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2,968 Houses

(1) Excellent 

    24

    Quaint Yonkers Condo - 1 Block to Hudson River!

    Westchester County / Yonkers

    Yonkers condo

    2 6 30 nights min

    • 2 bedrooms
    • sleeps 6
    • 30 nights min
    • Child Friendly
    • Air conditioning

    Price per night from

    $72

    Responds fast!
    avg. 10 minutes

    Price per night from

    $72

      15

      LUXURY COTTAGE

      Westchester County / Pound Ridge

      Pound Ridge cottage

      1 4 2 nights min

      • 1 bedroom
      • sleeps 4
      • 2 nights min
      • Ask about children
      • Ask about pets

      Price per night from

      $315

      Responds fast!
      avg. 2 hours 6 minutes

      Price per night from

      $315

        24

        Pelham Train Station 1 Bed 1 Bath - 8 - 28 Minutes to Grand Central

        Westchester County / Pelham

        Pelham apartment

        1 4 4 nights min

        • 1 bedroom
        • sleeps 4
        • 4 nights min
        • Child Friendly
        • Air conditioning

        Price per night from

        $114

        Responds fast!
        avg. 3 hours 13 minutes

        Price per night from

        $114

        (2) Very Good 

          26

          Lovely home, 30 min train to Manhattan

          Westchester County / Mount Vernon

          Mount Vernon house

          2 5 1 night min

          • 2 bedrooms
          • sleeps 5
          • 1 night min
          • Child Friendly
          • Air conditioning
          • Private garden

          Price per night from

          $184

          Price per night from

          $184

            12

            Stone Croft Cottage

            Westchester County / Chappaqua

            Chappaqua cottage

            1 4 4 nights min

            • 1 bedroom
            • sleeps 4
            • 4 nights min
            • Child Friendly
            • Car not necessary
            • Air conditioning

            Price per night from

            $149

            Price per night from

            $149

            (5) Excellent 

              23

              NYC Midtown 30 minutes-Scarsdale on Golf Course

              Westchester County / Scarsdale

              Scarsdale house

              5 8 2 nights min

              • 5 bedrooms
              • sleeps 8
              • 2 nights min
              • Nearest beach 16 mi
              • Child Friendly
              • Air conditioning

              Price per night from

              $599

              Price per night from

              $599

                15

                An Oasis in the Hudson Valley

                Westchester County / Croton on Hudson

                Croton on Hudson apartment

                1 2 2 nights min

                • 1 bedroom
                • sleeps 2
                • 2 nights min
                • Nearest beach 32 mi
                • Swimming pool
                • Suitable for children age 5+

                Price per night from

                $201

                Price per night from

                $201

                  16

                  Cozy and Spacious Cape Cod home

                  Westchester County / Pelham Manor

                  Pelham Manor house

                  6 11 6 nights min

                  • 6 bedrooms
                  • sleeps 11
                  • 6 nights min
                  • Child Friendly
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $440

                  Price per night from

                  $440

                    14

                    PRIVATE 2 BEDROOM APARTMENT

                    Westchester County / Mount Vernon

                    Mount Vernon studio

                    Studio 4 2 nights min

                    • Studio
                    • sleeps 4
                    • 2 nights min
                    • Nearest beach 3 mi
                    • Car not necessary
                    • Air conditioning

                    Price per night from

                    $143

                    Price per night from

                    $143

                      11

                      Hudson View Guesthouse - Bedroom 2

                      Westchester County / Yonkers

                      Yonkers guest house

                      1 2 1 night min

                      • 1 bedroom
                      • sleeps 2
                      • 1 night min

                      Price per night from

                      $86

                      Price per night from

                      $86

                        11

                        Hudson View Guesthouse - Bedroom 3

                        Westchester County / Yonkers

                        Yonkers guest house

                        1 2 1 night min

                        • 1 bedroom
                        • sleeps 2
                        • 1 night min

                        Price per night from

                        $86

                        Price per night from

                        $86

                          18

                          Sunrise Waterfront House

                          Westchester County / New Rochelle

                          New Rochelle house

                          4 6 30 nights min

                          • 4 bedrooms
                          • sleeps 6
                          • 30 nights min
                          • Beach / lakeside relaxation
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $258

                          Price per night from

                          $258

                            24

                            Bronx Apartment Near Subway & Yankee Stadium!

