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Guesthouse vacation rentals in Santa Cruz County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Santa Cruz County

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

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Top guest favorite

A modern living area is showcased with a light-colored sofa adorned with blue decorative pillows and a patterned armchair. A round coffee table sits in front, surrounded by hardwood flooring. Natural light enters through large windows with sheer white curtains, illuminating the space.

Guesthouse in San Jose

5 out of 5 average rating, 100 reviews

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.

A welcoming living area features a plush sofa with decorative cushions, surrounded by large windows that provide ample natural light. A small dining table sits nearby, with a vase of flowers adding a touch of warmth. A gas fireplace and wooden beams enhance the cozy ambiance.

Guesthouse in Felton

4.85 out of 5 average rating, 256 reviews

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.

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.

Guesthouse in Santa Cruz

4.94 out of 5 average rating, 104 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 favorite

The exterior features a welcoming entrance with a wooden front door and a bench positioned on a paver path. A well-maintained garden with flowers is visible alongside the house, framed by natural wood fencing, and a large window allows natural light into the interior.

Guesthouse in Santa Cruz

4.95 out of 5 average rating, 190 reviews

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.

Top guest favorite

The cottage is set against a backdrop of the ocean, featuring a terracotta roof and white walls. Palm trees frame the entrance, while vibrant flowers adorn the pathway leading to the door. The expansive view of the water is visible beyond the landscaped garden.

Guesthouse in Aptos

4.8 out of 5 average rating, 778 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

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, 164 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 favorite

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

4.91 out of 5 average rating, 700 reviews

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.

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.

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 217 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.

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.

Guesthouse in Santa Cruz

4.89 out of 5 average rating, 636 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 favorite

A cottage with light yellow siding is surrounded by a lush garden filled with various plants and colorful flowers. Neatly trimmed bushes and vibrant greenery frame the entrance, which features double doors and large windows, creating a welcoming appearance.

Guesthouse in Los Gatos

4.92 out of 5 average rating, 100 reviews

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.

Top guest favorite

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.

Guesthouse in Santa Cruz

4.94 out of 5 average rating, 732 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! MAKE SURE TO READ IMPORTANT NOTE!

A cozy sleeping area features a spacious bed with a dark blue quilt and multiple patterned pillows. Framed artwork depicting serene landscapes adorns the walls, while a small nightstand with an orange lamp adds a pop of color.

Guesthouse in Scotts Valley

4.89 out of 5 average rating, 123 reviews

The Hideaway: Sunny 2BR Apartment in the Redwoods

Welcome to our spacious 2-bedroom, 1-bath apartment in the heart of the Redwoods! With towering trees all around, you'll feel like you're truly escaping into nature. Enjoy the beautiful scenery and fresh air from the comfort of your own oversized deck, complete with an outdoor dining table and umbrella with lights - perfect for relaxing after a day of exploring.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Santa Cruz County guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Watsonville

4.91 out of 5 average rating, 70 reviews

Seascape Studio located near downtown Watsonville.

A modern kitchen features white cabinetry and sleek stainless steel appliances, including a stove, refrigerator, and microwave. Natural light illuminates the space, highlighting the smooth countertops. A dining table with wooden chairs is visible in the foreground, complementing the kitchen's contemporary design.

Guesthouse in Saratoga

4.79 out of 5 average rating, 43 reviews

New Lux Modern Guest House In Beautiful Saratoga

A cozy outdoor seating area features two aqua-colored chairs next to a rustic wooden bench. The cabin's red door stands prominently, while lush greenery envelops the scene, creating a serene atmosphere in the redwood forest.

Guesthouse in Soquel

4.93 out of 5 average rating, 69 reviews

Creekside Santa Cruz Mtns Hot Tub Cabin Pet+

Top guest favorite

A comfortable living area features a woven sofa with colorful cushions next to a red coffee table. Built-in shelves display books and decorative items. Artwork hangs above a stone fireplace, and a compact kitchenette is visible, providing additional convenience in the space.

Guesthouse in Monte Sereno

4.96 out of 5 average rating, 81 reviews

Beautiful, Private, Guest House in Los Gatos

Top guest favorite

The exterior of the two-story coastal retreat features a gray wooden facade with multiple windows, allowing natural light to enter. A white picket fence borders the front yard, and a driveway leads to a covered carport, providing convenience for guests arriving by car.

Guesthouse in Aptos

5 out of 5 average rating, 22 reviews

Aptos Beach Retreat - 3 min walk to the beach + EV

The exterior of a guesthouse is shown, featuring a combination of white wood and natural stone. The building has wooden shutters and a garage door, alongside stone steps leading to a gated entrance surrounded by greenery.

Guesthouse in Los Gatos

4.87 out of 5 average rating, 30 reviews

Starry Nights Mountain Cottage with Garden Patio

An open living space features a comfortable couch and a coffee table. A dining table is positioned in the center, and an updated kitchen is visible with modern appliances. Light floods the area through multiple windows, enhancing the spacious feel of the room.

Guesthouse in Campbell

4.97 out of 5 average rating, 30 reviews

Spacious Modern Home in Prime Location

Top guest favorite

A vibrant sunset paints the sky with shades of orange, pink, and purple, reflecting over the calm water. The cloud formations create a textured effect, while the distant shoreline is gently outlined against the colorful horizon.

