Family-friendly vacation rentals in Sunnyvale

4.93 out of 5 average rating, 126 reviews

A spacious yard features a children's play structure with a slide and swings, accompanied by a patio seating area under a shade umbrella. Lush green grass enhances the outdoor setting, surrounded by wooden fencing for privacy.

Guesthouse in Sunnyvale

Sunnyvale2B/1B/Family/Free EV Charging/AC/WiFi/PKG

~Close to many tech companies ~Yard with kids play structure/Gazebo ~Pack'n Play for baby ~Free parking and EV Charging ~Hi-speed WiFi ~New kitchen and appliances ~Sofa bed for 1 extra person ~Central AC and Heater with Nest ~Smart 55''TV with Netflix. ~Walking distance to downtown/shops/parks ~Quick access to 101 fwy and Central Expy ~Kitchen equipped with utensil essentials ~Best value Airbnb The big lot is separated into 2 units. This Unit B is a 2B/1B ADU with full privacy, the RED area

4.99 out of 5 average rating, 149 reviews

Home in Santa Clara

The most charming and private guesthouse.

Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

4.91 out of 5 average rating, 238 reviews

A comfortable sleeping area is presented with a spacious bed featuring white linens and a yellow accent pillow. Wall art depicting serene landscapes is displayed above the bed. A small kitchenette with a microwave and coffee bar is located in the corner, adding functionality to the space.

Guest suite in Sunnyvale

Luxurious Private Suite in Heart of Silicon Valley

Upscale, private suite w/separate entrance in quiet, safe neighborhood at the center of Silicon Valley! Minutes away from Apple/high tech companies, a cosmopolitan downtown, trendy restaurants, bars, and a historic park for leisurely stroll. Few blocks to US-101, Central Expy, and public transit. Enjoy the warm decor, comfortable queen Beautyrest mattress, luxurious sheets, stalked up coffee bar, private patio overlooking a peaceful back yard as well as unlimited free street parking.

4.86 out of 5 average rating, 145 reviews

A bright living area is showcased with a red sofa adorned with yellow cushions, accompanied by an ottoman and a coffee table. Natural light filters through the large window with sheer curtains, illuminating the space. Barstools and a chic light fixture complement the open kitchen area.

Apartment in Sunnyvale

💎Cozy 1B1B in prime location • 🌲AC/1000m wifi/More

This newly renovated 1b/1b apartment welcomes you to a safe and convenient community in the heart of Silicon Valley, with clean & private room, garden-like backyard, individual AC, full kitchen, 1000Mbps mesh WiFi, 58 inch smart TV with free access to Disney+ & Hulu, dishwasher, and in-unit washer/dryer Shops, supermarkets, restaurants, public transport are all within walking distance. 5 mins to highway 101&280.😃 Close to tech companies like Go0gle, Apple, Amazon, Linkedin etc.🥳

4.97 out of 5 average rating, 232 reviews

A modern living space features a light-colored love seat with two yellow accent pillows. A glass dining table is set with flowers, and a vibrant painting adorns the wall. Natural light enters through the front door, which is flanked by curtains.

Guest suite in Sunnyvale

Modern one bedroom in-law unit in Sunnyvale

Modern one bedroom in-law unit using high-end finishing with a comfortable queen bed, private bathroom, full kitchen, work-friendly desk, high speed wifi, cable TV, A/C heater combo and flower-lined side yard. Located in a safe and nice neighborhood. Perfect location for bay area traveller, with easy commute to all major high tech companies, walking distance to supermarket, restaurants and stores, and a short drive to Mountain View downtown and Caltrain station.

Guesthouse in Downtown San Jose

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.

4.99 out of 5 average rating, 224 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.

4.93 out of 5 average rating, 456 reviews

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

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.

4.99 out of 5 average rating, 253 reviews

A dining area features a round table surrounded by four white chairs, illuminated by a decorative chandelier. Natural light enters through large windows adorned with sheer curtains, complementing the light green walls and adding a bright, open feel to the space.

Guesthouse in Sunnyvale

Lush Luxury Villa•Sunny Deck & Private Escape•Pool

Romantic private retreat with sunny deck & lush greenery Indoor/outdoor living, vaulted ceilings, garden views Gourmet kitchen, gas fireplace, walk-in shower Aroma & sound therapy Nest-controlled A/C & heat (no shared ducts) Air filtration + eco-friendly cleaning Self check-in/out, fast WiFi Ideal for couples, solo travelers & business trips We welcome families with children aged 8 and older.

