Holiday Rentals in Milton

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Milton holiday rentals

A kitchen with wooden cabinets, a stainless steel stove, and a refrigerator.

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

New Hagerstown Apartment - Self Check-in. Sleeps 4+
Hagerstown
9.4 out of 10, Exceptional, (28 reviews)
"Great location and just what we needed for a relaxing weekend in Hagerstown."
United States
Emily E.
The price is €120
includes taxes & fees
17 Nov - 18 Nov
New Hagerstown Apartment - Self Check-in. Sleeps 4+
A modern kitchen with stainless steel appliances, wooden cabinets, and a white tiled backsplash.

2. 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, (18 reviews)
"This is a darling place in a wonderful town. It met all of our needs and we'll definitely stay here again."
United States
Tamera
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
A living room with a blue sofa, a small round table, a floor lamp, a potted plant, and a patterned rug.

3. Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (13 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is €171
includes taxes & fees
11 Nov - 12 Nov
Cozy 1 Bedroom Apartment
A wooden swing set in a grassy area with houses in the background.

4. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (51 reviews)
"Great communication. Great place to stay.I would stay there again."
United States
Shawn J.
The price is €241
includes taxes & fees
17 Nov - 18 Nov
Enter As Strangers Leave As Friends
A living room with a flat-screen TV mounted on the wall, a dark console table with decorative items, a wicker basket with a book, and a large potted plant.

5. Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (28 reviews)
"Had everything we needed. Well kept and clean. Great place for a stay!"
United States
Tricia V.
The price is €205
includes taxes & fees
15 Nov - 16 Nov
Entire Home with Modern Conveniences - New Castle
A bedroom with a bed, a bench, a rug, and a wall-mounted painting.

6. Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
9.8 out of 10, Exceptional, (17 reviews)
"The hosts were very accommodating. We enjoyed our stay and highly recommend to others."
United States
Nathaniel P.
The price is €233
includes taxes & fees
11 Nov - 12 Nov
Spacious 3 Bedroom Home - New Castle
Interior

7. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is €291
includes taxes & fees
11 Nov - 12 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A modern kitchen with dark cabinetry, a wooden countertop, and a built-in stove. There is a seating area with a green sofa and a small table.

8. 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
9.8 out of 10, Exceptional, (12 reviews)
"Very nice property. Will stay again."
United States
Jason M.
The price is €135
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

9. Charming Home! Prime Location! Dog-Friendly!

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (22 reviews)
"Great house in beautiful neighborhood."
United States
Chad H.
The price is €287
includes taxes & fees
15 Nov - 16 Nov
Charming Home! Prime Location! Dog-Friendly!
A modern living room with a sofa, armchair, and a white spiral staircase.

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.2 out of 10, Wonderful, (39 reviews)
"Very nice place to spend the night while passing through on Route 70. The Thistlethwaite Falls are only minutes away and were a perfect evening activity after driving all day."
United States
Jon and Keri C.
The price is €189
includes taxes & fees
15 Nov - 16 Nov
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A modern living room with a grey sectional sofa, a small wooden coffee table, and a dining area with a bar.

11. Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.

Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
New Castle
10.0 out of 10, Exceptional, (42 reviews)
"Great stay "
United States
Craig Z.
The price is €196
includes taxes & fees
11 Nov - 12 Nov
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
Living area

12. Pets Welcome! Quiet Economy Home w/ Spacious Yard

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
6.0 out of 10, (2 reviews)
"Our second stay for a family cemetery project.Nice safety improvements since we visited - a railing on the steps to the second floor, a grab bar and mat for the tub.The atmosphere feels homey despite some quirks as a result of the home’s age.Easy stay."
United States
Robert Toy
The price is €281
includes taxes & fees
11 Nov - 12 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A grand staircase with ornate wooden railings and a decorative balustrade, leading to a room with large stained glass windows and a chandelier.

13. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (41 reviews)
"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.
The price is €279
includes taxes & fees
15 Nov - 16 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo
A wooden bar area with a pool table, a mirror, and a sink.

14. The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
10.0 out of 10, Exceptional, (27 reviews)
"The house was fantastic. Very clean, lots of beautiful Nick nacks and such a great host!"
United States
Daniel P.
The price is €596
includes taxes & fees
21 Nov - 22 Nov
The Hidden Gem in downtown Connersville
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

15. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (9 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is €149
includes taxes & fees
11 Nov - 12 Nov
Hannah's Creek Farm Cottage
A hotel room with two beds, a small table, a mirror, and a bathroom with a sink and toilet.

16. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
9.8 out of 10, Exceptional, (119 reviews)
"Loved how cozy and inviting this place felt!"
United States
Anonymous traveller
The price is €67
includes taxes & fees
11 Nov - 12 Nov
2 Queen Beds Non-Smoking
A hotel lobby with a reception desk, a dining area with round tables and chairs, a kitchen area, and a window with a view.

17. King Bed Non-Smoking

King Bed Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (154 reviews)
"The staff were friendly and helpful throughout our stay. It felt welcoming right away."
United States
Anonymous traveller
The price is €61
includes taxes & fees
17 Nov - 18 Nov
King Bed Non-Smoking
A large indoor swimming pool with multiple lounge chairs and a changing room.

18. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is €60
includes taxes & fees
17 Nov - 18 Nov
2 Queen Beds | Non-Smoking
A modern interior with leather chairs, a wooden cabinet, and large windows offering a view of greenery.

19. 18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
Wayne Township
10.0 out of 10, Exceptional, (12 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 €743
includes taxes & fees
11 Nov - 12 Nov
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

20. 1 QUEEN BED | BUSINESS, NON-SMOKING

1 QUEEN BED | BUSINESS, NON-SMOKING
Richmond IN
10.0 out of 10, Exceptional, (4 reviews)
"Would book again without hesitation if passing through Charlotte. Easy access, comfy bed, quick snack options kept it simple and good."
United States
Anonymous traveller
The price is €60
includes taxes & fees
17 Nov - 18 Nov
1 QUEEN BED | BUSINESS, NON-SMOKING
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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Find out more about Milton

Everything you need to know about Milton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Milton holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milton holiday rentals we have selected for you start as low as €59 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Milton rentals

At Expedia, we put the best Milton holiday 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 holiday.

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.

Frequently Asked Questions

Can I find a holiday rental in Milton?

Yes, there are holiday rentals close to the most popular sights in Milton, or you can select a more secluded option if you're looking for a relaxing stay.

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

Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.: This holiday home rental outside of Milton is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Milton?

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

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 Middlefork Reservoir Park. Whitewater Valley Railroad and Wayne County Fairgrounds are a couple of places you'll find in the wider area.

What are holiday rentals like in Milton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milton. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.