Vacation rentals in Orange County, NY

37 available vacation rental offers

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Best vacation rentals and Airbnb offers in Orange County, NY

Cozy studio with WiFi and AC in charming New Windsor - Orange County, NY

Cozy studio with WiFi and AC in charming New Windsor

Apartment, Orange County

Cozy studio with WiFi and AC in charming New Windsor is a apartment in Orange County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy studio with WiFi and AC in charming New Windsor

Cozy studio with WiFi and AC in charming New Windsor is a apartment in Orange County, with 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, hot tub, parking, free parking, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $794.

From$113/night
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Cottage Suites - Orange County, NY

Cottage Suites

Apartment, Orange County

Cottage Suites is a apartment in Orange County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Cottage Suites

Cottage Suites is a apartment in Orange County, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,218.

From$144/night
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Cozy Haven: A Romantic Retreat in our Tiny House! - Orange County, NY

Cozy Haven: A Romantic Retreat in our Tiny House!

Cottage, Orange County

Cozy Haven: A Romantic Retreat in our Tiny House! is a cottage in Orange County, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Cozy Haven: A Romantic Retreat in our Tiny House!

Cozy Haven: A Romantic Retreat in our Tiny House! is a cottage in Orange County, with kitchen access and a quieter setting. 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, hot tub, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,106.

From$158/night
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Craftsman Hideaway at the 1841 Farmhouse - Orange County, NY

Craftsman Hideaway at the 1841 Farmhouse

Apartment, Orange County

Craftsman Hideaway at the 1841 Farmhouse is a apartment in Orange County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Craftsman Hideaway at the 1841 Farmhouse

Craftsman Hideaway at the 1841 Farmhouse is a apartment in Orange County, with 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, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,207.

From$164/night
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Vacation rentals with a pool in Orange County, NY

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

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC - Orange County, NY

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC

Holiday Home, Orange County

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC is a holiday home in Orange County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC is a holiday home in Orange County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,351.

From$764/night
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Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY - Orange County, NY

Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY

Holiday Home, Orange County

Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY is a holiday home in Orange County, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY

Luxury Huge 6Br Suits, 8.55Bth & Indoor Pool at Goshen Vicinity NY is a holiday home in Orange County, with pool access, 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: hot tub, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $12,729.

From$1,818/night
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Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck - Orange County, NY

Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck

Villa, Orange County

Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck is a villa in Orange County, with pool access, outdoor space, and room for a group. This stay gives travelers a comfortable base for…

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About Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck

Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck is a villa in Orange County, with pool access, outdoor space, 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $18,340.

From$2,199/night
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Vacation rentals with parking in Orange County, NY

Find vacation rentals that make arriving by car easier.

Borland House Inn - Orange County, NY

Borland House Inn

B & B, Orange County

Borland House Inn is a b & b in Orange County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Borland House Inn

Borland House Inn is a b & b in Orange County, with 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 breakfast, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,908.

From$234/night
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Tin Brook Bed & Breakfast - Orange County, NY

Tin Brook Bed & Breakfast

B & B, Orange County

Tin Brook Bed & Breakfast is a b & b in Orange County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast is a b & b in Orange County, with 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, free breakfast, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,205.

From$150/night
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Tin Brook Bed & Breakfast - Orange County, NY

Tin Brook Bed & Breakfast

B & B, Orange County

Tin Brook Bed & Breakfast is a b & b in Orange County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast is a b & b in Orange County, with 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, free breakfast, parking, free parking, and breakfast.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,190.

From$150/night
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Tin Brook Bed & Breakfast - Orange County, NY

Tin Brook Bed & Breakfast

B & B, Orange County

Tin Brook Bed & Breakfast is a b & b in Orange County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast is a b & b in Orange County, 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 breakfast, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,205.

From$150/night
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Pet-friendly vacation rentals in Orange County, NY

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

The Borland House Inn - Orange County, NY

The Borland House Inn

B & B, Orange County

The Borland House Inn is a b & b in Orange County, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Borland House Inn

The Borland House Inn is a b & b in Orange County, 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 wifi, pet friendly, pets friendly, for couples, and wine or champagne.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,760.

From$211/night
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enjoy this property all to yourself. - Orange County, NY

enjoy this property all to yourself.

Holiday Home, Orange County

enjoy this property all to yourself. is a holiday home in Orange County, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About enjoy this property all to yourself.

enjoy this property all to yourself. is a holiday home in Orange County, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,539.

