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Westchester County, NY villas
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335 Villa rentals in Westchester County, NY

Best Westchester County, NY villas and beach houses with a pool

Among the 335 accommodations in Westchester County, NY, here are the 4 best villas and beach houses with a pool

Stunning Luxury Estate With Pool In Syosset - Westchester County, NY
No reviews

Stunning Luxury Estate With Pool In Syosset

house, Laurel Hollow
This expansive villa in Syosset, New York, is located 1.9 miles from Cold Spring Harbor Laboratory and 4.3 miles from The Paramount.
This 7800 square foot estate offers 6 bedrooms, 5 bathrooms, and accommodates up to 14 guests, featuring a private swimming pool, jacuzzi, sauna, spa, and a terrace with garden views.
Matt Cozy Quarters - Westchester County, NY
No reviews

Matt Cozy Quarters

house, Orangeburg
This spacious holiday home is situated in Orangeburg, United States, 4.3 miles from the Palisades Center Mall and 17 miles from Manhattanville College.
This vacation rental offers 1560 square feet of living space with 1 bedroom, 2 bathrooms, and a capacity for 19 guests, featuring a private swimming pool, fully equipped kitchen, air conditioning, WiFi, terrace, balcony, and on-site parking.
Holiday Inn Plainview-long Island By Ihg - Westchester County, NY
8.2 84 reviews

Holiday Inn Plainview-long Island By Ihg

hotel, Plainview
The Holiday Inn Plainview-Long Island by IHG is located in Plainview, New York, offering convenient access to local attractions and amenities.
This 3-star hotel provides guests with complimentary Wi-Fi, an on-site restaurant and bar, a swimming pool, a fitness center, and spa services, along with available parking and room service.
Luxury Lakefront Retreat W/ Heated Pool, Hot Tub - Westchester County, NY
9.9 152 reviews

Luxury Lakefront Retreat W/ Heated Pool, Hot Tub

house, Danbury
This Danbury vacation rental is located in a peaceful, serene area near Danbury, Connecticut, offering stunning lake views and close proximity to Ball Pond (6 minutes away) and Candlewood Lake (10 minutes away). The property has received excellent ratings for user experience, location, and cleanliness.
The house has 5 bedrooms and 3 bathrooms, comfortably accommodating up to 16 guests. Amenities include a chef's kitchen, a cozy living room with a fireplace, a dedicated kids' room, a private heated pool and hot tub, a large patio with a covered dining area, a fire pit, a hammock, a basketball hoop, a huge trampoline, and reliable high-speed internet.

Best family friendly Westchester County, NY villas and beach houses

Among the 335 accommodations in Westchester County, NY, here are the 4 best family friendly villas and beach houses

Stylish 4bed 2bath Home In White Plains - Westchester County, NY
9.9 121 reviews

Stylish 4bed 2bath Home In White Plains

house, White Plains
This triplex is located in White Plains, a 12-minute walk from the North White Plains train station and a short drive from Interstate 287. The neighborhood is quiet and family-friendly, offering a peaceful retreat from the city.
This 4-bedroom, 2-bathroom home comfortably accommodates 7 guests. The home is equipped with modern amenities such as a fully equipped kitchen, air conditioning, parking, and internet access.
La Casa Bonita Near Nyc - Westchester County, NY
9.0 6 reviews

La Casa Bonita Near Nyc

house, Yonkers
La Casa Bonita, a Yonkers vacation home, offers convenient access to the Bronx Zoo (6.1 miles), Yankee Stadium (8.7 miles), and Wave Hill (4.5 miles).
This 1700-square-foot house features a spacious 4-bedroom layout sleeping up to 15 guests, complete with a fully equipped kitchen, in-unit laundry, free Wi-Fi, and free private parking.
Serene Mountain Top Views Overlooking Hudson River And Surrounding Highlands - Westchester County, NY
9.8 144 reviews

Serene Mountain Top Views Overlooking Hudson River And Surrounding Highlands

cottage, Fort Montgomery
This charming cottage is located in Fort Montgomery, just minutes from West Point Academy, Bear Mountain State Park, and Woodbury Common Premium Outlets, offering easy access to attractions and the beauty of the Hudson Valley. The cottage boasts excellent user ratings, reflecting its comfortable and convenient accommodations.
The cottage is a cozy 650 square foot space with one bedroom, one bathroom, and a capacity of four guests. Guests can enjoy a fully equipped kitchen, central air, cable TV, a private patio, and a Tesla destination charger, making it an ideal choice for a relaxing and enjoyable stay.
Summer Pool Oasis Custom Bar Arcade Pool Table - Westchester County, NY
No reviews

Summer Pool Oasis Custom Bar Arcade Pool Table

house, Ossining
This Ossining vacation rental is located a 15-minute walk from Old Croton Aqueduct State Park and Sing Sing Correctional Facility, with Ossining Station approximately 1 mile away.
This family-friendly house offers a full-service spa, an arcade/game room, laundry facilities, complimentary WiFi in public areas, and free self-parking.

