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Holiday rentals with outdoor seating in Santa Clara County

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Top-rated Holiday Houses with Outdoor Seating in Santa Clara County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.96 out of 5 average rating, 142 reviews

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Top Guest favourite
A vintage Airstream is positioned on a gravel surface, facing a panoramic view of the landscape below. Potted plants add a touch of greenery next to the entrance. The expansive deck offers a space for outdoor relaxation, surrounded by gentle hills and an open sky.
Campervan/RV in San Jose
4.98 out of 5 average rating, 151 reviews

Airstream With Gorgeous Views of Silicon Valley

Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Top Guest favourite
A charming green guesthouse is nestled among towering redwood trees. The structure features multiple windows that bring in natural light, enhancing the connection with the surrounding forest. Sunlight filters through the branches, creating a serene outdoor atmosphere.
Cabin in Los Gatos
4.99 out of 5 average rating, 1,006 reviews

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Top Guest favourite
A tranquil glamping retreat is perched among towering redwoods, featuring a canvas tent and a cozy wooden structure. A spacious deck is adorned with soft lighting, offering a serene space for relaxation and gatherings in nature.
Treehouse in Felton
4.96 out of 5 average rating, 171 reviews

A Magical Redwood Tree Fort Retreat

A Magical Glamping Retreat in the Redwoods Escape to a dreamy Tree Fort tucked among redwoods, where rustic charm meets modern comfort. Fall asleep to crickets and a bubbling creek, then wake to birdsong and fresh mountain air. Designed for couples and solo travelers seeking a romantic, peaceful escape. Relax in the hammock or gather around the fire pit with forest views. Enjoy hassle-free glamping with electricity, a cozy bed, a private bathroom with hot water, and a kitchenette. VRP#181501

Top Guest favourite
Rows of grapevines stretch across the hillside, with traces of autumn colors visible on the leaves. A picturesque blend of green and gold foliage contrasts against the muted earth tones of the ground, while distant trees and hills are lightly shrouded by morning mist.
Farm stay in Felton
4.94 out of 5 average rating, 140 reviews

Vineyard Retreat with Expansive Mountain View

Vineyard retreat in Santa Cruz Mountains with expansive hilltop views. Situated off the beaten path between Los Gatos & Felton. The perfect place to disconnect, unwind & relax in a rural mountain setting. Our vineyard is 100% natural, no chemicals, pesticides or additives, from the soil to your cup. Please enjoy meandering the rows, soaking in the views and being in nature. Watch the marine layer recede in the morning & enjoy stargazing at night. Pricing is the same for 1-4 guests.

Top Guest favourite
Two young goats wearing colorful knitted sweaters are seen foraging in a garden area. The goats, with their distinctive facial markings and playful demeanor, appear to be exploring among the greenery. The vibrant patterns on their sweaters add a touch of charm to the serene natural setting.
Farm stay in Aptos
4.94 out of 5 average rating, 465 reviews

Kinderwood Farm Stay • Animal & Culinary Adventure

*UPDATE Baby goats & piglets born March 2026* Nestled in an enchanting forest of redwood trees & ferns, lies a treasured, sustainability-focused homestead, waiting for you to enjoy its bounty. This is a one of a kind, immersive culinary & farm adventure with cozy accommodations & unique experiences. Subject to availability, Add-On Activities may include goat milking & feeding baby goats, cheesemaking, sourdough, and soapmaking. Join us for a visit you will remember for a lifetime.

Guest favourite
A private outdoor area is showcased featuring a hot tub, hammock, and propane fire pit, all surrounded by wooden fencing. Ambient lights hang gracefully above, while towering redwood trees provide a natural backdrop, enhancing the serene atmosphere of this secluded retreat.
Guest suite in Felton
4.97 out of 5 average rating, 283 reviews

Redwood Cottage & Hot Tub

Enjoy this peaceful redwood retreat tucked away in the Santa Cruz Mountains. This small private cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 25 minutes to Santa Cruz. The cottage is on a shared property and next door to the main house. Please note there is no indoor shower (outdoor only). Although 4 wheel is needed, THE ROAD IS RURAL, NARROW AND STEEP. Ideal for confident drivers. Permit #211304

Guest favourite
A wooden cabin is surrounded by tall redwood trees, featuring a large deck that extends around the building. The exterior showcases natural wood tones, with a chimney visible and a large window that invites light into the interior.
Cabin in Soquel
4.93 out of 5 average rating, 193 reviews

Redwood Ridge Retreat by the Sea

Unparalleled redwood seclusion at the top of a sunny ridge with a view of Monterey Bay. Just 10 mins to downtown Soquel and 15 mins to the Santa Cruz beaches. 40 mins to Silicon Valley, a rare property with a Big Sur feel close to everything. Vacation permit #191374. Enjoy cozy wood heat or cool shade provided by surrounding redwood and oaks. Extensive decks for outdoor dining, relaxing, yoga, sunbathing, birdwatching! We are happy to answer your questions!

