Westchester County Rentals

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401 Houses

“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

Match: Golf course on site or within 15 min walk Water sports Wheelchair accessible

All filters match

Price per night from

$373

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: Golf course on site or within 15 min walk Water sports Wheelchair accessible

All filters match

Price per night from

$686

Match: Golf course on site or within 15 min walk Water sports Wheelchair accessible

All filters match

Price per night from

$345

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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 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$227

Great Family Rental - Sun Sand and Surf!

Ocean Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$975

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$1,219

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

Woodstock house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$682

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 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$481

Lakefront Chalet in the Poconos!!

Hawley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$517

Millionaire Mansion Countryside Stay w/ Lrg Hottub

Chester house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 15

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$619

Famous Liberty View Farm

Clintondale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Water sports, Golf course on site or within 15 min walk, Wheelchair accessible

2 of 3 filters match

Price per night from

$861

The Pump House Inn

Canadensis house

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 28

2 of 3 match: Water sports, Golf course on site or within 15 min walk, Wheelchair accessible

2 of 3 filters match

Price per night from

$3,383

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$1,148

Blue Parrot 3 Bedroom, 1 bath, large deck, wi-fi, sat TV, d/w, microwave

Ocean Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$573

Brigantine Surf Shack - Large, Affordable, Eco-Friendly, Bar, Ping Pong, Patio

Brigantine house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 17

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$687

Renovated beach Townhome patio 3 bedrms/2 bath

Ocean City townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$802

Great Reviews/ One Block to Beach/ Lg Deck/ 3 Parking Spaces/ One Way Street

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wedding Bliss with a Twist!” We had a sister get married and needed a place to stay with our large family! At the last minute Mr. and Mrs. Kenney came through for us! They were easy to deal with and extremely kind! The Place was just spectacular! Great location, convenient parking! Everything was so neat and clean! We loved the book and seashore theme! We felt totally relaxed, even with our small children! There was even a book to write our memories in! That to us, meant that Mr. and Mrs. Kenney really wanted to make sure we enjoyed ourselves! thanks again so much! We certainly have great memories of such a busy weekend! The Stasuk's

Responds fast! avg. 3 hours 30 minutes

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$659

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$974

OCEAN 21: Beautiful 2Bed 2Bath Oceanfront Condo, Brigantine, NJ

Brigantine condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$563

15 Acre Catskills Sanctuary with Private Lake, Nature Lovers Retreat

Jewett cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$573

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$3,272

Beachfront Shabby Chic Luxury Home - On the Sand!

Ocean City house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$779

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$5,153

Saugerties, Woodstock, Catskills, Hunter, HITS, Rental House

Saugerties house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome Columbus Weekend” Myself and 4 friends stayed here for a long Columbus Day weekend. This place is just what we needed. We are all from NYC so the location was extermely convenient for us. The Catskills are just a short drive from the city...well worth the drive. The house was great. Very clean, spaceous, and accommodating. It is located very close to the town of Saugerties and close to Woodstock and Hunter Mtn. The owners are very helpful and generous. I highly recommend this house.

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$247

Beautiful home with EV charger in a gated lakeside community w/lots of amenities

Hemlock Farms house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$328

Perfect blend of country w/the modern u need

Smallwood house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$183

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$1,721

Endless water views on estate property and walk to downtown and beaches!

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$1,148

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

Forked River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$344

Woodstock Mediterranean Retreat

Woodstock house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$859

charming house in the catskills

Jewett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$287

WE DO NOT RENT FOR SENIOR WEEK Ground Floor Beach Block 2 Bedroom Apartment

Ocean City apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“The apartment felt like home as soon as we walked in.” Brian was a big help. He saved parking spots for us and helped with my medical supplies. And Karen helped with the TV. I would go back again, I feel like I have known Brain and Karen for years.

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$327

Lake House

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$818

Secluded Country Getaway

Highland house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Wheelchair accessible, Golf course on site or within 15 min walk, Water sports

2 of 3 filters match

Price per night from

$269

UMIQUE Country Condo, 1BR 1 BA - NEW

Hancock condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$261

Rustic Countryside Cottage w/ Spa/Fire Pit/Wood Pellet Stove

Cold Spring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$411

Sunset Mountain Estate

Monticello house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$682

*ASHTON HILLS Estate -7B/4Ba Luxury Woodstock NY*

Shokan house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

2 of 3 match: Golf course on site or within 15 min walk, Water sports, Wheelchair accessible

2 of 3 filters match

Price per night from

$2,173

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