Vacation rentals in Poughkeepsie, NY

71 available vacation rental offers

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Best vacation rentals and Airbnb offers in Poughkeepsie, NY

Charming studio with Amazing hot tub a swimming pool,pool table. - Poughkeepsie, NY

Charming studio with Amazing hot tub a swimming pool,pool table.

Apartment, Poughkeepsie

Charming studio with Amazing hot tub a swimming pool,pool table. is a apartment in Poughkeepsie, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Charming studio with Amazing hot tub a swimming pool,pool table.

Charming studio with Amazing hot tub a swimming pool,pool table. is a apartment in Poughkeepsie, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,083.

From$155/night
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Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. - Poughkeepsie, NY

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Holiday Home, Poughkeepsie

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. is a holiday home in Poughkeepsie, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. is a holiday home in Poughkeepsie, 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 $1,161.

From$166/night
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Cloud House -1 Bd & 2 baths in New Paltz - Poughkeepsie, NY

Cloud House -1 Bd & 2 baths in New Paltz

Apartment, Poughkeepsie

Cloud House -1 Bd & 2 baths in New Paltz is a apartment in Poughkeepsie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cloud House -1 Bd & 2 baths in New Paltz

Cloud House -1 Bd & 2 baths in New Paltz is a apartment in Poughkeepsie, 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 $1,285.

From$184/night
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CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown - Poughkeepsie, NY

CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown

Apartment, Poughkeepsie

CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown is a apartment in Poughkeepsie, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown

CHARMING Mid Century Vintage 1BR Guest Suite - 2 Min to Downtown is a apartment in Poughkeepsie, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,436.

From$205/night
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Vacation rentals with a pool in Poughkeepsie, NY

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

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail - Poughkeepsie, NY

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

Holiday Home, Poughkeepsie

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail is a holiday home in Poughkeepsie, with pet-friendly space, pool access, and parking. This stay gives…

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About A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail is a holiday home in Poughkeepsie, with pet-friendly space, 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: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $726.

From$104/night
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for the creative spirit, swimming dock on pond, horses to pet, Fire pit - Poughkeepsie, NY

for the creative spirit, swimming dock on pond, horses to pet, Fire pit

Holiday Home, Poughkeepsie

for the creative spirit, swimming dock on pond, horses to pet, Fire pit is a holiday home in Poughkeepsie, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About for the creative spirit, swimming dock on pond, horses to pet, Fire pit

for the creative spirit, swimming dock on pond, horses to pet, Fire pit is a holiday home in Poughkeepsie, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,373.

From$339/night
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The Scenic Mansion With Breathtaking View - Poughkeepsie, NY

The Scenic Mansion With Breathtaking View

Villa, Poughkeepsie

The Scenic Mansion With Breathtaking View is a villa in Poughkeepsie, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Scenic Mansion With Breathtaking View

The Scenic Mansion With Breathtaking View is a villa in Poughkeepsie, 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 $7,389.

From$1,056/night
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Charming Vacation House w/ Pool & HotTub - Poughkeepsie, NY

Charming Vacation House w/ Pool & HotTub

Holiday Home, Poughkeepsie

Charming Vacation House w/ Pool & HotTub is a holiday home in Poughkeepsie, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Vacation House w/ Pool & HotTub

Charming Vacation House w/ Pool & HotTub is a holiday home in Poughkeepsie, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,532.

From$1,076/night
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Vacation rentals with parking in Poughkeepsie, NY

Find vacation rentals that make arriving by car easier.

The Loft at 'Blue Heron Watch' Nature Getaway - Poughkeepsie, NY

The Loft at 'Blue Heron Watch' Nature Getaway

Apartment, Poughkeepsie

The Loft at 'Blue Heron Watch' Nature Getaway is a apartment in Poughkeepsie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Loft at 'Blue Heron Watch' Nature Getaway

The Loft at 'Blue Heron Watch' Nature Getaway is a apartment in Poughkeepsie, 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 $1,415.

From$202/night
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3-bedroom new house b/w New Paltz and Newburgh. Quiet wooded area - Poughkeepsie, NY

3-bedroom new house b/w New Paltz and Newburgh. Quiet wooded area

Holiday Home, Poughkeepsie

3-bedroom new house b/w New Paltz and Newburgh. Quiet wooded area is a holiday home in Poughkeepsie, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 3-bedroom new house b/w New Paltz and Newburgh. Quiet wooded area

3-bedroom new house b/w New Paltz and Newburgh. Quiet wooded area is a holiday home in Poughkeepsie, 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 $1,848.

From$264/night
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Modern Upstate Gem Surrounded by Trees with Hot Tub - 2.5 BD, 2 BH - Poughkeepsie, NY

Modern Upstate Gem Surrounded by Trees with Hot Tub - 2.5 BD, 2 BH

Country House, Poughkeepsie

Modern Upstate Gem Surrounded by Trees with Hot Tub - 2.5 BD, 2 BH is a country house in Poughkeepsie, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About Modern Upstate Gem Surrounded by Trees with Hot Tub - 2.5 BD, 2 BH

Modern Upstate Gem Surrounded by Trees with Hot Tub - 2.5 BD, 2 BH is a country house in Poughkeepsie, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,291.

From$327/night
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Fire Pit + On-Site Pond: Hudson Valley Home! - Poughkeepsie, NY

Fire Pit + On-Site Pond: Hudson Valley Home!

Holiday Home, Poughkeepsie

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Poughkeepsie, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Fire Pit + On-Site Pond: Hudson Valley Home!

