Vacation rentals in Los Altos Hills

Guesthouse in Los Altos Hills

4.85 out of 5 average rating, 286 reviews

Luxurious Guest House in Los Altos Hills/Stanford

Enjoy secluded luxury in Los Altos Hills! This private GuestHouse located at the end of a cul-de-sac, has two spacious bedrooms, private bath, in unit laundry, central air and a functional fully-equipped kitchen. With 15-foot ceilings, beautiful natural light, hardwood floors, marble & granite finishes, and high-end fixtures & appliances, enjoy an elegant and peaceful stay in the heart of Silicon Valley. Wake up with birds chirping and fresh air. Spend the quiet night at patios or hammock.

Guest suite in Mountain View

A workspace is presented with a desk and ergonomic chair, accompanied by a monitor. Double glass doors provide access to an outdoor area adorned with hanging plants, creating a refreshing view. A cooling unit is mounted on the wall, contributing to a comfortable environment.

4.95 out of 5 average rating, 224 reviews

Quiet & peaceful - private restroom/private entry.

Affluent heart of Silicon Valley-centrally located near major tech companies and El Camino/Kaiser hospitals. Quiet and calm quaint suite with a comfy new full-size bed, a new AC, a working desk with fast WiFi, and an elegant restroom. Near downtown Mountain View . . We are sure you will rest well here. Famous Castro Street for food and Safeway/Ranch 99 grocery stores just blocks away. Google's beautiful Shoreline nature preserve & wetlands nearby. Windows' hillside. Apple nearby. Stanford.

Place to stay in Portola Valley

A large wooden deck is surrounded by lush greenery, providing access to two separate cabins. The space is illuminated by natural light filtering through the trees, creating an inviting atmosphere for relaxation. The deck features wooden railings and a clear view of the surrounding forest.

4.87 out of 5 average rating, 147 reviews

Magical 2br/2ba cabins nestled in the redwoods

Nestled into the redwoods of Portola Valley but only 15 minutes from Palo Alto and 25 minutes from SFO, this is a dreamy rustic cabin retreat. We're honored to share it with you. The residence consists of 3 separate cabins built by Yurt People/California Yurts. The cabins are connected by a large deck overlooking a forest creek and enveloped in redwood, oak, and bay trees. You are surrounded by nature and can walk to a large network of public trails. It's a beautiful and magical place.

4.97 out of 5 average rating, 272 reviews

The guesthouse, nestled among tall redwoods, features a wooden exterior with multiple windows allowing natural light to filter in. A welcoming entrance is present, flanked by greenery, while a small raised wooden structure is visible in the foreground, blending harmoniously with the surrounding landscape.

Guesthouse in Woodside

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Cottage in North Los Altos

A warm wooden interior features a spacious bed adorned with a patterned comforter. A desk with a chair is situated near large windows, providing natural light. A small table and a comfortable chair complement the cozy setting.

4.88 out of 5 average rating, 218 reviews

Cozy Cottage, Private Entrance

Recently built cottage with private entrance, queen bed, desk and 500 Mb/s Wifi. The private bathroom and private kitchenette are four feet from the cottage entrance. The cottage is stand-alone, and the kitchenette and bathroom have been sealed from the rest of the main house for safety. The space will be guaranteed to be unoccupied for 3 days before your checkin and thoroughly disinfected. Bedding includes a new Sealy Posturepedic box springs and mattress (firm).

4.96 out of 5 average rating, 135 reviews

A private guest room is depicted, featuring soft lighting and hardwood flooring. The view includes an entrance to a bathroom with a small potted plant. A spacious bed occupies the room alongside a closet. Light-colored walls enhance the airy ambiance.

Townhouse in Palo Alto

Cozy Room with "Private" Entrance, quiet neighbhd

Our charming private guest room (suite) is located on the first floor of a townhouse if you want a private, comfortable, and centrally-located place. The room has a queen-sized bed, a huge closet, and a stocked bathroom. Our self-check-in system allows for flexible check-in times anytime after 3 pm. Ideal for Stanford or downtown Palo Alto visitors, nearby grocery and convenience stores. An excellent choice for a comfortable and private stay in Palo Alto.

Guest suite in North Los Altos

A bedroom features a spacious bed with striped bedding and a neatly folded towel on top. A window allows natural light to enter the room, complemented by a desk and a chair positioned nearby. The closet area includes hangers, and minimal decor is present.

4.8 out of 5 average rating, 155 reviews

Palo Alto-Stanford Sanctuary | 2BR

Great two bedroom apartment with central air conditioning / heating at the center of Silicon Valley on a single-family home property in a unique rural neighborhood setting just a few minutes from Stanford University, Stanford Medical Center, downtown Palo Alto (Houzz, Palantir) , Stanford Research Park (VMWare, HP, Tesla, PARC, Sk ype, WSGR, VA Medical Center, Nest, etc.). Also, within 15-20 min drive to Face book, Go ogle, LinkedIn, Intel, Apple, and more.

Guesthouse in Portola Valley

An outdoor deck features two green cushioned chairs and a wooden table at its center. A potted plant is placed on the table, complementing the natural setting. The entrance door, framed in black, leads into the guesthouse, surrounded by tall trees.

