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Guesthouse holiday rentals in Santa Cruz County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Santa Cruz County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Superhost
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.
Guesthouse in Santa Cruz
4.93 out of 5 average rating, 286 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.

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.
Guesthouse in Los Gatos
4.97 out of 5 average rating, 125 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
The cottage is framed by lush greenery and tall trees, featuring a welcoming entrance with steps leading to a porch. A gravel walkway and landscaped areas with plants create a serene outdoor setting, inviting guests to explore.
Guesthouse in Felton
4.96 out of 5 average rating, 221 reviews

Felton Forest Cottage Near Henry Cowell State Park

Your new weekend retreat! The Cottage is situated on unique forest-farm acreage across the street from Henry Cowell Redwoods State Park, surrounded by redwood fairy circles and a beautiful stream. [Permit #: 181566] Charming, private, and yet handily walkable/drivable to parks surrounding the town of Felton and the Santa Cruz Mountain area. About 1 hour south of San Francisco, we're a quick 14 minute drive down picturesque Highway 9 to downtown Santa Cruz and it's popular beaches and Boardwalk.

Top Guest favourite
A cozy, dark green cabin is nestled among towering trees, showcasing a large window and a glass-paneled door. Three steps lead to the entrance, surrounded by a natural landscape of redwoods.
Guesthouse in Felton
4.99 out of 5 average rating, 310 reviews

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.

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.
Guesthouse in Santa Cruz
4.9 out of 5 average rating, 747 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
An outdoor sitting area features a geometric rug set against a backdrop of vibrant potted plants and a wooden fence. A shaded table with chairs is situated next to a storage bench, creating a serene space ideal for relaxation.
Guesthouse in Santa Cruz
4.93 out of 5 average rating, 770 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
Guesthouse in Aptos
4.81 out of 5 average rating, 841 reviews

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

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.
Guesthouse in Scotts Valley
4.92 out of 5 average rating, 209 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.
Guesthouse in Los Gatos
4.97 out of 5 average rating, 1,020 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 spacious living area features a large sectional sofa adorned with pillows, positioned near windows allowing natural light. A round dining table with chairs complements the open design, while abstract wall art adds a modern touch to the environment.
Guesthouse in Scotts Valley
4.97 out of 5 average rating, 126 reviews

Treescape, a perfect modern, rustic, SV getaway.

Welcome toTreescape Guest Suite, nestled in Scotts Valley finest neighborhoods, we’re located across the street, from beautiful Glenwood Preserve, & around the corner from 1440 Multiversity. Our remodeled guest suite is only a three-five minute drive, to local restaurants, grocery stores, coffee shops, microbrewery, and more. Treescape is 1 mile to HW-17, 8 miles to Santa Cruz, 10 miles to Natural Bridges State Beach, and 15 miles to Silicon Valley.

Guest favourite
Guesthouse in Santa Cruz
4.89 out of 5 average rating, 666 reviews

Light-Filled Redwood Cottage with Clawfoot Tub

Nestled beneath the redwoods, our peaceful guest house is designed to help you slow down, recharge, and reconnect with nature. Quiet, private, and surrounded by towering trees, it’s the perfect retreat for morning coffee on the porch, cozy evenings by the fire, and restful nights away from the noise of everyday life. (Permit 181242) Please note, this cottage is situated on a larger property that includes two other detached residences.

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.
Guesthouse in Los Gatos
5 out of 5 average rating, 169 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!

Popular amenities for Santa Cruz County guesthouses

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