Family-friendly vacation rentals in North Fair Oaks

4.99 out of 5 average rating, 846 reviews

The exterior of a cozy cottage is visible, surrounded by a lush garden filled with various plants and flowers. A stone path leads to the entrance, framed by vibrant greenery. Large windows allow glimpses of the inviting interior, enhanced by a seasonal wreath on the door.

Guesthouse in San Carlos

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 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). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Indoor spacesKitchenCheck-in

4.98 out of 5 average rating, 118 reviews

A charming outdoor space features a decorative stone fountain with three tiers, surrounded by lush greenery and colorful flower beds. The mansion's stucco facade and tile roof are visible in the background, complemented by a well-maintained pathway leading to the entrance.

Guest suite in Atherton

ADU studio unit in a 2/3 acre Spanish mansion

Kick back and relax in this calm, stylish beautiful mansion. An independent front ADU studio in a brand new modern Spanish style mansion in a 2/3 acre lot in Atherton with completely separate entrance and huge front yard with oak trees and fountain. Only 0.5 mile to 101 freeway and 1 mile to train station, near many high tech companies. A stylish welcoming king bed full Kitchenette large fridge large stove oven range microwave and in the unit washer dryer. Central AC and heat, internet & TV.

Indoor spacesFamilyCondition

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, 153 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.

KitchenIndoor spacesSolo travel

4.94 out of 5 average rating, 279 reviews

A welcoming entrance to the studio is framed by wooden fencing and highlighted by a sign that reads 'Park Studio.' Large terracotta pots with blooming flowers and lush greenery add a touch of nature, creating an inviting atmosphere.

Guesthouse in Menlo Park

Charming, modern, restorative, private studio

Quiet, modern, restorative studio with private entrance and private garden. Mature trees and three skylights makes it feel like you're staying in a tree house. Fiber optics and luxe amenities keep it 21st century. Centrally located to all locations, 20 minutes to SF and SJ Airports, only 30 minutes to Oakland. A quick bike ride to FB, Stanford, and all places high tech. Sip coffee as you work from your laptop in your private garden, then walk to some of the best taquerias in the Bay Area.

Indoor spacesKitchenView

4.96 out of 5 average rating, 101 reviews

A spacious living room features a large L-shaped couch paired with a set of coffee tables. A soft area rug covers the hardwood floor, and natural light fills the room through wooden blinds. A small workspace with a desk and chair is visible in one corner.

Home in Menlo Park

Peaceful Menlo Park House: Two bedrooms + Sunroom

Keep it simple at this peaceful and centrally located single family home. Tucked away in a quiet and tree-lined neighborhood, it is just minutes away from Stanford, Caltrain station, and close to many SF Bay Area's top destinations. Features: - Central AC/Heating - Firm mattresses, memory foam pillows - Egyptian cotton sheets and duvet covers - Plush Turkish cotton towels - Ceramic and stainless steel cookwares - Organic avocado/olive oils - Hyperallernic detergent - Quality toiletries

KitchenFamilyOutdoor spaces

4.93 out of 5 average rating, 176 reviews

A spacious living area features a comfortable gray sectional sofa with red accent cushions. A large TV is mounted on the wall, while a window provides views of the outdoor patio with a red umbrella. A small table holds flowers and magazines.

Guesthouse in Menlo Park

Luxury Guesthouse in the heart of Silicon Valley

BEST Airbnb: Style, Comfort, Location. Airbnb fees and TOT taxes are paid by host, not guest. 1 bedroom, gorgeous bathroom, full kitchen, coffee machine, well-stocked pantry, dining set, comfy sofa & ottoman. Luxury shower: rain, cascade or handheld. Mirror with backlight. Nest heater. Hardwood floors. Portable Dyson aircon. Private entry. Automatic entry lights on walkway, wisteria trellis. Dedicated parking. Organic vegetable and fruit garden. Patio.

