Upper Lake Main Street Rentals by Owner

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9.2 (170 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
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7.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • Security/Safety

Why Choose Rent By Owner for your Upper Lake Main Street vacation rental?

What makes our Rentals by Owner 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 Upper Lake Main Street

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider visiting during the region's optimal seasons when weather conditions are ideal for exploring this charming destination and enjoying your rental by owner experience here.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather and longer daylight hours, making it an ideal time for outdoor activities and exploring local shops along Main Street.

Average Temperature Daytime: 75-85°F - Nighttime: 50-60°F
autumn
Fall (September to November)

Early fall offers pleasant temperatures and vibrant seasonal scenery, attracting visitors looking to enjoy the region’s natural beauty and peaceful atmosphere.

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

Off-Season Highlights

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Winter (December to February)

In winter, expect cooler temperatures and fewer crowds, providing a quieter experience while still enjoying the charm of the area and its local accommodations.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F
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Spring (March to May)

Early spring sees milder weather and blooming landscapes, but off-peak rates and less busy streets make it a good time to visit for a relaxed retreat.

Average Temperature Daytime: 55-65°F - Nighttime: 40-50°F

Weekly Weather Forecast for Upper Lake Main Street

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 outdoor dining with a private patio or picnic area for relaxing meals al fresco.
  • Take advantage of a spacious backyard or garden, perfect for outdoor activities or gatherings.
  • Make the most of nearby lakeside access with a dock or boat slip for water-based recreation.
  • Benefit from outdoor grills or barbecues to prepare delicious meals during your stay.
  • Relax in a cozy outdoor seating area or porch, ideal for unwinding while taking in the local scenery.
  • Utilize designated parking spaces or garages for convenient access to your rental property.
  • Explore the region’s natural beauty through walking trails or outdoor sports equipment available on-site.
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Family Activities

  • Lake County Historical Museum: Discover the area's history through engaging exhibits and interactive displays that are perfect for a family day out.
  • Clear Lake State Park: Enjoy outdoor activities like picnicking, hiking, and fishing in the scenic surroundings of this popular state park nearby.
  • Shopping and Dining on Main Street: Explore charming shops and family-friendly restaurants along the main thoroughfare, offering convenient options for all ages.
  • Local Art Galleries and Craft Shops: Experience the vibrant arts scene by visiting nearby galleries and craft shops that showcase regional talent.
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Adult Activities

  • Visit the Upper Lake Main Street Historic District: Immerse yourself in local history by exploring charming boutiques, shops, and cafes along this iconic street that captures the essence of the area.
  • Enjoy Wine Tasting Tours: Sample regional wines at nearby vineyards and tasting rooms to experience the region’s renowned wine culture firsthand.
  • Explore Outdoor Recreation: Take advantage of nearby parks and trails for activities like hiking, fishing, or simply enjoying scenic views within this inviting destination.
  • Discover Local Art Galleries: Browse through vibrant art galleries showcasing works from local artists, offering a unique cultural experience in the region.

Upper Lake Main Street Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local eateries and markets: Take advantage of the area’s charming food spots to get a true taste of regional flavors and support local businesses during your stay.
  • Plan outdoor activities early: Make the most of the region’s natural beauty by scheduling outdoor adventures such as hiking or lakeside walks in the cooler parts of the day.
  • Connect with the community: Engage with local events or visit community spots to enrich your experience and gain insights into the area's unique culture.
  • Choose a central vacation rental: Select a rental by owner on Upper Lake Main Street for convenient access to the area's attractions and a comfortable home base.

Transportation Options

  • Personal Vehicle: Conveniently explore the area with your own car, offering flexibility to visit nearby attractions and scenic spots at your own pace.
  • Local Taxi Services: Reliable taxi options are available for quick, hassle-free transportation around the neighborhood and surrounding region.
  • Rideshare Services: Easily book rides through popular apps to get around efficiently while enjoying the comfort and safety they offer here.
  • Public Transit: Local bus services provide an affordable way to access various parts of the region, making it simple to travel without a personal vehicle.

Local Customs Options

  • Respect for Local History: Visitors are encouraged to honor the area's rich cultural heritage by observing local traditions and signage that highlight the region's history.
  • Environmental Stewardship: It’s customary here to participate in or support efforts aimed at preserving the natural beauty of the area, especially when engaging with outdoor activities.
  • Community Greetings: Friendly nods and welcoming gestures are typical when meeting locals along the main street or during community events.
  • Supporting Local Artisans: Appreciating and purchasing handcrafted items from nearby artisans helps sustain the region’s vibrant creative community.

Frequently Asked Questions About Upper Lake Main Street Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Upper Lake Main Street?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 107 in the Upper Lake Main Street 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 Upper Lake Main Street. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies depending on the individual property listing. You should review the specific terms outlined on the rental's page or contact the owner directly to understand the details before booking.

4. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees, such as cleaning fees, service charges, or local taxes, are typically listed in the rental details. Always check the listing carefully and reach out to the owner if you have questions about extra charges.

5. How do I securely book a rental by owner in this region?

Booking is handled through the trusted platform, which offers secure payment options. Be sure to follow the booking instructions provided in the listing and communicate with the owner through the platform for added security.

6. What amenities are usually included with rentals on this street in the area?

Amenities vary by property but commonly include essentials like Wi-Fi, parking, and kitchen facilities. To ensure your needs are met, review the detailed amenities list on each listing or contact the owner directly.

7. What should I know about check-in and check-out procedures for rentals in this part of town?

Check-in and check-out times, along with procedures, are specified in each listing. It's recommended to communicate with the owner ahead of your arrival to confirm details and coordinate a smooth check-in process.

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