Discover Your Perfect Tarrytown Vacation Homes

Tarrytown Luxury Rentals

10.0 (19 Reviews)
House
Historic home away from home
  • Air Conditioner
  • Parking
  • Pet Friendly
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Tarrytown Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Tarrytown Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Tarrytown

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience by allowing you to enjoy the region's pleasant climate and local events, making it ideal for booking your vacation rentals in this destination at the optimal season.

Peak Season Highlights

spring
Spring (March to May)

During this time, the region experiences mild temperatures and blooming landscapes, making it an ideal period for exploring outdoor activities and enjoying pleasant weather in your vacation rentals.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Fall (September to November)

Autumn brings cooler temperatures and colorful foliage, providing a peaceful and scenic atmosphere perfect for relaxing stays in the area’s comfortable vacation rentals.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

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Summer (June to August)

The summer months see higher temperatures and increased visitor activity, but this is also when you can enjoy more flexible booking options and potentially lower rates for your stay.

Average Temperature Daytime: 90°F - Nighttime: 70°F
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Winter (December to February)

Although cooler, the winter season offers a quieter experience with fewer crowds, ideal for those seeking a peaceful retreat from the busier months in the region.

Average Temperature Daytime: 65°F - Nighttime: 45°F

Weekly Weather Forecast for Tarrytown

How to Book Your Tarrytown Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Tarrytown

More Top-Rated Vacation Rentals in Tarrytown Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

  • Enjoy outdoor dining spaces, perfect for meals with a view of the surrounding nature.
  • Relax by a private swimming pool to cool off during warm Florida days.
  • Take advantage of spacious patios or decks for entertaining guests or unwinding.
  • Explore well-maintained walking paths or trails directly from your rental here.
  • Make the most of landscaped yards ideal for outdoor games and activities.
  • Utilize outdoor grills for barbecues amid the region’s scenic setting.
  • Experience the convenience of covered porches or verandas to enjoy the fresh air in any weather.

Top Attractions Around Tarrytown

What attractions are nearby?

Within this charming region, you can enjoy a variety of outdoor activities, local parks, and scenic spots that offer a perfect setting for relaxation and exploration during your stay.

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Family Activities

  • Hiking at Tarrytown Nature Preserve: Explore scenic trails through the area's lush surroundings, perfect for family outings and outdoor adventures.
  • Fishing at Lake Webster: Enjoy a relaxing day by the water, where you can teach your children how to fish in the region's tranquil lakes.
  • Visit the Webster Community Center: Participate in family-friendly events and activities designed to entertain guests of all ages here in the area.
  • Exploring local parks and playgrounds: Discover numerous parks equipped with play areas that provide a fun and safe environment for children in this destination.
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Adult Activities

  • Golfing at the Tarrytown Golf Course: Enjoy a day on the greens at this popular course, perfect for seasoned players and beginners alike seeking a relaxing outdoor activity.
  • Exploring local wineries and breweries: Discover regionally renowned wineries and breweries that offer tastings and tours, providing a taste of the area's vibrant beverage scene.
  • Dining at charming local restaurants: Savor the flavors of the region with visits to highly-rated eateries known for their fresh, locally sourced ingredients and welcoming atmospheres.
  • Visiting nearby parks and nature reserves: Take advantage of the natural beauty around here by exploring scenic parks and nature reserves ideal for hiking, birdwatching, or simply unwinding in tranquil surroundings.

Tarrytown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the region’s lush natural landscapes by discovering nearby trails, perfect for hiking or leisurely walks to enjoy the scenic beauty of this destination.
  • Visit Community Events: Check out local events and festivals in the area to immerse yourself in the vibrant culture and meet residents during your stay at the vacation rentals here.
  • Try Regional Cuisine: Sample the authentic flavors of the region by visiting local eateries, ensuring a delicious experience that complements your visit to this destination.
  • Plan Day Trips Nearby: Use your vacation rental as a comfortable base for exploring the surrounding attractions and charming towns within easy reach of this region.

Transportation Options

  • Local Bus Services: Reliable local bus routes connect the area to nearby towns and attractions, making it easy to explore without a car.
  • Rental Car Agencies: Several rental car companies operate nearby, offering flexible transportation options to suit your travel plans in this region.
  • Taxi and Rideshare Services: Taxis and popular rideshare providers are readily available, providing convenient door-to-door service throughout the destination.
  • Airport Transfers: Shuttle services and private transfers connect you directly from regional airports to your vacation rental here for a hassle-free arrival.

Local Customs Options

  • Southern Hospitality: You will find that locals here pride themselves on welcoming visitors with genuine warmth and friendliness, reflecting the region's friendly atmosphere.
  • Participating in community gatherings and local events offers a unique glimpse into the area's rich cultural traditions and social customs.
  • When exploring this destination, you'll notice a strong emphasis on preserving the natural environment, often demonstrated through outdoor etiquette and conservation efforts.
  • Tasting the regional specialties allows you to experience the authentic flavors cherished by residents and passed down through generations here.

Frequently Asked Questions About Tarrytown?

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:

2. How many vacation rentals have private pools in Tarrytown?

There are 1 vacation rentals with private pools near Tarrytown. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

4. How many Rentbyowner vacation rentals are available in Tarrytown?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 75 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. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property owner or manager. You should review the rental listing details or contact the owner directly to understand the terms and any potential fees involved.

6. Are there any house rules I should be aware of before booking?

Yes, each vacation rental typically has its own house rules regarding check-in times, pet policies, noise restrictions, and other guidelines. Be sure to read the listing carefully or reach out to the host for clarification.

7. How do I find out about amenities included with my stay in the region?

Amenities are listed in each property’s description, so reviewing the listing details will give you a clear idea of what to expect. For additional questions, contacting the property owner directly can provide more specific information.

8. Is there a minimum stay requirement for booking here?

Minimum stay requirements depend on the individual property. Check the specific listing for details or contact the host to confirm availability for your desired dates.

9. What should I do if I need to modify or cancel my reservation?

You should refer to the cancellation policy provided in the listing or contact the property owner directly. These details will guide you through the process of modifying or canceling your stay in the region.