KitchenIndoor spacesView

4.99 out of 5 average rating, 151 reviews

Guesthouse in San Carlos

Delightful Hideaway in San Carlos

Fully equipped executive studio in the heart of Silicon Valley. This studio is ideal for accommodating executives, visiting doctors and nurses and other professions that might require long term stays. Visitors will enjoy the warm family-friendly environment and delightful garden setting. It is also well-suited for those on vacation who delight in visiting the nearby cities, as well as those who have families close by and want to have their own private spot.

FamilyIndoor spacesAccuracy

5.0 out of 5 average rating, 246 reviews

A white trellis adorned with vibrant flowers stands against a sunny garden backdrop. A mix of colorful blooms, including tulips and daisies, creates a lively display in a brick planter, inviting guests to enjoy the natural beauty of the surroundings.

Guesthouse in Atherton

Charming Studio Garden Cottage near Stanford

Come and relax in our light and airy studio cottage situated in a beautiful garden setting, the perfect get-away after a day of business meetings or visiting with family. We are close to major Silicon Valley destinations as well as Stanford Hospital, 45 minutes' drive from San Francisco, San Jose and the beach in Half Moon Bay — easy access to Highways 101 and 280. Our quiet neighborhood full of mature oak trees beckons you to take a walk.

KitchenIndoor spacesCondition

Superhost

An aerial view showcases a resort-style pool surrounded by lounge chairs and shaded cabanas, set within lush landscaping. Nearby, a patio area with seating is visible, while the modern apartment buildings create a backdrop for this inviting outdoor space.

Apartment in Menlo Park

4.85 out of 5 average rating, 117 reviews

Luxury 2BR Apt near Tech Companies and Stanford

Welcome to our Luxurious 2 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, two comfortable bedrooms both with queen size bed, a pair of modern bathrooms, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

KitchenFamilyValue

4.99 out of 5 average rating, 591 reviews

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.

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.

FamilyKitchenWalkability

Superhost

A bright studio space features a floral loveseat and a small dining table with two chairs. The kitchen, equipped with a refrigerator and stove, includes various appliances. A large clock adorns the wall next to the entrance, complementing the artwork depicting the Golden Gate Bridge.

4.84 out of 5 average rating, 204 reviews

Privat studio in the heart of Silicon Valley

A stunning 300 sqft private and comfortable studio in a quiet neighborhood close to Stanford and major tech companies in the heart of Silicon Valley. It offers a queen size bed, loveseat, fully stocked kitchen & bathroom. Free cable TV & high-speed internet (cable/WiFi) is included. Contact me for special offers for monthly stays during the COVID crisis.

KitchenIndoor spacesCondition

The exterior of a recently renovated guest unit showcases a light grey wooden façade with white trim. A small porch area is visible, leading to the entrance. An air conditioning unit is mounted on the side wall, and a fenced area provides privacy.

4.96 out of 5 average rating, 181 reviews

Redwood Casita

Cozy fully detached recently renovated 400 sq ft guest unit. Nested between the front house and the backyard deck. Full kitchen. Queen size bed. Close to restaurants, supermarkets, and public transportation (Caltrain, SamTrans). Short drive to Palo Alto and Stanford University (15 - 20 minutes depending on traffic).

Indoor spacesFamilyHospitality

Popular amenities for North Fair Oaks family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

Indoor spacesKitchenTV

4.93 out of 5 average rating, 214 reviews

A spacious deck is depicted with comfortable wicker seating arranged around a light-colored table. Lush greenery is observed in planters, enhancing the natural ambiance. Sliding glass doors provide a view into the indoor living area, inviting the outdoors inside.

Guesthouse in Woodside

A beautiful Tree house -your own retreat

FamilyKitchenPets

4.88 out of 5 average rating, 486 reviews

A spacious bed with an intricate patterned cover is positioned in a well-lit room. Towels are neatly arranged on the bed. A colorful piece of wall art adds a touch of character, while natural light filters through a nearby window.