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, 1,010 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 modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guesthouse in San Jose
4.99 out of 5 average rating, 177 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Top Guest favourite
A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.
Train in Cupertino
4.93 out of 5 average rating, 445 reviews

Caboose in the redwoods just outside of Cupertino

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

Top Guest favourite
A green yurt is nestled among tall trees, featuring a wooden deck with a set of two outdoor chairs and small tables. Colorful prayer flags drape from the yurt's awning, framing the entrance where double French doors invite guests inside.
Yurt in Watsonville
4.91 out of 5 average rating, 844 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Popular amenities for Santa Clara County outdoor seating rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Vibrant purple flowers bloom abundantly in the foreground, framing a modern guest suite. The suite features large windows and a sloped roof, suggesting ample natural light. A pathway of stones leads to the entrance, surrounded by greenery and landscaped plants.
Home in Mountain View
4.98 out of 5 average rating, 145 reviews

Little Yosemite

Top Guest favourite
The living room is furnished with a light-colored sofa bed, a dark sectional couch, and a round coffee table. Natural light enters through large windows with yellow curtains, illuminating the space. A television is positioned on a small stand, creating a cozy atmosphere.
Home in Santa Cruz
4.98 out of 5 average rating, 373 reviews

Steps to Blacks Beach

Top Guest favourite
A spacious and inviting living area is defined by a large sectional sofa and a glass coffee table atop a soft area rug. Natural light floods the space through sliding glass doors that lead to the outdoor deck, enhancing the open concept layout.
Home in San Jose
4.96 out of 5 average rating, 162 reviews

Airy Open Concept Modern Home: 3br/2bath + Office

Superhost
The living room features a cozy seating arrangement, including a spacious sectional sofa and two accent chairs. A coffee table is centered in front of the fireplace, while a large television is mounted above the mantel. Natural light filters through large windows, enhancing the open atmosphere.
Home in San Jose
4.83 out of 5 average rating, 223 reviews

Bright & Bliss 4B2B| Breezy Backyard Getaway

Guest favourite
A spacious deck is visible, adorned with modern outdoor furniture and surrounded by lush greenery, creating an inviting outdoor space. Large sliding glass doors lead into a bright interior with a cozy seating area and a fireplace, blending the indoor and outdoor environments.
Home in Aptos
4.99 out of 5 average rating, 249 reviews

Modern Beach Retreat-Free EV Charging

Top Guest favourite
The open-concept kitchen and living area feature a clean design with white cabinetry and a blue-tiled backsplash. A large window allows natural light to fill the space, illuminating the gray sofa and wooden coffee table. Four white bar stools are positioned at the kitchen island.
Home in Santa Cruz
5 out of 5 average rating, 204 reviews

Serene luxury beach bungalow in Pleasure Point

Guest favourite
The entrance to the Amesti School features a deep red wooden facade with large windows. A pair of inviting chairs are positioned on the covered porch, complemented by a simple light fixture. The front door is framed by an elegant trim, welcoming guests.
Home in Watsonville
4.98 out of 5 average rating, 111 reviews

Old Amesti Schoolhouse mid-bay amidst farmland

Superhost
A hot tub is situated on a wooden deck surrounded by tall redwood trees, with sunlight streaming through the branches. Steps lead down to a shaded area, inviting relaxation in a serene natural setting.
Home in Boulder Creek
4.88 out of 5 average rating, 273 reviews

The Artists' Tree House

Apartment rentals with outdoor seating

Guest favourite
A private studio space features a queen-size bed with crisp white linens. A comfortable gray sofa sits beside a glass coffee table. Artwork depicting local themes adorns the walls, complemented by a ceiling fan and ample natural light from nearby windows.
Apartment in San Jose
4.82 out of 5 average rating, 769 reviews

Silicon Valley Studio Apartment

Guest favourite
An open-concept living area is visible, featuring soft grey walls and a variety of seating options. A cozy sofa with colorful cushions faces a sleek television. A modern kitchen with an island and bar stools can be seen at the back, while natural light floods through large windows.
Apartment in San Jose
4.84 out of 5 average rating, 170 reviews

3B Promotion Unit! | Free Park | Central | #218 Ji

Guest favourite
A vintage van is parked in front of a stylish two-story building with multiple rental units. A couple is seen preparing for a surf session, with one person holding a surfboard and the other pointing towards the entrance. The area is tidy and welcoming, with a shared outdoor space visible.
Apartment in La Selva Beach
4.88 out of 5 average rating, 220 reviews

