Holiday rentals in East Foothills

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Top-rated holiday rentals in East Foothills

Guests agree: these stays 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, 168 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.

Camper van/Motorhome in East San Jose

4.98 out of 5 average rating, 164 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 private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.

Cabin in Boulder Creek

4.98 out of 5 average rating, 128 reviews

Forest Cabin & Hot Tub

Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

Guest favourite

The guest suite features a spacious layout with a large bed and a futon sofa bed. A television is positioned against the wall, and a mini refrigerator is accessible. Light-colored walls and natural wood flooring enhance the inviting atmosphere. A doorway leads to the adjacent private bathroom.

Guest suite in East San Jose

4.87 out of 5 average rating, 205 reviews

Cozy Suite, Private Entrance + Bath (Pets Welcome)

★ Private Guest Suite ★ Separate entry w/keypad ★ Private Parking ★ Self check-in/check-out available ★ En-suite Private Bathroom ★ High Speed Wi-fi ★ Please ask about pets first! (add $20-30/night per pet. See details below) ★ Amenities ★ Central San Jose. Close to Highway 101/680/280 Freeway ★ 13 mins drive to SJ airport ★ 3-5 mins walk to VTA/Bus Stop ★ Shopping & dining options nearby《You’ll love it because of the relaxing ambiance, complete privacy, clean bed, coziness, & convenience

Guest favourite

The interior of the converted school bus features rustic wooden cabinetry and appliances. A spacious teak countertop extends over the cooking area, complemented by a red refrigerator. Sunlight illuminates the living area, showcasing a cozy seating arrangement and large windows with views of the surrounding nature.

Bus in East San Jose

4.94 out of 5 average rating, 156 reviews

Cozy BUS on Farm Animal Rescue with CITY VIEW

Stay on a farm animal rescue in a 38’ yellow school bus conversion. If you are interested we also host an Airbnb Experience called Life With Farm Animals At Rancho Roben Rescues where you get a 90-120 minute up close encounter with all of the animals - taking time to learn about each of the unique creatures that lives here and the opportunity to interact with them directly. Pet a chicken, groom a pony, feed a goat, take a walk patrolling the fields with our livestock guardian dogs.

Guest favourite

A scenic view showcases a clear blue sky above rolling hills and greenery. In the foreground, a winding pathway leads through a landscaped area, while a charming pink structure is visible to the right. This tranquil landscape is ideal for relaxation.

Guest house in East San Jose

4.88 out of 5 average rating, 232 reviews

Views on the Hill (Studio Suite)

Welcome to your perfect home away from home in the peaceful foothills of San Jose! This bright and cozy studio suite features a queen bed, tri-fold floor mattress, Smart TV for streaming your favorites, full kitchen, and private bathroom. Enjoy stunning views of Downtown San Jose and the South Bay from your window. Just minutes from Santana Row, Levi’s Stadium, the SAP Center, and all the best local attractions—ideal for a quiet getaway, frequent traveler, or relaxing staycation.

Guest favourite

Home in San Jose

4.87 out of 5 average rating, 119 reviews

Cozy 2BR Bungalow | Garden Vibes in Downtown SJ

Welcome to our sunny 2BR California bungalow with a private backyard featuring fruit trees (kumquat, lime, pomegranate), string lights, and a dining table for six. Enjoy fast WiFi 6, in-unit washer/dryer, and dedicated parking. Centrally located in Silicon Valley with easy access to I-280, Hwy 87, and 101. Less than 10 minutes to SJC Airport, Caltrain, downtown San Jose, SAP Center, Levi’s Stadium & more. We’re here to ensure a smooth, comfortable stay—reach out anytime!

Top guest favourite

A modern home is positioned on a hillside, showcasing a spacious outdoor deck and well-maintained landscaping. The structure and patio area are bathed in soft golden light from the sunset, highlighting the surrounding greenery and distant views of the Bay Area.

Home in Berryessa

5 out of 5 average rating, 49 reviews

Stunning Modern Home with Amazing Views of Valley

Nestled on a hilltop overlooking Silicon Valley and the Bay Area mountains, this modern home offers breathtaking views and ultimate comfort. Windows and patio doors flood the space with natural light, while the open layout, expansive outdoor deck and backyard make it perfect for relaxing or entertaining. Minutes from top dining, hiking, and Silicon Valley attractions, this serene retreat is ideal for business travelers, families, or couples seeking a peaceful escape.

Top guest favourite

A modern living area is showcased, featuring a teal sofa, a wooden coffee table, and a television mounted on the wall. Light-colored walls reflect ample illumination from recessed lighting, while a framed mountain artwork adds a subtle touch of décor. A door leads to the outside.

Guest house in Berryessa

5 out of 5 average rating, 102 reviews

Private Modern Spacious 1B1B 2 beds|Prime Location

Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

Top guest favourite

Large glass doors open to reveal a bright, open kitchen and living area. A modern design includes white cabinetry, stainless steel appliances, and a comfortable seating area with a light sofa. Natural light floods the space from a skylight above.

Guest house in Downtown San Jose

4.99 out of 5 average rating, 226 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.

Guest favourite

Home in East San Jose

5 out of 5 average rating, 14 reviews

Charming Garden Suite with Pool & Spa

Experience the charm of a one-of-a-kind historic mansion garden suite just 5 mins from San Jose Country Club. Enjoy a private entrance and full suite, with shared access to a solar-heated pool, jacuzzi, and outdoor space when the main house is occupied. Perfect for family reunions or group getaways. Located in a quiet neighborhood, only 18 mins to Downtown San Jose and 20 mins to SJC airport, your timeless Bay Area escape awaits!

Top guest favourite

A spacious bedroom features vaulted wooden ceilings and large glass sliding doors leading to an outdoor deck. A comfortable bed is flanked by two bedside tables with lamps. A decorative painting hangs above the bed, and a wooden dresser adds functional storage.

Guest house in Woodside

4.99 out of 5 average rating, 588 reviews

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.