Westchester County Rentals

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10,002 Houses

Creative Hotels

Ain Benian apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 1

Match: Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk Skiing – property near ski resort

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Casa Rosen Luxury Villa With Private Chef

Culebra villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Match: Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk Skiing – property near ski resort

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Price per night from

$9,160

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Alpine Charm in Downtown Winter Park - Views Included, Steps to Everything

Winter Park townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$311

House 2 bedrooms, private swimming pool, near the airport

Acapulco house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

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Price per night from

$205

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$287

Franklin Park zoo near Studio

Brookline studio

  • Studio
  • 1 bathroom
  • sleeps 4

3 of 5 match: Skiing – property near ski resort, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available

3 of 5 filters match

Price per night from

$212

Tamarack Club 5th Floor Studio 503

Ellicottville condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$320

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Skiing – property near ski resort, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available

3 of 5 filters match

Price per night from

$127

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 5 match: Skiing – property near ski resort, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available

3 of 5 filters match

Price per night from

$86

Links F202 Awaits You at Peninsula Golf & Racquet Club

Gulf Shores townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 5 minutes

3 of 5 match: Skiing – property near ski resort, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available

3 of 5 filters match

Price per night from

$327

Punta Cana Bachelor Party 5 Bedrooms Villa Coco 2

Bavaro villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 18 minutes

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$773

DR 4BR Villa Coco5 close to everything +FREE Bonus

Punta Cana villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 18 minutes

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$630

Punta Cana 5BR Friends Villa + Free Bonus

Bavaro villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 18 minutes

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$773

Deluxe Room E8 B&B Dolce Vita Caribe

Playacar private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$62

Beautiful villa with pool E7

Playa del Carmen villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$247

6 bedroom Villa Puerto Plata, DR

Puerto Plata villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$328

Reunion Resort-luxe 3BR/3BA Villa-Water Park

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Terrific Property” Dear Stacy and Craig, What a time we had! Expecting, as many Orlando-travelers do, that the theme parks would be our only major attractions, we were so pleased to be able to add our accommodations to this list as well. The Sagers have made it absolutely impossible for their guests not to have a first-class time in their condo on the Reunion property. And what an amazing property it is! Swimming pools galore (to include my daughter and son's favorite water park with a lazy river) and my personal favorite swimming and late-afternoon beverage/snacking pool area, Seven Eagles. It is here that we were able to really let-down after an amusement park day and relax only to go home to Stacy and Craig's little slice of heaven with beds that beacon even the most restless tourists. I loved the beds! So incredibly comfy with just the perfect linens making vacationers want to stay in bed just a little longer before heading back out to Sea World; Animal Kingdom; the Magic Kingdom, and the the like (all of which are not more than 15 minutes away). A true place of luxury, the Reunion four star hotel is always available to the Sager's guests serving up pub and kid fare all day and night; fine dining; and late night cocktails and sushi on the 11th floor where fireworks from local theme parks are a daily occurrence. Will we go back, yes! In fact, we have already booked again with the Sagers so we can dream away some of those cold winter days and nights looking forward to our next tip down. Thanks to you both for a wonderful stay. Jen and Dan Smith

3 of 5 match: Skiing – property near ski resort, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available

3 of 5 filters match

Price per night from

$205

The White House

Calliaqua villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 5 match: Skiing – property near ski resort, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available

3 of 5 filters match

Price per night from

$171

House of Views-3 Bedroom 3 bath nestled on a beautiful golf course

Mesa house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 5 match: Skiing – property near ski resort, Private outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available

3 of 5 filters match

Price per night from

$602

Villa Caracol

Jarretaderas house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$401

4BR Golf View Villa with Private Pool - Punta Cana - 85

Bavaro house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 52 minutes

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$470

Villa Tropical Piscina Vista a Campo de Golf Juan Dolio - 11 Pax

Juan Dolio villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$287

Julielm House, Worthing. Luxury Villa with private pool.

Worthing villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$409

Responds fast! avg. 3 hours 10 minutes

3 of 5 match: Skiing – property near ski resort, Bicycles available, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (unheated)

3 of 5 filters match

Price per night from

$287

Responds fast! avg. 2 hours 32 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$142

Westgate Park City Resort and Spa - SKI WEEK - MARCH 31 - APRIL 7, 2019

Park City villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$982

Slope-Side Thrills: Bike, Hike, and Stay

Granby condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 32 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$118

Tamarack Club 5th Floor Deluxe Duo

Ellicottville condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$453

Family Room E8 B&B Dolce Vita Caribe

Playacar private room

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$74

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$1,145

Responds fast! avg. 2 hours 20 minutes

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$217

Ski-in/Ski-out Bliss: Your Dream Getaway near Gondola at Winter Park Resort

Winter Park condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 32 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$203

Mountain Opulence: Townhome with Private Hot Tub, Overlooking Winter Park Resort

Winter Park townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 32 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Skiing – property near ski resort, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$540

casa de campo 3bdr pool villa full service

La Romana villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$745

Beautiful villa with pool E8

Playacar villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$309

Housing Cove Bay

Saint Francois villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$283

THE GRAND LUXX ONE BEDROOM LOFT AVAILABLE IN 2 LOCATIONS IN MEXICO

Nuevo Nayarit hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 4 minutes

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$573

Exceptional Villa Large Private South Facing Pool

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

4 of 5 match: Skiing – property near ski resort, Golf course on site or within 15 min walk, Balcony or terrace, Bicycles available, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$227

Viewing 38 of 10,002
rentals in Westchester County

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