House holiday rentals in Woodside

4.93 out of 5 average rating, 183 reviews

A serene outdoor space features a swimming pool surrounded by lush vegetation and a gently sloping waterfall. Steps lead from the house to the pool area, with a slide positioned nearby. A vineyard is visible in the background, enhancing the tranquil setting.

Home in Portola Valley

3 BR Home on Vineyard nr Palo Alto & Stanford

Professionally cleaned detached home nestled among an oak grove, waterfall & vineyard in the hills above Stanford (10 min), Palo Alto (20 min), Menlo Park (10-20 min), Mountain View (25 min) and San Francisco and San Jose. Perfect for families and groups; staycations, off-sites or startups visiting Silicon Valley . See resort-style amenities below. LATEST UPGRADES: better AC, faster internet & WiFi6 for lots of devices & bandwidth. Pickleball lines on tennis court; putting green w/ remote tees.

4.91 out of 5 average rating, 420 reviews

Poplar Beach Getaway: Family-Friendly, Near Beach!

Family-friendly, relaxed home in a quiet residential neighborhood - 1/2 block from the blufftops, a 10-minute stroll to lovely Poplar Beach, and 1/2 mile from scenic Main Street restaurants, shops, and cafes. 3 bedrooms with queen beds, two baths, a living area, a well-equipped kitchen, a spacious kid-friendly den, and a backyard with a new deck ensure you all have room to spread out and relax after a fun day at the beach or exploring the area. Short drive to San Francisco, Santa Cruz, San Jose.

A modern craftsman-style house is illuminated at night, featuring a prominent wooden front door framed by soft landscape lighting. Tall shrubs and carefully arranged path lighting guide the way to the entrance, accentuating the home's charming architectural details.

4.95 out of 5 average rating, 279 reviews

Palo Alto Modern Retreat

This 3 bed, 3 bath Modern craftsman in the very heart of Silicon Valley is an easy 5 minute walk to the shops, restaurants and offices that dot University Avenue in downtown Palo Alto. Arriving and departing CalTrain's Palo Alto University Avenue station is easily done with a 10 minute walk. You really don't need a car but the driveway easily handles 3 cars. Rest assured, you'll sleep in quiet comfort. ----- Note: This house has a no parties or events policy. No outdoor noise after 9:30 PM.

The exterior of a single-family home is presented, featuring a well-manicured front yard with shrubbery and stone accents. A front path leads to the entrance, framed by large windows that illuminate the living space. A garage with multiple doors is visible on the right.

4.84 out of 5 average rating, 100 reviews

Serene & Charming Home in Atherton border

Nestled in the border between Atherton & Redwood City CA, this exquisite property boasts privacy, tranquility, and natural beauty. With its serene surroundings, this house offers a truly idyllic retreat. The home offers a living room with large windows overseeing the front yard, a formal dining room with custom cork accent wall and French doors to the front porch. Three bedrooms, one ensuite and two serviced by a hall bath, complete the first floor, there is a recreation room above the garage.

4.93 out of 5 average rating, 101 reviews

A modern living room is showcased, featuring a plush black sectional sofa facing a wall-mounted television. A sleek electric fireplace is below the TV, surrounded by decorative plants. Circular mirrors adorn the wall, adding depth to the space, while minimalist furniture complements the stylish decor.

Home in Menlo Park

2BR Home in Menlo Park Near Stanford University !

Introducing the latest gem in the Bay Area's Airbnb scene! This newly renovated 1400 sq. ft. property offers airy comfort and modern charm. Featuring two bedrooms, two full bathrooms, and a separate family/living room and kitchen, it's perfect for your getaway. With thoughtful amenities, ample space, rear parking, a backyard ,and proximity to Stanford University /Hospital , Stanford Mall , it's the ultimate retreat. Discover comfort and convenience in every corner of this stylish haven.