4.94 out of 5 average rating, 202 reviews

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

4.93 out of 5 average rating, 365 reviews

Home in Los Altos

Silicon Valley Luxury I Sauna, Hot Tub, Pool

Secluded, peaceful 1,500 sq. ft. hillside escape for couples, nature lovers & business travelers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access & abundant wildlife. Features a fully equipped kitchen, pool table, fireplace, sauna, saline hot tub & pool. Fast fiber-optic WiFi for work & streaming. Prime location: I-280 (1.5 mi), Los Altos dining/shopping (3 mi), Mountain View (5 mi), Cupertino (8 mi), Palo Alto (9 mi).

4.95 out of 5 average rating, 439 reviews

The interior of the cabin is shown, featuring a cozy sleeping area with a trundle bed covered in striped bedding. A table with two chairs is visible, and large glass doors lead to a deck area. Natural light enters through the windows, illuminating the soft tones of the walls.

Guesthouse in La Honda

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

4.99 out of 5 average rating, 545 reviews

A deck is shown overlooking a serene creek surrounded by lush greenery. Tall trees create a natural backdrop, while a wooden railing frames the view. Two chairs are positioned on the deck, inviting relaxation amidst the peaceful forest setting.

Guesthouse in Woodside

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.

4.95 out of 5 average rating, 167 reviews

A serene sunset casts warm hues over the landscape, with the sun dipping below the horizon. The view includes various trees and vehicles parked along the winding road, set against the backdrop of the expansive Bay Area.

Guest suite in Woodside

Very Spacious Beautiful Guest Quarter!

Welcome to our mountain home on the “Top of the World” in Woodside, CA and have our spacious guest's quarter with fabulous views of entire Bay Area, furnished with comfortable bedding, and everything you would need for every day comfortable living, just bring in your suit case!

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Popular amenities for Los Altos Hills vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Los Altos Hills

Guest suite in Los Altos Hills

An inviting entrance features spacious glass double doors leading into a well-decorated studio. A king-size bed is prominently displayed within, while a stone pathway and surrounding greenery add to the serene atmosphere.

4.88 out of 5 average rating, 34 reviews

Chic Studio for Business Stays

BrianRating, 5 stars1 month ago

Fantastic and very clean place. Wonderful set up for traveling workers on a short stay or business trip. Will visit again if in the area!

4.93 out of 5 average rating, 408 reviews

An interior view of the rustic caboose features wooden paneling and warm-toned decor. A cozy seating area is visible with a quilted couch, a small dining table with chairs, and a colorful lamp. A staircase leads to an upper level, while a wood stove is situated in the corner.

Train in Cupertino

Caboose in the redwoods just outside of Cupertino

AmyRating, 5 stars3 days ago

Very thankful for this quaint experience! The kids loved the toys and the very kind neighbor helped make sure we had chargers for all the electric toys.

4.99 out of 5 average rating, 174 reviews

A spacious outdoor dining area features a large table surrounded by dark chairs, with a shaded umbrella above. Nearby, a grilling station is visible, accompanied by a cozy fire pit on the gravel ground, set against the backdrop of towering redwood trees.

Camper/RV in La Honda

40 Acre Redwood Forest With Private Trails

DorianRating, 5 stars2 weeks ago

David and Doreen’s place exceeded our expectations! It was everything described and more…peaceful, serene, a gorgeous setting in the magnificent redwoods. The ocean is a 10 minute drive away with an easy access beach and no stairs to the sand. Inside the RV, it was immaculate and well stocked for cooking and comfort. David and Doreen respond quickly to any questions. We didn’t want to leave and will be booking here again! I think our favorite Airbnb stay ever!

4.92 out of 5 average rating, 237 reviews

A private patio area features a wooden deck with a seating arrangement consisting of a cushioned sofa and a coffee table. An umbrella provides shade, while potted plants add greenery, and a decorative mat lies at the entrance.

Guest suite in Palo Alto

Contemporary Guest House

RudyRating, 5 stars4 days ago

Absolutely incredible stay! The place was spotless, beautifully decorated, and even better than the photos. Every detail was thought through—from cozy linens to fully stocked essentials. The location was perfect, close to everything but peaceful and quiet at night. Julie was outstanding: super responsive, kind, and genuinely cared that we had a great experience. Check-in was seamless, and we felt completely at home. Can’t recommend this spot enough—definitely one of the best Airbnb stays we’ve ever had!

4.93 out of 5 average rating, 127 reviews

A welcoming entryway is showcased, featuring a concrete pathway leading to double glass doors framed by wooden siding. A decorative welcome mat is positioned at the entrance, while a small outdoor seating area is visible through a nearby window, surrounded by greenery.

Guesthouse in Palo Alto

Palo Alto Cottage: Privacy, Comfort & Convenience

RuoyingRating, 5 stars1 day ago

Host was super friendly and responsive. Highly recommend!

Guesthouse in Mountain View

4.95 out of 5 average rating, 105 reviews

Chiquita Cottage

GraceRating, 5 stars2 weeks ago

Great space, perfect location to visit our friends who lived nearby. Couldn't have asked for a better place and price!

4.85 out of 5 average rating, 212 reviews

The exterior of the house features a modern design with large windows and a welcoming entrance under a covered patio. A wooden fence surrounds the property, providing privacy. Lush greenery and palm trees complement the outdoor space, creating a comfortable and inviting ambiance.

Home in East Palo Alto

Large luxury studio with private entry, fireplace

ErikaRating, 5 stars2 weeks ago

Great stay at Randy's place. Very comfortable and had all the amenities and supplies I needed for a two week stay.