Westchester County Rentals

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694 Houses

7.5 Acres Private Estate, 20x40 Inground Pool W/6 person Hot Tub & Game Room!

East Stroudsburg house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great vacation” A very pleasant experience. The house is spacious with a full kitchen. The pool is very clean and nice. Place is great - most of popular attractions are located within 10-20 minutes. Owner was very hospitable and kind.

Match: Balcony or terrace Private outdoor pool (heated) Golf course on site or within 15 min walk Wheelchair accessible

All filters match

Price per night from

$686

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3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Balcony or terrace, Wheelchair accessible

3 of 4 filters match

Price per night from

$345

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated), Wheelchair accessible

3 of 4 filters match

Price per night from

$3,278

Bassinova-on-Hudson

Coxsackie villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 43 minutes

3 of 4 match: Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated), Wheelchair accessible

3 of 4 filters match

Price per night from

$2,863

Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail

Westhampton Beach house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated), Wheelchair accessible

3 of 4 filters match

Price per night from

$2,290

Majestic Southampton Waterfront Estate

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 1 hour 30 minutes

3 of 4 match: Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated), Wheelchair accessible

3 of 4 filters match

Price per night from

$1,394

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated), Wheelchair accessible

3 of 4 filters match

Price per night from

$5,153

“Amazing! Definitely will book again” This property exceeded our expectations, The picture don’t do it justice. The house is so spacious and clean, more than enough room for a big group of people. No problems whatsoever! The roof and balconies are amazing, we rented right after a snow storm so we didn’t use it much but it would be so beautiful in the spring and summer! I have already recommended it for my friend who is looking to take a trip for her birthday in March!

Responds fast! avg. 54 minutes

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Balcony or terrace, Wheelchair accessible

3 of 4 filters match

Price per night from

$373

Famous Liberty View Farm

Clintondale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Private outdoor pool (heated), Balcony or terrace, Golf course on site or within 15 min walk, Wheelchair accessible

2 of 4 filters match

Price per night from

$861

The Pump House Inn

Canadensis house

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 28

2 of 4 match: Private outdoor pool (heated), Balcony or terrace, Golf course on site or within 15 min walk, Wheelchair accessible

2 of 4 filters match

Price per night from

$3,384

Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski

Woodstock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 4 match: Balcony or terrace, Wheelchair accessible, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$682

Woodstock Mediterranean Retreat

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

2 of 4 match: Balcony or terrace, Wheelchair accessible, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$859

Spacious Waterfront Retreat- The Zen Den

Athol house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$224

Luxury Apt with amazing view

Merion apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$123

Waterfront home: 4 bed, 3 bath, hot tub & more!

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$402

Lakefront Chalet in the Poconos!!

Hawley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$517

Great Family Rental - Sun Sand and Surf!

Ocean Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$976

The Swindon House

Roseboom house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$345

Cowry Acres - The First House Villa w Hot Tub

Buckingham villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$1,146

Millionaire Mansion Countryside Stay w/ Lrg Hottub

Chester house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 15

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$619

four season vacation rental

Tannersville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

2 of 4 match: Private outdoor pool (heated), Wheelchair accessible, Golf course on site or within 15 min walk, Balcony or terrace

2 of 4 filters match

Price per night from

$115

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 4 match: Private outdoor pool (heated), Wheelchair accessible, Golf course on site or within 15 min walk, Balcony or terrace

2 of 4 filters match

Price per night from

$259

Cozy 3 Bedroom ENTIRE House in West Orange NJ

West Orange house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 4 match: Private outdoor pool (heated), Wheelchair accessible, Golf course on site or within 15 min walk, Balcony or terrace

2 of 4 filters match

Price per night from

$402

AMAZING! Luxury! Fully renovated, 5BR Beach house!

Atlantic City house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

“Great house for a large group of people” The location of this property is very convenient. Only minutes away from Brigantine Beach, steps away from the Bay Area and minutes away from Atlantic City Boardwalk. The house is spacious (fit 11 people comfortably). The house is very clean and well maintained. Irina (the owner) was very helpful and responsive to our questions. I would definitely stay here again!

2 of 4 match: Private outdoor pool (heated), Wheelchair accessible, Golf course on site or within 15 min walk, Balcony or terrace

2 of 4 filters match

Price per night from

$481

Lake House

Lakeville house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 27 minutes

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$689

Spectacular bay house on the water two blocks from the beach. crabbing from deck

Ventnor City apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$345

Abners Pondside Retreat "A" Near Cooperstown NY

Oneonta apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$345

Beautiful big house and chalet 4000m2 full garden

Cabaceiras do Paraguacu house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$491

Wyndham Skyline Tower

Atlantic City apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$229

Beautiful Beach Front and Bay View Home!

Sea Isle City townhouse

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$1,312

Beautiful 2 Bedroom Modern Apartment Near NYC

Bogota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 4 match: Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$183

Clean Modern Cozy New House

Philadelphia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 4 match: Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$139

Spring, Summer, Fall Weekend Getaway

Hudson apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$234

LUXURY WATERFRONT-SACANDAGA LAKE 30min to Saratoga

Broadalbin house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$752

Affordable Windham Getaway (near private creek!)

Ashland house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$172

Prana Residence - Spa

Cornwall Bridge house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 4 match: Golf course on site or within 15 min walk, Private outdoor pool (heated), Balcony or terrace, Wheelchair accessible

2 of 4 filters match

Price per night from

$859

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Private outdoor pool (heated), Wheelchair accessible, Golf course on site or within 15 min walk, Balcony or terrace

2 of 4 filters match

Price per night from

$976

Renovated beach Townhome patio 3 bedrms/2 bath

Ocean City townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Private outdoor pool (heated), Wheelchair accessible, Golf course on site or within 15 min walk, Balcony or terrace

2 of 4 filters match

Price per night from

$802

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