Discover Your Perfect Highland Woods Rentals by Owner

Highland Woods Rentals by Owner

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10.0 (5 Reviews)
House
Montgomery Estates Ski & Beach Haven
  • Security/Safety
  • Sports/Activities
  • Fireplace/Heating
View Availability
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10.0 (2 Reviews)
House
Black Bear Hideaway
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
View Availability
More Top-Rated Rentals by Owner in Highland Woods Area

Why Choose Rent By Owner for your Highland Woods 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 Highland Woods

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation in Highland Woods ensures you experience this destination’s natural beauty at its best, whether you're seeking snowy winters or sun-filled summers, making it a prime spot for memorable getaways throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences its peak visitation, making it an ideal time for outdoor activities and enjoying the warm weather.

Average Temperature Daytime: 75-85°F - Nighttime: 45-55°F
winter
Winter (December to February)

The winter season draws visitors seeking snow sports and scenic winter landscapes, creating a vibrant atmosphere in this mountain region.

Average Temperature Daytime: 30-45°F - Nighttime: 15-25°F

Off-Season Highlights

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Spring (March to May)

In the spring, the region sees fewer travelers, offering a quieter experience while enjoying the blooming scenery.

Average Temperature Daytime: 50-65°F - Nighttime: 30-40°F
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Fall (September to November)

Autumn brings cooler temperatures and less crowded conditions, perfect for those looking to explore at a relaxed pace in this scenic destination.

Average Temperature Daytime: 60-70°F - Nighttime: 35-45°F

Weekly Weather Forecast for Highland Woods

How to Book Your Highland Woods vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Highland Woods

More Top-Rated Rentals by Owner in Highland Woods Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • Access to spacious outdoor patios or decks for relaxing and entertaining in the fresh mountain air.
  • Private outdoor hot tubs or spas to unwind after a day exploring the region’s scenic attractions.
  • Grill stations or barbecues ideal for enjoying outdoor meals with family and friends.
  • Beautifully landscaped yards or gardens that enhance the outdoor living experience.
  • Convenient parking areas with easy access to outdoor entertainment spaces.
  • Outdoor fire pits or fireplaces perfect for cozy evenings under the stars.
  • Proximity to outdoor recreation opportunities such as hiking trails, lakes, or ski slopes just outside your door.

Top Attractions Around Highland Woods

What attractions are nearby?

Enjoy a variety of outdoor activities nearby, including scenic hiking trails, lake access for kayaking and paddleboarding, and winter sports during the season, all conveniently accessible from your rental in Highland Woods, South Lake Tahoe.

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Family Activities

  • Skiing and Snowboarding at Heavenly Mountain Resort: Enjoy a day on the slopes with your family, as the resort offers beginner to advanced terrain right in the region.
  • Exploring Emerald Bay State Park: Discover stunning views and crystal-clear waters while hiking or picnicking in this scenic area nearby.
  • Kayaking and Paddleboarding on Lake Tahoe: Take a family-friendly adventure on the lake, with rentals available close to the region for a fun day on the water.
  • Visit the South Lake Tahoe Recreation Center: Engage in indoor activities and sports perfect for families seeking active entertainment within the area.
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Adult Activities

  • Hiking and Nature Walks: You can explore scenic trails nearby, offering breathtaking views of the surrounding mountains and forests in the region.
  • Golfing Experiences: Enjoy a round of golf at local courses renowned for their beautiful landscapes and challenging holes, perfect for a relaxing day outdoors.
  • Spa and Wellness Treatments: Indulge in rejuvenating spa services available within the area to unwind after outdoor adventures or during a leisurely retreat.
  • Fine Dining and Local Cuisine: Savor delicious meals at nearby restaurants that showcase regional flavors, making your stay here even more memorable.

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Highland Woods Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Activities Around the Seasons: Take advantage of seasonal weather patterns to enjoy outdoor activities such as hiking in the summer or snowshoeing in the winter within this scenic area.
  • Choose a Convenient Rental Location: Select a rental close to popular attractions and amenities to maximize your time exploring and minimize travel hassles here.
  • Pack Smart for Your Stay: Bring appropriate gear for both warm days and cooler evenings to fully enjoy what the region has to offer throughout your visit.
  • Engage with Local Resources: Consult local visitor guides or your rental host for insider tips on hidden gems and must-try experiences unique to this destination.

Transportation Options

  • Car Rentals: Renting a car provides the flexibility to explore South Lake Tahoe’s scenic spots and outdoor activities at your own pace, with numerous local agencies available nearby.
  • Public Transit: The region’s public transportation system offers convenient bus services that connect Highland Woods to major attractions and the town center for easy access.
  • Rideshare Services: Rideshare options like Uber and Lyft operate frequently in this area, offering a reliable and hassle-free way to get around without needing to drive yourself.
  • Bicycle Rentals: Biking is an eco-friendly transport choice here, with rental shops providing bikes that allow you to enjoy the natural beauty of the region while traveling comfortably.

Local Customs Options

  • Respect for Nature: Visitors are encouraged to honor the area's natural beauty by adhering to local conservation guidelines and practicing Leave No Trace principles.
  • Seasonal Greetings and Festivities: Participating in local seasonal celebrations, especially during winter holidays, is a cherished custom that reflects the community's welcoming spirit.
  • Quiet Hours and Respect for Neighbors: Maintaining quiet during designated hours ensures a peaceful environment for everyone staying here, respecting both locals and fellow visitors.
  • Wildlife Observation Etiquette: When enjoying outdoor activities, it's customary to observe wildlife from a distance and avoid disturbing native animals in this scenic region.

Frequently Asked Questions About Highland Woods Rentals by Owner

1. What are the top vacation rentals in Highland Woods?

There are a lot of options in Highland Woods. If you plan on staying in the Highland Woods area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highland Woods:

2. How many Rentbyowner vacation rentals are available in Highland Woods?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1924 in the Highland Woods 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 Highland Woods. 

3. What is the cancellation policy for rentals by owner in Highland Woods?

The cancellation policy varies by listing, so it's important to review the specific terms on the rental's page. For precise details, contact the owner directly before booking.

4. Are pets allowed in vacation rentals within Highland Woods?

Pet policies differ among owners, with some welcoming animals and others requiring no pets. Please check the specific listing details or reach out to the owner to confirm pet allowances.

5. How do I ensure the rental I book has all necessary amenities in Highland Woods?

Listings typically include detailed descriptions of amenities. To confirm that your needs are met, review the property details carefully or contact the owner for clarification prior to booking.

6. What should I know about the check-in and check-out procedures for rentals in this area?

Check-in and check-out times are specified in each listing. For any special arrangements or questions, communicate directly with the owner to ensure a smooth arrival and departure process.

7. Is there a minimum stay requirement for booking a rental in Highland Woods?

Minimum stay requirements vary by property. Be sure to review the individual listing policies or contact the owner to understand any restrictions before completing your reservation.

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More Top-Rated Rentals by Owner in Highland Woods Area