Frequently Asked Questions about villa rentals in Westchester County, NY

  • What are the must-see attractions in Westchester County, New York?

    For must-see attractions in Westchester County, you've got plenty of options! The Kykuit, Rockefeller Estate, offers a glimpse into the Rockefeller family's history and stunning architecture. For art lovers, the Neuberger Museum of Art at Purchase College showcases an impressive collection. History buffs should check out Lyndhurst Mansion, a stunning Gothic Revival mansion with beautiful grounds. And don't forget the charming downtowns of places like Tarrytown and Sleepy Hollow, perfect for strolling and exploring.
  • What are the best villa rentals in Westchester County, NY?

  • Is Westchester County, New York known for mountains, beaches, forests, or other types of landscapes?

    Westchester County boasts a diverse landscape. While not known for expansive beaches, it has lovely stretches along the Hudson River. There are rolling hills and plenty of forests, perfect for hiking and exploring, such as in Ward Pound Ridge Reservation. You'll also find charming villages and towns nestled amongst these landscapes.
  • What are the best villa rentals with a pool in Westchester County, NY?

  • What are the most surprising and hidden attractions in Westchester County, New York?

    One surprising gem is the Rockefeller State Park Preserve, offering miles of trails and stunning views, often overlooked by visitors. The Union Church of Pocantico Hills, with its striking architecture and peaceful atmosphere, is another hidden treasure. Exploring the various smaller parks and nature preserves scattered throughout the county can also lead to unexpected discoveries.
  • What are the best villa rentals with a jacuzzi in Westchester County, NY?

  • What are some unique ways to learn about the culture of Westchester County, New York by engaging with its people?

    Attend a local farmers market, like the one in Tarrytown, to chat with farmers and sample regional produce. Visiting a local brewery or distillery, like Captain Lawrence Brewing Company, offers a chance to interact with the people who make Westchester's products. Exploring the various art galleries and studios throughout the county provides opportunities to meet local artists and learn about their work.
  • What are the best villa rentals for families and kids in Westchester County, NY?

  • How much time should you set aside to thoroughly explore Westchester County, New York?

    To truly experience Westchester County, plan for at least a long weekend, maybe three or four days. This allows time to explore the major attractions and still have time to wander and discover hidden gems. A week would give you a much more in-depth experience.
  • What are the best pet friendly villa rentals in Westchester County, NY?

    The best pet friendly villa rentals in Westchester County, NY are Luxe 3bd/2ba 29 Min>nyc W/parking & Deck, Lower Lvl Private 2br/1ba Family/pet Friendly and Adirondacks In Westchester.

  • Is there anything you might not think to pack for a trip to Westchester County, New York?

    Comfortable walking shoes are essential, as much of the exploration involves walking around towns and exploring trails. Depending on the season, layers of clothing are recommended, as the weather can be unpredictable. Insect repellent is a good idea, especially during warmer months, when exploring the parks and trails.
  • What are the best villa rentals with parking in Westchester County, NY?

  • What cultural experiences or workshops in Westchester County, New York offer something different?

    The Caramoor Center for Music and the Arts offers unique musical experiences in a beautiful setting. Many of the local art centers and museums host workshops and classes, offering opportunities to learn new skills and engage with local artists. Check their websites for current offerings.
  • Are there any food festivals in Westchester County, New York where you can try local food?

    While specific dates vary, Westchester County hosts various seasonal food events. Many towns have their own smaller festivals and farmers' markets showcasing local cuisine. Check local event listings closer to your travel dates.
  • What seasonal natural events, such as migrations or blooming periods, occur in Westchester County, New York?

    In the spring, you can enjoy the blooming of various wildflowers throughout the county's parks and preserves. Fall brings spectacular foliage, with vibrant colors displayed across the hills and forests. Bird migration is also noticeable in spring and fall, with various species passing through.
  • What exclusive experiences are available when visiting Westchester County, New York?

    A private tour of Kykuit, the Rockefeller Estate, offers a more intimate experience than the public tours. Some of the smaller, less-known art galleries and studios may offer private viewings or artist meet-and-greets. Consider contacting local businesses directly to inquire about private or customized experiences.

