Milton Vacation Rentals

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Dec 19 - Dec 21

Our top choices for Milton vacation rentals

Dining
Milton Cottage

Milton Cottage

Milton Cottage
Milton
Milton Cottage
House (4 Bedrooms) | Interior
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
3.0 star property
Milton
Family-friendly Milton Home on 14 Acres w/ Hot Tub
Interior
Secluded Log Cabin getaway, with hot tub, and a beautiful view.

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

Secluded Log Cabin getaway, with hot tub, and a beautiful view.
Brookville
10.0 out of 10, Exceptional, (221)
"Everything was great for our stay."
United States
Mark S.
Secluded Log Cabin getaway, with hot tub, and a beautiful view.
Fridge, microwave, oven, stovetop
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.

Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
Brookville
10.0 out of 10, Exceptional, (58)
"We had a great time! It was perfect for us and close to the lake!"
United States
Stacey L.
Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.
Fridge, microwave, oven, stovetop
Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (16)
"Great property "
United States
Jerry B.
$234 nightly
The price is $237
Dec 12 - Dec 13
Total with taxes and fees
Entire Home with Modern Conveniences - New Castle
Interior
THE STARR LOFT- Earlham, IUEast, Historic District

THE STARR LOFT- Earlham, IUEast, Historic District

THE STARR LOFT- Earlham, IUEast, Historic District
Richmond
9.4 out of 10, Exceptional, (36)
"It's a beautiful loft with restaurants and entertainment close by. "
United States
ANGIE
THE STARR LOFT- Earlham, IUEast, Historic District
Exterior
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!

Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!

Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!
Metamora
9.4 out of 10, Exceptional, (148)
"This spacious cabin is in a beautiful, secluded location nestled in nature. Perfect for a getaway with friends. "
United States
Aimee M.
Secluded 4 bed 4 bath Cabin with Fire Pit, Hot Tub, and relaxing surroundings!
Exterior
Quaker Hill Cottage on gated estate with fire pit & hiking trails

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, (29)
"Quaint cottage in Richmond, Indiana. Very peaceful location even though close to downtown. My sisters, our daughters, and I enjoyed spending time in such a beautiful setting."
United States
Judi C.
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Smart TV, fireplace
New Hagerstown Apartment - Self Check-in. Sleeps 4+

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.2 out of 10, Wonderful, (20)
"Great little apartment. Just what we needed for overnight. "
United States
Kim M.
$124 nightly
The price is $139
Dec 15 - Dec 16
Total with taxes and fees
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Interior
Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park

Boho Bungalow off Main-one block from Lovely Park
Richmond
9.0 out of 10, Wonderful, (14)
"Lovely house, easy check-in, great location."
United States
Heather S.
$160 nightly
The price is $179
Dec 12 - Dec 13
Total with taxes and fees
Boho Bungalow off Main-one block from Lovely Park
Smart TV
Downtown New Castle Indiana Condo Available for short-term and long-term stays.

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

Downtown New Castle Indiana Condo Available for short-term and long-term stays.
New Castle
10.0 out of 10, Exceptional, (30)
"We had a wonderful stay here! "
United States
Madelin H.
Downtown New Castle Indiana Condo Available for short-term and long-term stays.
Game room
The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
9.8 out of 10, Exceptional, (19)
"The name says it all. Celebrated my sons 21st birthday with a weekend of golf and boating with his friends and we all enjoyed our downtime at the Hidden Gem. Pool, games, the bar, and the open floorplan with huge bedrooms helped make a fun weekend even better. The host was as perfect as the house. I would absolutely go back for our next stay in the area."
United States
Joe B.
$629 nightly
The price is $704
Dec 12 - Dec 13
Total with taxes and fees
The Hidden Gem in downtown Connersville
Private kitchen
Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.6 out of 10, Exceptional, (5)
"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...
United States
Saundra R.
$155 nightly
The price is $174
Dec 14 - Dec 15
Total with taxes and fees
Hannah's Creek Farm Cottage
Fridge, microwave, oven, stovetop
Hot Tub Arcadia - Relax and Play

Hot Tub Arcadia - Relax and Play

Hot Tub Arcadia - Relax and Play
Greensboro
9.6 out of 10, Exceptional, (10)
"Check in was easy with the provided lock code. Both the arcade and hot tub made the experience fun and relaxing. All rooms were clean, comfortable, and had a nice atmosphere."
United States
Kathleen C.
$234 nightly
The price is $262
Dec 15 - Dec 16
Total with taxes and fees
Hot Tub Arcadia - Relax and Play
Property grounds
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake
New Paris
10.0 out of 10, Exceptional, (2)
"The tiny house was just as described and very comfortable. My favorite part was the huge lakefront lot with beautiful views and lots of privacy."
United States
Larry
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake
8 bedrooms, WiFi, bed sheets
Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (35)
"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "
United States
Megan H.
$297 nightly
The price is $333
Dec 14 - Dec 15
Total with taxes and fees
Westcott Mansion with Pickleball Court & Huge Gazebo
TV
Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (8)
"We absolutely enjoyed our stay!!"
United States
Auren
$194 nightly
The price is $197
Dec 21 - Dec 22
Total with taxes and fees
Cozy 1 Bedroom Apartment
Fridge, microwave, oven, stovetop
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

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, (11)
"Very conveniently located with clear instructions about amenities. We will stay here again sometime."
United States
MaryandMichael P.
$146 nightly
The price is $164
Dec 15 - Dec 16
Total with taxes and fees
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Terrace/patio
Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (13)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
$295 nightly
The price is $330
Dec 15 - Dec 16
Total with taxes and fees
Charming Home! Prime Location! Dog-Friendly!
Fridge, microwave, oven, stovetop
The Cabin.

The Cabin.

The Cabin.
New Castle
10.0 out of 10, Exceptional, (17)
"We loved every minute of it! Came in for a family reunion and definitely was peaceful hope to stay again in the future!! "
United States
Lindsey P.
The Cabin.
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

Red Roof Inn Richmond, IN

Red Roof Inn Richmond, IN

10/10 Excellent
"Room was clean, staff friendly "
Rolin 1-night trip
Posted 5 days ago
Red Roof Inn Richmond, IN

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 $139 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

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?

Entire Home with Modern Conveniences - New Castle: Visitors like this Milton vacation home rental. It offers a balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.