Vacation rentals with a patio in Pleasure Point

Cozy Coastal Redwood Cabin

Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

Kathleen’s Fern Cottage

Rest and rejuvenate in privacy at Fern Cottage which nestles in a 1/3 acre woodland garden with paths and hideaway seating areas. Fern's insulated curtains & fans keep the Cottage comfy. Less than a mile from Boulder Creek, other areas to explore are a hop, skip, and a jump away: a picnic and swim at the river beach park in town, hiking & biking trails. within 30 min., ocean beaches, galleries, jazz clubs, surfboard rentals, theaters, restaurants, the Boardwalk & Santa Cruz Wharf and more.

Relaxing Modern Home|Chefs Kitchen|Private Patio

Spend your coastal vacation in this newly designed 1940’s Cottage. Thoughtfully designed with a mix of both modern and traditional elements, this Cottage feels warm and inviting from the moment you enter the space. Enjoy the beautiful California weather in the private patio featuring native coastal landscaping. Whether you are spending your days at the beach, surfing, exploring the Redwoods or looking to simply unplug and unwind we look forward to hosting you at our Coastal Cottage. P# 221094

Peaceful Redwood Retreat in the heart of town

This beautifully renovated home is set in a peaceful location, just a short walk from Henry Cowell Redwoods State Park, Roaring Camp Railroad, Felton Music Hall, the Farmers' Market, yoga studios, a local brewery, restaurants, wedding venues, and a natural foods market. Enjoy nearby hiking and biking trails, with Santa Cruz a 10-minute drive away and San Jose just 30 minutes. Ideally situated in the heart of town, this family-friendly retreat offers all the essentials for a relaxing vacation.

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!

Vineyard Retreat with Expansive Mountain View

Vineyard retreat in Santa Cruz Mountains with expansive hilltop views. Situated off the beaten path between Los Gatos & Felton. The perfect place to disconnect, unwind & relax in a rural mountain setting. Our vineyard is 100% natural, no chemicals, pesticides or additives, from the soil to your cup. Please enjoy meandering the rows, soaking in the views and being in nature. Watch the marine layer recede in the morning & enjoy stargazing at night. Pricing is the same for 1-4 guests.

Custom Cabin Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Santa Cruz Beach House - Steps to Boardwalk/Beach

🏖️ Welcome to Beach Hill Hideaway A beautifully appointed Santa Cruz beach house just steps from the beach, Boardwalk, and downtown. Tucked into the highly sought-after Beach Hill neighborhood, this light-filled coastal home offers the perfect blend of comfort, style, and walkability — ideal for families and friends. Wake up to ocean air, stroll to the Boardwalk, West Cliff, wharf or downtown and return home to a peaceful retreat designed for relaxation and connection.

Serene luxury beach bungalow in Pleasure Point

Just steps away from the breathtaking Santa Cruz coast lies Bungalow318. This 1940's bungalow has been meticulously renovated and is ready for your relaxing retreat, romantic getaway, surfing adventure or family vacation. Relax in the open concept family room, enjoy a day at the beach or surfing world-class surf breaks, lounge in the hot tub and spend a cozy evening on the patio lounge in front of a warm fire. The ways to enjoy this special property are endless!

Redwood Cottage & Hot Tub

Enjoy this quaint, peaceful redwood retreat tucked away in the Santa Cruz Mountains. This small private cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 25 minutes to Santa Cruz beaches. The cottage is on a shared property and next door to the main house. Please note there is no indoor shower (outdoor only) and the road is one lane with a steep driveway. Permit #211304

Orchard Cottage in convenient countryside location

Orchard Cottage is a newly refurbished historical home in a rural neighborhood 10 minutes from downtown Los Gatos. Lots of wildlife and local private hiking trails make this location in the Santa Cruz Mountains a peaceful retreat from city life. Enjoy your private deck and yard or visit our ducks for a mini-farm experience. Lots of nearby hiking and wineries, and only 25 minutes to Santa Cruz beaches. Please contact me with any questions!

Robin’s Nest in the Redwoods

Welcome to Robin's Nest in the Redwoods (Permit #181415) Tucked into the scenic foothills of the Santa Cruz Mountains, this charming, quaint cabin offers the perfect blend of peace and convenience. Enjoy easy access to stunning local beaches and serene hiking trails through the majestic redwoods - all just 35 miles from San Jose. This tranquil retreat feels both secluded and centrally located, offering the best of both worlds!