Family-friendly holiday rentals in Sunnyvale

A bright dining area features a wooden table surrounded by four white chairs. A modern kitchenette with wooden cabinets holds various cooking essentials. Large glass sliding doors provide access to the outdoor patio, allowing natural light to fill the space, while a colorful area rug adds a touch of warmth.

4.97 out of 5 average rating, 330 reviews

Comfortable, Modern, Bright w/Patio

A completely separate private guest suite in a beautiful house, furnished with love and all the amenities you'd need. Also, super walkable & safe location, fast wifi, comfy beds, friendly experienced hosts ready to help you with whatever you need. Look forward to soaking in the sun on the patio, and enjoying the park across the street. It's a 10min walk to the great bars & restaurants downtown SV, or to the Caltrain station for a hassle-free trip to SF or SJ. We love living here and so will you!

KitchenFamilyView

4.93 out of 5 average rating, 130 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

KitchenIndoor spacesWi-Fi

Treehouse in Half Moon Bay

A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.

4.99 out of 5 average rating, 154 reviews

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

KitchenFamilyBathroom

4.99 out of 5 average rating, 157 reviews

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.

KitchenFamilyQuiet

4.92 out of 5 average rating, 240 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.

KitchenFamilyBathroom

4.98 out of 5 average rating, 176 reviews

A spacious room features a queen bed adorned with soft pillows, paired with a neutral-toned blanket. A mini fridge and microwave are positioned against the wall, alongside a hot/cold water cooler. Natural light flows through the windows, illuminating the overall inviting layout.

Guest suite in Sunnyvale

Entire Guest Suite, Entrance@ House of Chauncey

Attention Travelers: Please inquire about availability before booking/instant booking. Thank you! Hello there! Vicky and I have a nice, comfortable newly renovated room with attached private bath and separate entrance in our home for you to stay in. It's in a quiet neighborhood in Sunnyvale, bordering Mountain View. We are super close to Apple, LInkedIn, NASA and G00gle, with a G00gle shuttle and Facebook shuttle stops a few blocks away. We are also close to downtown Sunnyvale.

FamilyIndoor spacesSleep quality

The front exterior of the home is presented, showcasing a well-maintained lawn with concrete pathways leading to the entrance. Wooden fence panels and neatly arranged landscaping enhance the inviting charm of the space. Blue skies and ample natural light contribute to the welcoming atmosphere.

4.84 out of 5 average rating, 170 reviews

227 - Gorgeous 3B2B Close to Downtown Sunnyvale

Welcome to your Silicon Valley sanctuary! Immerse yourself in this thoughtfully curated space, just minutes from major tech campuses, premier dining, and transportation options. This elegantly designed 3-bedroom, 2-bathroom home in the heart of Sunnyvale is perfect for tech professionals, families, and business travelers. With a blend of comfort, convenience, and connectivity, you'll feel right at home while staying productive or enjoying some well-deserved relaxation. :)

Indoor spacesFamilyCleanliness

4.94 out of 5 average rating, 462 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.

FamilyIndoor spacesOutdoor spaces

4.94 out of 5 average rating, 315 reviews

The kitchen features wooden cabinetry and stainless steel appliances, with a central island and barstool seating. Natural light floods in through sliding glass doors that lead to a lush outdoor area. A round wooden dining table is set with a small vase containing a flower.

Home in Cupertino

2BR House + Patio + Office near Apple and Main St.

Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.

Indoor spacesFamilyCheck-in

4.99 out of 5 average rating, 256 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.

Indoor spacesFamilyAccess

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, 174 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.

Indoor spacesFamilyBathroom

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.

KitchenFamilyCondition

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

4.95 out of 5 average rating, 207 reviews

Private Queen Suite-Pool & Hot Tub, private entry

KitchenFamilyQuiet

4.95 out of 5 average rating, 182 reviews

Home in Willow Glen

Charming Willow Glen Home with Spacious Yard

KitchenFamilyTV

4.97 out of 5 average rating, 151 reviews

A secluded outdoor area features a hot tub surrounded by lush greenery. A shaded patio sits nearby with white lounge chairs, while a portion of the building is visible in the background, incorporating large windows and a deck area adorned with outdoor furnishings.

Farm stay in Woodside

Apartment w hot tub / forest & ocean view

KitchenIndoor spacesLaundry

4.99 out of 5 average rating, 134 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

Indoor spacesKitchenSleep quality

Guesthouse in Redwood City

A modern kitchen is highlighted by a spacious granite countertop island with four wooden stools. Natural light pours in through a large window overlooking the garden, illuminating stainless steel appliances and cabinetry. Plants add a touch of greenery to the inviting space.

4.99 out of 5 average rating, 130 reviews

Private Cottage near Redwood City and San Carlos Downtowns

FamilyIndoor spacesDecor

4.93 out of 5 average rating, 179 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

KitchenIndoor spacesAccess

4.92 out of 5 average rating, 108 reviews

Cabin in Boulder Creek

Either Way Hideaway

KitchenIndoor spacesAmenities

4.99 out of 5 average rating, 619 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

Indoor spacesKitchenBarbecue

Family- and pet-friendly home rentals

5 out of 5 average rating, 120 reviews

A glimpse into the living space is provided, showcasing a bright area with wooden floors and a dining table surrounded by chairs. A shower stall can be seen through an open door, adding to the cottage's functionality. A mirror hangs near the entrance, enhancing the welcoming feel.

Guesthouse in Livermore

Quiet wine country cottage sleeps 4 - Pet Friendly

FamilyIndoor spacesAccess

Superhost

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, 134 reviews

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

KitchenFamilyQuiet

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.

4.93 out of 5 average rating, 225 reviews

Executive Class Stay in Tech Hub 3b2B Near SJC

FamilyKitchenLayout

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.

4.93 out of 5 average rating, 219 reviews

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

FamilyIndoor spacesAccuracy

4.94 out of 5 average rating, 108 reviews

The bedroom features a spacious bed with neutral-toned bedding, accompanied by a desk and a comfortable chair. A wall-mounted TV and a standing heater are visible. Natural light is allowed in through the window, dressed with sheer curtains, creating a calm environment.

Guesthouse in Cupertino

Guesthouse with kitchen,bath and laundry

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 249 reviews

A queen-size bed is centered between two light, airy curtains and adorned with a colorful patterned throw blanket. Framed wall art in earthy tones flanks the headboard, while bedside tables house decorative items. Natural light filters in through the window, creating a serene atmosphere.

Bungalow in Milpitas

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

FamilyKitchenBeach

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, 174 reviews

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

Indoor spacesFamilyBathroom

4.91 out of 5 average rating, 204 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

KitchenFamilyLayout

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 206 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 !

FamilyKitchenQuiet

4.88 out of 5 average rating, 290 reviews

Guesthouse in Belmont

Private Garden Cottage Belmont Hills*Pool*HotTub*

Indoor spacesKitchenAccuracy

4.99 out of 5 average rating, 375 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

FamilyIndoor spacesCheck-in

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

KitchenFamilyLong stay

Superhost

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

4.87 out of 5 average rating, 195 reviews

Little Poolside House near Downtown. New AC!

FamilyIndoor spacesView

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.

4.92 out of 5 average rating, 100 reviews

Silicon Valley Executive home in Santa Clara

KitchenFamilyValue

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, 300 reviews

Apartment above Levi Stadium.

Indoor spacesFamilyView