Vacation rentals in Philipstown, NY

Best Vacation rentals and Airbnb offers in Philipstown, NY

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

Apartment, Philipstown

Lovely 1-bedroom studio located in the basement. Private entrance is a apartment in Philipstown, 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 Philipstown, 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 $810.

From$81/night

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1 Queen Bed | Non-Smoking, Kitchen

Apartment, Philipstown

1 Queen Bed · Non-Smoking, Kitchen is a apartment in Philipstown, 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 Philipstown, 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 $729.

From$90/night

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Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Apartment, Philipstown

Cozy Queen Suite, Nsmk Kitchen · Studio 6 Fishkill is a apartment in Philipstown, 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 Philipstown, 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 $729.

From$90/night

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Studio 6 Fishkill|King bed|Hearing Access|Kitchen

Apartment, Philipstown

Studio 6 Fishkill · King bed · Hearing Access · Kitchen is a apartment in Philipstown, 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 Philipstown, 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 $753.

From$93/night

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Browse Vacation Rentals with a Pool in Philipstown, NY

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

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

Apartment, Philipstown

Charming studio with Amazing hot tub a swimming pool,pool table. is a apartment in Philipstown, 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 Philipstown, 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 $1,446.

From$146/night

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Private lake escape

Holiday Home, Philipstown

Private lake escape is a holiday home in Philipstown, 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 Philipstown, 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 $3,456.

From$375/night

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Cold Spring Village Maisonette with Pool

Holiday Home, Philipstown

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

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About Cold Spring Village Maisonette with Pool

Cold Spring Village Maisonette with Pool is a holiday home in Philipstown, 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 $3,880.

From$423/night

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Garrison Getaway | Pool, Sauna & Gym

Holiday Home, Philipstown

Garrison Getaway · Pool, Sauna & Gym is a holiday home in Philipstown, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Garrison Getaway | Pool, Sauna & Gym

Garrison Getaway · Pool, Sauna & Gym is a holiday home in Philipstown, 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 $11,068.

From$1,235/night

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Best Philipstown, NY vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Cozy studio with WiFi and AC in charming New Windsor

Apartment, Philipstown

Cozy studio with WiFi and AC in charming New Windsor is a apartment in Philipstown, 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 Philipstown, 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 $895.

From$99/night

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Hudson River Retreat

Apartment, Philipstown

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

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About Hudson River Retreat

Hudson River Retreat is a apartment in Philipstown, 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 $1,510.

From$158/night

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Cozy 1-bedroom retreat minutes from West Point!

Apartment, Philipstown

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

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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 Philipstown, 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 $1,674.

From$182/night

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3BR Near West Point | Coffee Bar | Sleeps 6

Apartment, Philipstown

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

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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 Philipstown, 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 $2,002.

From$217/night

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Best Pet-Friendly Vacation Rentals in Philipstown, NY

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

1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

Apartment, Philipstown

1 Queen Bed · ADA/RI Shower/Smoking/Kitchen is a apartment in Philipstown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 1 Queen Bed | ADA/RI Shower/Smoking/Kitchen

1 Queen Bed · ADA/RI Shower/Smoking/Kitchen is a apartment in Philipstown, 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 $792.

From$100/night

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2 Full Beds | Non-Smoking, Kitchen

Apartment, Philipstown

2 Full Beds · Non-Smoking, Kitchen is a apartment in Philipstown, 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 Philipstown, 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 $810.

From$100/night

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2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill

Apartment, Philipstown

2 Queen Beds, Smoking · Kitchen · Studio 6 Fishkill is a apartment in Philipstown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2 Queen Beds, Smoking| Kitchen| Studio 6 Fishkill

2 Queen Beds, Smoking · Kitchen · Studio 6 Fishkill is a apartment in Philipstown, 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 $792.

From$100/night

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Beacon Hermitage

B & B, Philipstown

Beacon Hermitage is a b & b in Philipstown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Beacon Hermitage

Beacon Hermitage is a b & b in Philipstown, 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 breakfast, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,371.

From$284/night

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Best Philipstown, NY vacation rentals with a kitchen

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

Dog-Friendly Fishkill Tiny House in Wine Country

Apartment, Philipstown

Dog-Friendly Fishkill Tiny House in Wine Country is a apartment in Philipstown, 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 Philipstown, 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 $2,265.

From$192/night

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

Holiday Home, Philipstown

Sleek Escape: Modern 3 BR- 4 Min from West Point ! is a holiday home in Philipstown, 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 Philipstown, 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 $2,027.

From$220/night

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Hudson River Valley Gem! Centrally located to Beacon and West Point

Apartment, Philipstown

Hudson River Valley Gem! Centrally located to Beacon and West Point is a apartment in Philipstown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Hudson River Valley Gem! Centrally located to Beacon and West Point

Hudson River Valley Gem! Centrally located to Beacon and West Point is a apartment in Philipstown, 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 $2,151.

From$223/night

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Cozy victorian getaway

Apartment, Philipstown

Cozy victorian getaway is a apartment in Philipstown, 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 Cozy victorian getaway

Cozy victorian getaway is a apartment in Philipstown, 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 $2,708.

From$284/night

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Our Favorite Family-Friendly Vacation Rentals in Philipstown, NY

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

Hudson Valley G.Washington Head Quarter-Largest Historic District

Apartment, Philipstown

Hudson Valley G.Washington Head Quarter-Largest Historic District is a apartment in Philipstown, 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 Philipstown, 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 $1,712.

From$180/night

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Contemporary Cozy Cottage

Holiday Home, Philipstown

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

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About Contemporary Cozy Cottage

Contemporary Cozy Cottage is a holiday home in Philipstown, 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 $2,167.

From$225/night

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

Cottage, Philipstown

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

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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 Philipstown, 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 $2,627.

From$259/night

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Discover Nature’s Glory! Perfect Family Home

Holiday Home, Philipstown

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

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About Discover Nature’s Glory! Perfect Family Home

Discover Nature’s Glory! Perfect Family Home is a holiday home in Philipstown, 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 $2,722.

From$275/night

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