Guest house holiday rentals in Santa Cruz County

Newly Built | Modern 1BR/1BA Private Cottage

Welcome to this private newly built modern Guesthouse in Silicon Valley, nestled in San Jose, with a view of Santa Cruz Mountains. Close to all major highways in the South Bay, San Jose Downtown (9 miles), San Jose Airport (12 miles), SAP Center (9 miles), Levi's Stadium (16 miles), Santa Cruz Beach (32 miles), Great America Parkway (16 miles), Santana Row (12 miles), Apple (16 miles), Netflix (8 miles) and major tech companies in Sunnyvale, Santa Clara, Mountain View, Cupertino and Palo Alto.

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! IMPORTANT NOTE: I am required to collect the city mandated short term rental tax in cash when you arrive because the city of Santa Cruz . Please have it ready.

Cozy 1-Bedroom duplex in Seabright

Walk to Boardwalk, beach and restaurants. One bedroom duplex located in lower Seabright is cozy and clean. Everything you will need including washer/dryer, cable TV, wifi, etc. There is a full kitchen with gas stove, full size refrigerator, microwave and dishwasher. The bedroom has a queen bed and plenty of storage to unpack. There is a twin sofa sleeper in the living room. Check in is 4 pm and check out is 11 am. We do not host pets. We only host guests with positive host ratings.

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!

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.

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

An Adventurer's Private Cottage Paradise

*Please note, any stay 30 days requires a background check and a signed lease* Wifi speeds in the room: 67 Mbps download, 11 Mbps upload. You don't have to be named Indiana Jones to enjoy the Far East touches of this private and fun studio and bath. Everything is provided: a work space, a cooking/eating place, and even an outdoor space with BBQ. Whether you are traveling for work or play, this cottage will make your stay more fun and memorable!

1 bedroom attached guesthouse

Our home was originally built in the 1930s. The previous owners lived here until we purchased it in 2016. In the ’90s, her grandkids added onto the house and put up a wall to create a small one-bedroom unit for her to live in and they stayed in the rest of the house while caring for her. When we bought the house, we made some light updates, and we feel really lucky to now be able to share this small space with guests visiting Santa Cruz County.

Santa Cruz Guesthouse Surrounded by Redwoods

Get back in touch with nature in a farmhouse-style property next to abundant woodlands and hiking trails (Permit 181242). It's an airy, skylit space with honey-colored hardwood floors and a well-equipped kitchen. Bathe in a claw-foot tub and relax on a wooden porch. Please note that this house shares the property with the owners who live in the main house, and an Airstream. The property is also serviced by landscapers and pest services.

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.

Modern Cottage in Santa Cruz- 30+DAY Rental

Adventure awaits you here in Santa Cruz! Whether you’re coming to enjoy the hiking of nearby Henry Cowell Redwoods State Park or heading down to Pleasure Point for a surf, we’re close to it all! Here you’ll find the perfect place to get some R&R after a busy, adventure filled day. Keep it simple at this peaceful and centrally-located spot.