Holiday rentals with a kayak in Santa Cruz County

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.

4.84 out of 5 average rating, 383 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**

4.98 out of 5 average rating, 147 reviews

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

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).

Camper van/Motorhome in Watsonville

4.88 out of 5 average rating, 8 reviews

Little Ohana Farm

Looking for the perfect cozy escape in the comfort of a quant vintage trailer. Wake up to fresh country air and birds chirping. Spend your evenings relaxing by the fire making s’more’s, taking in the breathtaking cotton candy sunsets and views of rolling hills. Relax under the stars in your claw foot tub from your private deck. You’ll feel miles away from the hustle and bustle while still being minutes from everyday conveniences including beaches, coffee shops, grocery stores and local dining.

Guest suite in Boulder Creek

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.

4.9 out of 5 average rating, 1147 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

4.92 out of 5 average rating, 53 reviews

A modern gray sofa is positioned against a curved window, allowing natural light to enter the space. A decorative lamp offers a warm glow on the windowsill. A clock can be seen on the wall opposite the sofa, with a door visible in the background.

Tiny home in Willow Glen

Brand new small San Jose home-Built 2024

Brand new 800sqft - 2B/2B home includes kitchen with coffee bar, 4K 50" Fire TV, record player, toto toilets, basic first aid kits in medicine cabinet, and a small sofa bed in living room. I try to put everything you need in the bathrooms :) There are ceiling fans and desks in both rooms. Shower/restroom in master room and 1st floor. Easy street parking right in front of home. No shoes ($100 violation if worn). *Welcome to bring your own indoor slippers or shoes :) Blinds on all windows

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.

5.0 out of 5 average rating, 209 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!

4.99 out of 5 average rating, 265 reviews

Home in Aptos

Charming Beachfront Cottage

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, Boogie boards (2), sand toys, Beach chairs Beach towels, Wetsuit

Superhost

A vibrant garden area features a stone wall bordered by an array of colorful flowers, including orange poppies and other blooms. The blue house with large windows serves as a charming backdrop to this lively outdoor space, creating a welcoming atmosphere.

4.85 out of 5 average rating, 158 reviews

Enjoy Garden Paradise 5min to beach in 3bdr house

❤️ Relax with the whole family at this peaceful place to stay. 2 blocks from the beach this Santa Cruz beach-styled house is perfect for enjoying Santa Cruz. (VacPer 2211043) 3 bedrooms. A master with a ensuite, 2 other bedrooms and there is a pull out sofa in the living room for the 4th bed. Enjoy fast Wifi, surfboards and other play equipment. The gardens are beautiful, a fire pit and horseshoe court it makes the backyard a beautiful place.❤️❤️❤️❤️

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.

4.97 out of 5 average rating, 130 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.

An aerial view captures the shoreline where waves meet the sandy beach. The coastline curves gently while a road runs parallel, with houses visible along the street. The vibrant colors of the ocean and sand contrast against the greenery nearby.

4.88 out of 5 average rating, 531 reviews

180°OceanView+HotTub+EBikes+Surfboards+SUPS+Kayak

Incredible beach home with sweeping views of the ocean. Watch the waves crash from your bed. Directly in front of Pleasure Point, a world class surf spot. 180° upstairs decks to lounge & enjoy the ocean and views of the ocean from every room in the home. Hot tub, cedar sauna, 4 electric bikes, surfboards, stand-up paddle boards, sea kayak, ping pong table, basketball arcade game, and dart board. permit#191362

A hot tub is positioned on a wooden deck, surrounded by lush eucalyptus trees. A potted plant with green leaves sits nearby, with ocean views visible through the wooden fencing. The serene landscape emphasizes the connection to nature.

4.94 out of 5 average rating, 125 reviews

Ocean View Cottage HotTub- Surfboards-Bikes-Kayak

Beautiful private beach home with fantastic views. Beach and lagoon views in a serene setting. Wander down the eucalyptus and cypress grove to the beach or up the the path along the lagoon into Monarch butterfly nesting grounds. Remodeled home with a gorgeous kitchen, two large decks, plenty of front and backyard space. All in the best location imaginable for Santa Cruz!