Vacation rentals in Southfields, NY

Best vacation rentals and Airbnb offers in Southfields, NY

2 Mi to The Marketplace: Spring Valley Apartment

Apartment, Southfields

2 Mi to The Marketplace: Spring Valley Apartment is a apartment in Southfields, 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 Southfields, 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 $1,576.

From$138/night

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Craftsman Hideaway at the 1841 Farmhouse

Apartment, Southfields

Craftsman Hideaway at the 1841 Farmhouse is a apartment in Southfields, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Craftsman Hideaway at the 1841 Farmhouse

Craftsman Hideaway at the 1841 Farmhouse is a apartment in Southfields, 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, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,207.

From$164/night

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

Apartment, Southfields

Quiet Apt with Coffee Bar, 1/2 Mile to West Point! is a apartment in Southfields, 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 Southfields, 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 studio on 36 acres close to everything in Warwick

Apartment, Southfields

Cozy studio on 36 acres close to everything in Warwick is a apartment in Southfields, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy studio on 36 acres close to everything in Warwick

Cozy studio on 36 acres close to everything in Warwick is a apartment in Southfields, 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, parking, free parking, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,254.

From$179/night

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Vacation rentals with a pool in Southfields, NY

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

Saltwater Heated Pool • Perfect Escape in Warwick

Holiday Home, Southfields

Saltwater Heated Pool · Perfect Escape in Warwick is a holiday home in Southfields, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Saltwater Heated Pool • Perfect Escape in Warwick

Saltwater Heated Pool · Perfect Escape in Warwick is a holiday home in Southfields, 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 $5,265.

From$752/night

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

Holiday Home, Southfields

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC is a holiday home in Southfields, 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 Southfields, 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 $5,413.

From$773/night

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

Holiday Home, Southfields

Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point! is a holiday home in Southfields, 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 Southfields, 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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Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck

Villa, Southfields

Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck is a villa in Southfields, with pool access, outdoor space, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck

Secluded 9BR Getaway, Pool, Hot Tub & Huge Deck is a villa in Southfields, with pool access, outdoor 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: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $18,340.

From$2,199/night

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Vacation rentals with parking in Southfields, NY

Find vacation rentals that make arriving by car easier.

Cozy 1-bedroom retreat minutes from West Point!

Apartment, Southfields

Cozy 1-bedroom retreat minutes from West Point! is a apartment in Southfields, 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 Southfields, 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, Southfields

House on the Babbling Brook- Quiet 2BR + King Bed! is a holiday home in Southfields, 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 Southfields, 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 $1,576.

From$225/night

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Local Artist Inspired | Walk to WestPoint + King Bed

Apartment, Southfields

Local Artist Inspired · Walk to WestPoint + King Bed is a apartment in Southfields, 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 Southfields, 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 $1,676.

From$239/night

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Romantic Lakeview Escape w/ Fire Pit

Holiday Home, Southfields

Romantic Lakeview Escape w/ Fire Pit is a holiday home in Southfields, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Romantic Lakeview Escape w/ Fire Pit

Romantic Lakeview Escape w/ Fire Pit is a holiday home in Southfields, 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, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,292.

From$327/night

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Pet-friendly vacation rentals in Southfields, NY

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

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

Holiday Home, Southfields

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King is a holiday home in Southfields, 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 Southfields, 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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enjoy this property all to yourself.

Holiday Home, Southfields

enjoy this property all to yourself. is a holiday home in Southfields, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About enjoy this property all to yourself.

enjoy this property all to yourself. is a holiday home in Southfields, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,539.

From$363/night

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Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!

Holiday Home, Southfields

Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!! is a holiday home in Southfields, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!

Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!! is a holiday home in Southfields, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,099.

From$871/night

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Summerville Getaway (30 min to Mt. Creek)

Holiday Home, Southfields

Summerville Getaway (30 min to Mt. Creek) is a holiday home in Southfields, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Summerville Getaway (30 min to Mt. Creek)

Summerville Getaway (30 min to Mt. Creek) is a holiday home in Southfields, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $7,349.

From$1,050/night

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Vacation rentals with a kitchen in Southfields, NY

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

3BR Near West Point | Coffee Bar | Sleeps 6

Apartment, Southfields

3BR Near West Point · Coffee Bar · Sleeps 6 is a apartment in Southfields, 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 Southfields, 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, Southfields

3BR West Point Retreat-3min to Back Gate+ King Bed is a holiday home in Southfields, 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 Southfields, 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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Country getaway with spectacular pond and mountain views

Holiday Home, Southfields

Country getaway with spectacular pond and mountain views is a holiday home in Southfields, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Country getaway with spectacular pond and mountain views

Country getaway with spectacular pond and mountain views is a holiday home in Southfields, 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 $2,907.

From$415/night

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Cozy Chic Lakehouse Retreat – The Perfect Base for Year-Round Getaways

Holiday Home, Southfields

Cozy Chic Lakehouse Retreat – The Perfect Base for Year-Round Getaways is a holiday home in Southfields, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Cozy Chic Lakehouse Retreat – The Perfect Base for Year-Round Getaways

Cozy Chic Lakehouse Retreat – The Perfect Base for Year-Round Getaways is a holiday home in Southfields, 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 $3,190.

From$456/night

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Family-friendly vacation rentals in Southfields, NY

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

Discover Nature’s Glory! Perfect Family Home

Holiday Home, Southfields

Discover Nature’s Glory! Perfect Family Home is a holiday home in Southfields, 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 Southfields, 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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Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities

Holiday Home, Southfields

Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities is a holiday home in Southfields, with parking, kitchen access, and room for a group. This stay gives…

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About Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities

Family friendly 4-bedroom home, 2 miles from West Point, loaded with amenities is a holiday home in Southfields, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,675.

From$525/night

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5 BR West Point Family Compound- Sleeps 10!

Holiday Home, Southfields

5 BR West Point Family Compound- Sleeps 10! is a holiday home in Southfields, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About 5 BR West Point Family Compound- Sleeps 10!

5 BR West Point Family Compound- Sleeps 10! is a holiday home in Southfields, 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 $4,470.

From$639/night

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Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

Holiday Home, Southfields

Luxury Lakefront w/ Beach, Dock & Kayak · 1h NYC is a holiday home in Southfields, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Luxury Lakefront w/ Beach, Dock & Kayak • 1h NYC

Luxury Lakefront w/ Beach, Dock & Kayak · 1h NYC is a holiday home in Southfields, with easy beach 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, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,892.

From$842/night

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