Guesthouse in Santa Cruz

4.9 out of 5 average rating, 42 reviews

West Cliff Hideaway-Discount for 30 Days/FAST WiFi

Guest house rentals with a patio

Top guest favorite

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.

Guesthouse in Los Gatos

4.97 out of 5 average rating, 77 reviews

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

A comfortable living room features a brown leather sofa and two chairs arranged around a round ottoman. A large area rug adds color underfoot, while natural light filters through sheer curtains. A television is mounted above a stone fireplace, complemented by potted plants.

Guesthouse in Santa Cruz

4.94 out of 5 average rating, 70 reviews

The Point Cottage

Top guest favorite

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, 140 reviews

Orchard Cottage in convenient countryside location

Top guest favorite

An open living space features a dark gray sofa with stripes, complemented by two black upholstered chairs and a round dining table with woven placemats. Natural light fills the room through large windows, and a decorative plant adds a touch of greenery.

Guesthouse in Morgan Hill

5 out of 5 average rating, 21 reviews

Adorable renovated guest cottage near downtown

The exterior of an accessible cottage is shown, featuring a green door with decorative lanterns. Colorful bicycle wheels are mounted on the light-colored siding, complemented by a potted plant at the entrance. Natural light illuminates the area, enhancing the inviting appearance.

Guesthouse in Santa Cruz

4.88 out of 5 average rating, 43 reviews

Walk to Beach - Private Bathroom - ADA Accessible

A well-appointed kitchen features wooden cabinetry and a central island with seating for four. Stainless steel appliances are positioned for convenience. Natural light floods in through sliding glass doors, which open to a patio area, enhancing connectivity with the outdoor space.

Guesthouse in Santa Cruz

4.95 out of 5 average rating, 44 reviews

Natural Bridges Beachside Retreat w/ Views

Top guest favorite

A vibrant garden area is filled with various potted plants in colorful containers, featuring blooming flowers in shades of pink and white. A stone staircase leads to an inviting cottage entrance, surrounded by lush greenery and decorative items that enhance the serene environment.

Guesthouse in Monte Sereno

5 out of 5 average rating, 42 reviews

D’s Garden Cottage

A bright living area features a green sofa, a wooden coffee table, and a round dining table with white chairs. Natural light fills the space through double glass doors, leading to an outdoor area, while a television rests on a wooden stand.

Guesthouse in Monte Sereno

4.86 out of 5 average rating, 50 reviews

Guesthouse in Monte Sereno

Guest house rentals with a washer and dryer

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

4.95 out of 5 average rating, 79 reviews

Mountain Retreat

The entrance of the home features a set of brick steps leading to a welcoming door. Flanking the entrance are two potted plants. A small wooden table and two chairs are placed on the porch, surrounded by decorative landscaping with flowering plants.

Guesthouse in La Selva Beach

4.8 out of 5 average rating, 122 reviews

Serene 1 bedroom. Walk to secluded beach

Top guest favorite

The living area features a comfortable gray sofa adorned with decorative cushions. A cozy pouf sits on a light area rug, accompanied by a compact desk and chair. Natural light brightens the space through a window with sheer curtains, while a door leads to the exterior.

Guesthouse in San Jose

5 out of 5 average rating, 22 reviews

Modern & Cozy 1BR/1BA - Kitchen, W/D

A modern studio features a spacious bed adorned with vibrant yellow accents. A compact dining table and chairs are positioned beside a work desk. Soft lighting highlights the light wood flooring, while a framed art piece depicting a tree adds a touch of color to the blue walls.

Guesthouse in San Jose

4.98 out of 5 average rating, 40 reviews

Spacious Studio with Private Entrance and Bathroom

A modern studio features a spacious bed with light bedding and a decorative pillow reading 'relax'. Built-in cabinets flank the bed, while a stylish chair and a small table are positioned nearby. A woven wall hanging adds texture, and a large mirror reflects the natural light.

Guesthouse in Los Gatos

4.92 out of 5 average rating, 384 reviews

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

The exterior of a two-story carriage house is displayed, featuring a spacious driveway and large garage doors. Lush greenery surrounds the area, contributing to a serene garden setting. Bright blue skies complement the well-maintained landscaping, ensuring a peaceful atmosphere.

Guesthouse in Santa Cruz

4.99 out of 5 average rating, 325 reviews

Charming Light-Filled Carriage House Apartment

A charming outdoor patio area features a round table surrounded by four decorative chairs. Lush greenery decorates the space, including potted plants and foliage. Two turquoise doors are complemented by wall-mounted lanterns and classical sculptures, creating a peaceful setting for relaxation.

Guesthouse in Monte Sereno

4.84 out of 5 average rating, 164 reviews

Private Cozy Suite Los Gatos - Saratoga

The exterior of the townhome is softly illuminated by outdoor lighting, highlighting the welcoming front entrance. A large oak tree provides natural coverage, while lush greenery surrounds the pathway, offering a sense of privacy and tranquility in a serene nighttime setting.

Guesthouse in Los Gatos

4.96 out of 5 average rating, 89 reviews

Five Star Smart Home Living Experience

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