                            Westchester County / Mount Vernon

                            Mount Vernon apartment

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $149

                            Responds fast!
                            avg. 7 minutes

                            Price per night from

                            $149

                            (2) Excellent 

                              11

                              Westchester Hudson Valley Estate - Private, less than 1 hour from NYC

                              Westchester County / Croton on Hudson

                              Croton on Hudson villa

                              8 24 2 nights min

                              • 8 bedrooms
                              • sleeps 24
                              • 2 nights min
                              • Child Friendly
                              • Car not necessary
                              • Air conditioning

                              Price per night from

                              $2,515

                              Price per night from

                              $2,515

                                11

                                Hudson View Guesthouse - Bedroom 1

                                Westchester County / Yonkers

                                Yonkers guest house

                                1 2 1 night min

                                • 1 bedroom
                                • sleeps 2
                                • 1 night min

                                Price per night from

                                $86

                                Price per night from

                                $86

                                  28

                                  independent room with office and kitchen

                                  Cortlandt / Cortlandt Manor

                                  Cortlandt Manor b and b

                                  1 2 1 night min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 1 night min
                                  • Nearest beach 8 mi
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $58

                                  Responds fast!
                                  avg. 1 hour 48 minutes

                                  Price per night from

                                  $58

                                    27

                                    Stately Shingled Colonial - In Cedar Knolls, Bronxville, NY

                                    Westchester County / Bronxville

                                    Bronxville house

                                    4 10 7 nights min

                                    • 4 bedrooms
                                    • sleeps 10
                                    • 7 nights min
                                    • Child Friendly
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $344

                                    Price per night from

                                    $344

                                      21

                                      Pelham Train Station 1 Bed 1 Bath - 5 - 28 Minutes to Grand Central

                                      Westchester County / Pelham

                                      Pelham apartment

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $102

                                      Responds fast!
                                      avg. 3 hours 13 minutes

                                      Price per night from

                                      $102

                                        15

                                        Modern Comfy Studio 30 min from Manhattan - Yonkers NY

                                        Westchester County / Yonkers

                                        Yonkers house

                                        1 4 1 night min

                                        • 1 bedroom
                                        • sleeps 4
                                        • 1 night min
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $103

                                        Responds fast!
                                        avg. 4 minutes

                                        Price per night from

                                        $103

                                          7

                                          The cozy pod

                                          Westchester County / Mount Vernon

                                          Mount Vernon apartment

                                          1 2 2 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 2 nights min

                                          Price per night from

                                          $86

                                          Price per night from

                                          $86

                                            21

                                            Pelham Train Station 1 Bed 1 Bath - 4- 28 Minutes to Grand Central

                                            Westchester County / Pelham

                                            Pelham apartment

                                            1 4 4 nights min

                                            • 1 bedroom
                                            • sleeps 4
                                            • 4 nights min
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $102

                                            Responds fast!
                                            avg. 3 hours 13 minutes

                                            Price per night from

                                            $102

                                              19

                                              Gorgeous Setting in Prospect Park/Pool, Very quiet neighborhood

                                              Westchester County / White Plains

                                              White Plains house

                                              3 4 28 nights min

                                              • 3 bedrooms
                                              • sleeps 4
                                              • 28 nights min
                                              • Nearest beach 7 mi
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $286

                                              Price per night from

                                              $286

                                                5

                                                Everything is new on yonkers Ave

                                                Westchester County / Yonkers

                                                Yonkers apartment

                                                2 7 1 night min

                                                • 2 bedrooms
                                                • sleeps 7
                                                • 1 night min
                                                • Child Friendly

