
Holiday rentals with a kayak in San Francisco Peninsula
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in San Francisco Peninsula
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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**

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 on a comfy couch, 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).

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

Bayview Manse midway between Napa & San Francisco
Prytz House: A spacious Victorian shopkeep's manse above what was originally a dry goods store, midway between San Francisco and the Napa Valley. At approximately 3,250 square feet (300 m²), including 10 total rooms, a 500 square foot (50 m²) roof deck with a bay view, & a rose garden patio, there's plenty of space to stretch out, both inside and out. Many water views. Furnished largely with antique and vintage finds from the late 19th century to the middle 20th century, there's ample charm.

Woodhaven | MCM Inspired Getaway w/ Amazing Views
*Tranquil Wooded Retreat: 1 bdrm/1 bath nestled in nature, with beautiful water views from a private deck; ideal for outdoor lovers. *Modern Conveniences: Deluxe amenities, a cozy fireplace, and dedicated workspace w/ high-speed WiFi. *Stay Active: Private tennis court + indoor yoga area. *Full Kitchen: Stocked w/ organic coffee, tea, oils, and condiments. *Professionally cleaned, no checkout chores. *Ideal Location: Walk to Chicken Ranch Beach, Blue Waters Kayak Rental, and dining options!

Beach Front Dream House! Hottub/E-Bikes/Surfboards
Permit# 231467 Incredible modern home just steps from the best beach in all of Santa Cruz! Ocean and sand views, listen to the waves as you sleep on designer beds, cook in the chefs kitchen, and soak in the hot tub. Perfect central location, less than 5 minutes to boardwalk and downtown. 5 minutes to colorful Capitola village. 9 minutes to UC Santa Cruz Campus. 4 Electric bikes, 4 surfboards, and a kayak to take out and play in the waves! Plus the beach is right out front to enjoy!

HouseBoat+Sauna+Fireplace+AC+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, air conditioning, Full sound system though out entire boat, LED's etc. Includes two kayaks and one Paddle board. lots of privacy! Please bring your own drinking water!

Beautiful Waterfront Relaxation
Waterfront Marin County retreat with marina & canal views, private dock, kayaks, fire pit & BBQ - your San Rafael escape awaits. - Sleeps 8 | 3 bedrooms | 6 beds | 2 baths - Waterfront home w/ private dock, kayak & marina/canal views - Fire pit, BBQ grill & fully fenced private backyard - Indoor gas fireplace & 45" HDTV w/ Roku - Family-ready w/ crib, Pack 'n play, baby monitor & kids' dinnerware - Full kitchen, dedicated workspace & self check-in

Beach View Cottage - Hot Tub
Gorgeous, newly remodeled, home with amazing views of the ocean, beach, and lagoon. Hot tub, bikes, surfboards, kayak. Everything you could possibly want for a Santa Cruz trip in a spectacular setting VR PERMIT # 191354 Just 200 yards from the beach, this tranquil beach view cottage is your perfect beachside escape. Located on a quiet, private street in Pleasure Point, this charming and newly updated two-story home offers stunning ocean views.

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.

Peaceful garden space in nice neighborhood in SF
Tucked away on a peaceful San Francisco street, this modern home offers a calm retreat from the city’s buzz. Start your morning with coffee on the serene back deck, shaded by our beautiful, fruit-laden grapefruit trees. When you’re ready to explore, you’re just steps from multiple fast, reliable bus lines, BART, and a city bike rental station, making it effortless to get anywhere in the Bay Area. A quiet escape with unbeatable convenience.

New modern 1 bedroom unit
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
Popular amenities for San Francisco Peninsula kayak rentals
Holiday House Rentals with a Kayak

Lake House at Discovery Bay: Relax, Paddle, Games

Charming Beachfront Cottage

Aqua Vista / Waterfront House

Cozy Coastal Cottage | Hot Tub | Kayak | Surf Gear

Waterfront home w/ private dock and pool

Bolinas Beach Home

San Francisco Oasis / Patio / Garage & Office /16+

PepperTree House
Cabin rentals with a kayak

Luxury Sunset Cabin with Loft

Sunny Inverness Cottage

Harlan House, Luxury Homestead

Log cabin luxury studio farm
Other holiday rentals with a kayak

Southern Marin Sanctuary

Huge Backyard | 10 Beds Perfect for Large Groups!

Shenoa by the Sea

Charming Sunset Lake House with Private Dock

Napa, Sonoma, Bay Area HotTub & Pool, LittleCastle

Gas/Economy $ Enjoy & Play Where You Stay

Villa Waterfront Sunset 4bd 4bth 2Livinrm sleep 16

* Large Updated Waterfront Delta Manor Boat Dock *
Destinations to explore
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Seacliff State Beach
- Twin Peaks
- Six Flags Discovery Kingdom
- Rodeo Beach
- Palace of Fine Arts
- Bolinas Beach
- Levi's Stadium
- Montara Beach
- Winchester Mystery House
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