Vacation rentals in North Middletown, KY

Best vacation rentals and Airbnb offers in North Middletown, KY

Cozy, Bright Home in Historic Downtown

Holiday Home, North Middletown

Cozy, Bright Home in Historic Downtown is a holiday home in North Middletown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy, Bright Home in Historic Downtown

Cozy, Bright Home in Historic Downtown is a holiday home in North Middletown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $596.

From$85/night

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5 o'clock somewhere in Mt Sterling

Holiday Home, North Middletown

5 o'clock somewhere in Mt Sterling is a holiday home in North Middletown, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 5 o'clock somewhere in Mt Sterling

5 o'clock somewhere in Mt Sterling is a holiday home in North Middletown, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $809.

From$116/night

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Hunting Lodge in the City

Holiday Home, North Middletown

Hunting Lodge in the City is a holiday home in North Middletown, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Hunting Lodge in the City

Hunting Lodge in the City is a holiday home in North Middletown, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $845.

From$121/night

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Historic 2-Bedroom in Downtown

Apartment, North Middletown

Historic 2-Bedroom in Downtown is a apartment in North Middletown, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Historic 2-Bedroom in Downtown

Historic 2-Bedroom in Downtown is a apartment in North Middletown, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $984.

From$141/night

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Vacation rentals with a pool in North Middletown, KY

Add a pool to the search when you want an easy place to cool off between outings.

Horse farm in the Kentucky Bluegrass!

Holiday Home, North Middletown

Horse farm in the Kentucky Bluegrass! is a holiday home in North Middletown, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Horse farm in the Kentucky Bluegrass!

Horse farm in the Kentucky Bluegrass! is a holiday home in North Middletown, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,848.

From$264/night

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Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester

Holiday Home, North Middletown

Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester is a holiday home in North Middletown, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester

Charming 3-Bedroom House with Pool, WiFi, AC in Tranquil Winchester is a holiday home in North Middletown, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,985.

From$284/night

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Guest Home on Historic Horse Farm

Country House, North Middletown

Guest Home on Historic Horse Farm is a country house in North Middletown, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Guest Home on Historic Horse Farm

Guest Home on Historic Horse Farm is a country house in North Middletown, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,280.

From$326/night

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Vacation rentals with parking in North Middletown, KY

Find vacation rentals that make arriving by car easier.

Seabiscuit Loft - Studio Stay in Downtown Lexington

Apartment, North Middletown

Seabiscuit Loft - Studio Stay in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About Seabiscuit Loft - Studio Stay in Downtown Lexington

Seabiscuit Loft - Studio Stay in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $876.

From$125/night

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Bourbon Trail - Loft in Downtown Lexington

Apartment, North Middletown

Bourbon Trail - Loft in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Bourbon Trail - Loft in Downtown Lexington

Bourbon Trail - Loft in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $886.

From$127/night

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Modern Studio - Stylish Apartment in Downtown Lexington

Apartment, North Middletown

Modern Studio - Stylish Apartment in Downtown Lexington is a apartment in North Middletown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Modern Studio - Stylish Apartment in Downtown Lexington

Modern Studio - Stylish Apartment in Downtown Lexington is a apartment in North Middletown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $942.

From$135/night

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Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available

Cabin, North Middletown

Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available is a cabin in North Middletown, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available

Historic Log Cabin - Farm - Near RRG and Lex. Winter retreat rates available is a cabin in North Middletown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,345.

From$192/night

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Pet-friendly vacation rentals in North Middletown, KY

Bring your pet along with stays that welcome four-legged travelers.

Charming 2-bedroom apartment with AC, WiFi in brilliant Lexington

Apartment, North Middletown

Charming 2-bedroom apartment with AC, WiFi in brilliant Lexington is a apartment in North Middletown, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Charming 2-bedroom apartment with AC, WiFi in brilliant Lexington

Charming 2-bedroom apartment with AC, WiFi in brilliant Lexington is a apartment in North Middletown, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $785.