                                                Price per night from

                                                $67

                                                Price per night from

                                                $67

                                                (2) Excellent 

                                                  50

                                                  Croton Lodge: Luxury 2bd⭐Comfort+Style⭐45min to NYC,Great Food.7 nights max stay

                                                  Westchester County / Croton on Hudson

                                                  Croton on Hudson apartment

                                                  2 6 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Nearest beach 2 mi
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $137

                                                  Price per night from

                                                  $137

                                                    38

                                                    Newly Renovated Antique Estate with Pool & Tennis on 14+ Acres

                                                    Westchester County / Katonah

                                                    Katonah villa

                                                    6 14 min stay varies

                                                    • 6 bedrooms
                                                    • sleeps 14
                                                    • min stay varies
                                                    • Nearest beach 20 mi
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $743

                                                    Price per night from

                                                    $743

                                                      20

                                                      Kensico Dam Home- Located in town

                                                      Westchester County / Valhalla

                                                      Valhalla house

                                                      2 4 1 night min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 1 night min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Pet Friendly

                                                      Price per night from

                                                      $285

                                                      Price per night from

                                                      $285

                                                        25

                                                        Beautiful Four Bedroom Entire House in Bedford, NY

                                                        Westchester County / Bedford

                                                        Bedford house

                                                        4 6 5 nights min

                                                        • 4 bedrooms
                                                        • sleeps 6
                                                        • 5 nights min
                                                        • Child Friendly
                                                        • Private garden

                                                        Price per night from

                                                        $287

                                                        Price per night from

                                                        $287

                                                          15

                                                          Contemporary Rustic Lakefront, Westchester County NY

                                                          Westchester County / South Salem

                                                          South Salem house

                                                          4 8 2 nights min

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • 2 nights min
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Private garden

                                                          Price per night from

                                                          $3,663

                                                          Price per night from

                                                          $3,663

                                                            4

                                                            Valhalla Sky 1 Queenn Rm

                                                            Westchester County / Valhalla

                                                            Valhalla room

                                                            1 2 1 night min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 1 night min
                                                            • Child Friendly
                                                            • Pet Friendly

                                                            Price per night from

                                                            $83

                                                            Price per night from

                                                            $83

                                                              24

                                                              Bronx Apartment - 1 Block to Subway to Manhattan!

                                                              Westchester County / Mount Vernon

                                                              Mount Vernon apartment

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $143

                                                              Responds fast!
                                                              avg. 7 minutes

                                                              Price per night from

                                                              $143

                                                                4

                                                                Comfortable on Chatterton

                                                                Westchester County / White Plains

                                                                White Plains house

                                                                5 4 1 night min

                                                                • 5 bedrooms
                                                                • sleeps 4
                                                                • 1 night min
                                                                • Child Friendly
                                                                • Car not necessary

                                                                Price per night from

                                                                $86

                                                                Price per night from

                                                                $86

                                                                (1) Average 

                                                                  7

                                                                  Home

                                                                  Westchester County / Pelham

                                                                  Pelham b and b

                                                                  2 3 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 3
                                                                  • 2 nights min
                                                                  • Air conditioning
                                                                  • Private garden

                                                                  Price per night from

                                                                  $69

                                                                  Price per night from

                                                                  $69

                                                                    48

                                                                    NY Bedford

                                                                    Westchester County / Mount Kisco

                                                                    Mount Kisco house

                                                                    4 10 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 10
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $748

                                                                    Responds fast!
                                                                    avg. 2 hours 19 minutes

                                                                    Price per night from

                                                                    $748

                                                                    Great rentals within 20 miles that match your search

                                                                    Distance approx 3.54 km from Westchester County Show on Map

                                                                      21

                                                                      ELEGANT 1 BEDROOM ON EAST 52nd ST & 2nd AVENUE

                                                                      New York / New York City

                                                                      New York City apartment

                                                                      1 3 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 3
                                                                      • min stay varies
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $239

                                                                      Price per night from

                                                                      $239

                                                                      Distance approx 3.58 km from Westchester County Show on Map

                                                                        6

                                                                        Bliss Art Space

                                                                        New York / Brooklyn

                                                                        Brooklyn apartment

                                                                        2 4 30 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 30 nights min

                                                                        Price per night from

                                                                        $62

                                                                        Price per night from

                                                                        $62

                                                                        Distance approx 6.46 km from Westchester County Show on Map

                                                                          60

                                                                          (4B) Two Bedroom Apt. Just off Park Ave.

