
Family-friendly holiday rentals in Hillsborough
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hillsborough
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Gorgeous Suite close to SFO Airport, Self Check-In
Enjoy a peaceful stay at this newly appointed luxury suite. Burlingame is a suburb of San Francisco, known for it's tree-lined streets. Close to downtown San Mateo and Silicon Valley. This suite is part of a beautiful Spanish style house with a private entrance. Minutes from shops and restaurants Broadway Burlingame and Burlingame Avenue. Perfect for business travelers, couples or solo adventures! Features queen size bed, smart TV, refrigerator, microwave, Light and Bright! Wi-Fi, Parking.

Private 1 bedroom suite for quick SFO trip withA/C
1 bedroom 1 bathroom guest suite with private entrance. Good for a short SFO trip. But be aware it might not fit family vacation need! Newly remodeled kitchen, full bathroom, Wi-Fi, gas cooktop, coffee maker, toaster, microwave. Soft foam topper queen bed. Convenient for Bay Area commuter, 15 mins driving to SFO airport. Close to 101, 280 freeway. 30 mins driving to San Francisco or 50 mins to San Jose. 15 mins walk to grocery store, Starbucks and restaurants. Easy and free street parking.

A private and quaint gateway on Belmont Hills
Welcome to our cozy Belmont studio! This charming retreat offers a comfortable stay with its stylish design, fully equipped kitchen, and a comfortable bed. Conveniently located in Belmont, CA, you'll be close to vibrant San Mateo downtown, the scenic coastline of Half Moon Bay, and the airport. This quaint studio is tucked away on a small hill, surrounded by greenery. As a delightful bonus, you'll find a lovely lemon tree in the driveway, providing complimentary lemons for your stay.

Cozy private in-law suite, close to SFO, fast WiFi
Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

Hidden French Gem for Fam/Biz~near Caltrain,SFO
Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

Modern room & loft, private entrance
Modern room & loft with private entrance & private bathroom. Completely private space + free parking + self check-in + superfast Wi-Fi (up to 940 Mbps). Conveniently located in a quiet & safe residential neighborhood with Bayhill Shopping Center, Tanforan Mall, BART and Caltrain stations nearby. Easy access to highway 101 & 280, SFO airport (6-minute drive or 3 miles), San Francisco (16-25 minute drive to downtown), and San Francisco Baking Institute (11-minute drive).

Elegant Guesthouse in Garden Close to SF/SFO/Beach
Built in 2020, our guesthouse is the perfect place for couples or solo travelers. It has a private entrance, smart lock, hotel-quality bedding, brand-new furniture, and the latest interior design selections. Staying in the sunbelt of beautiful Pacifica, there are a lot of fun activities nearby: spending your day on the beach, exploring the hiking trails, or road trip along Highway 1. Half Moon Bay, SF, and SFO are around 20 minutes away!

New, modern quiet private studio
New modern private studio attached to the main house with a private staircase entrance. Easy free parking in front of the entrance. Located in heart of the Bay Area: 15 minutes to SFO airport, 19 minutes to Half Moon Bay, 17 minutes to Stanford. Enjoy nice views with morning coffee. Ideal for 1-2 guests. Working desk, wifi, tv, comfortable linens, small fridge, microwave and Phillips coffee machine.

Charming Private Quiet Backyard Studio
This charming, sunny, secluded backyard studio is located in the heart of San Mateo, near public transportation, freeways, restaurants, shopping, and 15 minutes to SFO. Private entrance, quiet backyard setting, plenty of street parking. Less than a 5-min walk to Safeway, CVS, Starbucks and restaurants. * To my regular guests, the rate increase is due to SM County increasing the tax rate. *

Little Cottage on the Hill
Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Since the coronavirus pandemic, we have been taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.

Calm retreat w/ fireplace & fenced yard
Welcome to your cozy Bay Area retreat - a calm space for relaxed days & fireside evenings. - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Enclosed atrium w/ custom mural - Private backyard w/ fire pit & outdoor dining - Wood-burning fireplace - Kitchen & dedicated workspace w/ fast Wi-Fi - Air conditioning, heating & free parking

Clean&Cozy Cottage near downtown Burlingame & SFO
Our sunny backyard cottage, with outdoor private entry, is centrally located in Burlingame between Burlingame Avenue and Broadway and is a great spot suited to a business traveler in search of a home away from home while also being ideal for vacationers looking to live like a local, only miles from SF. Enjoy and unwind!
Popular amenities for Hillsborough family-friendly rentals
Family-friendly home rentals with a hot tub

Private Garden Cottage in Belmont Hills

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Coastal Retreat w/ Ocean Views

Guesthouse Garden Retreat

Apartment w hot tub / forest & ocean view

Sunny redwood forest cottage

Romantic Spa Suite — Whirlpool•Balcony•Luxe Escape

SFO Panoramic Views 4BR/3BA near SF-Silicon Valley
Family- and pet-friendly home rentals

Canyon Oak House: Private, tranquil with trees

Walk to Beach - Remodeled Coastal Home Safe Town

★EV+★Hillside SFO View★Home Theater★Pool Table

Serene Modern Home with Yard & Parking

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

Oceanview Penthouse, Stylish, Walking to Beach

Stay Nestled in Ancient Redwoods in Silicon Valley

Adorable Garden Cottage near Stanford
Family-friendly home rentals with a pool

Delightful Tiny Home in the Redwoods !

Separate entry room near Stanford

Pool, Jacuzzi, Sauna, Huge Views, gated, ADU

Rustic Cabin in the Redwoods

Cozy BUS on Farm Animal Rescue with CITY VIEW

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Private & clean STUDIO 580/680 Tri-Valley

Garden Oasis Studio with Spa and Pool Walnut Creek
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $326 SGD | $326 SGD | $337 SGD | $327 SGD | $362 SGD | $398 SGD | $398 SGD | $393 SGD | $377 SGD | $301 SGD | $291 SGD | $321 SGD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Quick stats about holiday rentals that are family-friendly in Hillsborough

Total holiday rentals
Explore 60 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Hillsborough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hillsborough rentals

4.9 Average rating
Hillsborough stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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