Jun 10
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (24 reviews)
"Had everything we needed. Well kept and clean. Great place for a stay!"
United States
Tricia V.
The price is CA $177
CA $334 total
includes taxes & fees
Jun 10 - Jun 11
Entire Home with Modern Conveniences - New Castle

Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (10 reviews)
"Nice little place. Will stay again when we’re in the area. "
United States
Jason M.
The price is CA $149
CA $276 total
includes taxes & fees
Jun 8 - Jun 9
Cozy 1 Bedroom Apartment

Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (6 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is CA $174
CA $242 total
includes taxes & fees
Jun 15 - Jun 16
Hannah's Creek Farm Cottage

Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
The price is CA $114
CA $467 total
includes taxes & fees
Jun 8 - Jun 9
Pets Welcome! Quiet Economy Home w/ Spacious Yard

Cozy 1-bedroom apartment in a 160 year old historic downtown location.

Cozy 1-bedroom apartment in a 160 year old historic downtown location.
New Castle
9.6 out of 10, Exceptional, (5 reviews)
"As a veteran, I was excited to discover that it was veteran owned!"
United States
Robin
The price is CA $114
CA $222 total
includes taxes & fees
Jun 21 - Jun 22
Cozy 1-bedroom apartment in a 160 year old historic downtown location.

Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
10.0 out of 10, Exceptional, (15 reviews)
"Host were very helpful. The house was clean and well stocked."
United States
Lodi R.
The price is CA $205
CA $382 total
includes taxes & fees
Jun 9 - Jun 10
Spacious 3 Bedroom Home - New Castle

Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (37 reviews)
"We had a wonderful stay at the Westcott Mansion!! The home is so beautiful, clean, and wonderfully historically charming. The space felt welcoming and comfortable throughout, and the amenities made the stay even better!The pickleball court was a fun bonus, and the large gazebo created a perfect spot to relax outside. Check-in and check-out was so easy!Overall, it was a relaxing, memorable stay, and we would happily return!!"
United States
Brandye H.
The price is CA $233
CA $464 total
includes taxes & fees
Jun 15 - Jun 16
Westcott Mansion with Pickleball Court & Huge Gazebo

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
Wayne Township
10.0 out of 10, Exceptional, (10 reviews)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
United States
Robin A.
The price is CA $486
CA $1,091 total
includes taxes & fees
Jun 8 - Jun 9
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
10.0 out of 10, Exceptional, (23 reviews)
"Great place for friends to gather. "
United States
Leslie P.
The price is CA $627
CA $982 total
includes taxes & fees
Jun 8 - Jun 9
The Hidden Gem in downtown Connersville
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.: You might want to consider this vacation home rental near Milton, which is located on a lake and has a patio, a garden, 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 Abbott's Candy Shop, or get out into nature at a spot like Glenn Miller Park. Warm Glow Candle Company and Whitewater Valley Railroad 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.