                                                                          New York / New York City

                                                                          New York City apartment

                                                                          2 6 30 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 30 nights min
                                                                          • Child Friendly
                                                                          • Car not necessary
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $116

                                                                          Price per night from

                                                                          $116

                                                                          Distance approx 3.34 km from Westchester County Show on Map

                                                                          (1) Very Good 

                                                                            6

                                                                            Amazing Studio/fully furnished/Time Square

                                                                            New York / New York City

                                                                            New York City townhouse

                                                                            1 2 30 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 30 nights min
                                                                            • Child Friendly
                                                                            • Car not necessary
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $136

                                                                            Price per night from

                                                                            $136

                                                                            Distance approx 2.56 km from Westchester County Show on Map

                                                                              8

                                                                              Great location, super clean, next to NYC

                                                                              New Jersey / Jersey City

                                                                              Jersey City apartment

                                                                              1 2 4 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 4 nights min
                                                                              • Car not necessary
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $114

                                                                              Price per night from

                                                                              $114

                                                                              About Westchester County

                                                                              Visit the county of Westchester in New York to discover a variety of historical and cultural experiences, while staying close to the famous city. With over 20,000 acres of parkland, outdoor enthusiasts will be in their element. Book your vacation rental with FlipKey today to secure your vacation in 2017.

                                                                              About Westchester County

                                                                              Westchester is in Southern New York (otherwise known as Downstate) and is bordered by Long Island and the Hudson River.

                                                                              For several years, Westchester has been the center of the movie industry, providing a backdrop for many much-loved movies.

                                                                              During the 20th century, Westchester went under a major transformation, which saw the development of the likes of parks and green areas which created a much more suburban feel. Despite these redevelopments, the historical aspect of the county still remains. The oldest building within Westchester is the Timothy Knapp House built around 1670.

                                                                              As mentioned, Westchester has been the center of many major movies, which have included the likes of Big (1988). It’s also referenced in Friends and How I Met Your Mother. If you're a TV and movie buff, you'll definitely want to make the trip and see where some of these famous scenes have been filmed.

                                                                              What to do

                                                                              If you're a real history geek, you'll love the Lyndhurst mansion which is placed in a beautiful setting of river views and gardens. It was designed by Alexander Jackson Davis and is styled in a Gothic revival. There's also the Sleepy Hollow cemetery for those who like to actively seek out ghosts and spirits. Here you'll discover many famous graves and you may decide to hire a guide to make your experience more worthwhile.

                                                                              As an option for the kids, why not take a trip to the famous Legoland? One of the top highlights is to see the New York skyline built entirely from Lego bricks, however there are many attractions to enjoy for a fun-filled day.

                                                                              There's also options for arts enthusiasts as the county has two main theaters: the Capitol Theater and the Westchester Broadway Theater where you can view a wide range of live performances.

                                                                              Top travel tips

                                                                              Due to the vast scale of the county, there are plenty of public transport options to get around the county. Bus services are provided by the Bee-Line bus system which transports from Westchester to the Bronx and the MTA Bus Company runs into Midtown Manhattan. These are great options if you wish to travel internally around Westchester or to venture out to other places.

                                                                              The climate within Westchester is quite humid, but it's slightly cooler than the bustling and built-up New York City. It's fairly common to experience rain and winters can be extremely cold.

                                                                              Want to discover a lesser-known destination in New York? Book a vacation rental in Westchester this year. Here you'll be surrounded by beautiful scenery within proximity of NYC should you wish to travel in.