Best Vacation Homes in Tarrytown
Tarrytown Pet Friendly Vacation Rentals
Tarrytown Large Vacation Homes
Why Choose Rent By Owner for your Tarrytown Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Tarrytown
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as the region offers distinct seasonal charms that cater to different interests throughout the year.
Peak Season Highlights
Spring (April to June)
During the springtime, this area experiences pleasant weather, making it an ideal time for outdoor activities and exploring local attractions while staying in comfortable vacation rentals.
Fall (September to November)
Autumn brings vibrant foliage and mild temperatures, creating a picturesque setting perfect for enjoying the region’s scenic beauty from your vacation rental here.
Off-Season Highlights
Winter (December to February)
The winter months are quieter, offering a more peaceful retreat with colder weather that encourages cozy stays in well-equipped vacation rentals in the area.
Summer (July to August)
While summer is warm, it is also the less crowded season, providing a relaxed atmosphere in the region suitable for those seeking tranquility while booking vacation rentals here.
Weekly Weather Forecast for Tarrytown
How to Book Your Tarrytown Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Tarrytown
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Access to a private or shared outdoor patio or deck for relaxing and entertaining
- A backyard garden or landscaped yard ideal for outdoor activities
- Outdoor dining areas with tables and seating to enjoy meals al fresco
- A swimming pool, whether private or communal, for leisure and recreation
- Grill or outdoor kitchen facilities for barbecues and cookouts
- Patios or courtyards perfect for gathering with family or friends
- Beautifully maintained lawns or green spaces to enjoy scenic views of the region
Top Attractions Around Tarrytown
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and cultural experiences that showcase the best of what the region has to offer, making it an ideal destination for those seeking both relaxation and adventure during their stay.
Family Activities
- Vanderbilt Mansion National Historic Site: Explore the stunning grounds and architecture of this historic estate, offering an educational experience for the whole family in a picturesque setting.
- Sleepy Hollow Cemetery: Discover the rich history and fascinating stories at this famous cemetery, which provides a peaceful outdoor activity for visitors interested in local legends and history.
- Enjoy a relaxing day by the water with scenic views, perfect for picnics and exploring the nearby lighthouse in this charming area.
- Old Dutch Church and Cemetery: Walk through this historic site featuring colonial architecture and a peaceful cemetery, ideal for a family stroll immersed in the region’s history.
Adult Activities
- Hudson River Cruises: Experience scenic boat cruises along the Hudson River to enjoy stunning views of the surrounding landscape and learn about the area's rich history.
- Sleepy Hollow Cemetery Tour: Discover the historic and legendary sites within Sleepy Hollow Cemetery, providing a captivating glimpse into local folklore and craftsmanship.
- Rockefeller State Park Preserve: Explore miles of scenic trails and tranquil landscapes in this expansive park, perfect for hiking, birdwatching, or simply unwinding in nature.
- Local Wineries and Tastings: Visit nearby vineyards for guided wine tastings and tours that showcase regional varieties and the area's thriving viticulture scene.
Other Places to Stay in Tarrytown, NY
Tarrytown Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area’s event calendar before your visit to align your stay with festivals or cultural happenings that showcase this charming destination.
- Explore Scenic Outdoor Spaces: Take advantage of nearby parks and nature trails to enjoy the region's natural beauty during your vacation rental stay.
- Discover Authentic Dining Options: Seek out local eateries around here for a taste of regional cuisine that complements your relaxing getaway.
- Utilize Proximity to Attractions: Select a vacation rental close to key sights so you can maximize your time exploring and experiencing everything this destination offers.
Transportation Options
- Metro-North Railroad: You can enjoy convenient train service from here to New York City and other parts of the region, making it easy to explore without the hassle of driving.
- Local Bus Services: Local bus routes operate throughout the area, providing an affordable and reliable transportation option for getting around here.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing companies like Uber and Lyft are readily available, offering flexible transportation directly from your vacation rental in this destination.
- Private Car Rentals: Renting a car gives you the freedom to explore the region at your own pace, with numerous rental agencies serving here for your convenience.
Local Customs Options
- Dutch Heritage Celebrations: You can experience the area's rich Dutch roots through local festivals and historical reenactments that honor the region's early settlers.
- Hudson River Traditions: Engaging in waterfront activities and respecting the river's significance is a notable custom here, reflecting the community’s longstanding relationship with the Hudson River.
- Farmers' Market Etiquette: Visiting seasonal farmers' markets is common, where you'll find locals practicing friendly exchanges and supporting regional agriculture.
- Historic Preservation Practices: The community places a high value on maintaining its historic buildings and districts, encouraging respectful appreciation of the area's architectural heritage.
Tarrytown Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Tarrytown?
There are a lot of options in Tarrytown. If you plan on staying in the Tarrytown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Tarrytown:
- River front with large decks and dock over the Hudson
- Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
- Spacious 6BR Getaway, Game Room, Firepit, NYC
- Lovely house in Tarrytown
- Stylish Tarrytown Studio - Walk to Train & Main St
- Relaxing & Great Location & Minutes from New York
- Courtyard by Marriott Tarrytown Westchester County
- Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
- Spacious 6BR Getaway Game Room Firepit NYC
- Westchester Marriott
2. Which vacation homes in Tarrytown are best for families?
If you are looking for a family-friendly vacation home in Tarrytown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Tarrytown:
3. How many Rentbyowner vacation rentals are available in Tarrytown?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 46 in the Tarrytown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Tarrytown.


