Nearby regions

Best Westchester County, NY houses with parking

Walkable Townhouse With Garage 45 Min To Nyc - Westchester County, NY
8.3 8 reviews

Walkable Townhouse With Garage 45 Min To Nyc

house, Stamford
The Luxurious Downtown Haven is a spacious three-bedroom, three-bathroom villa situated in the heart of Stamford, Connecticut, within 20 miles of various landmarks and attractions such as the Iona College, the Bronx Zoo, and Wave Hill. The house offers a non-smoking environment and provides complimentary Wi-Fi and private parking.
With a floor area of 1740 square feet, the villa can accommodate up to 8 guests and features a fully equipped kitchen, a cozy fireplace, a private garden, a terrace, and a stunning balcony with panoramic garden views. Pets are allowed, and the house is family friendly.
The Fred Deluxe 7 Br By I95 Train Harborvw Beach - Westchester County, NY
10 1 review

The Fred Deluxe 7 Br By I95 Train Harborvw Beach

house, Stamford
The Fred Deluxe 7 BR is located in Stamford, a short walk from Cummings Beach and a mile from West Beach, offering easy access to the Stamford coastline. The home is situated near major attractions like Cummings Beach, West Beach, and the I95 Train Harbor, making it easy to explore the area.
This 7-bedroom vacation rental has a spacious 2500 square feet of living space and can accommodate up to 26 guests. The home has a fully equipped kitchen, a fireplace, outdoor seating, free WiFi, and parking.
4br World Cup Base-sleeps 11-easy Met-life Access-grand Central 30 Mins - Westchester County, NY
10 1 review

4br World Cup Base-sleeps 11-easy Met-life Access-grand Central 30 Mins

house, Mount Vernon
This recently renovated vacation home in Mount Vernon offers convenient access to Met-Life and is a 30-minute commute to Grand Central, with Iona College 3.8 miles and Wave Hill 5.6 miles away.
This 80 square feet house accommodates up to 21 guests with 4 bedrooms and 3 bathrooms, featuring a private terrace, full kitchen with a dishwasher and microwave, air conditioning, and free private parking.
Candlewood Lake -Family Getaway, Lakefront 3775 Sqft Home - Westchester County, NY
10 2 reviews

Candlewood Lake -Family Getaway, Lakefront 3775 Sqft Home

house, Danbury
This lakefront home in Danbury is conveniently located just 4.1 miles from the Russian Railway Museum and 8.4 miles from Richter Park Golf Course, offering easy access to local attractions while maintaining a peaceful setting. The property has consistently received excellent user ratings for location, cleanliness, and overall experience.
This spacious 5-bedroom home spans 3780 square feet, comfortably accommodating up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, a fireplace, a private balcony, and free parking, along with access to Candlewood Lake for swimming, boating, and fishing.

Neighborhoods and points of interest in Westchester County, NY

Best Westchester County, NY houses with a garden

Crystal Wave Lakehouse - Westchester County, NY
9.8 141 reviews

Crystal Wave Lakehouse

house, Lake Mohegan
This Lake Mohegan lakefront home, situated on a private peninsula, offers unparalleled lake access and breathtaking views.
The 1,600 sq ft main house and 600 sq ft cottage boast four bedrooms, three bathrooms, a fitness center, and accommodate up to ten guests, with kayaks, swimming, and fishing available directly from the property.
Exquisite Bedford Lux Retreat. - Westchester County, NY
8.2 6 reviews

Exquisite Bedford Lux Retreat.

house, Bedford
This Bedford luxury retreat, located 15 miles from both SUNY Purchase and Manhattanville College, offers convenient access to nearby attractions.
This 2000-square-foot house features three bedrooms, two bathrooms, and can comfortably accommodate up to 19 guests, boasting amenities such as a jacuzzi, sauna, and outdoor fireplace.
The Waterside Home - Pool, Tennis, Sauna & Golf - Westchester County, NY
10 57 reviews

The Waterside Home - Pool, Tennis, Sauna & Golf

house, Katonah
This spacious Katonah home overlooks the Cross River Reservoir, a six-minute taxi ride from the Katonah train station and conveniently located near major roadways and airports.
The three-bedroom, two-bathroom house sleeps six guests and boasts a private nine-acre garden, a private tennis/pickleball court, a swimming pool, an outdoor sauna, and a fully equipped kitchen; waterfront sunsets over the Cross River Reservoir complete the experience.
Peaceful 5 Bedroom 3 Bathroom House, 30 Min To Nyc - Westchester County, NY
9.7 105 reviews

Peaceful 5 Bedroom 3 Bathroom House, 30 Min To Nyc

house, Tuckahoe
This 5-bedroom house is located in Tuckahoe, a charming town just 30 minutes from New York City, with a Metro North station within walking distance. The accommodation boasts excellent ratings for location, cleanliness, and user experience.
This spacious home is perfect for families or large groups, accommodating up to 14 guests. It features a fully equipped kitchen, a dedicated workspace, a patio with a grill, and comfortable amenities like hotel-quality bedding and Smart TVs.
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