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Westchester County, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Westchester County, NY

Best family friendly Westchester County, NY vacation rentals

Among the 3195 accommodations in Westchester County, NY, here are the 4 best family friendly rentals

North Shore Breezes Beachfront Home In Asharoken Pet Friendly/event Friendly - Westchester County, NY
No reviews

North Shore Breezes Beachfront Home In Asharoken Pet Friendly/event Friendly

apartment, Asharoken
This Asharoken condo offers direct beachfront access on the Long Island Sound, located a short drive from Northport Village and near Sunken Meadow State Park and Nissequog River State Park.
This family-friendly rental features 4 bedrooms, 3 bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, garden, parking, and internet, providing an ideal retreat for enjoying coastal recreation year-round.
Rare A-frame In The Trees · 20 Min To Wp· 1 Hr Nyc - Westchester County, NY
10 14 reviews

Rare A-frame In The Trees · 20 Min To Wp· 1 Hr Nyc

chalet, Highland Falls
This Highland Falls chalet is located in the Hudson Valley, offering forest views and direct access to the Appalachian Trail, just minutes from Main Street towns like Beacon and Cold Spring, and less than an hour from New York City. This family-friendly apartment accommodates up to 8 guests with 3 bedrooms, 2 bathrooms including a primary suite with a jacuzzi tub, and features a full kitchen, air conditioning, garden, and parking.
Stylish Studio W/ Gym, Rooftop, Gameroom Access - Westchester County, NY
No reviews

Stylish Studio W/ Gym, Rooftop, Gameroom Access

apartment, Stamford
This studio apartment in a well-appointed district of Stamford offers convenient access to local amenities and attractions, with proximity to various Stamford landmarks and entertainment options.
This family-friendly studio accommodates up to 4 guests with a queen bed and sofa bed, featuring a fully stocked kitchen, in-unit washer/dryer, dedicated workspace, and access to a fitness center and rooftop.
Spacious Washington Heights Studio Near Transit - Westchester County, NY
No reviews

Spacious Washington Heights Studio Near Transit

apartment, New York
This Washington Heights studio provides convenient access to the A, C, and 1 subway lines, placing you within easy reach of Midtown Manhattan, Times Square, and Central Park, with Columbia University Irving Medical Center and Highbridge Park also nearby.
This spacious studio features a queen-size bed, a fully equipped kitchen with a coffee machine, a private full bathroom with a bathtub, high-speed Wi-Fi, and a smart TV, accommodating up to two guests with ground floor access.

Top cities

Best Westchester County, NY vacation rentals with parking

Westchester W/i Minutes To Nyc - Westchester County, NY
9.3 119 reviews

Westchester W/i Minutes To Nyc

apartment, Mount Vernon
This two-bedroom apartment rental in Oak Point, North Mount Vernon, offers a convenient five-minute walk to the Metro-North Railroad and Bee-Line Bus for easy access to New York City.
The unit sleeps up to six guests and features a modern kitchen with stainless steel appliances, three Smart TVs (two 43-inch and one 65-inch), a dedicated workspace, and fresh linens/toiletries; Turo car rental is available on request.
Cozy And Unique  Studio - Westchester County, NY
9.8 56 reviews

Cozy And Unique Studio

apartment, New Rochelle
This New Rochelle studio apartment is conveniently located near downtown, a 10-minute walk from both Rockwood Park and the historic Rock City landmark.
The cozy basement unit sleeps two, includes private entrance, parking, and air conditioning, and offers easy access to Manhattan via a 35-minute train ride.
The Lucky Escape - Westchester County, NY
10 2 reviews

The Lucky Escape

apartment, Yonkers
This 4-bedroom rental home in Yonkers offers easy access to major highways, Cross County Mall, Ridge Hill, and is a 25-minute drive to New York City, with the Metro-North station in Bronxville just 10 minutes away for a 25-30 minute commute to Grand Central.
This fully equipped apartment accommodates up to 7 guests with 2 bathrooms, a private entrance, air conditioning, parking, and in-unit laundry, plus televisions in the living room and a bedroom, and is located near a golf course.
Nyc 28 Min, 4min Walk 2 Train, 3 Kings, Patio, W/d - Westchester County, NY
9.6 67 reviews

Nyc 28 Min, 4min Walk 2 Train, 3 Kings, Patio, W/d

apartment, Mount Vernon
This Mount Vernon apartment rental is a 4-minute walk from the Fleetwood Metro-North station, offering a quick 30-minute express train ride to New York City.
The three-bedroom, one-bathroom unit sleeps eight guests comfortably, featuring a fully equipped kitchen with dishwasher, in-unit laundry, private patio, free street parking, and high-speed Wi-Fi; a pack 'n play is available for infants.

