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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 2136 accommodations in Westchester County, NY, here are the 4 best family friendly rentals

Beautiful, Lake Side Private Suburban Home Away From Home! - Westchester County, NY
Westchester County, NY
06/27 – 07/04
$467/nighttotal: $3269 (7 )

Beautiful, Lake Side Private Suburban Home Away From Home!

4 1
apartment , Armonk
This Armonk vacation home is located near the Eugene and Agnes Meyer Nature Preserve (3 miles), Armonk Indoor Sports Center (6 miles), and Stanwich Club (6 miles), offering easy access to outdoor recreation and sports facilities.
This 5-bedroom, 3-bathroom house sleeps up to 2 guests comfortably, features a fully equipped kitchen, free WiFi, a private garden, and a terrace, perfect for families seeking a relaxing getaway near nature preserves.
Huge 3 Bedrooms Apt 15 Minutes To Ny City - Westchester County, NY
Westchester County, NY
07/18 – 07/19
$989/nightfor 1 night

Huge 3 Bedrooms Apt 15 Minutes To Ny City

3 2
apartment , West New York
This apartment is located in West New York, just a block from the intersection of East Bergenline Avenue and West Kennedy Boulevard, offering easy access to public transportation. The apartment is conveniently situated in a bustling neighborhood with a variety of shops, restaurants, and attractions within walking distance.
This spacious 3-bedroom rental comfortably sleeps 7 guests. It features a fully equipped kitchen with a refrigerator, microwave, and other appliances, a dining table with seating for six, a balcony, and a garden. Enjoy the convenience of high-speed internet and air conditioning, along with the option of bringing your furry friends.
6 Bedroom Elegant And Comfy Upstate Oasis Sanitized - Westchester County, NY
10 23 reviews
Westchester County, NY
06/21 – 06/27
$1774/nighttotal: $10644 (6 )

6 Bedroom Elegant And Comfy Upstate Oasis Sanitized

6 2
apartment , Heritage Hills
This 6-bedroom vacation home is located in Heritage Hills, just 6 miles from Lake Glencom, Lake Mahopac, and Putnam Hospital Center, offering a peaceful escape from the city. It has consistently received excellent ratings from previous guests.
The 4,800 square foot home comfortably accommodates up to 19 guests with 4 bathrooms, a fully equipped kitchen, and a private pool and spa. Guests can enjoy a range of amenities including a fireplace, a terrace, and a garden, along with access to the river for outdoor activities.
New Beach Home Near Stamford Downtown/shippan - Westchester County, NY
8.0 2 reviews
Westchester County, NY
06/25 – 06/28
$1952/nighttotal: $5856 (3 )

New Beach Home Near Stamford Downtown/shippan

5 15
house , Stamford
This Stamford house is situated in the New Beach district, within walking distance of West Beach and a short drive from Downtown Stamford and Shippan Point. It offers stunning panoramic views of Long Island Sound and the Stamford cityscape. The house has very good user ratings and a good location rating.
With 5 bedrooms and 3 bathrooms spread over 2200 square feet, the house can comfortably accommodate up to 16 guests. It features a modern kitchen, air conditioning, a terrace with garden views, an outdoor fireplace, a fitness center, and private parking.

Top cities

Best Westchester County, NY vacation rentals with parking

Cozy 1 Bedroom Apt - Minutes To Nyc - 15 Min To Metlife Stadium Fifa - Westchester County, NY
8.9 10 reviews
Westchester County, NY
07/18 – 07/19
$662/nightfor 1 night

Cozy 1 Bedroom Apt - Minutes To Nyc - 15 Min To Metlife Stadium Fifa

1 2
apartment , Guttenberg
This Guttenberg apartment is located 5.6 miles from Times Square and the Jacob K. Javits Convention Center, and 7.5 miles from Teterboro Airport.
This family-friendly unit offers 9690 square feet of living space, a private terrace, a fully equipped kitchen with a fridge and microwave, and soundproofing for a peaceful stay.
1 Bedroom Apartment In Dwtn Stamford W Laundry - Westchester County, NY
Westchester County, NY
09/19 – 10/10
$140/nighttotal: $2940 (21 )

1 Bedroom Apartment In Dwtn Stamford W Laundry

1 2
apartment , Stamford
This 1-bedroom, 230 sq ft downtown Stamford condo is located 11 miles from Westchester County Airport and offers convenient access to colleges like the State University of New York at Purchase and Manhattanville College.
This pet-friendly apartment sleeps 3 guests and includes a fully equipped kitchen, free private parking, air conditioning, and a fireplace, with strict policies against parties.
Serene 2-bedroom Spacious Apartment - Westchester County, NY
Westchester County, NY
07/18 – 07/19
$331/nightfor 1 night

Serene 2-bedroom Spacious Apartment

2 2
apartment , Lake Carmel
This Carmel Hamlet apartment rental is conveniently located near Lasdon Park and the Kouros Sculpture Center, offering easy access to shopping at Jefferson Valley Mall and Muscoot Farm.
The two-bedroom, one-bathroom unit sleeps five comfortably, featuring a queen bed, a twin bed, and a futon, and includes amenities such as air conditioning, Wi-Fi, and a hair dryer.
Luxurious 1br Downtown Stamford - Westchester County, NY
10 1 review
Westchester County, NY
06/27 – 07/04
$362/nighttotal: $2534 (7 )

Luxurious 1br Downtown Stamford

1 1
apartment , Stamford
This luxurious one-bedroom Stamford apartment is centrally located in Downtown Stamford, conveniently close to Westchester County Airport (11 miles), Manhattanville College (13 miles), and SUNY Purchase (12 miles).
This 830-square-foot unit sleeps five guests and boasts a fully equipped kitchen, private patio, fireplace, free parking, and access to a spa and fitness center.

