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.

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Guest favourite

A comfortable hammock hangs from a porch, offering a relaxing spot with an unobstructed view of the ocean. The surrounding scenery features vibrant greenery and a glimpse of passing vehicles along the road, enhancing the coastal atmosphere.

Home in Santa Cruz

4.84 out of 5 average rating, 365 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**

Top Guest favourite

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

4.98 out of 5 average rating, 124 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 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).

Guest favourite

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, 1,118 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

Top Guest favourite

The exterior of the house showcases a unique architectural design with a turret and large windows that allow natural light to fill the space. A well-maintained landscape featuring greenery and decorative pots is visible, creating an inviting entrance.

Home in Crockett

4.96 out of 5 average rating, 112 reviews

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.

Guest favourite

A spacious living area features natural wood paneling and a high ceiling, creating a warm environment. Large windows provide views of the surrounding greenery. A cozy seating arrangement includes a sectional sofa and two armchairs, while a fireplace adds to the room's comfort.

Home in Inverness

4.97 out of 5 average rating, 169 reviews

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!

Top Guest favourite

The view captures the ocean and sandy beach from a spacious deck, framed by tall trees. Clear blue skies and calm waters are visible, while a dining area with wooden chairs is set up on the deck, inviting relaxation and enjoyment of the surroundings.

Home in Santa Cruz

5 out of 5 average rating, 190 reviews

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!

Superhost

A modern kitchen is presented with stainless steel appliances, including a refrigerator and a gas stove. Grey cabinets complement a marble countertop, while a single basin sink offers a view through large windows. A decorative flower vase adds a touch of color to the counter.

Boat in Oakley

4.94 out of 5 average rating, 409 reviews

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!

Guest favourite

Home in San Rafael

4.89 out of 5 average rating, 178 reviews

Beautiful Waterfront Relaxation

Welcome to your bayfront retreat in San Rafael - a waterfront home in the heart of Marin County, perfectly placed between San Francisco & Wine Country. - Sleeps 8 | 3 bedrooms | 6 beds | 2 baths - Waterfront home w/ private dock, kayaks & paddleboard - Fire pit, BBQ & fully fenced backyard w/ outdoor dining - Indoor gas fireplace & 45" HDTV w/ Roku, record player & PS3 - Full kitchen w/ Keurig, drip coffee maker & dining table - Family-ready w/ crib & Pack 'n Play

Top Guest favourite

A spacious deck features comfortable adirondack chairs arranged around a fire pit, with the ocean and lagoon visible in the background. Eucalyptus trees provide shade and a natural ambiance, enhancing the serene atmosphere of this outdoor space.

Home in Santa Cruz

4.97 out of 5 average rating, 117 reviews

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.

Guest favourite

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

4.9 out of 5 average rating, 124 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 favourite

A serene backyard patio is surrounded by lush greenery and vibrant plants. Comfortable seating is offered on a modern outdoor sofa, complemented by decorative cushions. A stylish side table and a variety of potted plants enhance the inviting outdoor space.

Guest suite in San Francisco

4.9 out of 5 average rating, 195 reviews

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.

Top Guest favourite

A neat outdoor space features three tall planters filled with greenery and colorful flowers, positioned on a pathway of square stone pavers. Dark pebbles line the edges, contrasting with the lush green artificial grass beside the residence.

Guest suite in Foster City

4.99 out of 5 average rating, 118 reviews

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