Guest suite in Woodside

Separate entry room near Stanford

Indoor spacesFamilyView

4.93 out of 5 average rating, 178 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

Indoor spacesFamilyHiking

4.94 out of 5 average rating, 449 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

FamilyIndoor spacesAmenities

4.97 out of 5 average rating, 150 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

FamilyKitchenLayout

4.96 out of 5 average rating, 206 reviews

A spacious living area features a blue sectional sofa adorned with colorful cushions, complemented by two chic chairs and a glass coffee table. Three electric guitars are displayed on the wall, adding a creative touch. Large windows provide a view of the lush garden.

Bungalow in Palo Alto

Luxurious Retreat on Extra-Large Lot near Stanford

FamilyIndoor spacesNearby

4.93 out of 5 average rating, 294 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

Indoor spacesFamilyCheckout

Family- and pet-friendly home rentals

A shaded porch area features stone flooring and is bordered by lush greenery. Two outdoor chairs and a small table are positioned on the left side, providing a serene spot for relaxation. The entrance to the studio is visible through large glass doors.

4.95 out of 5 average rating, 217 reviews

Charming Studio

FamilyKitchenComfort

4.98 out of 5 average rating, 258 reviews

The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.

Cottage in San Carlos

Carmelita Creek House

KitchenFamilyBathroom

4.92 out of 5 average rating, 107 reviews

A living area is highlighted by a spacious sofa adorned with red and white cushions. A wooden coffee table sits in front, surrounded by a patterned area rug. A large wall-mounted television is positioned above a fireplace, with natural light flowing through the nearby window.

Home in Redwood City

Delightful Stay

KitchenIndoor spacesDecor

4.95 out of 5 average rating, 173 reviews

A spacious bedroom features a large bed with textured bedding, complemented by decorative pillows. Two bedside tables with lamps provide illumination. Soft light enters through the windows, enhancing the neutral color palette of the walls and furnishings.

Condo in Redwood City

Cozy Entire 1-Bedroom Condo in Redwood City

KitchenIndoor spacesHospitality

4.97 out of 5 average rating, 374 reviews

Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.

Guesthouse in Woodside

SkyHigh Redwoods Retreat with Bay Views

FamilyIndoor spacesView

4.93 out of 5 average rating, 460 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

Indoor spacesFamilyQuiet

5.0 out of 5 average rating, 119 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

Indoor spacesFamilyPets

Camper/RV in Half Moon Bay

An Airstream is positioned on a gravel area overlooking the Pacific Ocean. In the outdoor living space, a fire pit with four surrounding chairs is visible, along with a dining table that accommodates six. Lush green grass leads to the cliff edge, providing scenic coastal views.

4.95 out of 5 average rating, 296 reviews

Stunning California Coast Airstream (New Listing)

Indoor spacesKitchenParking

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 156 reviews

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

Cozy BUS on Farm Animal Rescue with CITY VIEW

KitchenFamilyWifi

4.94 out of 5 average rating, 158 reviews

A modern living area features a comfortable blue leather sofa and a light, textured armchair. A wooden coffee table with decorative items is centered on a patterned rug. Large sliding glass doors provide a view of the sunset and access to the outdoor space.

Home in East San Jose

Views for Miles | Hot Tub | Gated Hilltop Home

Indoor spacesFamilyComfort

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

KitchenFamilySleep quality

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, 298 reviews

Apartment above Levi Stadium.

Indoor spacesFamilyLayout

Guest suite in Willow Glen

4.95 out of 5 average rating, 204 reviews

Private Queen Suite-Pool & Hot Tub, private entry

Indoor spacesKitchenValue

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

4.88 out of 5 average rating, 193 reviews

Little Poolside House near Downtown. New AC!

FamilyKitchenGetting around

4.96 out of 5 average rating, 310 reviews

An outdoor lounge area features a sectional sofa arranged around a fire pit, illuminated by warm flames. The pool glistens in the background, surrounded by lush greenery and gently lit by the evening sky. The setting offers a tranquil atmosphere for relaxation.

Guesthouse in Oakland

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

KitchenFamilyCheckout