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Poughkeepsie, 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 $2,576.

From$368/night
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Pet-friendly vacation rentals in Poughkeepsie, NY

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

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain - Poughkeepsie, NY

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain

Cabin, Poughkeepsie

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain is a cabin in Poughkeepsie, with pet-friendly space. This stay gives travelers a comfortable base for exploring…

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About perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain

perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain is a cabin in Poughkeepsie, 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 $1,789.

From$256/night
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The Farm at Hyde Park - Poughkeepsie, NY

The Farm at Hyde Park

Holiday Home, Poughkeepsie

The Farm at Hyde Park is a holiday home in Poughkeepsie, 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 The Farm at Hyde Park

The Farm at Hyde Park is a holiday home in Poughkeepsie, 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 $2,024.

From$289/night
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Fire Pit + On-Site Pond: Hudson Valley Home! - Poughkeepsie, NY

Fire Pit + On-Site Pond: Hudson Valley Home!

Holiday Home, Poughkeepsie

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Poughkeepsie, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Fire Pit + On-Site Pond: Hudson Valley Home!

Fire Pit + On-Site Pond: Hudson Valley Home! is a holiday home in Poughkeepsie, 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 $2,750.

From$295/night
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1850s Barn Studio on 4.5 Hudson Valley Acres! - Poughkeepsie, NY

1850s Barn Studio on 4.5 Hudson Valley Acres!

Apartment, Poughkeepsie

1850s Barn Studio on 4.5 Hudson Valley Acres! is a apartment in Poughkeepsie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 1850s Barn Studio on 4.5 Hudson Valley Acres!

1850s Barn Studio on 4.5 Hudson Valley Acres! is a apartment in Poughkeepsie, 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 $2,120.

From$303/night
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Vacation rentals with a kitchen in Poughkeepsie, NY

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

Dog-friendly Fishkill Tiny House in Wine Country - Poughkeepsie, NY

Dog-friendly Fishkill Tiny House in Wine Country

Apartment, Poughkeepsie

Dog-friendly Fishkill Tiny House in Wine Country is a apartment in Poughkeepsie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Dog-friendly Fishkill Tiny House in Wine Country

Dog-friendly Fishkill Tiny House in Wine Country is a apartment in Poughkeepsie, 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 $2,269.

From$242/night
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Dog-Friendly Fishkill Tiny House in Wine Country - Poughkeepsie, NY

Dog-Friendly Fishkill Tiny House in Wine Country

Apartment, Poughkeepsie

Dog-Friendly Fishkill Tiny House in Wine Country is a apartment in Poughkeepsie, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Dog-Friendly Fishkill Tiny House in Wine Country

Dog-Friendly Fishkill Tiny House in Wine Country is a apartment in Poughkeepsie, 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 $1,996.

From$285/night
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The Calf Pen - Poughkeepsie, NY

The Calf Pen

Holiday Home, Poughkeepsie

The Calf Pen is a holiday home in Poughkeepsie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About The Calf Pen

The Calf Pen is a holiday home in Poughkeepsie, 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 $2,212.

From$316/night
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Fire Pit + On-site Pond: Hudson Valley Home! - Poughkeepsie, NY

Fire Pit + On-site Pond: Hudson Valley Home!

Cottage, Poughkeepsie

Fire Pit + On-site Pond: Hudson Valley Home! is a cottage in Poughkeepsie, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Fire Pit + On-site Pond: Hudson Valley Home!

Fire Pit + On-site Pond: Hudson Valley Home! is a cottage in Poughkeepsie, 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 $2,852.

From$334/night
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Family-friendly vacation rentals in Poughkeepsie, NY

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

The Bear Den at 'Blue Heron Watch' Nature Getaway - Poughkeepsie, NY

The Bear Den at 'Blue Heron Watch' Nature Getaway

Holiday Home, Poughkeepsie

The Bear Den at 'Blue Heron Watch' Nature Getaway is a holiday home in Poughkeepsie, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About The Bear Den at 'Blue Heron Watch' Nature Getaway

The Bear Den at 'Blue Heron Watch' Nature Getaway is a holiday home in Poughkeepsie, 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,486.

From$212/night
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The Hideout Catskills Cottage - Poughkeepsie, NY

The Hideout Catskills Cottage

Holiday Home, Poughkeepsie

The Hideout Catskills Cottage is a holiday home in Poughkeepsie, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Hideout Catskills Cottage

The Hideout Catskills Cottage is a holiday home in Poughkeepsie, 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, free parking, and accessible.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,199.

From$247/night
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\"The hideout\" ... A cozy Catskills cottage - Poughkeepsie, NY

\"The hideout\" ... A cozy Catskills cottage

Holiday Home, Poughkeepsie

\"The hideout\" ... A cozy Catskills cottage is a holiday home in Poughkeepsie, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About \"The hideout\" ... A cozy Catskills cottage

\"The hideout\" ... A cozy Catskills cottage is a holiday home in Poughkeepsie, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,771.

From$253/night
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Fabulous 2-bedroom Creekside cottage on the historic Collins Estate. - Poughkeepsie, NY

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate.

Cottage, Poughkeepsie

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate. is a cottage in Poughkeepsie, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Fabulous 2-bedroom Creekside cottage on the historic Collins Estate.

Fabulous 2-bedroom Creekside cottage on the historic Collins Estate. is a cottage in Poughkeepsie, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,170.

From$310/night
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