4.92 out of 5 average rating, 130 reviews

The exterior of the master suite is showcased, featuring a pathway leading to a glass door. Vibrant yellow flowers and greenery frame the entrance, while a tree provides shade. The space is surrounded by a gravel yard and clear blue skies.

Guest suite in Sunnyvale

Spacious Business Suite with Serene Backyard View

A master suite with private entrance is within walking distance to Apple Park and Cupertino Main Street. It is located in a quiet Sunnyvale neighborhood and near groceries, and many vibrant restaurants. It features a high speed 1.2G Wifi and split ductless AC. Mountain View corporate commuting bus is nearby. Ample parking space. Everything you need for a successful Silicon Valley visit.

A bright dining area features a spacious white table surrounded by six teal chairs. A blue sofa with decorative pillows is positioned nearby, complemented by wall art that includes metallic shapes and a leaf design. Natural light filters through large windows.

4.85 out of 5 average rating, 171 reviews

Cozy 3B2B SFH near Levis/GreatAmerica/ConventionCt

Welcome to this beautiful single family house in the center of silicon valley! It has 3 queen bedrooms, 2 bathrooms, portable AC covering the open living room in the summer (newly installed July 2022), window AC covering the master bedroom and portable fans in the rest of the rooms, kitchen for your own meals, and high-speed internet for Netflix or video conferences throughout the house.

The living room features a spacious blue sectional sofa with accent cushions, complemented by a round coffee table. A large television is mounted on the wall, and a decorative painting with soft blue hues adorns the space. Natural light filters through the curtains, creating a bright atmosphere.

4.88 out of 5 average rating, 168 reviews

Stylish 3B2B House in Sunnyvale w/ Fast WI-FI

Designer designed single family house situated in the heart of Silicon Valley. The whole house is carefully designed with high-end furniture. 3 bedrooms and 2 bathrooms, comfortable 1 king-size bed and 2 queen-size bed, 300Mpbs fast & stable WI-FI, central heating/AC. Close to everything! The perfect spot for family & friends, or for business travel. You will love this home!

A spacious room featuring a cozy sleeping area with a queen size bed layered in white linens. The modern kitchen, equipped with stainless steel appliances, is visible along with a comfortable seating area that includes a gray couch. Natural light enhances the inviting atmosphere.

4.91 out of 5 average rating, 150 reviews

Lovely Stay in Sunnyvale

This room offers a suite of amenities and comforts including a private entrance, fully equipped kitchen, and a serene garden. Conveniently located for public bus and rail. 5 min drive to Sunnyvale Downtown, easy access to 101, and super close to Alphabet's search company (Airbnb hides the G word), Apple, LinkedIn, Amazon, Juniper, and Microsoft.

Popular amenities for Sunnyvale family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Willow Glen

The image features a clear pool surrounded by a stone edge, with vibrant orange and purple flowers in bloom along the perimeter. Lush green palm trees and other landscaping elements provide a natural backdrop, creating a serene outdoor setting.

4.95 out of 5 average rating, 192 reviews

Private Queen Suite-Pool & Hot Tub, private entry

4.9 out of 5 average rating, 191 reviews

A spacious deck offers a panoramic view of fog-covered hills, with a golden sunset in the background. Multiple seating arrangements, including lounge chairs, are positioned for relaxation. An umbrella provides shade, while a table is set for dining outdoors.

Guesthouse in Saratoga

Newly Built Studio, 2000 FT Elevation with Jacuzzi

4.98 out of 5 average rating, 126 reviews

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

Forest Cabin & Hot Tub

4.92 out of 5 average rating, 176 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

4.99 out of 5 average rating, 155 reviews

A charming modern cabin is framed by tall redwood trees, with a large deck visible in the background. Vibrant pink foxglove flowers are positioned in the foreground, enhancing the natural surroundings. The cabin's exterior features muted green siding and large windows that invite light.

Cabin in La Honda

Coastal Redwood Getaway on a Creek

4.99 out of 5 average rating, 611 reviews

The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.

Guesthouse in Los Gatos

Sanctuary in Sierra Azul Open Space Preserve

4.95 out of 5 average rating, 121 reviews

A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.

Home in Ben Lomond

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

4.94 out of 5 average rating, 352 reviews

A bright bedroom is equipped with a spacious bed and two bedside tables, each featuring a lamp. Colorful botanical wall art adds detail to the decor. A full-length mirror stands against the wall, with light filtering in through a window fitted with vertical blinds.

Condo in Santa Clara

The Alpaca House

Family- and pet-friendly home rentals

A modern kitchen features sleek white cabinets and a spacious countertop. Stainless steel appliances, including a gas stove and refrigerator, are visible. Natural light enters through a window above the sink, illuminating the space. A dining area can be seen in the background.