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

Romantic Manhattan Micro-suite | Private Balcony - Westchester County, NY
Westchester County, NY
06/29 – 08/14
$328/nighttotal: $15088 (46 )

Romantic Manhattan Micro-suite | Private Balcony

1 2
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.
Manhattan Group Stay | 5br Unique Era-themed Home - Westchester County, NY
Westchester County, NY
06/24 – 07/14
$1211/nighttotal: $24220 (20 )

Manhattan Group Stay | 5br Unique Era-themed Home

1 3
apartment , New York
This apartment is situated in a Manhattan neighborhood near the Hudson River, offering a relaxed atmosphere with easy access to parks and riverfront walks, and is within convenient reach of Rockefeller Center and Carnegie Hall.
This two-level residence accommodates up to 12 guests with a unique "Manhattan Through the Ages" theme across its four bedrooms, featuring a full kitchen with island seating, a mid-century lounge with sleeper sofas, two bathrooms, and a private balcony.
Historic Former Speakeasy 4 Bdrm, Walk To Train And Town: Pleasantville - Westchester County, NY
Westchester County, NY
06/21 – 06/27
$968/nighttotal: $5808 (6 )

Historic Former Speakeasy 4 Bdrm, Walk To Train And Town: Pleasantville

4 2
castle , Pleasantville
This Pleasantville castle, a short walk from Graham Hills Park and a mile from Rockefeller State Park, offers easy access to Pleasantville's restaurants, farmer's market, and the train to Grand Central Terminal (50-minute ride).
This 4,000-square-foot estate boasts four bedrooms, four bathrooms, and accommodates up to ten guests, featuring a chef's kitchen, spa, and a terrace overlooking mature plantings, plus nearby access to hiking, biking, and shopping at Westchester Mall and the Galleria at White Plains.
Prime Location 2bdr Loft: Patio, Steps To Subway - Westchester County, NY
9.8 6 reviews
Westchester County, NY
06/24 – 07/14
$675/nighttotal: $13500 (20 )

Prime Location 2bdr Loft: Patio, Steps To Subway

2 3
apartment , New York
This Manhattan apartment, a minute from the 145th Street subway station and near Yankee Stadium, resides in a beautifully restored 1894 landmark building.
The 890-square-foot rental boasts two bedrooms, one bathroom, and sleeps up to seven guests, featuring a private patio, modern kitchen, smart TVs, and convenient access to laundry facilities.

Neighborhoods and points of interest in Westchester County, NY

Best Westchester County, NY vacation rentals with air conditioning

Stunning 1-bed, 1-bath With Breathtaking Views & Luxury Finishes - Westchester County, NY
Westchester County, NY
06/24 – 07/14
$276/nighttotal: $5520 (20 )

Stunning 1-bed, 1-bath With Breathtaking Views & Luxury Finishes

1 3
apartment , New Rochelle
This New Rochelle apartment rental boasts convenient access to the waterfront and is centrally located near Randall's Island Park and Yankee Stadium.
The one-bedroom, one-bathroom unit offers stunning city or waterfront views, an open-concept layout, a chef's kitchen with stainless steel appliances, a spa-like bathroom, and accommodates up to four guests, with access to a swimming pool, spa, and fitness center (seasonal).
1-bedroom Garden Apartment - Westchester County, NY
10 3 reviews
Westchester County, NY
06/24 – 07/14
$212/nighttotal: $4240 (20 )

1-bedroom Garden Apartment

1 3
apartment , Yonkers
This Southeast Yonkers apartment rental boasts convenient proximity to Grand Central Terminal (30-minute commute), Sarah Lawrence College (7 minutes), and Cross County Mall (5 minutes).
The one-bedroom, one-bathroom unit sleeps four, featuring a private garden-level entrance, full kitchen, dedicated workspace with fast WiFi, smart TV, and a comfortable sofa bed; enjoy nearby attractions like the SoJo Spa Club and easy access to major NYC destinations.
Stamford Grand Apartment + Cozy Den - Westchester County, NY
9.8 8 reviews
Westchester County, NY
06/24 – 07/14
$358/nighttotal: $7160 (20 )

Stamford Grand Apartment + Cozy Den

2 3
apartment , Stamford
This downtown Stamford apartment is steps from Stamford Town Center, a 5-minute walk from the Ferguson Library and Stamford Center for the Arts, offering easy access to shops, restaurants, and public transportation.
This 780-square-foot unit features one bedroom, one bathroom, a fully equipped kitchen with a dishwasher, in-unit laundry, a sofa bed accommodating up to five guests, and access to a private pool.
Downtown Gem W/ Parking, Wi-fi+! - Westchester County, NY
9.7 106 reviews
Westchester County, NY
06/27 – 07/04
$191/nighttotal: $1337 (7 )

Downtown Gem W/ Parking, Wi-fi+!

1 1
apartment , Stamford
This downtown Stamford apartment rental is a five-minute walk from Stamford's city center, a 20-minute walk from the Metro-North Railroad station for easy commutes to New York City, and near UConn Stamford and Stamford Hospital.
The unit features a fully equipped kitchen with a center island, a spacious bedroom with a queen-sized bed and a dedicated workspace, accommodates three guests, and includes free parking—a rarity in downtown Stamford.
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