Westchester County Rentals

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854 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 Secure parking

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Price per night from

$457

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

Woodstock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$682

Woodstock Mediterranean Retreat

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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

3 of 4 filters match

Price per night from

$859

Beautiful 2 Bedroom Modern Apartment Near NYC

Bogota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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

2 of 4 filters match

Price per night from

$182

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!

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

3 of 4 filters match

Price per night from

$481

2500 Sq ft GEM, yard, walk to bay, close to LBI, Fantasy IslandIsland Seaside

Forked River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$344

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Middletown manor house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

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

3 of 4 filters match

Price per night from

$1,002

Waterfalls and Swimming Holes

Palenville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$247

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

3 of 4 filters match

Price per night from

$801

LOVELY VILLA IN MANHATTAN-NEW YORK CITY VIEW AREA

Cliffside Park house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 3 minutes

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

2 of 4 filters match

Price per night from

$227

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

3 of 4 filters match

Price per night from

$915

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

3 of 4 filters match

Price per night from

$401

Ocean Front - Spectacular Views -Pets OK- 2nd FL w interior stairs & 3 Ext stair

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 32 minutes

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

3 of 4 filters match

Price per night from

$279

Catskill Home for Skiing, Fishing, Hiking & biking

Fleischmanns house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 22

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

3 of 4 filters match

Price per night from

$573

❤️The "Lucky Beach House" The Most Popular Beach House in Atlantic City!❤️

Atlantic City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

Responds fast! avg. 1 hour 42 minutes

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

3 of 4 filters match

Price per night from

$401

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Deals!

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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

3 of 4 filters match

Price per night from

$1,500

Charming home with mountain views

Hunter house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$687

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

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

3 of 4 filters match

Price per night from

$12,268

“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. 1 hour 34 minutes

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

3 of 4 filters match

Price per night from

$373

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Deals!

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

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

3 of 4 filters match

Price per night from

$2,000

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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

3 of 4 filters match

Price per night from

$1,661

Mansion on Ocean Pool 2 New Hot Tubs 10 Bedroms 4 Bathroms New Beds New 70"TVs

Seaside Park villa

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 40

Responds fast! avg. 48 minutes

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

3 of 4 filters match

Price per night from

$4,294

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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

3 of 4 filters match

Price per night from

$1,145

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), Secure parking

3 of 4 filters match

Price per night from

$5,153

Hidden Villa de’Casablanca Pool + Spa Oasis

Stroudsburg house

  • 3 bedrooms
  • 7 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$560

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$1,918

AMAZING *BRAND NEW* Home with PRIVATE HEATED POOL/ FIRE PIT!

East Stroudsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

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

2 of 4 filters match

Price per night from

$487

Newly Built Private Home & Pool In Accord, NY

Accord house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

2 of 4 filters match

Price per night from

$916

Hunter Mt-REDUCED~Amazing Views-Big House! 5 min to SLOPES!

Hunter house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great Owner to Work With” I didn't get to stay in the house because of schedule conflicts but I still would like to highly recommend the owner. I sent her inquiries about the place and she gave me instant response and she was willing to work with my budget and arrange so many nice things for me to enjoy the house. She is a very kind person to work with and she is so patient and understanding ( I had a large group to work with and each one of my friend had a different idea). I trusted her from the second she contacted me and would very much stay here in the near future.

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

2 of 4 filters match

Price per night from

$682

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

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

2 of 4 filters match

Price per night from

$1,718

Tranquil Villa

Monroe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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

2 of 4 filters match

Price per night from

$401

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

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

2 of 4 filters match

Price per night from

$1,432

Perfect blend of country w/the modern u need

Smallwood house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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

2 of 4 filters match

Price per night from

$182

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, Secure parking

2 of 4 filters match

Price per night from

$3,377

Heaven retreat!! 5000 sq ft. Sleeps 16 (pool) Poconos, Historic Honesdale

Honesdale house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 15

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

2 of 4 filters match

Price per night from

$796

Great Pocono vacation from the city noise

Bushkill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$144

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

2 of 4 filters match

Price per night from

$974

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

2 of 4 filters match

Price per night from

$343

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