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Guesthouse vacation rentals in Santa Cruz County

Find and book unique guesthouse rentals on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Santa Cruz County guesthouse rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly guest house rentals

Superhost
Guesthouse in Watsonville
4.89 out of 5 average rating, 72 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
4.8 out of 5 average rating, 45 reviews

New Lux Modern Guest House In Beautiful Saratoga

Guest favorite
The entrance of the charming studio cottage features a wooden door with glass panes and a welcome mat. A small bench sits nearby, framed by lush greenery and flower pots, creating a warm and inviting entryway.
Guesthouse in Santa Cruz
4.92 out of 5 average rating, 71 reviews

Cozy Santa Cruz Garden Cottage

Guest favorite
The exterior of the guest home is shown, featuring a sandy gravel area and a welcoming red door. Complementing the structure is a wooden seating area with an orange bench, alongside a landscaped vertical garden adding greenery to the space.
Guesthouse in San Martin
4.93 out of 5 average rating, 86 reviews

Country Horse Cottage

Guest favorite
A cozy sleeping area features a modern, upholstered headboard and a neatly made bed adorned with patterned bedding. A decorative wall art piece showcasing a leaf is positioned above the headboard, enhancing the minimalist decor of the room.
Guesthouse in Saratoga
4.86 out of 5 average rating, 21 reviews

Modern Guesthouse With Amenities

Guest favorite
A spacious studio is illuminated by recessed lighting, featuring a large bed draped in a soft blanket. A small dining area is visible, with a chair and table. Kitchen cabinetry and an additional seating area create a comfortable atmosphere. Large glass doors lead to the backyard.
Guesthouse in San Jose
5 out of 5 average rating, 5 reviews

Guest house 1

Guest favorite
The exterior of a single-story guest house is presented, featuring a well-manicured grassy area and a wooden fence. A paved pathway leads to the entrance, with a nearby driveway visible. The house is accented by large windows and outdoor lighting fixtures.
Guesthouse in San Jose
5 out of 5 average rating, 13 reviews

Private Modern Cottage! Newly Built

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, 84 reviews

Beautiful, Private, Guest House in Los Gatos

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
4.98 out of 5 average rating, 82 reviews

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

Guest favorite
A bright living area features large windows allowing natural light to flood the space. Two blue tables are set up with a vase of flowers, contrasting with a pink accent chair. A wall-mounted TV and light-colored artwork complement the modern decor.
Guesthouse in San Jose
4.97 out of 5 average rating, 60 reviews

Bright ADU w Private Entrance & Yard

Guest favorite
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, 72 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, 144 reviews

Orchard Cottage in convenient countryside location

Superhost
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, 48 reviews

Walk to Beach - Private Bathroom - ADA Accessible

Guest favorite
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
4.96 out of 5 average rating, 51 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, 49 reviews

D’s Garden Cottage

Guest favorite
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
4.87 out of 5 average rating, 53 reviews

Guesthouse in Monte Sereno

Guest house rentals with a washer and dryer

Top guest favorite
The light blue Victorian carriage house is shown from the exterior, featuring an upper balcony and white trim. The sloped roof is adorned with a weather vane, while planters with greenery add to the inviting entrance. The surrounding area is open and airy.
Guesthouse in Santa Cruz
4.98 out of 5 average rating, 134 reviews

Carriage House on West Cliff Drive 18-0090

Top guest favorite
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
4.96 out of 5 average rating, 92 reviews

Mountain Retreat

Guest favorite
A light-filled seating area features a soft, tufted armchair accompanied by a round coffee table with a textured surface. Decorative pillows are arranged casually on the chair. A stylish floor lamp with woven shades and a decorative mirror enhance the cozy ambiance.
Guesthouse in Santa Cruz
4.94 out of 5 average rating, 17 reviews

Adorable 1bedroom guesthouse 1 mile from beach

Guest favorite
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, 41 reviews

Spacious Studio with Private Entrance and Bathroom

Guest favorite
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, 393 reviews

Los Gatos/Cambrian COTTAGE-HOTTUB/ pvt.parking

Top guest favorite
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, 332 reviews

Charming Light-Filled Carriage House Apartment

Superhost
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, 165 reviews

Private Cozy suite Los Gatos -Saratoga

Guest favorite
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, 91 reviews

Five Star Smart Home Living Experience

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