4.93 out of 5 average rating, 137 reviews

Cozy & Fully Equipped Studio

Welcome to your perfect retreat! Our studio is fully equipped, modern, and super comfortable, offering all the amenities for an unforgettable stay. Whether you’re traveling for business or leisure, this space provides the ideal balance between comfort and convenience. 🛋 Cozy living area: Beautifully decorated with a comfortable sofa, TV 🍽 Fully equipped kitchen 🌿 Private patio: A perfect outdoor space to relax and enjoy fresh air. 🚗 Private parking with independent entrance self check in

The primary bedroom features a spacious bed dressed in soft green linens, complemented by wooden art on the wall. Two bedside lamps provide ambient lighting. An adjoining bathroom is visible through an open door, showcasing modern fixtures and a clean design.

4.98 out of 5 average rating, 101 reviews

Modern Private 2BR/2BA | Near Stanford | Quiet

Modern, quiet, detached 2BR/2BA guest house in Palo Alto. 🏡 Enjoy a private entrance, ~1,000 sq ft, guest-loved beds with 100% cotton bedding, a full kitchen, in-unit laundry, central A/C, strong shower pressure, fast Wi-Fi, and a workspace with a standing desk, ergonomic chair & monitor. 🏥 Minutes from Stanford University & Stanford Hospital. 💼 Close to Google, Meta & other Silicon Valley companies. 🌳 Quiet neighborhood near restaurants, Whole Foods, Trader Joe’s & shopping.

The guest house is presented with a charming Tudor-style exterior, featuring a pitched roof and decorative wooden beams. Large glass doors provide a view into the interior space, framed by a covered porch supported by sturdy beams. Lush landscaping and a vibrant red entry gate enhance the inviting ambiance.

4.96 out of 5 average rating, 323 reviews

The Perfectly Appointed Modern English Guest House

Relax and unwind in this newly constructed guest house. Completed in 2019 it offers all the amenities of a 5-star hotel suite with the privacy and ambiance of a quaint English Tudor home. Located just 2 blocks from charming downtown San Carlos in the “City of Good Living”. We are 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain).

A spacious bedroom features a wooden bed frame with a comfortable queen mattress and quality linens. A flat-screen TV is mounted on the wall, and a wooden dresser is positioned nearby. Soft lighting illuminates the room, highlighting the tasteful decor and calming color palette.

4.91 out of 5 average rating, 272 reviews

The Chandelier Studio

Newly remodeled with private bathroom, kitchenette, and entry. Located in one of the most desirable areas of Redwood City known as Woodside Plaza. This is a quiet and pleasant community with tree line streets. We offer a very comfortable and spacious studio, quality linens, YoutubeTV, Netflix, Amazon Prime, Roku, Wifi. Equipped with central AC and Heater. Comfortable queen bed. Minutes away from Stanford hospital Futon converts to extra bed, bedding available.

The enchanting exterior of a Spanish style home is highlighted by a textured yellow facade and red tiled roof. Arched doorways lead into the entrance, surrounded by vibrant greenery and blooming plants. A pathway made of patterned tiles guides towards the front door.

4.82 out of 5 average rating, 206 reviews

Charming 1930 Spanish Haven close to everything

Enjoy a stay in the charm of 1930 Spanish style home with all the modern conveniences and comfort of today. This home is both ideal for the family visiting the bay area as well as the professional trip to the bay area. Conveniently located steps away from original restaurants and about a mile from the train station or freeways. Guests have WiFi, a fully stocked kitchen, and based on season, fruit from 17 trees including apple, lemon, pear, orange and more.

A cozy living room displays two red armchairs facing a blue sofa adorned with decorative pillows. Natural light filters through the large windows, highlighting the hardwood floor. A television is mounted on a wooden stand beside a bookshelf, with artwork depicting trees hanging on the wall.

4.95 out of 5 average rating, 168 reviews

New!! Silicon Valley Charming 3B2B House Fast wifi

Beautiful fully furnished home with magnificent bay views. Located in the heart of Silicon Valley -- 15-20 mins drive away from SFO. Beds and linens are new and very comfortable. Kitchen includes new stainless steel appliances. The house is walking distance to highly rated downtown restaurants and shops and to Caltrain station with service to San Francisco and Silicon Valley. It is perfect place for family visit, business trip and team retreat.