Frequently Asked Questions about vacation rentals in Westchester County, NY

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

    For iconic Westchester sights, you've got to check out Kykuit, the Rockefeller Estate in Pocantico Hills, offering stunning architecture and gardens. The Lyndhurst Mansion in Tarrytown is another architectural gem, a Gothic Revival masterpiece with beautiful Hudson River views. In Sleepy Hollow, the Old Dutch Church and Sleepy Hollow Cemetery are steeped in history and legend, perfect for exploring the area's rich past. Don't forget to stroll along the charming streets of Tarrytown and its riverfront.
  • What are the best Airbnb and vacation rentals in Westchester County, NY?

    The Safe House - High Tech Apt #3 - 4 Beds, Lovely And Well Appointed Suite W/ Indoor Parking and Hudson River Peaceful Getaway - Explore From Here are the most popular Airbnb and vacation rentals in Westchester County, NY among travelers.

  • Are there unique natural phenomena in Westchester County, New York?

    While Westchester doesn't have dramatic geological features like geysers, its natural beauty is undeniable. The Hudson River itself is a significant natural feature, offering stunning views and opportunities for recreation. The many parks and preserves, like Rockefeller State Park Preserve and Ward Pound Ridge Reservation, showcase diverse ecosystems, including forests, wetlands, and streams. These areas provide opportunities for hiking, birdwatching, and enjoying the natural landscape.
  • What are the most popular Airbnbs in Westchester County, NY?

  • What essentials should you bring along for a trip to Westchester County, New York?

    Comfortable walking shoes are a must, as you'll likely be doing a fair bit of exploring on foot. Depending on the season, pack layers of clothing, as weather can be unpredictable. Sunscreen, a hat, and sunglasses are important year-round, especially during the summer months. Don't forget your camera to capture the beautiful scenery and historical sites.
  • What are the best vacation rentals with a pool in Westchester County, NY?

    Luxe 3bd/2ba 29 Min>nyc W/parking & Deck, Private Guest Studio and E And T Getaway Llc are the best vacation rentals with a pool in Westchester County, NY.

  • What famous events or festivals are happening in Westchester County, New York?

    Westchester County hosts numerous local events throughout the year. While specific dates change annually, events like the Tarrytown Music Hall's concert series and the various festivals held in towns like Pleasantville and Bronxville often draw crowds. Check local event listings closer to your travel dates for the most up-to-date information.
  • What are the best rentals for families and kids in Westchester County, NY?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Westchester County, New York?

    A daily budget for Westchester County will vary greatly depending on your travel style. For a mid-range budget, expect to spend around $200-$300 per day, covering accommodation, meals, local transportation (like ride-sharing or taxis), and entry fees to attractions. Budget travelers might find options for less, while luxury travelers will spend significantly more.
  • What are the best rentals or Airbnbs with a jacuzzi in Westchester County, NY?

    The best vacation rentals or Airbnb with a jacuzzi in Westchester County, NY are Modern Apartment With Jacuzzi, Hudson River House - Ferry To Nyc and Ocean Coast Luxury Beach House/45 Min To Nyc.

  • Where can you find the best restaurants serving local dishes in Westchester County, New York, and what are the must-try specialties?

    Westchester boasts a diverse culinary scene. For upscale dining, The Blue Hill at Stone Barns in Pocantico Hills is renowned for its farm-to-table cuisine. For more casual options, you'll find excellent Italian restaurants throughout the county, reflecting the area's history and heritage. Seafood is also a popular choice, given the proximity to the Hudson River. There isn't one single 'must-try' specialty, but exploring the diverse menus will reveal many local favorites.
  • What are some less-famous attractions in Westchester County, New York that are worth the visit?

    The Rockefeller State Park Preserve offers miles of hiking trails and stunning views, often less crowded than other attractions. The Union Church of Pocantico Hills, while not entirely unknown, is a beautiful and architecturally significant building that receives less tourist traffic than Kykuit. Exploring the charming villages of Irvington and Dobbs Ferry, with their unique shops and restaurants, offers a more intimate experience of Westchester County.
  • What are the best activities for engaging with locals and understanding their culture in Westchester County, New York?

    Attending local farmers' markets, like those in Tarrytown or Pleasantville, provides a great opportunity to interact with residents and sample local produce. Visiting smaller, independent shops and boutiques in the various villages offers a chance to connect with business owners and get a feel for the community. Simply strolling through the towns and engaging in casual conversations with locals can offer a glimpse into the culture of Westchester.
  • What unique natural landscapes and terrain features can travelers explore in Westchester County, New York?

    Westchester's diverse landscape includes the Hudson River shoreline, offering waterfront parks and scenic views. The rolling hills and valleys provide opportunities for hiking and exploring forests and woodlands. The numerous parks and preserves, like Ward Pound Ridge Reservation, boast varied terrain, from gentle slopes to more challenging climbs.
  • How many days are ideal for visiting Westchester County, New York, and what are some itinerary suggestions?

    Three to four days is a good amount of time to explore the highlights of Westchester County. A possible itinerary could include: Day 1: Kykuit and the Rockefeller State Park Preserve; Day 2: Lyndhurst Mansion and Tarrytown; Day 3: Sleepy Hollow and the Old Dutch Church; Day 4: Exploring a village like Irvington or Dobbs Ferry and enjoying local restaurants. This can be adjusted based on your interests and pace.
  • How is the weather in Westchester County, New York in high season?

