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Holiday Rentals in Montgomery County

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Top Cities in Montgomery County

Our top choices for Montgomery County holiday rentals

The Castro

The Castro
Walnut Hills
10.0 out of 10, Exceptional, (3)
"I had a great day at the Castro. Very clean very well decorated just an overall comfortable home away from home."
United States
Jason S.
The price is €141
includes taxes & fees
4 Jan - 5 Jan 2026
The Castro

Cozy 2 bedrooms House

Cozy 2 bedrooms House
2.0 star property
Dayton
9.6 out of 10, Exceptional, (17)
"Cute and cozy house in a nice quiet neighborhood. Plenty of stores and restaurants nearby. "
United States
Victoria A.
The price is €166
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 2 bedrooms House

Oregon District I Free Parking I Getaway

Oregon District I Free Parking I Getaway
Downtown Dayton
10.0 out of 10, Exceptional, (7)
"very nice room, clean & updated. pretty small shower but everything was clean & modern. "
United States
Sonny D.
The price is €130
includes taxes & fees
8 Jan - 9 Jan 2026
Oregon District I Free Parking I Getaway

Gorgeous apt marble bath & kit 2 min from downtown 5 min to Dayton university

Gorgeous apt marble bath & kit 2 min from downtown 5 min to Dayton university
2.0 star property
Old Dayton View
9.6 out of 10, Exceptional, (16)
"We’ve stayed here several times. Very nice space for a weekend. The kitchen could use more tools, but everything is always clean and comfortable "
United States
Antoinette T.
The price is €167
includes taxes & fees
31 Dec - 1 Jan 2026
Gorgeous apt marble bath & kit 2 min from downtown 5 min to Dayton university

Historic Oregon District

Historic Oregon District
Downtown Dayton
9.8 out of 10, Exceptional, (60)
"Great apartment, adorable neighborhood, couple of blocks to entertainment district. Loved our stay."
United States
Sandra S.
The price is €102
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Oregon District

New listing Aimi Luxury Retreat, Soft & Cozy

New listing Aimi Luxury Retreat, Soft & Cozy
2.0 star property
Downtown Dayton
10.0 out of 10, Exceptional, (1)
The price is €121
includes taxes & fees
1 Jan - 2 Jan 2026
New listing Aimi Luxury Retreat, Soft & Cozy

Charming 2-bed townhome with WiFi, AC in lovely Dayton 2 min downtown 5min to UD

Charming 2-bed townhome with WiFi, AC in lovely Dayton 2 min downtown 5min to UD
2.0 star property
Old Dayton View
9.6 out of 10, Exceptional, (7)
"The home was very clean and comfortable. Everything we used worked well. It was a nice and quiet neighborhood to stay in. "
United States
Charles
The price is €220
includes taxes & fees
31 Dec - 1 Jan 2026
Charming 2-bed townhome with WiFi, AC in lovely Dayton 2 min downtown 5min to UD

Dayton Hub — Near Airport, University & Hospitals

Dayton Hub — Near Airport, University & Hospitals
2.0 star property
Dayton
The price is €223
includes taxes & fees
4 Jan - 5 Jan 2026
Dayton Hub — Near Airport, University & Hospitals

Steps away from Dayton’s Historic Oregon District

Steps away from Dayton’s Historic Oregon District
Downtown Dayton
10.0 out of 10, Exceptional, (1)
"The apartment is convenient to restaurants on 5th St in the Oregon District. It is walking distance to the main branch of the Dayton Metro Library and other downtown spots, including more restaurants. We also enjoyed walking around the neighborhood, enjoying the architects and gardens. The owner has done a great job improving an apartment in an older building. Electric outlets were minimal, but we found one behind the kitchen trash,one in the aisle behind the sofa, and another under a shelf in...
United States
Ellen T.
The price is €144
includes taxes & fees
5 Jan - 6 Jan 2026
Steps away from Dayton’s Historic Oregon District

