Vacation rentals with a kayak in Silicon Valley

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Top-rated kayak rentals in Silicon Valley

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Top guest favorite

A cozy living area features wood-paneled walls and beams, illuminated by natural light. A comfortable couch is positioned near large windows that showcase a city skyline view. A rustic wooden coffee table adds charm, while a small side table complements the space.

Apartment in San Francisco

4.98 out of 5 average rating, 87 reviews

Peaceful Studio in the Trees

Private Studio with a beautiful view, surrounded by urban nature. The studio is cozy and cabin-like with everything you need to enjoy your visit. The neighborhood is peaceful and quiet for a city setting. Duboce Triangle is a gorgeous, central neighborhood in San Francisco and arguably one of the best! Our walking score is 98. Enjoy Victorian houses and tree-lined walks to coffee shops, parks, restaurants, fitness studios, events, work, and easy access to public transit for all the sightseeing.

Top guest favorite

A cozy bedroom is presented with a wooden accent wall and large windows on either side, allowing natural light to flood the space. The bed features decorative pillows and a colorful throw blanket, complemented by a small potted plant on the side.

Cabin in Bonny Doon

5 out of 5 average rating, 31 reviews

Eclectic Escape

The perfect stay for adventure seekers and relaxation enthusiasts. (Permit 251052) Unwind with yard games and bbq, soak up the sun from the deck or relax in a hammock under redwood shade. Cozy up by the fireplace, enjoy forest views through skylights, or watch movies on the big screen. Explore hiking trails just steps away, vast mountain biking trails (10 min), or hit the beach and surf (13 min). Indulge in wine tasting at a local mountain vineyard nestled amongst the redwood giants (5 mins).

Guest favorite

A serene river flows gently through a lush forest, surrounded by vibrant green foliage. Smooth rocks emerge from the water, which reflects the surrounding greenery. The scene conveys a peaceful natural environment, ideal for relaxation and exploration.

Guest suite in Boulder Creek

4.9 out of 5 average rating, 1,041 reviews

Redwood Riverfront Getaway

We are nestled in the beautiful California Redwood forest next to the San Lorenzo River. Guests can enjoy our private guest suite with its own entrance and full bathroom. Our property features tall trees, seasonal river swimming on our private beach, fishing, kayaking, and exploring. We are close to downtown Boulder Creek, minutes away from Santa Cruz, wine tasting, hiking, fine dining, and the coastline. We have no hidden fees and even offer a full return of our cleaning fee. Permit #181307

Guest favorite

Apartment in San Francisco

5 out of 5 average rating, 14 reviews

Little Oasis

Enjoy a modern, peaceful retreat on the Mission Creek waterfront. Wake to sunlight on calm waters and start your day refreshed. Paddle down the creek to Oracle Park or walk 20 minutes to the Ferry Building, Chase Center, and Embarcadero. This fully private apartment offers quiet comfort and city convenience in a safe, walkable neighborhood with trendy cafés, markets, and shops. Whether here to explore, work, or relax, this stylish space is yours to feel at home in the heart of San Francisco.

A lush vineyard stretches across rolling hills, with meticulously arranged rows of grapevines. The landscape is complemented by a colorful sunset sky, casting a warm glow over the greenery. Mature trees provide a backdrop to the vineyard, enhancing the natural beauty of the scene.

Farm stay in Fremont

4.96 out of 5 average rating, 91 reviews

Mission Peak Ranch: Farm Stay

Looking for a spacious property that has TONS of stuff to do? Come stay with us! We have lots of outdoor space where you can relax and enjoy our private 150 acre estate... a couple of guest favorites include fishing and canoeing on our private lake, access to private and public hiking trails, playing basketball, strolling through our vineyard (Mission Peak Wine), watching wildlife, meeting the local rescue horses, watching an epic sunset, jumping on the trampoline, stargazing and more!

A charming backyard is featured, showcasing a rustic shed adorned with climbing greenery. Stone pathways are lined with potted plants, offering a serene outdoor space under the shade of a large tree. The area provides a blend of natural beauty and functional storage.

Home in Alameda

5 out of 5 average rating, 4 reviews

Charming Alameda home. Walk to restaurants & beach

Charming high-peaked colonial revival with a beautiful backyard and 2 giant live oak trees. It's a completely detached single-family home, ideal for a family of 4 or 2 couples but it can sleep up to 6 people (2 couples and 2 kids in bunk beds). It's just 2 blocks from lively Park St, 5 minutes walking to a couple of smaller grocery stores and a 15 minute walk to the beach. It's walking distance to express buses and casual carpool to SF as well as buses Oakland and BART.