From$112/night

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Morning Glory - Cozy Apt in Downtown Lexington

Apartment, North Middletown

Morning Glory - Cozy Apt in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Morning Glory - Cozy Apt in Downtown Lexington

Morning Glory - Cozy Apt in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $905.

From$118/night

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Green Oasis - Studio Apartment in Downtown Lexington

Apartment, North Middletown

Green Oasis - Studio Apartment in Downtown Lexington is a apartment in North Middletown, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About Green Oasis - Studio Apartment in Downtown Lexington

Green Oasis - Studio Apartment in Downtown Lexington is a apartment in North Middletown, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $876.

From$125/night

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Rustic Mt. Sterling Cabin 2 Near Downtown • Pets OK

Cabin, North Middletown

Rustic Mt. Sterling Cabin 2 Near Downtown · Pets OK is a cabin in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Rustic Mt. Sterling Cabin 2 Near Downtown • Pets OK

Rustic Mt. Sterling Cabin 2 Near Downtown · Pets OK is a cabin in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,192.

From$170/night

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Vacation rentals with a kitchen in North Middletown, KY

Compare stays with kitchen access for longer trips and easier meals.

A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly

Cabin, North Middletown

A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly is a cabin in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly

A Frame of Mind- Firepit, WiFi, Arcade, Pet Friendly is a cabin in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $942.

From$135/night

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Big Blue - Stylish Studio in Downtown Lexington

Apartment, North Middletown

Big Blue - Stylish Studio in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Big Blue - Stylish Studio in Downtown Lexington

Big Blue - Stylish Studio in Downtown Lexington is a apartment in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $980.

From$140/night

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2BR Central Loft w/ Garage, near NCR & Downtown

Holiday Home, North Middletown

2BR Central Loft w/ Garage, near NCR & Downtown is a holiday home in North Middletown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2BR Central Loft w/ Garage, near NCR & Downtown

2BR Central Loft w/ Garage, near NCR & Downtown is a holiday home in North Middletown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $998.

From$143/night

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Georgetown Home Near Kentucky Horse Park!

Apartment, North Middletown

Georgetown Home Near Kentucky Horse Park! is a apartment in North Middletown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Georgetown Home Near Kentucky Horse Park!

Georgetown Home Near Kentucky Horse Park! is a apartment in North Middletown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,259.

From$150/night

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Family-friendly vacation rentals in North Middletown, KY

Plan a trip with stays that give families more room to spread out.

175 LEX - Loft in Downtown Lexington, Rupp Arena

Condo, North Middletown

175 LEX - Loft in Downtown Lexington, Rupp Arena is a condo in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 175 LEX - Loft in Downtown Lexington, Rupp Arena

175 LEX - Loft in Downtown Lexington, Rupp Arena is a condo in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,020.

From$146/night

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175 LEX - Walk to Rupp Arena Downtown Top Floor

Condo, North Middletown

175 LEX - Walk to Rupp Arena Downtown Top Floor is a condo in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 175 LEX - Walk to Rupp Arena Downtown Top Floor

175 LEX - Walk to Rupp Arena Downtown Top Floor is a condo in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,020.

From$146/night

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175 LEX - Walkable Loft to Rupp Arena & Downtown!

Condo, North Middletown

175 LEX - Walkable Loft to Rupp Arena & Downtown! is a condo in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 175 LEX - Walkable Loft to Rupp Arena & Downtown!

175 LEX - Walkable Loft to Rupp Arena & Downtown! is a condo in North Middletown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,020.

From$146/night

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Hill 'n' Dale Kentucky Thoroughbred Horse Farm at Xalapa

Holiday Home, North Middletown

Hill 'n' Dale Kentucky Thoroughbred Horse Farm at Xalapa is a holiday home in North Middletown, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Hill 'n' Dale Kentucky Thoroughbred Horse Farm at Xalapa

Hill 'n' Dale Kentucky Thoroughbred Horse Farm at Xalapa is a holiday home in North Middletown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,886.

From$1,269/night

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