Updated Historical apartment close to a park and two blocks from the best dining

Updated Historical apartment close to a park and two blocks from the best dining
Downtown Dayton
10.0 out of 10, Exceptional, (93)
"A great place to stay! Very spacious apartment in a great location with a comfy bed, plenty of towels, lots of nice little unexpected touches, and everything we needed! "
United States
Amanda W.
The price is €102
includes taxes & fees
4 Jan - 5 Jan 2026
Updated Historical apartment close to a park and two blocks from the best dining

Cozy Historic Home | Historic Oregon District

Cozy Historic Home | Historic Oregon District
Downtown Dayton
10.0 out of 10, Exceptional, (3)
"Property was clean and very close to several shops and restaurants. Enjoyable stay in a very friendly neighborhood. "
United States
David D.
The price is €159
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Historic Home | Historic Oregon District

UNBELIEVABLY BEAUTIFUL TOWNHOME 2 MIN DOWNTOWN 5 MIN,OHIO STATE U SO ROMANTIC ❤️

UNBELIEVABLY BEAUTIFUL TOWNHOME 2 MIN DOWNTOWN 5 MIN,OHIO STATE U SO ROMANTIC ❤️
2.0 star property
Old Dayton View
9.0 out of 10, Wonderful, (2)
"Great location, close to market and downtown "
United States
zack c.
The price is €270
includes taxes & fees
31 Dec - 1 Jan 2026
UNBELIEVABLY BEAUTIFUL TOWNHOME 2 MIN DOWNTOWN 5 MIN,OHIO STATE U SO ROMANTIC ❤️

Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD

Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD
2.0 star property
Old Dayton View
7.2 out of 10, Good, (7)
"The host looked out for us and had good communication highly recommended and will be staying again soon very nice experience "
United States
Taylor H.
The price is €157
includes taxes & fees
31 Dec - 1 Jan 2026
Luxurious Marble bath & kit1 bedroom condo WiFi DAYTON 2 min downtown 5 min UD

Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State

Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State
Dayton
9.6 out of 10, Exceptional, (145)
"Great stay. Highly recommend. Will stay again when we come to visit our daughter "
United States
Amy D.
The price is €114
includes taxes & fees
4 Jan - 5 Jan 2026
Dayton Air Force Museum Getaway! Close to WPAFB, Downtown, Wright State

Ruby Red Haven – Chic Downtown Retreat Dayton

Ruby Red Haven – Chic Downtown Retreat Dayton
2.0 star property
South Park
The price is €161
includes taxes & fees
4 Jan - 5 Jan 2026
Ruby Red Haven – Chic Downtown Retreat Dayton

Charming St Anne's Hill apartment in vibrant Dayton

Charming St Anne's Hill apartment in vibrant Dayton
Historic Inner East
The price is €118
includes taxes & fees
6 Jan - 7 Jan 2026
Charming St Anne's Hill apartment in vibrant Dayton

Walk to Dining & Attractions | Free Coffee

Walk to Dining & Attractions | Free Coffee
Downtown Dayton
10.0 out of 10, Exceptional, (3)
"Loved the Oregon district. Can walk to many shops and restaurants. "
United States
vince H.
The price is €142
includes taxes & fees
5 Jan - 6 Jan 2026
Walk to Dining & Attractions | Free Coffee

Cozy 2BR Cottage Near Miami Valley Hospital & UD

Cozy 2BR Cottage Near Miami Valley Hospital & UD
South Park
9.6 out of 10, Exceptional, (4)
"Very nice place was clean and quiet "
United States
Jeffrey L.
The price is €163
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy 2BR Cottage Near Miami Valley Hospital & UD

Cozy,updated home in Dayton, OH

Cozy,updated home in Dayton, OH
Dayton
10.0 out of 10, Exceptional, (6)
"Clean house with good location to restaurant and groceries. Quick reply from host when needed."
United States
Danial H.
Cozy,updated home in Dayton, OH

Convenient 2-bedroom ranch with AC and WiFi in Dayton

Convenient 2-bedroom ranch with AC and WiFi in Dayton
Belmont
9.6 out of 10, Exceptional, (21)
"Great trip. Great location "
United States
jason b.
The price is €109
includes taxes & fees
12 Jan - 13 Jan 2026
Convenient 2-bedroom ranch with AC and WiFi in Dayton
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 Montgomery County Hotel Reviews

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Holiday Homes in Montgomery County

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