Discover Your Perfect Rhinebeck Vacation Homes

Rhinebeck Luxury Rentals

Rhinebeck Pet Friendly Vacation Rentals

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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

What makes our Vacation Rentals special?

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

Best Times to Visit Rhinebeck

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this charming region can significantly enhance your experience, allowing you to enjoy its natural beauty and local charm at their best during your stay.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy pleasant weather and vibrant local events, making it an ideal time to explore the region's outdoor attractions and cultural activities.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Fall (September to October)

This is a popular season to visit when the area is adorned with stunning foliage, perfect for scenic drives and outdoor exploration while avoiding the summer crowds.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

image
Winter (December to February)

Visit during the winter months for a quieter experience and cozy days indoors. This season offers a peaceful atmosphere, ideal for relaxation in your vacation rentals.

Average Temperature Daytime: 30-40°F - Nighttime: 20-25°F
image
Early Spring (March to April)

As the region transitions from winter, you can enjoy fewer visitors and prepare for the upcoming busy seasons while witnessing the early signs of spring in the landscape.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F

Weekly Weather Forecast for Rhinebeck

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.

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

  • Discover outdoor dining areas ideal for enjoying the fresh air and scenic views unique to this destination.
  • Relax in your private backyard or garden space, perfect for unwinding amidst natural surroundings.
  • Take advantage of spacious patios or decks for entertaining guests or simply soaking up the sun.
  • Enjoy access to a swimming pool or hot tub, offering a refreshing escape during your stay here.
  • Benefit from well-maintained grilling stations for outdoor cooking and barbecues with family and friends.
  • Explore landscaped yards with walking paths that invite outdoor strolls in this tranquil region.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars in this picturesque area.
image
image

Family Activities

  • Dutchess County Fairgrounds: Experience family-friendly events and seasonal festivals that showcase the vibrant community spirit of the region.
  • The Beatrix Farrand Garden at Bellefield: Explore this beautifully maintained historic garden, perfect for family strolls and picnics in a scenic setting.
  • Old Rhinebeck Aerodrome: Discover vintage aircraft exhibitions and airshows that captivate both kids and adults alike in this aviation history attraction.
  • Clarke Farm: Visit this local farm for seasonal activities like apple picking and hayrides, offering authentic rural experiences for families seeking outdoor fun.
image

Adult Activities

  • Olana State Historic Site: Explore the stunning Persian-inspired landscapes and art collections at this historic home, offering a glimpse into the region’s rich artistic heritage.
  • Folk Art Museum at the Dutchess County Fairgrounds: Discover unique American folk art exhibits that showcase the area’s vibrant creative traditions and local craftsmanship.
  • Rhinebeck Farmers Market: Visit this popular market to enjoy fresh, locally sourced produce and artisanal products, perfect for experiencing the region’s farm-to-table culture.
  • Wilderstein Historic Site: Tour the grand estate nestled along the Hudson River, where scenic views and historical architecture offer a relaxing way to connect with the area's past.

Rhinebeck Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Take advantage of seasonal events in the area to immerse yourself in local culture and enhance your stay.
  • Plan Scenic Outings: Discover nearby parks and scenic routes that showcase the natural beauty surrounding this destination for memorable outdoor adventures.
  • Book Well in Advance: Secure your preferred vacation rentals early, especially during peak seasons, to ensure a smooth and stress-free experience here.
  • Engage with the Community: Connect with local artisans, markets, or eateries to gain authentic insights and enrich your visit to the region.

Transportation Options

  • Rhinebeck Amtrak Station: You can conveniently access the region’s rail network through this station, making travel to and from here straightforward and comfortable.
  • Local Bus Services: The area is well-served by regional bus routes that provide affordable and reliable transportation options for exploring nearby attractions and towns.
  • Car Rentals: Renting a car gives you the freedom to explore the natural beauty and local sites at your own pace within this destination and its surrounds.
  • Taxi and Ride-Sharing Services: On-demand taxi and ride-sharing options available here offer quick and convenient travel within the region for any last-minute plans or short trips.

Local Customs Options

  • Dutch Heritage Celebrations: You can experience the region’s rich Dutch roots through local festivals that highlight traditional music, crafts, and cuisine, offering a glimpse into the area's historical past.
  • Farmers' Market Traditions: Visiting the farmers' markets here allows you to engage with local vendors who uphold longstanding practices of seasonal produce and homemade goods.
  • Artistic Community Events: Participate in community art fairs and craft shows that reflect the area's vibrant creative spirit and support for local artists.
  • Holiday Parades and Festivals: During festive seasons, enjoy lively parades and celebrations that showcase time-honored customs celebrated by residents and visitors alike.

Frequently Asked Questions About Rhinebeck?

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

There are 3 vacation rentals with private pools near Rhinebeck. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Rhinebeck are best for families?

If you are looking for a family-friendly vacation home in Rhinebeck, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rhinebeck:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 88 in the Rhinebeck 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 Rhinebeck. 

5. What is the cancellation policy for vacation rentals in Rhinebeck, New York?

Cancellation policies vary depending on the property listing. You should review the specific terms outlined in the rental listing or contact the owner directly to understand the cancellation details and any associated fees before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental in the area?

Additional fees such as cleaning fees, service charges, or security deposits may apply. These are typically detailed in the property listing, so it’s best to read the full description or reach out to the property owner for clarification.

7. How do I ensure my stay in Rhinebeck's vacation rentals meets my needs?

You can use the filters and descriptions provided in the listings to find a property that matches your preferences, such as amenities, location proximity, and property type. Contacting the owner directly can also help clarify any specific requirements you might have.

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

Minimum stay requirements differ by property and are specified in each listing. Be sure to check the individual property details or contact the host to confirm the length of stay needed for your travel dates.

9. What should I know about checking in and out of vacation rentals in this destination?

Check-in and check-out procedures are outlined in each listing, with some properties offering flexible timings. For specific instructions or questions, it's recommended to communicate directly with the property owner to ensure a smooth arrival and departure process.