Vacation rentals in Oscawana Island, NY

Best vacation rentals and Airbnb offers in Oscawana Island, NY

Cozy Cottage Get Away

Cottage, Oscawana Island

Cozy Cottage Get Away is a cottage in Oscawana Island, 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 Cozy Cottage Get Away

Cozy Cottage Get Away is a cottage in Oscawana Island, 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 $762.

From$109/night

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🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist!

Holiday Home, Oscawana Island

🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist! is a holiday home in Oscawana Island, with parking. This stay gives travelers a comfortable base for exploring…

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About 🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist!

🤣🏡 \"Welcome to our basement suite, where humor and professionalism coexist! is a holiday home in Oscawana Island, 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 wifi, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $923.

From$132/night

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2 Mi to The Marketplace: Spring Valley Apartment

Apartment, Oscawana Island

2 Mi to The Marketplace: Spring Valley Apartment is a apartment in Oscawana Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to The Marketplace: Spring Valley Apartment

2 Mi to The Marketplace: Spring Valley Apartment is a apartment in Oscawana Island, 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 $1,570.

From$138/night

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The Mountain Muse Private Artsy Studio

Apartment, Oscawana Island

The Mountain Muse Private Artsy Studio is a apartment in Oscawana Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Mountain Muse Private Artsy Studio

The Mountain Muse Private Artsy Studio is a apartment in Oscawana Island, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,154.

From$165/night

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Vacation rentals with a pool in Oscawana Island, NY

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

Beautiful Brand New Private Duplex Unit in Lower Hudson Valley \"Stone Haven\"

Guest House, Oscawana Island

Beautiful Brand New Private Duplex Unit in Lower Hudson Valley \"Stone Haven\" is a guest house in Oscawana Island, with pool access and kitchen access. This stay gives travelers a…

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About Beautiful Brand New Private Duplex Unit in Lower Hudson Valley \"Stone Haven\"

Beautiful Brand New Private Duplex Unit in Lower Hudson Valley \"Stone Haven\" is a guest house in Oscawana Island, 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, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,673.

From$382/night

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Private lake escape

Holiday Home, Oscawana Island

Private lake escape is a holiday home in Oscawana Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Private lake escape

Private lake escape is a holiday home in Oscawana Island, 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: free cancellation, pool, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,131.

From$447/night

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

Holiday Home, Oscawana Island

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC is a holiday home in Oscawana Island, 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 Oscawana Island, 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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Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!

Holiday Home, Oscawana Island

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point! is a holiday home in Oscawana Island, with pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point! is a holiday home in Oscawana Island, 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: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,144.

From$1,163/night

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Vacation rentals with parking in Oscawana Island, NY

Find vacation rentals that make arriving by car easier.

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment, Oscawana Island

Quiet Apt with Coffee Bar, 1/2 Mile to West Point! is a apartment in Oscawana Island, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point! is a apartment in Oscawana Island, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$173/night

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Cozy 1-bedroom retreat minutes from West Point!

Apartment, Oscawana Island

Cozy 1-bedroom retreat minutes from West Point! is a apartment in Oscawana Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point! is a apartment in Oscawana Island, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,473.

From$210/night

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House on the Babbling Brook- Quiet 2BR + King Bed!

Holiday Home, Oscawana Island

House on the Babbling Brook- Quiet 2BR + King Bed! is a holiday home in Oscawana Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed! is a holiday home in Oscawana Island, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,577.

From$225/night

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Local Artist Inspired | Walk to WestPoint + King Bed

Apartment, Oscawana Island

Local Artist Inspired · Walk to WestPoint + King Bed is a apartment in Oscawana Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired · Walk to WestPoint + King Bed is a apartment in Oscawana Island, 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 $1,677.

From$240/night

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Pet-friendly vacation rentals in Oscawana Island, NY

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

Elegant Hideaway with Free Parking

Apartment, Oscawana Island

Elegant Hideaway with Free Parking is a apartment in Oscawana Island, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking is a apartment in Oscawana Island, 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: pet friendly, pets friendly, parking, free parking, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,742.

From$199/night

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Cozy 1-bedroom apartment in pleasant Nyack with AC

Apartment, Oscawana Island

Cozy 1-bedroom apartment in pleasant Nyack with AC is a apartment in Oscawana Island, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 1-bedroom apartment in pleasant Nyack with AC

Cozy 1-bedroom apartment in pleasant Nyack with AC is a apartment in Oscawana Island, with pet-friendly 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: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,284.

From$326/night

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Enjoy the best of both worlds

Condo, Oscawana Island

Enjoy the best of both worlds is a condo in Oscawana Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Enjoy the best of both worlds

Enjoy the best of both worlds is a condo in Oscawana Island, 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 $2,961.

From$423/night

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NYC-Area Escape Near River, Trails & MTA!

Holiday Home, Oscawana Island

NYC-Area Escape Near River, Trails & MTA! is a holiday home in Oscawana Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About NYC-Area Escape Near River, Trails & MTA!

NYC-Area Escape Near River, Trails & MTA! is a holiday home in Oscawana Island, 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: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,273.

From$468/night

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Vacation rentals with a kitchen in Oscawana Island, NY

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

3BR Near West Point | Coffee Bar | Sleeps 6

Apartment, Oscawana Island

3BR Near West Point · Coffee Bar · Sleeps 6 is a apartment in Oscawana Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point · Coffee Bar · Sleeps 6 is a apartment in Oscawana Island, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,745.

From$249/night

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3BR West Point Retreat-3min to Back Gate+ King Bed

Holiday Home, Oscawana Island

3BR West Point Retreat-3min to Back Gate+ King Bed is a holiday home in Oscawana Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed is a holiday home in Oscawana Island, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,794.

From$256/night

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Sleek Escape: Modern 3 BR- 4 Min from West Point !

Holiday Home, Oscawana Island

Sleek Escape: Modern 3 BR- 4 Min from West Point ! is a holiday home in Oscawana Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point ! is a holiday home in Oscawana Island, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,998.

From$285/night

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Charming 3-bedroom house.

Holiday Home, Oscawana Island

Charming 3-bedroom house. is a holiday home in Oscawana Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Charming 3-bedroom house.

Charming 3-bedroom house. is a holiday home in Oscawana Island, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,626.

From$375/night

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Family-friendly vacation rentals in Oscawana Island, NY

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

Contemporary Cozy Cottage

Holiday Home, Oscawana Island

Contemporary Cozy Cottage is a holiday home in Oscawana Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Contemporary Cozy Cottage

Contemporary Cozy Cottage is a holiday home in Oscawana Island, 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 $1,895.

From$271/night

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Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Cottage, Oscawana Island

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days is a cottage in Oscawana Island, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days is a cottage in Oscawana Island, 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 $2,248.

From$321/night

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Discover Nature’s Glory! Perfect Family Home

Holiday Home, Oscawana Island

Discover Nature’s Glory! Perfect Family Home is a holiday home in Oscawana Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Discover Nature’s Glory! Perfect Family Home

Discover Nature’s Glory! Perfect Family Home is a holiday home in Oscawana Island, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,284.

From$326/night

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Ossining Vacation Rental Near River, Trails & Mta!

Cottage, Oscawana Island

Ossining Vacation Rental Near River, Trails & Mta! is a cottage in Oscawana Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta! is a cottage in Oscawana Island, 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, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,606.

From$397/night

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