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Milton Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Milton holiday rentals

Coffee/tea maker, fridge, microwave, oven

1. 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 HK$536
HK$1,172 total
includes taxes & fees
10 Aug - 11 Aug
New Hagerstown Apartment - Self Check-in. Sleeps 4+
Coffee/tea maker, fridge, microwave, oven

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, (16 reviews)
"We had a great time and this place has everything that you need!"
United States
kirk h.
The price is HK$558
HK$1,283 total
includes taxes & fees
18 Aug - 19 Aug
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
Interior

3. 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$2,560 total
includes taxes & fees
5 Aug - 6 Aug
Pets Welcome! Quiet Economy Home w/ Spacious Yard
TV

4. 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 HK$839
HK$1,533 total
includes taxes & fees
5 Aug - 6 Aug
Cozy 1 Bedroom Apartment
Smart TV, books

5. 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, (37 reviews)
"Great stay "
United States
Craig Z.
The price is HK$741
HK$1,533 total
includes taxes & fees
9 Aug - 10 Aug
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
TV

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
Economy
The price is HK$604
HK$2,635 total
includes taxes & fees
5 Aug - 6 Aug
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Property grounds

7. Enter As Strangers Leave As Friends

Enter As Strangers Leave As Friends
Lewisville
10.0 out of 10, Exceptional, (47 reviews)
"The house was adorable with a lot of games, books and movies. The host was very friendly and helpful. "
United States
SUZANN S.
The price is HK$1,764
HK$2,231 total
includes taxes & fees
12 Aug - 13 Aug
Enter As Strangers Leave As Friends
Interior

8. Entire Home with Modern Conveniences - New Castle

Entire Home with Modern Conveniences - New Castle
New Castle
10.0 out of 10, Exceptional, (26 reviews)
"Had everything we needed. Well kept and clean. Great place for a stay!"
United States
Tricia V.
The price is HK$996
HK$1,860 total
includes taxes & fees
6 Aug - 7 Aug
Entire Home with Modern Conveniences - New Castle
3 bedrooms, desk, iron/ironing board, free WiFi

9. Spacious 3 Bedroom Home - New Castle

Spacious 3 Bedroom Home - New Castle
New Castle
9.8 out of 10, Exceptional, (17 reviews)
"Host were very helpful. The house was clean and well stocked."
United States
Lodi R.
The price is HK$1,153
HK$2,131 total
includes taxes & fees
5 Aug - 6 Aug
Spacious 3 Bedroom Home - New Castle
Private kitchen

10. Hannah's Creek Farm Cottage

Hannah's Creek Farm Cottage
Liberty
9.8 out of 10, Exceptional, (8 reviews)
"Lovely host, and beautiful location. We enjoyed the quiet away from town a lot."
United States
Melissa H.
The price is HK$980
HK$1,361 total
includes taxes & fees
5 Aug - 6 Aug
Hannah's Creek Farm Cottage
Interior

11. 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, (7 reviews)
"As a veteran, I was excited to discover that it was veteran owned!"
United States
Robin
The price is HK$863
HK$1,493 total
includes taxes & fees
5 Aug - 6 Aug
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
Smart TV, books

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

Quaker Hill Cottage on gated estate with fire pit & hiking trails
Richmond
9.4 out of 10, Exceptional, (33 reviews)
"Very easy to find and such a charming home! Very quiet and beautiful area. "
United States
Angie P.
The price is HK$1,027
HK$1,897 total
includes taxes & fees
24 Aug - 25 Aug
Quaker Hill Cottage on gated estate with fire pit & hiking trails
Exterior

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

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (17 reviews)
"The host was awesome and completely goes the extra mile! "
United States
Rondaq C.
The price is HK$1,235
HK$2,587 total
includes taxes & fees
9 Aug - 10 Aug
Charming Home! Prime Location! Dog-Friendly!
Interior

14. Westcott Mansion with Pickleball Court & Huge Gazebo

Westcott Mansion with Pickleball Court & Huge Gazebo
Richmond
9.8 out of 10, Exceptional, (40 reviews)
"This is a wonderful historic property if you're into a vintage stay. We were. The home is lovely. The only disadvantages are not having a host on-site and having to get luggage up the stairs without an elevator or bellhop assitance; there are no bedrooms on the ground floor. And being vintage, it takes quite a while to adjust the temperature to where you want it. Also, it would be helpful to have television instructions; we were never able to figure out how to get anything on the TV."
United States
Debbie
The price is HK$1,325
HK$2,653 total
includes taxes & fees
25 Aug - 26 Aug
Westcott Mansion with Pickleball Court & Huge Gazebo
Living area

15. 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, (19 reviews)
"The house is very clean and nicely appointed. Owner is quick to respond to messages. We would definitely stay here again."
United States
Joanne K.
The price is HK$831
HK$1,502 total
includes taxes & fees
2 Sept - 3 Sept
Boho Bungalow off Main-one block from Lovely Park
Games room

16. The Hidden Gem in downtown Connersville

The Hidden Gem in downtown Connersville
Connersville
10.0 out of 10, Exceptional, (26 reviews)
"Great place for friends to gather. "
United States
Leslie P.
The price is HK$3,529
HK$5,525 total
includes taxes & fees
6 Aug - 7 Aug
The Hidden Gem in downtown Connersville
Dining

17. King Bed Non-Smoking

King Bed Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (151 reviews)
"Had everything we needed for our visit,non smoking rooms kept things fresh too!"
United States
Anonymous traveller
The price is HK$703
HK$861 total
includes taxes & fees
5 Aug - 6 Aug
King Bed Non-Smoking
1 bedroom

18. 2 Queen Beds Non-Smoking

2 Queen Beds Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (115 reviews)
"Came for a short break and appreciated having the comforts of home close by!"
United States
Anonymous traveller
The price is HK$760
HK$932 total
includes taxes & fees
6 Aug - 7 Aug
2 Queen Beds 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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Top Milton Hotel Reviews

The Woodridge Inn

The Woodridge Inn

10/10 Excellent
"The staff was helpful and friendly and the location was good for our visit."
Melissa 2-night trip
Posted 1 hour ago
The Woodridge Inn

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 Glenn Miller 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.