Vacation rentals in Peekskill, NY

Best vacation rentals and Airbnb offers in Peekskill, NY

Cozy Cottage Get Away

Cottage, Peekskill

Cozy Cottage Get Away is a cottage in Peekskill, 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 Cozy Cottage Get Away

Cozy Cottage Get Away is a cottage in Peekskill, 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, Peekskill

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

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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 Peekskill, 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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The Mountain Muse Private Artsy Studio

Apartment, Peekskill

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

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About The Mountain Muse Private Artsy Studio

The Mountain Muse Private Artsy Studio is a apartment in Peekskill, 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 $1,204.

From$172/night

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

Apartment, Peekskill

Quiet Apt with Coffee Bar, 1/2 Mile to West Point! is a apartment in Peekskill, 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 Peekskill, 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 $1,213.

From$173/night

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Vacation rentals with a pool in Peekskill, 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, Peekskill

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

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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 Peekskill, 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, Peekskill

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

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About Private lake escape

Private lake escape is a holiday home in Peekskill, 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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Cold Spring Village Maisonette with Pool

Holiday Home, Peekskill

Cold Spring Village Maisonette with Pool is a holiday home in Peekskill, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cold Spring Village Maisonette with Pool

Cold Spring Village Maisonette with Pool is a holiday home in Peekskill, with pool access 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: pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,548.

From$507/night

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

Holiday Home, Peekskill

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

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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 Peekskill, 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 Peekskill, NY

Find vacation rentals that make arriving by car easier.

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

Holiday Home, Peekskill

3BR West Point Retreat-3min to Back Gate+ King Bed is a holiday home in Peekskill, 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 Peekskill, 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 $1,792.

From$256/night

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

Holiday Home, Peekskill

Sleek Escape: Modern 3 BR- 4 Min from West Point ! is a holiday home in Peekskill, 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 Peekskill, 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 $1,997.

From$285/night

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Scenic & Serene: 3BR/3BA w Panoramic Hudson Views! A Birder's paradise

Holiday Home, Peekskill

Scenic & Serene: 3BR/3BA w Panoramic Hudson Views! A Birder's paradise is a holiday home in Peekskill, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Scenic & Serene: 3BR/3BA w Panoramic Hudson Views! A Birder's paradise

Scenic & Serene: 3BR/3BA w Panoramic Hudson Views! A Birder's paradise is a holiday home in Peekskill, 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 $2,753.

From$393/night

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'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit

Holiday Home, Peekskill

'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit is a holiday home in Peekskill, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About 'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit

'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit is a holiday home in Peekskill, 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, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,342.

From$471/night

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Pet-friendly vacation rentals in Peekskill, NY

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

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Apartment, Peekskill

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food is a apartment in Peekskill, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food is a apartment in Peekskill, 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 $2,237.

From$320/night

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Cozy Easy Access to the Best of the Hudson Valley

Holiday Home, Peekskill

Cozy Easy Access to the Best of the Hudson Valley is a holiday home in Peekskill, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Easy Access to the Best of the Hudson Valley

Cozy Easy Access to the Best of the Hudson Valley is a holiday home in Peekskill, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,021.

From$341/night

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3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Holiday Home, Peekskill

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King is a holiday home in Peekskill, with pet-friendly space, parking, and kitchen access. This stay gives…

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About 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King is a holiday home in Peekskill, 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 $2,480.

From$354/night

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'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Apartment, Peekskill

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close! is a apartment in Peekskill, with pet-friendly space and kitchen access. This stay gives travelers a…

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About 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close! is a apartment in Peekskill, 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 $2,679.

From$383/night

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Vacation rentals with a kitchen in Peekskill, NY

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

Cozy 1-bedroom lakefront cottage on beautiful Lake Mahopac. Come enjoy!

Cottage, Peekskill

Cozy 1-bedroom lakefront cottage on beautiful Lake Mahopac. Come enjoy! is a cottage in Peekskill, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 1-bedroom lakefront cottage on beautiful Lake Mahopac. Come enjoy!

Cozy 1-bedroom lakefront cottage on beautiful Lake Mahopac. Come enjoy! is a cottage in Peekskill, 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 $2,603.

From$372/night

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Enjoy the best of both worlds

Condo, Peekskill

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

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About Enjoy the best of both worlds

Enjoy the best of both worlds is a condo in Peekskill, 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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Idyllic Garrison Retreat — Autumn Escape with Fireplace & Spacious Outdoors

Country House, Peekskill

Idyllic Garrison Retreat — Autumn Escape with Fireplace & Spacious Outdoors is a country house in Peekskill, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Idyllic Garrison Retreat — Autumn Escape with Fireplace & Spacious Outdoors

Idyllic Garrison Retreat — Autumn Escape with Fireplace & Spacious Outdoors is a country house in Peekskill, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,488.

From$498/night

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'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit

Holiday Home, Peekskill

'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit is a holiday home in Peekskill, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit

'The Glabin’: Garrison Gem w/ Hot Tub & Fire Pit is a holiday home in Peekskill, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,543.

From$506/night

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Family-friendly vacation rentals in Peekskill, NY

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

Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge.

Cottage, Peekskill

Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge. is a cottage in Peekskill. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge.

Summer fun on the river. Swim, fish, kayak and bird watch at Croton River Gorge. is a cottage in Peekskill. 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 $1,871.

From$267/night

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

Cottage, Peekskill

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

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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 Peekskill, 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 $2,277.

From$325/night

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Discover Nature’s Glory! Perfect Family Home

Holiday Home, Peekskill

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

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About Discover Nature’s Glory! Perfect Family Home

Discover Nature’s Glory! Perfect Family Home is a holiday home in Peekskill, 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 $2,319.

From$331/night

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'the Glabin: Garrison Gem w/ Hot Tub & Fire Pit

Cottage, Peekskill

'the Glabin: Garrison Gem w/ Hot Tub & Fire Pit is a cottage in Peekskill, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 'the Glabin: Garrison Gem w/ Hot Tub & Fire Pit

'the Glabin: Garrison Gem w/ Hot Tub & Fire Pit is a cottage in Peekskill, 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 $4,186.

From$517/night

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