Photo by Faith Robbins

Sleepy Hollow vacation rentals

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Discover a selection of vacation rentals in Sleepy Hollow that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as parking and a pool. At the end of the day, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
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  • More quality time
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  • All the privacy of home
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Find out more about Sleepy Hollow

Find out more about Sleepy Hollow

Why visit Sleepy Hollow

  1. Outdoor Adventures: Enjoy a variety of activities in stunning natural settings, perfect for hiking, biking, and exploring.
  2. Scenic Beauty: Immerse yourself in the picturesque landscapes and serene environments that define Sleepy Hollow.
  3. Family-Friendly Atmosphere: With a welcoming community, Sleepy Hollow caters to families and couples seeking quality time together.
  4. Diverse Accommodations: Choose from a range of vacation rentals, from cozy cottages to comfortable apartments, suitable for all budgets.
  5. Nearby Attractions: Explore charming nearby towns, waterfronts, and local culture for a well-rounded vacation experience.

Popular types of accommodation around Sleepy Hollow

Discover the charm of Sleepy Hollow with a variety of vacation rentals that cater to every budget and preference. From houses and cozy cottages to affordable apartments and townhouse rentals, there's something for everyone. Whether you're seeking cheap rent or a comfortable place to unwind, our selection of Sleepy Hollow vacation rentals ensures transparency, savings, and peace of mind for your getaway.

  • Houses: The top choice for travellers to Sleepy Hollow, offering spacious and comfortable stays for families or groups.
  • Apartments: A popular option for those seeking convenience and a home-like atmosphere, perfect for couples or solo adventurers.
  • Cottages: These quaint and charming retreats provide a snug escape, ideal for a romantic getaway or peaceful retreat.
  • Condos: A modern choice that combines luxury and convenience, suited for guests looking for amenities and proximity to attractions.
  • Villas: Offering upscale accommodations, villas are perfect for those seeking a lavish experience in a picturesque setting.**

Top attractions around Sleepy Hollow

Sleepy Hollow, San Anselmo, is perfect for a vacation filled with outdoor adventures and scenic beauty. Visitors can explore a variety of attractions, including beaches, urban parks, and national/state parks. This charming area caters to all types of travellers, whether you're seeking culture, family experiences, or simply a chance to enjoy nature. Be sure to take advantage of the local points of interest during your visit!

  1. Muir Woods National Monument: A stunning ancient redwood forest, Muir Woods offers serene hiking trails surrounded by towering trees, providing a perfect escape into nature's tranquility and adventure vibes.
  2. Golden Gate Bridge: This iconic landmark is a marvel of engineering and a symbol of San Francisco, featuring breathtaking views and rich cultural history that you can explore at various viewpoints.
  3. Pier 39: A vibrant waterfront destination with shops, dining, and entertainment, Pier 39 showcases beautiful scenery, art displays, and friendly locals, making it a lively spot to unwind.

Things to do recommended for couples

Looking to create unforgettable memories in Sleepy Hollow? Enjoy a romantic wine tasting at Pacheco Ranch Winery, indulge in soothing treatments at Eden Day Spa, or revel in live music at Sweetwater Music Hall. Each experience promises to enhance your couple's getaway with charm and relaxation.

Things to do recommended for families

Families visiting Sleepy Hollow can explore the stunning Golden Gate National Recreation Area, enjoy the sandy shores at McNears Beach Country Park, or engage in community activities at Nevin Community Center, all offering wellness and relaxation vibes suitable for a memorable family vacation.

Things to do recommended for groups

Experience the thrill of Sonoma Raceway, just 20.9km away, or enjoy the local flavours at the Marin County Civic Center Farmers' Market, 4.8km from Sleepy Hollow. For a relaxed evening, visit the American Legion Log Cabin pub, located 3.2km away, perfect for entertainment and romance.

What do I need to keep in mind when booking a vacation around Sleepy Hollow

If you're planning a trip with friends, family, or pets, or if you're considering an extended stay, it's essential to prioritize your preferences when searching. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Sleepy Hollow with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Sleepy Hollow with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, as well as look for suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Sleepy Hollow: For many, a family vacation isn’t truly fulfilling unless their furry companion is part of the journey. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Sleepy Hollow: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Sleepy Hollow

Sleepy Hollow in San Anselmo, California, offers a delightful mix of outdoor adventures and scenic beauty. This charming neighbourhood is perfect for families and couples alike, with a welcoming atmosphere and friendly locals. Explore nearby cities and counties to discover picturesque waterfronts and modern living, ensuring a memorable vacation experience filled with romance and nature. Don't miss the chance to soak in the serene landscapes and vibrant culture that surrounds this hidden gem.