    Westchester's high season is generally summer (June-August). Expect warm temperatures, often in the 70s and 80s Fahrenheit (20s and 30s Celsius), with occasional humidity. However, weather can be unpredictable, so packing layers is always recommended. Expect pleasant weather in the shoulder seasons, spring and fall, with cooler temperatures and less humidity.

Nearby regions

Best Westchester County, NY vacation rentals with a balcony

'Croton Nook' - Spacious Studio With Full Eat-in Kitchen, Cozy Getaway - Westchester County, NY
10 2 reviews

'Croton Nook' - Spacious Studio With Full Eat-in Kitchen, Cozy Getaway

studio, Croton-on-Hudson
This Croton-on-Hudson studio apartment is conveniently located on the first floor of a multi-family building, a short walk from local cafes, restaurants, and the Croton-Harmon train station offering a 45-minute commute to NYC.
This 600-square-foot first-floor unit features a queen bed, a sofa bed, a full kitchen with fridge, microwave, and dishwasher, a private entrance, designated parking, and accommodates up to three guests.
Retreat W/ Yard Near Nyc & Metlife Stadium! - Westchester County, NY
No reviews

Retreat W/ Yard Near Nyc & Metlife Stadium!

apartment, Englewood
This Teaneck apartment is located 7.2 miles from MetLife Stadium and 7.3 miles from Yankee Stadium, with Columbia University 8.2 miles away.
This 1000 sq ft rental accommodates up to 3 guests with 1 bedroom, 1 bathroom, a full kitchen, air conditioning, a terrace, garden, and complimentary parking, and is pet-friendly.
Discover Natures Glory! Perfect Family Home - Westchester County, NY
8.8 6 reviews

Discover Natures Glory! Perfect Family Home

apartment, Fort Montgomery
This Highland Falls vacation rental, near Fort Montgomery, offers easy walking access to local shops and restaurants, and is a 12-minute drive from West Point.
The three-bedroom, two-bathroom apartment sleeps eight, features a fully equipped kitchen with a fridge and microwave, a terrace, garden, parking, internet access, and air conditioning.
Romantic Manhattan Micro-suite + Private Balcony - Westchester County, NY
No reviews

Romantic Manhattan Micro-suite + Private Balcony

apartment, New York
This Manhattan micro-suite is situated near the Hudson River, offering river views and convenient subway access to Rockefeller Center, Carnegie Hall, 5th Avenue, and Times Square.
This private apartment accommodates two guests and features a kitchenette with a microwave, air conditioning, a private balcony, and parking, providing a stylish and comfortable base for exploring New York City.

Neighborhoods and points of interest in Westchester County, NY

Best Westchester County, NY vacation rentals with air conditioning

Modern Hudson Valley Loft | West Views, 1hr Nyc - Westchester County, NY
10 14 reviews

Modern Hudson Valley Loft | West Views, 1hr Nyc

house, Nelsonville
This modern loft is situated in the Hudson Valley, adjacent to Fahnestock State Park, one hour from New York City, and a short 10-minute drive from Cold Spring and 20 minutes from Beacon.
This adult-only retreat accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring air conditioning, internet, a kitchen, and a swimming pool, plus an outdoor fire pit and a private balcony overlooking the valley.
Large, Relaxing Private 1 Bedroom Apartment. - Westchester County, NY
9.9 278 reviews

Large, Relaxing Private 1 Bedroom Apartment.

apartment, Yonkers
This one-bedroom apartment is conveniently located in Yonkers, just a short drive from New York City and close to Executive Boulevard and the river towns. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment features a spacious living room, dining room, and fully equipped kitchen, comfortably accommodating up to three guests. Guests can enjoy modern amenities like WiFi, Netflix, and cable TV, along with a private garden, two outdoor decks, and a washer and dryer.
Fabulous Fleetwood Stay  - Nyc In 30 - Westchester County, NY
9.6 68 reviews

Fabulous Fleetwood Stay - Nyc In 30

apartment, Mount Vernon
This two-bedroom Fleetwood, Westchester apartment is a short walk from Bronxville and a 25-minute Metro-North train ride from Grand Central Terminal.
The newly renovated unit features a full kitchen, 55-inch smart TV, free parking (availability to be confirmed), and accommodates up to five guests with two queen beds.
Luxury Private Apartment - Walk To Train For Nyc! - Westchester County, NY
9.9 330 reviews

Luxury Private Apartment - Walk To Train For Nyc!

apartment, Harrison
This one-bedroom apartment is conveniently located in a quiet neighborhood in Harrison, just a short walk from the Harrison Metro North Train Station, providing easy access to New York City, Greenwich, and Stamford. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features a private entrance and walkway, a full kitchen with new appliances, a spacious living area with a 65-inch flat TV, and a modern bathroom with a bathtub. Guests can enjoy free on-street parking for two cars, proximity to parks, and easy access to local schools with amenities like large fields, tennis courts, basketball courts, and walking tracks.