Default HTG hotel image

Milton Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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 HK$480
HK$1,039 total
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
The price is HK$620
HK$1,283 total
includes taxes & fees
1 Dec - 2 Dec
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
10.0 out of 10, Exceptional, (12 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is HK$840
HK$1,411 total
includes taxes & fees
5 Nov - 6 Nov
Cozy 1 Bedroom Apartment
A hotel lobby with a reception desk, a dining area with round tables and chairs, a kitchen area, and a window with a view.

4. 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 HK$417
HK$539 total
includes taxes & fees
6 Nov - 7 Nov
King Bed Non-Smoking
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.

5. 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 HK$753
HK$1,301 total
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
A hotel room with two beds, a small table, a mirror, and a bathroom with a sink and toilet.

6. 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 HK$456
HK$589 total
includes taxes & fees
16 Nov - 17 Nov
2 Queen Beds Non-Smoking
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 HK$847
HK$2,562 total
includes taxes & fees
8 Nov - 9 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Living area

8. 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 HK$604
HK$2,505 total
includes taxes & fees
11 Nov - 12 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
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.

9. 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 HK$996
HK$1,782 total
includes taxes & fees
9 Nov - 10 Nov
Entire Home with Modern Conveniences - New Castle
A large indoor swimming pool with multiple lounge chairs and a changing room.

10. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$473
HK$524 total
includes taxes & fees
16 Nov - 17 Nov
2 Queen Beds | Non-Smoking
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, (41 reviews)
"Great stay "
United States
Craig Z.
The price is HK$847
HK$1,626 total
includes taxes & fees
5 Nov - 6 Nov
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
A modern living room with a sofa, armchair, and a white spiral staircase.

12. 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 HK$902
HK$1,661 total
includes taxes & fees
5 Nov - 6 Nov
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A rustic kitchen with wooden beams, a sink, a refrigerator, and a window with curtains.

13. 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 HK$981
HK$1,292 total
includes taxes & fees
5 Nov - 6 Nov
Hannah's Creek Farm Cottage
A bedroom with a bed, a bench, a rug, and a wall-mounted painting.

14. 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 HK$1,153
HK$2,027 total
includes taxes & fees
16 Nov - 17 Nov
Spacious 3 Bedroom Home - New Castle
A wooden swing set in a grassy area with houses in the background.

15. 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 HK$1,765
HK$2,135 total
includes taxes & fees
8 Nov - 9 Nov
Enter As Strangers Leave As Friends
A grand staircase with ornate wooden railings and a decorative balustrade, leading to a room with large stained glass windows and a chandelier.

16. 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 HK$1,295
HK$2,487 total
includes taxes & fees
8 Nov - 9 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo
A two-story house with a steeply pitched roof, a yellow front door, and a number '405' on the side.

17. 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 HK$1,066
HK$2,284 total
includes taxes & fees
9 Nov - 10 Nov
Charming Home! Prime Location! Dog-Friendly!
A large indoor swimming pool with multiple lounge chairs and a tiled floor.

18. 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 HK$473
HK$524 total
includes taxes & fees
12 Nov - 13 Nov
1 QUEEN BED | BUSINESS, NON-SMOKING
A large indoor swimming pool with multiple lounge chairs and a changing room.

19. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (2 reviews)
"Evenings spent by the pool were very relaxing, perfect way to unwind after busy days."
United States
Anonymous traveller
The price is HK$473
HK$524 total
includes taxes & fees
12 Nov - 13 Nov
1 King Bed | Non-Smoking
A wooden bar area with a pool table, a mirror, and a sink.

20. 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 HK$3,531
HK$5,246 total
includes taxes & fees
5 Nov - 6 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Milton Hotel Reviews

Richmond Inn & Suites Near Dayton I-70

Richmond Inn & Suites Near Dayton I-70

10/10 Excellent
"I'm very happy I stayed here. The rooms are newly remodeled. They did a very good job with the remodel. The rooms are bright and clean. (The photos online are legit.) The bathroom is very nice and comfortable. Their strict no smoking policy keeps the place smelling fresh. This is the first review I've written. I hope it helps you. Safe travels."
Christian 2-night trip
Posted 2 days ago
Richmond Inn & Suites Near Dayton I-70

Find out more about Milton

Search for holiday rentals in Milton on Expedia! You can easily find your home rentals, villas, holiday apartments in Milton using one of the methods below:

  • View our selection of featured holiday rentals in Milton
  • Use the map to find apartments and other holiday homes in the Milton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Milton while they last

Look no further and take a look at our great range of rental properties in Milton!

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.