  • Oak Manor: Nestled a mere 1.4km from Sleepy Hollow, Oak Manor is a charming neighbourhood that beckons visitors with its lush outdoor spaces and scenic vistas. As you wander through this peaceful area, you'll be captivated by the tranquil river that runs nearby, perfect for a leisurely stroll or a picnic. The inviting atmosphere makes Oak Manor ideal for those seeking a serene escape, and its proximity to Sleepy Hollow allows for easy access to both relaxation and adventure.
  • Fairfax: Located 1.6km from Sleepy Hollow, the vibrant town of Fairfax is a haven for outdoor enthusiasts and adventure seekers. With its extensive recreational areas and numerous hiking trails, you can immerse yourself in the stunning natural surroundings. Fairfax also boasts educational venues that promote local culture and history. The nearby beach and national parks offer additional opportunities for exploration, making it an ideal spot for those looking to experience the great outdoors while soaking in picturesque views.
  • Terra Linda: Situated 3.2km from Sleepy Hollow, Terra Linda is a delightful neighbourhood known for its outdoor adventures and scenic landscapes. This area provides a blend of recreational activities and educational opportunities, catering to visitors of all interests. Nearby attractions include a national park, a stunning beach, and a nature reserve, allowing you to connect with nature in various ways. Whether you’re indulging in body treatments or simply enjoying the beautiful surroundings, Terra Linda offers a well-rounded getaway for all.

Best time to go to Sleepy Hollow

If you're planning a trip to Sleepy Hollow, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January50.7°F (10.4°C)Light RainMostly SunnySlightly LowSlightly Low
February51.4°F (10.8°C)Light RainMostly SunnySlightly LowSlightly Low
March52.5°F (11.4°C)Light RainMostly SunnyAverageSlightly Low
April54.9°F (12.7°C)No Rain (Dry)Mostly SunnyAverageAverage
May57.6°F (14.2°C)No Rain (Dry)Mostly SunnyAverageSlightly High
June61.3°F (16.3°C)No Rain (Dry)SunnySlightly HighAverage
July62.1°F (16.7°C)No Rain (Dry)SunnySlightly HighAverage
August63.1°F (17.3°C)No Rain (Dry)SunnySlightly HighSlightly High
September63.7°F (17.6°C)No Rain (Dry)SunnyAverageSlightly High
October61.2°F (16.2°C)No Rain (Dry)SunnyAverageAverage
November55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
December50.5°F (10.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even greater savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new journeys, pick up right where you left off, or review and sort your travel arrangements. You can easily locate the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Sleepy Hollow?
According to our research, houses are the most sought-after vacation rental type in Sleepy Hollow. But as you’d expect, everyone’s idea of an epic trip isn’t the same. Vrbo has vacation homes in a variety of sizes and shapes, so you’re sure to discover the perfect fit.
How much does it cost to rent a vacation rental in Sleepy Hollow?
Season, property type and length of stay are some of the things that can determine the price of a vacation home. Simply enter your dates of travel to find your ideal fit. From cozy cabins to sprawling luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Sleepy Hollow?
Prices for beach houses in Sleepy Hollow will vary depending on the style and size of the property and when you’re traveling. Just enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use the filters to refine your search by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Sleepy Hollow?
There are, yes. You can choose from two vacation rentals that allow pets in Sleepy Hollow on Vrbo. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly vacation rentals to book a property where your puppy can get in on the fun.
What are popular rental amenities in Sleepy Hollow?
The most popular rental amenities people are looking for in Sleepy Hollow include a firepit, mountain views and a garden. Whether you’re taking a trip with family, pals or even pets, Vrbo vacation properties come with the best amenities for beginning new traditions with the people you love.
Are there vacation rentals in Sleepy Hollow that welcome kids?
Bring the entire group together for an adventure in Sleepy Hollow at one of our two family-friendly properties. A lot of these stays feature conveniences that are perfect for getaways with children, including laundry facilities, multiple bedrooms and swimming pools. Simply click on the “Properties good for families” filter and book your favorite.
What are the top attractions for families in Sleepy Hollow?
Keep your kids entertained at these popular family-friendly attractions in Sleepy Hollow:

  • Imagination Park
  • Doodlebug
  • Robson-Harrington House

Are there vacation rentals with WiFi in Sleepy Hollow?
Whether you’d like to keep up with the headlines, send some emails or surf social media, there are two vacation homes with WiFi in Sleepy Hollow. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a vacation rental in Sleepy Hollow?
The minimum age allowed can vary across properties on Vrbo, so be sure to look at the rules of the vacation home in Sleepy Hollow you’re considering. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Sleepy Hollow for?
The length of time you can book a vacation rental in Sleepy Hollow differs according to the property. Just enter your selected travel dates to look at a list of options offering extended stays. With lots of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to find someplace just right to call your home away from home in Sleepy Hollow.

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