4.94 out of 5 average rating, 455 reviews

An outdoor pool area features a long, picturesque pool bordered by vibrant greenery. Large green pool floats rest on the water, complemented by a shaded lounge area under a white umbrella. The space showcases brick pathways and stone details of the home’s exterior.

Home in Los Altos

Luxury Silicon Valley Wellness and Work Oasis

Ideal for business travelers, couples, and nature lovers, while staying in a quiet residential setting. Peaceful upscale exclusive use 1,500 sq ft Los Altos Hills retreat beside Rancho San Antonio Preserve. Private trail access. Fast fiber Wi-Fi, workspace, fireplace, sauna, pool table, full kitchen, plush queen bed. Year-round hot tub, BBQ patio, saline pool. Minutes to Stanford, Los Altos, Palo Alto, and major tech campuses, dining and shops.

Popular amenities for house rentals in Woodside

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A two-story home is surrounded by well-maintained grass and trees. The front features a welcoming porch with two green chairs, a brick chimney, and large windows showcasing the indoor space. A pathway leads to the entrance, framed by manicured landscaping.

4.92 out of 5 average rating, 123 reviews

Large Home in Palo Alto, 5 bedrooms, Pool

4.96 out of 5 average rating, 104 reviews

The solar-heated pool is illuminated at night, showcasing a serene blue hue. Three water features flow gracefully into the pool, highlighting the tranquil setting. The surrounding area is dimly lit, enhancing the peaceful ambiance of the outdoor space.

Home in Campbell

Luxury 4-Suite Carbon-Neutral Home With Pool

4.92 out of 5 average rating, 159 reviews

A bright living area features a spacious sectional sofa adorned with neutral cushions. A modern coffee table sits in the center, complemented by a decorative bowl. Natural light streams through multiple windows, illuminating the light wooden floor and the cozy fireplace with a stone surround.

Home in San Jose

Private Oasis with Pool and Fire Pit

4.85 out of 5 average rating, 150 reviews

The spacious living room features light wooden flooring and white ceiling beams. Comfortable gray sofas surround a white coffee table on a patterned rug. Large windows allow natural light to fill the room, illuminating the fireplace and inviting atmosphere.

Home in Mountain View

Spacious 4BD Home, Downtown Mountain View + Pool

4.92 out of 5 average rating, 100 reviews

A spacious living area is designed with a large L-shaped sectional sofa adorned with colorful throw pillows. A dark coffee table is centrally placed on a vibrant area rug, while natural light filters through large windows, enhancing the overall brightness of the room.

Home in Santa Clara

Silicon Valley Executive home in Santa Clara

4.78 out of 5 average rating, 132 reviews

A welcoming exterior view of the family house is showcased, surrounded by a spacious front yard. A large pine tree offers shade while a decorative pot with greenery adds a touch of nature. The driveway leads to a double garage with a clean facade.

Home in San Jose

Modern Rustic Home With Private Pool

4.8 out of 5 average rating, 240 reviews

A spacious living area features a striking stone wall, complemented by a large flat-screen TV mounted above an elegant dark cabinet. Plush seating options, including a brown leather sofa and chairs, invite relaxation, while a decorative chandelier adds a refined touch to the room.

Home in Willow Glen

Beautiful Large 4BR Home with POOL

An inviting living area features a brick fireplace as its focal point, surrounded by a cozy sectional couch and a sleek entertainment unit with a large television. Natural light filters through multiple sliding glass doors that lead to a fenced backyard.

4.79 out of 5 average rating, 28 reviews

Your spacious home in Silicon Valley (2bd/2ba)

Weekly house rentals

4.92 out of 5 average rating, 298 reviews

A wooden hot tub is positioned on a deck facing the ocean, with waves gently lapping at the shore. The sunset casts warm hues over the water, while wooden posts and ropes define the perimeter of the deck.

