Holiday rentals with a kayak in Silicon Valley

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Silicon Valley

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite

Home in Santa Cruz

4.84 out of 5 average rating, 220 reviews

Full Ocean View Cottage!HotTub+Bikes+Srfbrds+Kayak

Our cute beach home offers the best Santa Cruz location! First house in from the ocean, with fantastic ocean views. Watch whales passing by from the deck, ride the bikes down beautiful west cliff drive to the Boardwalk and Wharf down the street, take the surfboards out to Steamer Lane, launch the 2 person sea kayak from the harbor (already there, ready to launch), and come back to soak in the hot tub. **Are you getting a message from Airbnb blocking you from booking? Message us we can fix it**

22 Feb – 1 Mar

$643 SGD per night

Guest favourite

Home in Alameda

4.93 out of 5 average rating, 55 reviews

Waterfront Mid-Century Modern Luxury Pet Friendly

**Very Important** Please read description below and “Other things to note” at the bottom before requesting to book. This glowing review from a recent guest says it all! "This sophisticated home is superbly located on the Bay in the charming, bustling community of Alameda, just 10 min. from OAK Airport. Regardless of your interests - gourmet cooking to kayaking, you'll find it all. Sunrise is stunning: the rosy sky reflects off the bay as flocks of geese fly overhead. This place is a true gem!"

9–16 Nov

$826 SGD per night

Guest favourite

Guest suite in Boulder Creek

4.89 out of 5 average rating, 903 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

15–22 Apr

$149 SGD per night

Guest favourite

Farm stay in Los Gatos

4.85 out of 5 average rating, 149 reviews

NEW! Yurt on Top Swim Hike Relax

Relax and recharge at this yurt inspired bell tent in Los Gatos. Whether you’re here to reconnect with nature, hike the trails, camp under the stars, or explore the Bay Area. With nature trails on-site and the Saratoga Gap down the road, you won’t have to go far, For fun drive into the city. Come home and admire the amazing views from your secluded glamp-site with sweeping views of San Francisco Bay and Silicon Valley 2,800 feet below. Enjoy the lovely setting of this romantic spot in nature.

13–20 Dec

$289 SGD per night

Guest favourite

Tiny home in Bonny Doon

4.97 out of 5 average rating, 66 reviews

Groovy surf cabin, heated floors, by state park

The perfect stay for adventure seekers and relaxation enthusiasts. Immerse yourself in the great outdoors on hiking trails just steps away, explore vast mountain biking trails (10 min), or enjoy surfing and relaxing on the beach (13 min). Unwind with wine tasting at a local mountain vineyard nestled amongst the redwood giants, 5 mins away. Afterwards, come home to hammock in the redwoods, play yard games and BBQ. End the day with a cozy night in with heated floors, warm duvets and a movie.

13–20 Aug

$520 SGD per night

Guest favourite

Townhouse in Discovery Bay

4.98 out of 5 average rating, 125 reviews

Disco Digs! Deep Water w/ Dock Near Marina

Clean and bright waterfront duet home next to the Marina/ Boat Launch, Marina Grill and Farmers Market with dock to side tie your boat. We are in a quiet area, great for swimming and fishing. Use our paddle boards or two-person kayak. We are a short boat ride to the fast water for boating, water sports or visit other dockside restaurants. Wineries, Fruit Picking and a Whiskey distillery are only minutes away. An hour drive to San Francisco, Napa or Sacramento. Add us to your favorites!

7–14 May

$275 SGD per night

Guest favourite

Home in Aptos

5.0 out of 5 average rating, 174 reviews

Aptos Beachfront House

Oceanfront Beach House with views from every room! Steps from the beach. Gorgeous sunsets on the spacious deck with views of Santa Cruz coastline. Close to wine tasting, vineyards and breweries. Prime location, Rio-del-Mar beach, walking distance to coffee shop, restaurants, store and State Park. Perfect for a Romantic get away or family vacation! No more than 6 guests. Includes Outdoor shower, bikes (2), Boogie boards (2), Kayaks (2), sand toys, Beach chairs Beach towels, Wetsuits

23–30 Aug

$717 SGD per night

Guest favourite

Home in Santa Cruz

4.94 out of 5 average rating, 102 reviews

CasaLita Seabright Santa Cruz with Sauna

In the Heart of Seabright!! 0.5 m to the Beach, the Harbor, the Boardwalk (0.6m), Seabright Brewery, Betty's Burgers, La Posta, Verve Coffee, Aldo's, and the Crow's Nest. 5 mins from downtown. One glimpse will reveal that you are in for something special. A Comfortable Home designed with care and attention is the spirit of Indoor-Outdoor Living, including a delightful Tree-House, sauna, We provide 3 Bikes, surfboards, paddleboard, ping pong, BBQ, fire-pit, hammocks, and More.

13–20 May

$881 SGD per night

Superhost

Home in Santa Cruz

4.93 out of 5 average rating, 124 reviews

Boardwalk Retreat+Hot tub+Bikes+Surfboards+Kayak

Beach cottage in a quiet cute neighborhood, walking distance to the ocean, Santa Cruz Boardwalk, West Cliff Drive, Steamer Lane, Cowell's Beach and biking distance to downtown Santa Cruz. This two bedroom (plus bunk room), home is good for those looking for a clean, peaceful, comfortable place to stay. When the wind is blowing just right, you'll hear the waves crashing, the sea lions barking, all while you relax in the hot tub. Surfboards, Bikes, and a Kayak for you to use!

1–8 Jul

$1,033 SGD per night

Guest favourite

Place to stay in San Mateo

4.93 out of 5 average rating, 70 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.

21–28 Nov

$209 SGD per night

Guest favourite

Guest suite in Foster City

4.98 out of 5 average rating, 61 reviews

New modern 1 bedroom unit

Brand new modern 1 bedroom/studio unit in beautiful residential neighborhood near the water. Separate entrance that is fully furnished with top of the line appliances and high ceilings. Full size bed. Close access to highway 101, 92 and 280. Plenty of shopping nearby, Bridgepointe Shopping Center and Hillsdale Mall. Need to relax, stroll down to Gull Park to enjoy the water. Kayak and Stand-up Paddle Board available to borrow

30 Jul – 6 Aug

$180 SGD per night

Guest favourite

Home in Stinson Beach

4.99 out of 5 average rating, 96 reviews

Remodeled Stinson Seadrift Lagoon Escape

Come escape to the Stinson Lagoon and enjoy all that this peaceful and unique destination has to offer. After a year-long remodel in 2021, front to back, inside and out, everything is new! From the bedrooms, to the bathrooms, kitchen, deck, appliances, hot tub and fire pit. And with our recent decor and furnishings update at the end of 2023, the house is primed and ready for you. **NEW PHOTOS COMING SOON**

5–10 May

$1,046 SGD per night