Vacation rentals in Shenandoah, NY

Best vacation rentals and Airbnb offers in Shenandoah, NY

1 Queen Bed | Non-Smoking, Kitchen

Apartment, Shenandoah

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Shenandoah, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Shenandoah, 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 $630.

From$90/night

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Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Apartment, Shenandoah

Cozy Queen Suite, Nsmk Kitchen · Studio 6 Fishkill is a apartment in Shenandoah, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen · Studio 6 Fishkill is a apartment in Shenandoah, 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 $630.

From$90/night

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Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Apartment, Shenandoah

Studio 6 Fishkill · King bed · Hearing Access · Kitchen is a apartment in Shenandoah, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Studio 6 Fishkill · King bed · Hearing Access · Kitchen is a apartment in Shenandoah, 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 $651.

From$93/night

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2 Full Beds | Non-Smoking, Kitchen

Apartment, Shenandoah

2 Full Beds · Non-Smoking, Kitchen is a apartment in Shenandoah, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds · Non-Smoking, Kitchen is a apartment in Shenandoah, 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 $700.

From$100/night

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Vacation rentals with a pool in Shenandoah, NY

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

Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment, Shenandoah

Charming 1-bedroom apartment in Carmel with WiFi, AC is a apartment in Shenandoah, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for…

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About Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC is a apartment in Shenandoah, with pool access, parking, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,097.

From$157/night

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Serene 2-bedroom spacious apartment

Apartment, Shenandoah

Serene 2-bedroom spacious apartment is a apartment in Shenandoah, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Serene 2-bedroom spacious apartment

Serene 2-bedroom spacious apartment is a apartment in Shenandoah, 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 $1,409.

From$201/night

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Private lake escape

Holiday Home, Shenandoah

Private lake escape is a holiday home in Shenandoah, 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 Shenandoah, 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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Charming 2-bedroom villa in serene Holmes with AC, WiFi

Villa, Shenandoah

Charming 2-bedroom villa in serene Holmes with AC, WiFi is a villa in Shenandoah, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Charming 2-bedroom villa in serene Holmes with AC, WiFi

Charming 2-bedroom villa in serene Holmes with AC, WiFi is a villa in Shenandoah, with pool 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, pool, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,825.

From$689/night

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Vacation rentals with parking in Shenandoah, NY

Find vacation rentals that make arriving by car easier.

The Mountain Muse Private Artsy Studio

Apartment, Shenandoah

The Mountain Muse Private Artsy Studio is a apartment in Shenandoah, 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 Shenandoah, 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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Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment, Shenandoah

Quiet Apt with Coffee Bar, 1/2 Mile to West Point! is a apartment in Shenandoah, 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 Shenandoah, 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 $1,221.

From$174/night

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Hudson River Retreat

Apartment, Shenandoah

Hudson River Retreat is a apartment in Shenandoah, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Hudson River Retreat

Hudson River Retreat is a apartment in Shenandoah, 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 wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,340.

From$191/night

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Station Inn Pawling

Guest House, Shenandoah

Station Inn Pawling is a guest house in Shenandoah, 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 Station Inn Pawling

Station Inn Pawling is a guest house in Shenandoah, 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, parking, free parking, ac, and air conditioning.

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

From$222/night

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Pet-friendly vacation rentals in Shenandoah, NY

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

Lovely 1-bedroom studio located in the basement. Private entrance

Apartment, Shenandoah

Lovely 1-bedroom studio located in the basement. Private entrance is a apartment in Shenandoah, with pet-friendly space and room for a group. This stay gives travelers a comfortable base…

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About Lovely 1-bedroom studio located in the basement. Private entrance

Lovely 1-bedroom studio located in the basement. Private entrance is a apartment in Shenandoah, 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 $715.

From$102/night

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

Holiday Home, Shenandoah

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm. is a holiday home in Shenandoah, 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 Shenandoah, 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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Cabin in the heart of the Hudson Valley, Cabin 3

Cabin, Shenandoah

Cabin in the heart of the Hudson Valley, Cabin 3 is a cabin in Shenandoah, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3 is a cabin in Shenandoah, 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 $1,484.

From$212/night

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

Holiday Home, Shenandoah

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

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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 Shenandoah, 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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Vacation rentals with a kitchen in Shenandoah, NY

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

Scenic 1-bedroom rental in Newburgh

Apartment, Shenandoah

Scenic 1-bedroom rental in Newburgh is a apartment in Shenandoah, 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 Scenic 1-bedroom rental in Newburgh

Scenic 1-bedroom rental in Newburgh is a apartment in Shenandoah, 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 washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,081.

From$154/night

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\"Country outside the city \" 3 bedrooms 2 full bathrooms

Holiday Home, Shenandoah

\"Country outside the city \" 3 bedrooms 2 full bathrooms is a holiday home in Shenandoah, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About \"Country outside the city \" 3 bedrooms 2 full bathrooms

\"Country outside the city \" 3 bedrooms 2 full bathrooms is a holiday home in Shenandoah, 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 $2,135.

From$305/night

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Modern NY Home w/ Views By Hudson Valley Hiking!

Holiday Home, Shenandoah

Modern NY Home w/ Views By Hudson Valley Hiking! is a holiday home in Shenandoah, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Modern NY Home w/ Views By Hudson Valley Hiking!

Modern NY Home w/ Views By Hudson Valley Hiking! is a holiday home in Shenandoah, 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 $3,094.

From$442/night

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Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Chalet, Shenandoah

Enchanting Lake front chalet with backyard and fire pit. Dog friendly. is a chalet in Shenandoah, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly. is a chalet in Shenandoah, 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 $2,643.

From$378/night

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Family-friendly vacation rentals in Shenandoah, NY

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

Hudson Valley G.Washington Head Quarter-Largest Historic District

Apartment, Shenandoah

Hudson Valley G.Washington Head Quarter-Largest Historic District is a apartment in Shenandoah, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Hudson Valley G.Washington Head Quarter-Largest Historic District

Hudson Valley G.Washington Head Quarter-Largest Historic District is a apartment in Shenandoah, 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 $1,503.

From$215/night

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The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Guest House, Shenandoah

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. is a guest house in Shenandoah, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. is a guest house in Shenandoah, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,562.

From$223/night

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Magnificent Lake View

Cottage, Shenandoah

Magnificent Lake View is a cottage in Shenandoah, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Magnificent Lake View

Magnificent Lake View is a cottage in Shenandoah, 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, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,109.

From$301/night

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Scenic Hudson Valley Getaway • Farms & Vineyards

Cottage, Shenandoah

Scenic Hudson Valley Getaway · Farms & Vineyards is a cottage in Shenandoah, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Scenic Hudson Valley Getaway • Farms & Vineyards

Scenic Hudson Valley Getaway · Farms & Vineyards is a cottage in Shenandoah, 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 $2,111.

From$302/night

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