Manresa surf house street level full studio #3

Top Guest favourite
A panoramic view captures the rolling hills and forested landscape of the San Lorenzo Valley under a partly cloudy sky. Lush green trees dominate the foreground, while distant mountain ranges are subtly visible against the backdrop.
Apartment in Felton
4.98 out of 5 average rating, 489 reviews

Private Suite in the Redwoods with a View

Guest favourite
An inviting Victorian-style home features a charming front yard with vibrant greenery and colorful flowers. The entrance is framed by red doors and decorative architecture. A wooden fence with blue pickets lines the property, enhancing the welcoming atmosphere of this historic residence.
Apartment in Campbell
4.89 out of 5 average rating, 273 reviews

Victorian Paradise Downtown Campbell intelliBed

Guest favourite
An open living area features modern furniture and a large flat-screen television. A round dining table with four chairs is positioned next to a cozy sitting area. Natural light enters through multiple windows, highlighting the neutral color palette and decorative elements, including plants.
Apartment in Santa Cruz
4.95 out of 5 average rating, 171 reviews

Adorable 2 bed/1 bath West Side Santa Cruz home

Top Guest favourite
An outdoor spa is situated in a serene garden area, surrounded by lush greenery and vibrant flowers. Paved stones create a pathway leading to the spa, which is partially covered with a blue protective cover.
Apartment in Santa Cruz
4.91 out of 5 average rating, 559 reviews

Aloha Apartment w/Spa

Guest favourite
The exterior of the duplex showcases a modern design, featuring a symmetrical façade with large, illuminated windows on the upper floors. Two garage doors are visible on the ground floor, framed by neatly landscaped planters. The entrance is subtly highlighted by warm lighting.
Apartment in Capitola
4.85 out of 5 average rating, 239 reviews

Capitola Village Beach "Riverview"

Condo rentals with outdoor seating

Top Guest favourite
A winding concrete path leads through a well-maintained green lawn bordered by flowering plants. Tall trees stand in the background, framing the entrance to the beach, where a glimpse of the ocean can be seen in the distance.
Condo in Aptos
4.98 out of 5 average rating, 111 reviews

Luxury Garden View - Relax and Unwind - Seascape

Top Guest favourite
The coastline extends along the horizon, where the ocean meets a colorful sunset. Tall trees frame the scene, while layered greenery sets a natural border, creating a peaceful atmosphere. The Seascape logo is prominently displayed, indicating the luxury rental identity.
Condo in Aptos
5 out of 5 average rating, 139 reviews

Spectacular Ocean View- Heated Pool & Spa Seascape

Top Guest favourite
A scenic view captures the tranquil coastline, where soft waves meet the sandy beach. Lush greenery frames the foreground, enhancing the natural beauty leading to the ocean. The distant resort building is visible, complementing the serene landscape under a partly cloudy sky.
Condo in Aptos
4.96 out of 5 average rating, 137 reviews

Royal Villa - Ocean View - Heated Pool - Seascape

Top Guest favourite
An open living area features a comfortable grey sofa facing large windows that showcase ocean views. A round dining table with four chairs is positioned near the kitchen, enhancing the spacious layout. Soft lighting is provided by a ceiling fixture.
Condo in Aptos
4.94 out of 5 average rating, 125 reviews

OCEAN Views and Steps from the BEACH, New & Modern

Top Guest favourite
A cozy living room is furnished with a light-colored sofa and accent chairs, complemented by a round wicker coffee table. Large windows provide ocean views, and the space is illuminated by a ceiling fan. A fireplace adds warmth to the wood-paneled walls.
Condo in Capitola
4.99 out of 5 average rating, 178 reviews

Seaview Condo - 150 Steps to the beach!

Superhost
A vibrant landscape features blooming flowers in shades of pink and white in the foreground, while the serene ocean stretches into the distance. The scene is framed by tall trees, creating a harmonious blend of nature with the beach visible under a clear blue sky.
Condo in Aptos
4.85 out of 5 average rating, 187 reviews

Beach Front Villa at Seascape Resort

Top Guest favourite
A welcoming living space features a comfortable armchair positioned next to a wooden coffee table. Natural light enters through double doors that lead to an outdoor patio area. Decorative elements, such as artwork and a light fixture, add character to the room.
Condo in Santa Cruz
4.97 out of 5 average rating, 325 reviews

Welcome to Harbor House. Your Favorite Home at the Beach.

Guest favourite
A private balcony features a table and two chairs, overlooking the ocean and beach. The setting sun casts warm colors across the horizon, enhancing the view of the serene landscape and distant shoreline.
Condo in Aptos
4.91 out of 5 average rating, 172 reviews

Seascape Oceanf 1 bdr suite hottub Aptos SantaCruz

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