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Guest house holiday rentals in Santa Cruz County

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Santa Cruz County

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Guest favourite
A dining area features a dark wood table accompanied by four high-backed chairs. A sliding glass door with vertical blinds opens to the outside. A comfortable chair and television are visible, providing a relaxing atmosphere in the open living space.
Guest house in Santa Cruz
4.94 out of 5 average rating, 279 reviews

SC Boat Harbor/Boardwalk Hideaway

SC Boat HarborBoardwalk Hideaway House Manual/Rules Centrally located near Safeway, grocery outlet bargain market, whole foods, Trader Joe’s, Costco, Capitola Mall. Easy access on and off Highway 1 and Highway 17 Important information in case of emergency In the event of any major problems such as: 1. Fire- 911 2. Sickness -911 3. PAMF Urgent Care or 4. Dignity Health Hospital – 6500 Soquel Dr, Santa Cruz, CA 5. Plummer- Jim-831-419-4906 6. Lisa- 831-419-3460 House Rules Cleaning fees $100 No smoking/drugs allowed on premises at anytime No loud parties No overnight guests without host knowledge . Under no circumstances should anything be put in toilets or bathroom/kitchen sinks that would clog up or cause any blockage. - [ ] Bathroom: all feminine products and paper towels, etc. should be placed in waste basket in bathrooms. Clogged toilets will be charged to guests! Kitchen: oils/greasy items to be placed in garbage cans instead of in kitchen sink. Remove all garbage to outside house garbage cans. All rooms:candles not to be used at any time by guests. Bedroom: remove sheets and pillow cases from bed, put in laundry basket and bathroom, but, Leave shams on pillows, and top bedspread draped on foot board of bed. Empty waste baskets and remove items from closet and under beds.

Top guest favourite
A light blue cottage is set amidst lush greenery and towering trees. The exterior features multiple windows, offering views of the surrounding landscape. A narrow pathway leads to the inviting front door, framed by flowering plants, enhancing the tranquil setting.
Guest house in Los Gatos
4.97 out of 5 average rating, 118 reviews

Mountain Retreat

Escape to the serene beauty of the Santa Cruz Mountains of Los Gatos! Our charming cottage rental is nestled amidst the towering redwoods, 30mins from Silicon Valley or Santa Cruz, and only 15mins from downtown LG, but feels isolated if you want get away from it all. The cottage features a living room (w/optional murphy bed) & full kitchen/dining area. Amenities like wifi, streaming and washing/dryer available in unit. Bedroom features king size bed and private backyard area. Pet friendly.

Top guest favourite
A cozy living space is presented with a daybed adorned with an assortment of colorful pillows, complemented by a natural wood coffee table. Light enters through large windows, highlighting a vibrant piece of wall art. A small desk and chair are positioned nearby.
Guest house in Santa Cruz
4.91 out of 5 average rating, 734 reviews

Sunny Harborside Bungalow

Private small cozy 1 br/1ba bungalow. This space boasts a taste of Latin American beach, 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, turn on app notifications for communication.

Top guest favourite
A quaint cottage with light blue siding and white trim stands behind a white picket fence. Lush greenery and flowering hydrangeas surround the entrance, providing a charming exterior view. A chimney is visible atop the roof, complementing the cottage's classic design.
Guest house in Santa Cruz
4.94 out of 5 average rating, 106 reviews

Victorian Cottage on West Cliff Drive 18-0089

Separate, stand alone cottage located behind oceanfront home. Steps from the beach, Boardwalk, Lighthouse, and close to downtown. Fully furnished. Smart TV with Comcast Popular TV cable (100+ channels), dedicated Superfast Xfinity WiFi access. Very charming and romantic. Pets welcome for an additional fee of $95 per stay (or per month for longer visits)---please arrange in advance. Quoted prices include City mandated Transient Occupancy Tax required of all bookings for 30 nights or less.

Top guest favourite
A spacious sleeping area features a comfortable bed adorned with a white coverlet and decorative pillows. Two windows allow natural light to illuminate the room. A cozy armchair is situated nearby, and the entrance to a kitchen area is visible in the background.
Guest house in Santa Cruz
4.93 out of 5 average rating, 761 reviews

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.

Top guest favourite
A private stone patio is adorned with wooden chairs, overlooking a garden filled with plants. The sunset illuminates the sky with soft hues of pink and orange, creating a serene backdrop against the rolling hills and trees.
Guest house in Los Gatos
4.97 out of 5 average rating, 104 reviews

Oak&Bloom cottage - Los Gatos, 2 bedrooms, private

Beautifully remodeled, sparkling clean, and cozy private two-bedroom cottage with sweeping canyon and mountain views, located less than 2 miles from charming Downtown Los Gatos. Enjoy mornings with Nespresso coffee in the peaceful private yard, explore nearby parks, and access scenic hiking and biking trails just minutes away. Inside, the cottage offers a fully equipped kitchen, air conditioning in every room, and fast fiber internet. Santa Cruz Beach is a scenic 30-minute drive.

Top guest favourite
A spacious sleeping area is highlighted by a large bed featuring white bedding. Two windows allow natural light to fill the room, offering views of greenery. A small table with two stools is positioned near the windows, and modern lighting fixtures complement the overall design.
Guest house in Scotts Valley
4.92 out of 5 average rating, 197 reviews

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!

Top guest favourite
An outdoor area features a serene pool surrounded by blooming flowers and lush greenery. The distant horizon showcases a sparkling view of the city lights below, under a clear evening sky transitioning from dusk to night.
Guest house in Los Gatos
4.97 out of 5 average rating, 1,011 reviews

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!

Top guest favourite
A vibrant garden is showcased, featuring blooming red flowers and lush green plants. A stone patio leads to a tranquil blue pool, framed by greenery and distant hills. Decorative pottery is placed among the flora, adding charm to the natural setting.
Guest house in Monte Sereno
4.91 out of 5 average rating, 229 reviews

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.

Guest favourite
A light-filled living area features a comfortable gray sofa and a smart TV on a modern stand. French doors open to the outdoors, while a decorative plant adds a touch of greenery. A brown chair and a white rug complete the inviting space.
Guest house in Santa Cruz
4.89 out of 5 average rating, 658 reviews

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.

Top guest favourite
A cozy living area features two leather sofas positioned around a rustic coffee table. Natural light filters through large windows, illuminating the space. A rocking chair adds a touch of charm beside an accent lamp, and a soft area rug adds warmth to the flooring.
Guest house in Los Gatos
5 out of 5 average rating, 159 reviews

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 beautiful scenery 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!

Guest favourite
A charming path is framed by lush greenery and colorful flowering bushes, leading to welcoming garage doors nestled between whimsical Victorian-style houses. Sunlight filters through the overhead canopy, creating a warm and inviting space.
Guest house in Santa Cruz
4.9 out of 5 average rating, 626 reviews

Timeless Coastal Carriage House

Central location on historic steam train line in downtown Santa Cruz. Walk to beaches, surfing, the Boardwalk & Pier, museums, restaurants, nightlife, bike paths, spas, yoga & UCSC. Comfortable, private apartment admist whimsical Victorians and manicured gardens. Enjoy the best of Santa Cruz!

Popular amenities for guest house rentals in Santa Cruz County

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