Milton Vacation Rentals

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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 vacation rentals

A corner of a room with a window, a framed picture on the wall, and a plant in a vase on a round table.

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 AED 225
AED 486 total
includes taxes & fees
17 Nov - 18 Nov
New Hagerstown Apartment - Self Check-in. Sleeps 4+
A brown leather sofa with striped and solid pillows, a round table with a lamp, and a patterned wallpaper with abstract designs.

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 AED 290
AED 601 total
includes taxes & fees
1 Dec - 2 Dec
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+
A kitchen with a built-in dishwasher, a coffee maker, and a window above the sink.

3. Cozy 1 Bedroom Apartment

Cozy 1 Bedroom Apartment
New Castle
9.8 out of 10, Exceptional, (14 reviews)
"We absolutely enjoyed our stay!!"
United States
Auren
The price is AED 327
AED 615 total
includes taxes & fees
15 Nov - 16 Nov
Cozy 1 Bedroom Apartment
Interior

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

Pets Welcome! Quiet Economy Home w/ Spacious Yard
3.0 star property
Economy
The price is AED 397
AED 1,199 total
includes taxes & fees
15 Nov - 16 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
Property Entrance

5. 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 AED 283
AED 1,172 total
includes taxes & fees
15 Nov - 16 Nov
Pets Welcome! Quiet Economy Home w/ Spacious Yard
A building with a stone facade, a red awning, and a clear sky.

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 traveler
The price is AED 210
AED 272 total
includes taxes & fees
14 Dec - 15 Dec
2 Queen Beds Non-Smoking
A hotel room with a kitchenette, a dining area with a round table and chairs, a small refrigerator, and a window with a view of the outside.

7. 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 traveler
The price is AED 193
AED 249 total
includes taxes & fees
15 Nov - 16 Nov
King Bed Non-Smoking
A building with a black entrance door, white brick facade, and a window with a 'The Good Co.' sign.

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 AED 320
AED 572 total
includes taxes & fees
17 Nov - 18 Nov
Cozy 1-bedroom apartment in a 160 year old historic downtown location.
A bathroom with a sink, mirror, toilet, and framed pictures on the wall.

9. 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 AED 413
AED 808 total
includes taxes & fees
27 Nov - 28 Nov
Downtown New Castle Indiana Condo for short-and long-term stays. Very popular.
A living room with a bench, a coffee table, a door with a wreath, and a hallway leading to a dining area.

10. 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 AED 503
AED 867 total
includes taxes & fees
15 Nov - 16 Nov
Entire Home with Modern Conveniences - New Castle
A single-story house with a front porch, a chimney, and a well-maintained lawn.

11. 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, (40 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 AED 422
AED 778 total
includes taxes & fees
15 Nov - 16 Nov
Quaker Hill Cottage on gated estate with fire pit & hiking trails
A hotel lobby with a staircase, a chandelier, and a reception desk.

12. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Richmond IN
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 219
AED 242 total
includes taxes & fees
15 Nov - 16 Nov
2 Queen Beds | Non-Smoking
A dark wooden house with a white door and window frames, a small porch, and a flower arrangement on the wall.

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 AED 459
AED 601 total
includes taxes & fees
17 Nov - 18 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 AED 540
AED 945 total
includes taxes & fees
15 Nov - 16 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 AED 826
AED 1,000 total
includes taxes & fees
16 Nov - 17 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 AED 606
AED 1,164 total
includes taxes & fees
15 Nov - 16 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo
A covered patio area with a metal table and chairs, a garage with lights, and a string of lights in the background.

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

Charming Home! Prime Location! Dog-Friendly!
Richmond
9.8 out of 10, Exceptional, (23 reviews)
"Great house in beautiful neighborhood."
United States
Chad H.
The price is AED 595
AED 1,193 total
includes taxes & fees
15 Nov - 16 Nov
Charming Home! Prime Location! Dog-Friendly!
A hotel lobby with a staircase, a chandelier, and a view of the outside.

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 traveler
The price is AED 219
AED 242 total
includes taxes & fees
15 Nov - 16 Nov
1 QUEEN BED | BUSINESS, NON-SMOKING
A hotel lobby with a staircase, a chandelier, and a reception desk.

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 traveler
The price is AED 219
AED 242 total
includes taxes & fees
15 Nov - 16 Nov
1 King Bed | Non-Smoking
A pool table in a room with wooden shelving and bar stools.

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 AED 1,653
AED 2,448 total
includes taxes & fees
21 Nov - 22 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.
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Top Milton Hotel Reviews

A hotel room with a large bed, a desk with a computer, a chair, and a TV.
Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70

Baymont by Wyndham Richmond I-70
Richmond

10/10 Excellent

Great one-rwo night stop for visiting college in area
United States
jason
Reviewed March 20, 2025
Baymont by Wyndham Richmond I-70

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?

Secluded lake house on 6 acres, with trails and easy access to Brookville Lake.: Visitors like this Milton vacation home rental. It is located on a lake and has a patio, a garden, 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 Middlefork Reservoir 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.