Milton Vacation Rentals

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    Upfront pricing

    We're not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Milton

Our top choices for Milton vacation rentals

Milton Cottage
Dining

Milton Cottage

Milton Cottage
Family-friendly Milton Home on 14 Acres w/ Hot Tub
House (4 Bedrooms) | Interior

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

3.0 star property
Family-friendly Milton Home on 14 Acres w/ Hot Tub
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (54)
"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.
Interior

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

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.
Hannah's Creek Farm Cottage
Private kitchen

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...
$155 nightly
The price is $174
Sep 2 - Sep 3
Total with taxes and fees
Hannah's Creek Farm Cottage
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!
Exterior

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!
Boho Bungalow off Main-one block from Lovely Park
Interior

Boho Bungalow off Main-one block from Lovely Park

8.8 out of 10, Excellent, (10)
"Neighborhood a little blighted. Little house is a great piece of history. Very well maintained, appointed and loved. We were comfortable."
$160 nightly
The price is $179
Sep 2 - Sep 3
Total with taxes and fees
Boho Bungalow off Main-one block from Lovely Park
Charming Home! Prime Location! Dog-Friendly!
Terrace/patio

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. "
$295 nightly
The price is $330
Sep 2 - Sep 3
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
Family-Friendly Brookville Home w/ Hot Tub!
Exterior

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!
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Smart TV, fireplace

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

9.2 out of 10, Wonderful, (20)
"Always a pleasure and the location is perfect for seeing family!"
$124 nightly
The price is $138
Sep 9 - Sep 10
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Fridge, microwave, oven, stovetop

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."
$146 nightly
The price is $164
Sep 3 - Sep 4
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
The Hidden Gem in downtown Connersville
Game room

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."
$677 nightly
The price is $758
Sep 22 - Sep 23
Total with taxes and fees
The Hidden Gem in downtown Connersville
THE STARR LOFT- Earlham, IUEast, Historic District
Interior

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (32)
"Spacious, Unique property. Incredible location within the Starr Historic Distric of Richmond.Enjoyed the weekend exploring and 5 minutes from the Earlham College Campus."
THE STARR LOFT- Earlham, IUEast, Historic District
Enter As Strangers Leave As Friends
Dining

Enter As Strangers Leave As Friends

10.0 out of 10, Exceptional, (39)
"We loved our stay. The house was very comfortable and peaceful. "
$200 nightly
The price is $224
Sep 2 - Sep 3
Total with taxes and fees
Enter As Strangers Leave As Friends
The Rivertown Lodge near Brookville Lake, Quakertown Marina and Whitewater SP
Interior

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
The Cabin.
Fridge, microwave, oven, stovetop

The Cabin.

10.0 out of 10, Exceptional, (16)
"Peaceful and quiet and clean, enjoyed our stay and will be back next year."
The Cabin.
Spacious 3 Bedroom Home - New Castle
3 bedrooms, desk, iron/ironing board, free WiFi

Spacious 3 Bedroom Home - New Castle

10.0 out of 10, Exceptional, (11)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
$241 nightly
The price is $244
Sep 21 - Sep 22
Total with taxes and fees
Spacious 3 Bedroom Home - New Castle
The Red House
Property grounds

The Red House

9.6 out of 10, Exceptional, (18)
"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"
The Red House
Westcott Mansion with Pickleball Court & Huge Gazebo
8 bedrooms, WiFi, bed sheets

Westcott Mansion with Pickleball Court & Huge Gazebo

9.8 out of 10, Exceptional, (34)
"We had a nice time celebrating my sons graduation from Earlham college. There was plenty of room for everyone to have their own bedroom. Very unique property with very nice furnishings. A historic property. We had everything we needed for our stay. Definitely would recommend."
$297 nightly
The price is $333
Sep 3 - Sep 4
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
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

Find out more about Milton

Everything you need to know about Milton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Milton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Milton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Milton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $138 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Milton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.