Guesthouse holiday rentals in Santa Cruz County

Studio with redwoods in backyard, infrared sauna

Deer Run sanctuary nestled in the redwoods, with bubbling brook nearby. private and secluded yet walking distance to felton's town center restaurants and shoppings. Five minute walk to Henry Cowell State Park and a short 6 mile drive to Santa Cruz's beaches and downtown. The studio is attached to the owner residence but has a private entrance, kitchenette, bathroom and gas fireplace. Deck surrounded by redwoods, is partitioned for privacy. Studio is good for couples and solo travelers.

Carriage House on West Cliff Drive 18-0090

Historic stand-alone Victorian carriage house on the grounds of oceanfront home, Epworth-by-the-sea. Fully furnished. Gas heating stove, well-stocked gourmet kitchen, comfortable bedroom, luxurious and opulent bathroom. Perfect for a romantic getaway, or for extended stays. Free WiFi, parking, cable. Pet friendly (additional fee applies) and well located to enjoy all that Santa Cruz has to offer. Posted rates include mandated SC Hotel Tax, NOT charged for stays longer than 30 nights.

The Cottage Getaway by the Sea

The Cottage Getaway by the Sea is a single level one bedroom stand alone cottage on a cliff over Rio Del Mar Beach w/ 180 degree WOW views of the Monterey Bay. Seasonally enjoy dolphins, whales, & great sunsets! Located in a peaceful neighborhood, this is a perfect place for a quiet romantic getaway or just to read, relax, & enjoy. We are one of the few airbnbs with a California King Bed! Pricing is per night for one; 2nd person +$25 per nite PERMITTED vacation rental #181420

The Hen House Haven

Welcome to The Hen House Haven, a charming retreat where comfort meets modern amenities. Enjoy fresh eggs from our ten friendly hens, though egg availability may vary, especially in winter. Located near the Santa Cruz Beach Boardwalk, Henry Cowell Redwoods, and scenic hiking trails, our cozy studio is perfect for a relaxing getaway or adventure-filled stay. Embrace the serenity and warmth of staying with us, and make yourself at home. We can't wait to host you!

Cabana in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, we enjoy AMAZING unobstructed views of the Entire Silicon Valley... San Francisco to Gilroy from 1700ft altitude! This private retreat is perfect for relaxing and rejuvenating, surrounded by forest, streams and wildlife! Relax in complete solitude, refresh with chemical-free, great tasting spring water and crisp clean air high above the smog of Silicon Valley! Great Hiking/Biking Trails at your backdoor!

Sunny Harborside Bungalow

Private small cozy 1 br/1ba bungalow. This space boasts a taste of Latin American beach, Spanish tile floors and wood furniture. Kitchenette with an induction burner and xl toaster oven (no range) , full size fridge, private patio seating, umbrella, tropical plants. Bathroom with a small shower. Curtained off bedroom with full closet, queen bed. Living room has day bed/couch with twin mattress for 3rd guest. Plz read “other details to note” before booking.

Charming cottage w/lovely gardens, close to town

This cozy private cottage is located in a serene residential neighborhood just 1 mile from downtown Los Gatos and 1/2 mile from Hwy 17. Enjoy the quiet quarters, including your own patio overlooking the beautiful garden. It is ideal for a business traveler, a grandparent visiting family, or someone new to town who is looking for furnished housing. The pricing is discounted for weekly and monthly bookings.

Cozy garden westside king suite STR18-0122

This cool and comfortable private space is a great spot to stay while visiting Santa Cruz. Close to everything yet private with its own private entrance and in a quiet setting with an outdoor sitting area. The neighborhood is old Santa Cruz and close to everything. Don’t forget the comfortable king bed! The best deal in Santa Cruz! MAKE SURE TO READ IMPORTANT NOTE!

Midtown Studio

Enjoy your own small private cottage in a quaint, convenient location. Our home is located on a quiet street near the end of the cul de sac, so it is quiet at night. Easy access to the freeway, less than 2 miles to the beach and 1 mile a to downtown make this midtown home centrally located and very convenient to all Santa Cruz neighborhoods and locations.