Discover Your Perfect Leelanau Peninsula Wineries Vacation Homes

Best Vacation Homes in Leelanau Peninsula Wineries

Leelanau Peninsula Wineries Luxury Rentals

Leelanau Peninsula Wineries Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Leelanau Peninsula Wineries 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 Leelanau Peninsula Wineries

When should you plan your Vacation Rentals stay?

If you're planning the perfect getaway, consider visiting during the late spring or early fall when this destination offers ideal weather and vibrant vineyard scenery, making it an excellent time to enjoy the region's renowned wineries and find the best vacation rentals for your stay.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm weather and longer daylight hours, making it an ideal time for wine tasting tours and outdoor activities at the local wineries.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to October)

In early fall, the region comes alive with vibrant foliage, creating a picturesque backdrop for vineyard visits and seasonal events that attract visitors from across the country.

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

Off-Season Highlights

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Winter (December to February)

This quieter season offers a peaceful retreat with less crowds, perfect for cozying up in your vacation rental and enjoying the tranquil beauty of the area’s winter landscape.

Average Temperature Daytime: 25-35°F - Nighttime: 15-25°F
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Spring (March to May)

As nature begins to bloom, this shoulder season provides a serene atmosphere for exploring vineyards before the busy summer rush, often with lower accommodation rates.

Average Temperature Daytime: 45-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Leelanau Peninsula Wineries

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

  • Enjoy spacious outdoor patios or decks equipped for relaxing and dining while taking in scenic vineyard views.
  • Benefit from beautifully maintained gardens perfect for leisurely walks and photography around the property.
  • Make use of private or shared outdoor grilling areas ideal for summer barbecues with friends and family.
  • Relax by a fire pit during cooler evenings, creating a cozy atmosphere to unwind after exploring local wineries.
  • Take advantage of outdoor seating arrangements designed for communal gatherings and enjoying the region’s fresh air.
  • Discover designated picnic areas, providing a peaceful setting to enjoy a meal amidst the natural beauty.
  • Utilize outdoor recreational facilities such as volleyball courts or walking trails to stay active during your stay.
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Family Activities

  • Leelanau Peninsula Wineries Tour: Embark on a family-friendly journey across the region’s renowned wineries to learn about local winemaking traditions and enjoy tasting sessions suited for all ages.
  • Interactive Wine & Art Festivals: Participate in seasonal festivals that combine wine tastings with engaging art activities, providing an entertaining experience for children and adults alike here in this scenic area.
  • Grape Harvesting Experiences: Join family-friendly grape picking events during harvest season to gain hands-on insight into the vineyard's process, creating memorable moments in this picturesque setting.
  • Scenic Vineyard Picnics: Pack a picnic and relax on the lovely grounds of local vineyards, where families can enjoy the beautiful views and outdoor leisure in this inviting region.
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Adult Activities

  • Winery Tours and Tastings: Discover the region’s renowned wineries through guided tours that offer insights into local winemaking traditions and opportunities to sample a diverse selection of wines.
  • Wine and Food Pairing Events: Enjoy specialized pairing experiences where you can savor locally produced wines alongside gourmet dishes, highlighting the region’s culinary excellence.
  • Vineyard Walks and Scenic Views: Take leisurely strolls through picturesque vineyards that showcase the area's lush landscapes and provide perfect photo opportunities for your getaway.
  • Wine Shop Shopping and Gift Exchanges: Browse the region’s boutique wine shops for unique bottles and souvenirs, making it easy to bring a taste of this destination home with you.

Leelanau Peninsula Wineries Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Winery Tours in Advance: Schedule your visits to the area’s renowned wineries ahead of time to ensure you experience the best tasting rooms and private tours available here.
  • Stay Near the Wineries: Choose a well-located vacation rental close to the region’s top wineries to maximize your time enjoying tastings and exploring without lengthy drives.
  • Sample Local Cuisine Alongside Wines: Take advantage of dining options nearby that pair perfectly with the regional wines, enriching your overall experience in this destination.
  • Explore Beyond Wineries: Use your stay as an opportunity to discover other attractions in the area, such as scenic drives or outdoor activities, for a well-rounded visit here.

Transportation Options

  • Rental Car Services: Popular providers like Enterprise and Avis offer convenient rental car options to explore the wineries at your own pace within this scenic region.
  • Local Taxi and Rideshare Services: Rideshare programs such as Uber and Lyft operate here, providing flexible transportation for wine tasting adventures around the area.
  • Public Transportation: Limited bus services are available, connecting key points in the region and making it easier to visit multiple wineries without a vehicle.
  • Guided Wine Tours and Shuttle Packages: Many local tour operators offer guided wine tours with included transportation, allowing you to enjoy tastings worry-free in this renowned wine destination.

Local Customs Options

  • Respect for the Land and Vineyards: Locals here often emphasize a deep appreciation for the natural environment, encouraging visitors to handle vineyards and surrounding areas with care and mindfulness.
  • Wine Tasting Etiquette: When sampling at wineries in this region, it’s customary to sip slowly, thank the staff, and avoid rushing through the tasting experience to fully enjoy the regional flavors.
  • Celebrating Local Festivals: Participating respectfully in local wine festivals and events is common, where guests are encouraged to engage with the community's traditions and support regional artisans.
  • Taking Time to Explore: Visitors are encouraged to take their time exploring the scenic wineries, often valuing leisurely visits that honor the area's rich winemaking heritage.

Frequently Asked Questions About Leelanau Peninsula Wineries?

2. How many vacation rentals have private pools in Leelanau Peninsula Wineries?

There are 19 vacation rentals with private pools near Leelanau Peninsula Wineries. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Leelanau Peninsula Wineries are best for families?

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

4. How many Rentbyowner vacation rentals are available in Leelanau Peninsula Wineries?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2143 in the Leelanau Peninsula Wineries 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 Leelanau Peninsula Wineries. 

5. What is the cancellation policy for vacation rentals near Leelanau Peninsula wineries?

The cancellation policies vary depending on the individual property owner. It’s recommended to review the specific rental listing details or contact the host directly to understand the terms and any applicable fees before confirming your booking.

6. Are there any additional fees associated with booking a vacation rental in this region?

Additional fees such as cleaning fees, security deposits, or service charges are often outlined in the listing details. To ensure transparency, it's best to read the full description or reach out to the property owner for clarification.

7. How do I find vacation rentals that are close to Leelanau Peninsula wineries?

You can filter search results based on location preferences within the booking platform to find properties near the region’s wineries. Reading the property descriptions will also provide insight into the proximity to local vineyards and attractions.

8. Can I see photos and reviews of the vacation rentals in the area before booking?

Yes, most listings include detailed photos and guest reviews which can help you assess the quality and suitability of each property. Reviewing these can assist in making an informed decision about your stay here.

9. What amenities should I look for when booking a vacation rental in this destination?

Look for amenities such as Wi-Fi, parking, kitchen facilities, and outdoor spaces, all of which enhance your experience here. The listing details typically highlight what is included, so it’s advisable to check those specifics before booking.

Leelanau Peninsula Wineries Top Rated Vacation Rentals