4.89 out of 5 average rating, 133 reviews

M&J@Modern 3B1B SFH heart of Silicon Valley | 389

4.93 out of 5 average rating, 213 reviews

A modern living area features a blue sofa adorned with white pillows. A glass coffee table sits on a patterned rug, with decorative items placed thoughtfully atop. An accent chair with a cozy cushion offers additional seating, while framed artwork decorates the walls.

Home in Santa Clara

Executive Class Stay in Tech Hub 3b2B Near SJC

4.93 out of 5 average rating, 210 reviews

The spacious kitchen features an expansive island with four bar stools, allowing for casual dining. Light wood flooring complements the bright cabinetry and stainless-steel appliances. A view of the open living area is visible in the background, promoting a welcoming atmosphere.

Home in Santa Clara

4B/2.5B / Office Space / Open Plan / Huge Backyard

4.96 out of 5 average rating, 490 reviews

The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.

Guesthouse in La Honda

Bicycle Shack @ La Honda Pottery

4.91 out of 5 average rating, 197 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, 398 reviews

A serene outdoor scene captures a tent nestled among trees, with rustic wooden chairs positioned nearby. In the background, rolling vineyards extend towards the horizon, with hills visible under a clear sky, inviting guests to enjoy the natural surroundings.

Yurt in Los Gatos

Yurt in Vineyard Overlooking Monterey Bay

4.94 out of 5 average rating, 160 reviews

Natural light fills the spacious living area, which features a comfortable couch and a round coffee table. Double glass doors lead to a serene patio adorned with greenery, while a dining area with wooden chairs sits opposite a well-equipped kitchen.

Cottage in Redwood City

Adorable Garden Cottage near Stanford

4.83 out of 5 average rating, 336 reviews

A spacious living area features hardwood floors and natural light streaming in through windows. A comfortable gray sofa, reclining chair, and coffee table are arranged for relaxation. A dining table with four chairs and a desk are visible, creating a multifunctional space.

Home in Mountain View

1BR/1BA Duplex (C) near Castro/Caltrain Mtn View

Family-friendly home rentals with a pool

Guesthouse in Monte Sereno

The cottage exterior features a charming design with a slate stone patio and a round dining table with two chairs. Glass double doors provide access, and large windows offer views of the surrounding greenery. The roof is intricately shaped, complementing the natural setting.

4.98 out of 5 average rating, 462 reviews

Quiet Poolside Cottage for Solitude

4.91 out of 5 average rating, 199 reviews

A charming tiny house is nestled among towering redwood trees, featuring a red door and a large window. Potted plants line the front steps, and a small patio area with red chairs and a table invites outdoor relaxation.

Tiny home in La Honda

Delightful Tiny Home in the Redwoods !

4.95 out of 5 average rating, 172 reviews

A resort-style pool surrounded by lounge chairs is visible, with modern apartment buildings framing the scene. The area is bright and airy, showcasing a leisure space ideal for relaxation, with neatly landscaped greenery along the pool's edge.

Apartment in Menlo Park

Charming 2BR Apartment near tech Giants & Stanford

4.99 out of 5 average rating, 370 reviews

A rustic cabin is situated among tall redwood trees. A wooden deck extends towards a tranquil pool, which is surrounded by greenery and flower beds. The warm tones of the cabin's exterior complement the natural surroundings, enhancing the serene atmosphere.

Guesthouse in Woodside

Rustic Cabin in the Redwoods

4.88 out of 5 average rating, 124 reviews

A light blue exterior of the cottage is complemented by white double doors and a large window. Floral arrangements in red planters and a white bench enhance the inviting entrance. A comfortable chair adds to the cozy outdoor seating area.

Guesthouse in Sunnyvale

Private & Quiet Garden Cottage

4.88 out of 5 average rating, 192 reviews

A spacious living area is equipped with a flat-screen TV mounted on the wall and an ornate cabinet. A comfortable grey chair and a glass coffee table are positioned on a soft carpet. Natural light is welcomed through a nearby window, enhancing the cozy atmosphere.

Home in Mountain View

Little Poolside House near Downtown Mountain View!

Apartment in East San Jose

A refreshing pool glistens under the sun, surrounded by well-manicured green lawns. A white picket fence encloses the area, enhancing the garden's appeal. The charming two-story structure features a sloped roof and multiple balconies, providing a welcoming atmosphere in a serene outdoor setting.

4.98 out of 5 average rating, 294 reviews

Apartment above Levi Stadium.