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Middletown Holiday Rentals

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31 rentals in Middletown.
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'The Cascade' Ground Level Suite, holiday rental in Middletown

'The Cascade' Ground Level Suite

1 bedroom
1 bathroom
Sleeps 2
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The Charleston, Second Level Suite, holiday rental in Middletown

The Charleston, Second Level Suite

1 bedroom
1 bathroom
Sleeps 4
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Two Bedroom: Garden Suite and Bahama Breeze, Jack and Jill Bath, holiday rental in Middletown

Two Bedroom: Garden Suite and Bahama Breeze, Jack and Jill Bath

1 bedroom
1 bathroom
Sleeps 4
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Wonderful spacious loft in downtown Lebanon Ohio, holiday rental in Middletown

Wonderful spacious loft in downtown Lebanon Ohio

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Log Cabin with Hot Tub available, holiday rental in Middletown

Luxury Log Cabin with Hot Tub available

4 bedrooms
3 bathrooms
Sleeps 15
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Updated super cute cottage bordering the Little Miami River and Bike Trail!, holiday rental in Middletown

Updated super cute cottage bordering the Little Miami River and Bike Trail!

3 bedrooms
1 bathroom
Sleeps 6
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Peaceful Country Home for Big Families, holiday rental in Middletown

Peaceful Country Home for Big Families

7 bedrooms
5 bathrooms
Sleeps 25
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Spacious Barn Conversion in Southwest Ohio - 9 acres- Close to Miami University, holiday rental in Middletown

Spacious Barn Conversion in Southwest Ohio - 9 acres- Close to Miami University

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Brick Colonial at Branch Hill Estate in Loveland, OH, holiday rental in Middletown

Luxury Brick Colonial at Branch Hill Estate in Loveland, OH

4 bedrooms
4 bathrooms
Sleeps 10
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Family and Friends Entertainment Home! GOLF + THEATER ⛳, holiday rental in Middletown

Family and Friends Entertainment Home! GOLF + THEATER ⛳

8 bedrooms
4 bathrooms
Sleeps 20
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Comfort of Home ~ Large Family, West Chester, Ohio, holiday rental in Middletown

Comfort of Home ~ Large Family, West Chester, Ohio

4 bedrooms
3 bathrooms
Sleeps 8
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Stunning and inviting stay in Springboro Ohio, holiday rental in Middletown

Stunning and inviting stay in Springboro Ohio

2 bedrooms
1 bathroom
Sleeps 6
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Clean / Family Home, 3bd / 2ba  Heart of Centerville, Close to Everything!, holiday rental in Middletown

Clean / Family Home, 3bd / 2ba Heart of Centerville, Close to Everything!

3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Historic Haven-DT Dayton, UD&Oregon-5min radius, holiday rental in Middletown

Historic Haven-DT Dayton, UD&Oregon-5min radius

4 bedrooms
4 bathrooms
Sleeps 8
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Unique home five minutes from Miami University, holiday rental in Middletown

Unique home five minutes from Miami University

3 bedrooms
3 bathrooms
Sleeps 8
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Fully Remodeled Urban Styled 2nd floor unit in Historic District!, holiday rental in Middletown

Fully Remodeled Urban Styled 2nd floor unit in Historic District!

1 bedroom
1 bathroom
Sleeps 4
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Stay Awhile! welcoming 2 Bedroom 1 bath home, holiday rental in Middletown

Stay Awhile! welcoming 2 Bedroom 1 bath home

2 bedrooms
1 bathroom
Sleeps 6
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Private Home for Big Families at Miami University, holiday rental in Middletown

Private Home for Big Families at Miami University

4 bedrooms
2 bathrooms
Sleeps 10
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Fully Remodeled ground level unit in Historic District!, holiday rental in Middletown

Fully Remodeled ground level unit in Historic District!

2 bedrooms
1 bathroom
Sleeps 6
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Free Daily Breakfast, Fitness Center, Indoor Pool & Hot Tub., holiday rental in Middletown

Free Daily Breakfast, Fitness Center, Indoor Pool & Hot Tub.

1 bedroom
1 bathroom
Sleeps 2
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Executive or Short Term Housing Available May 3,  2021, holiday rental in Middletown

Executive or Short Term Housing Available May 3, 2021

2 bedrooms
2 bathrooms
Sleeps 4
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Whole house getaway! Relax- you’re close to everything!

0 bedrooms
0 bathrooms
Sleeps 0
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A Cozy Place, holiday rental in Middletown

A Cozy Place

3 bedrooms
1 bathroom
Sleeps 4
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Historic South Park walkable to UD,downtown,more, holiday rental in Middletown

Historic South Park walkable to UD,downtown,more

3 bedrooms
2 bathrooms
Sleeps 13
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A Quiet Setting In A Victorian Neighborhood Near Downtown Lebanon., holiday rental in Middletown

A Quiet Setting In A Victorian Neighborhood Near Downtown Lebanon.

1 bedroom
1 bathroom
Sleeps 2
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Calis Villa, holiday rental in Middletown

Calis Villa

3 bedrooms
2 bathrooms
Sleeps 6
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Scenic Two Bedroom on Cul-De-Sac in Maineville, holiday rental in Middletown

Scenic Two Bedroom on Cul-De-Sac in Maineville

2 bedrooms
1 bathroom
Sleeps 4
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Entire house convenient to Cincinnati and Dayton, holiday rental in Middletown

Entire house convenient to Cincinnati and Dayton

3 bedrooms
3 bathrooms
Sleeps 7
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Golf Course Short Term Rental in Beckett Ridge, holiday rental in Middletown

Golf Course Short Term Rental in Beckett Ridge

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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This is your home away from home, spacious, great for a group or family., holiday rental in Middletown

This is your home away from home, spacious, great for a group or family.

4 bedrooms
2 bathrooms
Sleeps 17
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Making memories, holiday rental in Middletown

Making memories

1 bedroom
1 bathroom
Sleeps 6
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