An open-concept kitchen and dining area are presented, featuring white cabinetry and stainless steel appliances. Sunlight streams in through large windows, illuminating the dining table with black chairs. A sliding door leads to a deck with views of surrounding trees, creating a bright and airy space.

Cabin in Los Gatos

New place to stay

Hideaway, Luxury Homestead

Relax and recharge at this secluded cottage in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area, we have everything for a worry-free stay! With nature trails on-site and the Saratoga Gap down the road, you won’t have to go far from the vacation rental for adventure. Come evening, unwind in the outdoor bathtub, and admire the amazing views from the pond deck at this peaceful place to stay.

Top guest favorite

Two brightly colored kayaks are positioned on a wooden dock overlooking a serene body of water. The sun illuminates the scene, highlighting the clear blue sky and a few distant palm trees. The vibrant kayaks are ready for use, with safety gear visible on board.

Home in San Mateo

4.98 out of 5 average rating, 63 reviews

Lagoon Living Offsite + Family Retreat!

► Wake up to water views in the heart of Silicon Valley ► Centrally located: ✈ SFO: 10 mins. SF: 25 mins. Palo Alto, Mountain View, Cupertino & San Jose: 25 mins ► Maid services during stay ► Enjoy sunny weather in our one-of-a-kind backyard w/ deck, sauna, BBQ, garden, casita (office + extra bedroom), dock & SUPs ► Set up for relaxing, cooking & grilling, with sauna and pizza oven ► Blazing fast internet (360mbps) throughout the property + backyard

Superhost

A scenic outdoor area is visible, featuring a trampoline alongside a grassy space. A deck extends toward the water, where a blue kayak and a boat with a cover are stationed. A shaded seating area is located nearby, with a view of the serene lake.

Place to stay in San Mateo

4.91 out of 5 average rating, 101 reviews

Cottage on the Water -SUP,Kayaking,Canoeing

Private Club House Water Front. Free use of stand-up paddle board, kayak, and canoe. Private entrance with Smartlock and wifi. Modern studio with full bathroom. and the kitchenette area is fully furnished for light cooking. Conveniently located near grocery, Target, Trader Joes, and restaurants. 5 minutes from Downtown San Mateo, and 10 minutes from SF Airport. Looking to get away from the bay area without actually leaving, nice escape.

Guest favorite

A scenic view from a balcony captures the expansive landscape, with the ocean visible in the distance. The image showcases a well-maintained garden area and a hot tub below. Soft hues of sunset illuminate the sky, enhancing the tranquil atmosphere.

Home in Half Moon Bay

4.91 out of 5 average rating, 45 reviews

Coastal Dream! OceanView, steps2beach, HotTub, BBQ

Indulge in luxury at this expansive Half Moon Bay retreat in the exclusive Miramar neighborhood. Steps from the pristine beach and Coastal Trail, this exquisite home offers over 3200 sqft of lavish living space with private amenities, including a hot tub, grill, and an enclosed garden for ultimate privacy. Enjoy breathtaking ocean views, nearby world-class golf, surfing, and horseback riding, or take an easy drive to San Francisco.

Superhost

A modern kitchen features sleek cabinetry and stainless steel appliances, including a gas stove and espresso machine. Natural light streams through large floor-to-ceiling windows, illuminating a cozy living area adorned with art prints and a vibrant flower arrangement.

Apartment in San Francisco

New place to stay

Modern Wellness Oasis | Sauna • Spa • Remote Work

Wellness meets waterfront living—next to Oracle Park! • Light-filled designer unit w/ floor-to-ceiling windows • Italian kitchen, barista espresso machine & spa-style bath • Ergonomic WFH setup & high-speed Wifi • Rooftop lounges, hot tub, sauna, yoga studio, 2 gyms • Game rooms, golf simulator, production studio • Co-working space & private offices • Waterfront park at your front door • Walk to Giants games & concerts in minutes

Guest favorite

A modern guest house is nestled among mature trees, visible from a landscaped path. The exterior features wooden accents and large glass sliding doors that invite natural light. Surrounding greenery adds a serene backdrop, promoting a sense of peace and connection to nature.

Guesthouse in Woodside

4.94 out of 5 average rating, 154 reviews

A beautiful Tree house -your own retreat

This charming 2 bedrooms is nestled among the trees in beautiful Woodside, California. This town is 30 minutes from San Francisco and right behind Stanford University. Our tree house is a private, peaceful, modern and very comfortable detached guest house. The house has a fully equip kitchen, BBQ and very peaceful settings where you can enjoy nature hikes and be surrounded by peaceful trees and yet just minutes away from town.