Vacation rentals with a kayak in San Francisco Peninsula

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in San Francisco Peninsula

Guests agree: these accommodations with a 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**

Feb. 22 – Mar. 1

$734 CAD 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

Apr. 15 – 22

$175 CAD per night

Guest favourite

Boat in Oakley

4.96 out of 5 average rating, 244 reviews

HouseBoat+Sauna+Fireplace+Best Fishing spot

Welcome Aboard DeltaJaz! Pet & 420 Friendly. Special occasion? let us know and enjoy the surprise! You will be thrilled to be apart of this rare opportunity to enjoy your own fully remodeled houseboat to yourself. You will enjoy all the comforts of being home including a in home 3 person Sauna, Fire place, Full sound system though out entire boat, LED's etc. Includes two kayaks and one Paddle board. You have the entire end of the dock to yourself. We have 24/7 Surveillance cameras outside.

Sep. 23 – 30

$285 CAD 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.

Dec. 13 – 20

$334 CAD per night

Guest favourite

Farm stay in Nicasio

4.9 out of 5 average rating, 166 reviews

Black Mountain Farm pond house farm-stay Pt. Reyes

Black Mountain Farm overlooks the Nicasio reservoir and the rolling hills of West Marin County. We have a cozy little off-the-grid "cottage" next to our pond with a bed, solar lights and incredible views. A perfect spot for artists, bikers, hikers and birders to come and enjoy a completely unplugged (no electricity/no heat) vacation. Its like Glamping in a wooden tent! . In Spring, there are lambs, baby rabbits and chicks! Come out to the country for a tech cleanse! No dogs, fire in fire pit.

Sep. 23 – 28

$280 CAD per night

Guest favourite

Home in Inverness

4.99 out of 5 average rating, 115 reviews

Woodhaven | Tranquil & Scenic Getaway w/ Views

*1 Bdrm/1 Bath wooded retreat *Beautiful deck with amazing water views *Quiet and peaceful, surrounded by nature - an outdoor enthusiast's dream! *Deluxe amenities *Dedicated workspaces + high speed wifi *Fireplace *Private tennis court + indoor yoga area *Fully equipped kitchen (complimentary organic coffee, tea, oils, condiments) *No cleaning chores upon check-out! *Professionally cleaned and well maintained *Short walk to Chicken Ranch Beach, Blue Waters Kayak Rental, and dining options

Nov. 9 – 16

$851 CAD 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!

May 7 – 14

$360 CAD per night

Superhost

Home in Novato

4.83 out of 5 average rating, 163 reviews

The Tiki Hut

Welcome to the Tiki Hut! Located on a cul-de-sac in a quiet residential neighborhood, this home opens up to reveal a breezy Mediterranean vibe. With 4 bedrooms/2 baths, your group can spread out. Enjoy indoor/outdoor living with a sunroom, a sheltered dining area, mega trampoline for the kids, and of course, a tiki hut overlooking the tranquil Novato Creek. Swim in the private salt water pool and then relax in the hot tub. Note: our pool is solar heated so our swimming season is Apr-Oct.

Nov. 18 – 25

$585 CAD 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

Aug. 23 – 30

$836 CAD 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.

May 13 – 20

$1,035 CAD 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!

Jul. 1 – 8

$1,169 CAD per night

Superhost

Houseboat in Bethel Island

4.96 out of 5 average rating, 101 reviews

Romantic and Rustic + Kayaks/PaddleBoat

Let the summer air take you in as you sit waterfront watching the sea lions make their migration through the labyrinth of California waterways. Pick up a harbor provided fishing pole to test your luck at the evening catch.. if the fish prove to allusive that evening enjoy a short stroll down to main street for dining at one of the many great island restaurants! Celebrating a Birthday?! Let us know! Birthday Signs and We literally roll out the Red Carpet to your cabana!

Nov. 20 – 27

$162 CAD per night