From$363/night
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Pond Paradise: Marvelous 4-bedroom house with AC in charming Campbell Hall - Orange County, NY

Pond Paradise: Marvelous 4-bedroom house with AC in charming Campbell Hall

Holiday Home, Orange County

Pond Paradise: Marvelous 4-bedroom house with AC in charming Campbell Hall is a holiday home in Orange County, with pet-friendly space, parking, and kitchen access. This stay gives…

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About Pond Paradise: Marvelous 4-bedroom house with AC in charming Campbell Hall

Pond Paradise: Marvelous 4-bedroom house with AC in charming Campbell Hall is a holiday home in Orange County, 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 $2,719.

From$388/night
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Summerville Getaway (30 min to Mt. Creek) - Orange County, NY

Summerville Getaway (30 min to Mt. Creek)

Holiday Home, Orange County

Summerville Getaway (30 min to Mt. Creek) is a holiday home in Orange County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Summerville Getaway (30 min to Mt. Creek)

Summerville Getaway (30 min to Mt. Creek) is a holiday home in Orange County, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,349.

From$1,050/night
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Vacation rentals with a kitchen in Orange County, NY

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

Cardinal Farm-The Bluebird Room - Orange County, NY

Cardinal Farm-The Bluebird Room

Holiday Home, Orange County

Cardinal Farm-The Bluebird Room is a holiday home in Orange County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cardinal Farm-The Bluebird Room

Cardinal Farm-The Bluebird Room is a holiday home in Orange County, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,767.

From$252/night
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Cardinal Farm-The Sparrow Room - Orange County, NY

Cardinal Farm-The Sparrow Room

Holiday Home, Orange County

Cardinal Farm-The Sparrow Room is a holiday home in Orange County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cardinal Farm-The Sparrow Room

Cardinal Farm-The Sparrow Room is a holiday home in Orange County, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,767.

From$252/night
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Cardinal Farm-The Wren Room - Orange County, NY

Cardinal Farm-The Wren Room

Holiday Home, Orange County

Cardinal Farm-The Wren Room is a holiday home in Orange County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cardinal Farm-The Wren Room

Cardinal Farm-The Wren Room is a holiday home in Orange County, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,767.

From$252/night
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Cardinal Farm-The Cardinal Suite - Orange County, NY

Cardinal Farm-The Cardinal Suite

Holiday Home, Orange County

Cardinal Farm-The Cardinal Suite is a holiday home in Orange County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cardinal Farm-The Cardinal Suite

Cardinal Farm-The Cardinal Suite is a holiday home in Orange County, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,165.

From$309/night
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Family-friendly vacation rentals in Orange County, NY

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

Hello Small Stone - Orange County, NY

Hello Small Stone

Cottage, Orange County

Hello Small Stone is a cottage in Orange County. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Hello Small Stone

Hello Small Stone is a cottage in Orange County. 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, ac, air conditioning, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,569.

From$224/night
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1786 Farm Cottage Honeymoon Suite Renovated 2022 - Orange County, NY

1786 Farm Cottage Honeymoon Suite Renovated 2022

Holiday Home, Orange County

1786 Farm Cottage Honeymoon Suite Renovated 2022 is a holiday home in Orange County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 1786 Farm Cottage Honeymoon Suite Renovated 2022

1786 Farm Cottage Honeymoon Suite Renovated 2022 is a holiday home in Orange County, with 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, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,868.

From$254/night
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Cozy cottage, beautiful views, close to Warwick! - Orange County, NY

Cozy cottage, beautiful views, close to Warwick!

Holiday Home, Orange County

Cozy cottage, beautiful views, close to Warwick! is a holiday home in Orange County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy cottage, beautiful views, close to Warwick!

Cozy cottage, beautiful views, close to Warwick! is a holiday home in Orange County, with 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, parking, free parking, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,879.

From$268/night
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Lakefront Cottage 10 min to Legoland Farmstay - Orange County, NY

Lakefront Cottage 10 min to Legoland Farmstay

Cottage, Orange County

Lakefront Cottage 10 min to Legoland Farmstay is a cottage in Orange County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Lakefront Cottage 10 min to Legoland Farmstay

Lakefront Cottage 10 min to Legoland Farmstay is a cottage in Orange County, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,292.

From$470/night
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