Home in Moss Beach

Walk to the Beach from this Ocean Front Home

The kitchen features a large Carrara quartz island with black bar stools and modern lighting. Sleek cabinetry and stainless steel appliances are present, along with an open layout that promotes a spacious feel. A fireplace and artwork enhance the room's contemporary design.

4.97 out of 5 average rating, 208 reviews

Luxurious 5BR/4.5BA house near Stanford with AC

4.95 out of 5 average rating, 110 reviews

The living area features a leather sofa paired with a patterned rug and a glass coffee table. A dining area is visible in the background, illuminated by natural light from large windows. Soft decorative elements, including a fluffy pouf and indoor plants, enhance the welcoming ambiance.

Home in Belmont

Sunlit 2B1B house w/ Deck & Garden on Belmont hill

4.9 out of 5 average rating, 287 reviews

A little piece of heaven

The inviting living room features a light color palette with a spacious sectional sofa and a large ottoman at the center. Natural light filters through multiple windows, and a flat-screen television is mounted above a traditional fireplace, enhancing the room's comfort.

4.92 out of 5 average rating, 102 reviews

Corporate housing in great area

4.95 out of 5 average rating, 163 reviews

An outdoor seating area features a circular gas fire pit surrounded by a smooth stone ledge. A coastal view of the Pacific Ocean is visible, with the horizon meeting the sky in soft hues at sunset. The patio is enclosed by modern railing.

Home in Pacifica

Oceanfront Home in Pacifica, CA

4.97 out of 5 average rating, 153 reviews

Papillon ~ Renovated Home in Downtown San Carlos

A spacious bedroom features large windows dressed with sheer white curtains, allowing natural light to fill the space. A comfortable bed is accompanied by two elegant chairs positioned beside a small table. The warm wooden flooring complements the calming atmosphere.

4.94 out of 5 average rating, 138 reviews

Serene Oasis in the midst of Silicon Valley

Private house rentals

The exterior of the property is showcased, highlighting its unique architectural design with wooden paneling and large windows. A staircase leads to the entrance, and lush greenery is visible in the background, enhancing the coastal setting.

4.95 out of 5 average rating, 165 reviews

Luxury Ocean Front & Harbor View Home

4.91 out of 5 average rating, 215 reviews

The modern exterior of the house features a combination of wood and light-colored siding. A covered porch is highlighted by vertical lighting, while large windows provide views of the surrounding landscape. A manicured lawn and driveway contribute to the welcoming entryway.

Home in Mountain View

Upscale Modern House Near Mountain View Downtown

4.98 out of 5 average rating, 110 reviews

A spacious outdoor dining area features a large wooden table surrounded by comfortable chairs, offering a front-row view of a vibrant sunset over the ocean. The warm colors of the sky reflect on the water, creating a serene atmosphere.

Home in Moss Beach

New- Stunning Oceanfront "Pelican Bluffs"

A charming exterior view of a single-story house with light blue walls and green shutters. A welcoming front door is adorned with a wreath, and small steps lead up to the entrance. Lush greenery and a manicured pathway enhance the inviting appearance of the home.

4.93 out of 5 average rating, 245 reviews

Quaint 2BR house; downtown Palo Alto + Stanford

4.79 out of 5 average rating, 116 reviews

Seaside Art Gallery Loft Inspire Your Creativity

4.96 out of 5 average rating, 125 reviews

A light-filled living area features a spacious sofa and a wooden entertainment unit. A dining table is positioned nearby, surrounded by chairs. Sliding glass doors open to a private backyard, enhancing the connection to the outdoor space.

Home in Mountain View

Chic and Comfy Home in the Heart of Silicon Valley

A spacious living room features a large sectional sofa adorned with accent pillows. A coffee table sits at the center, complemented by a patterned area rug. Natural light floods in through the large windows, highlighting the wooden beams on the ceiling and the stone fireplace.

4.94 out of 5 average rating, 228 reviews

5 min walk to Beach, Sleeps 11, perfect for family