
Family-friendly vacation rentals in Hillsborough
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Hillsborough

Total vacation rentals
Explore 70 vacation rentals in Hillsborough

Nightly prices starting at
Hillsborough vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 2,450 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Hillsborough vacation rentals include wi-fi access

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

4.8 Average rating
Hillsborough stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Hillsborough
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

SFO recharge. Hilltop guest house nested in nature
Stay at this newly built retreat for an extended stay or SFO flight layover. Surround by nature, redwood trees, up on the hill overlooking the Bay. It is a guest house on the lower level of a main house, 10 mins Uber from SFO. Reliable Wifi for all your calls. This is your retreat. Spacious layout w separate secluded entrance. In-unit washer, and dryer for sanitizing, make any long term stay, business travel, or relaxing trip extremely convenient. Desk and Office chair set up already.
KitchenFamilyParking

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.
KitchenFamilyWalkability

Andulore Cottage - Walk to Burlingame Dining/Shops
Welcome to Andulore Cottage! Remodeled home in great location in quiet neighborhood. Walk to Burlingame Avenue shops, restaurants and Caltrain Station! This 1944 WWII era cottage has been lovingly restored, updated and renovated while preserving historic detail and charm throughout. Interior decor of this home is styled mid-century transitional. There are three bedrooms, living room, dining room, kitchen, and spacious backyard with beautiful patio with brick BBQ and fireplace.
KitchenIndoor spacesDecor

Walk to the Beach from this Ocean Front Home
Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.
KitchenFamilyTV

Modern guest house in great location
Private 1 bedroom + 1 bathroom with your own entrance. Highlights: • self-checkin with code on digital lock • free parking + additional free street parking • professional cleaning and sanitizing • king size bed with premium mattress and linens • located at end of cul-de-sac in a safe and quiet neighborhood • standing desk with monitor and docking station • high speed WiFi • 55” smart TV • Rainfall shower, bidet toilet with heated seat, heated towel rack, makeup mirror
FamilyIndoor spacesBeach

Eichler home w/ private backyard
Architecturally distinctive 1956 Eichler home in San Mateo's Highlands - renovated, single-level, and designed for both relaxation and productivity. - Sleeps 6 | 3 bedrooms | 3 beds | 2 baths - Private backyard w/ fire pit, BBQ & 8-person outdoor dining area - Enclosed atrium w/ custom mural & red maple tree - Private office w/ dedicated workspace & fast Wi-Fi - Wood-burning indoor fireplace & open-concept living - 20 mins to SF | 15 mins to SFO | near Caltrain
KitchenFamilyLayout

SFO 10 Min • Family 2BR + Patio Games • Baby-Ready
Two queen bedrooms, a private patio with lawn games, an in-unit washer/dryer, and a baby-and-toddler setup that covers everything from crib to high chair — this is the Bay Area family home you've been searching for. Ten minutes from SFO, a block from groceries and restaurants, and a short walk to Seal Point Park's waterfront trails, it's the kind of place where you actually unpack and settle in, not just sleep between activities
FamilyIndoor spacesNearby

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
*Entire Home-No sharing* Conveniently located! This spacious apartment is only 5min to SFO, 1-2 blocks from Starbucks, Walgreens, and other stores that you'll need! Many restaurants are right around the corner to eat at. Free Shuttles, Caltrain, Samtrans, and freeways are just blocks away. Longer inquiries are very welcome. Inquire even if the calendar is blocked off Send us a message now to secure your booking!
Indoor spacesKitchenParking

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.
KitchenFamilyHeating

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!
Indoor spacesKitchenAccuracy

Cozy private studio near SFO & Downtown Burlingame
This cozy studio apartment is on the ground floor of a two-story building with private entrance and on site laundry. It is in a nice residential neighborhood within walking distance of Burlingame Ave., Broadway, CalTrain and convenient to Hwy 101 and within 10 minutes from SFO. Free street parking.
Indoor spacesKitchenHeating

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. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.
FamilyKitchenBeach
Popular amenities for Hillsborough family-friendly rentals
Family-friendly home rentals with a hot tub

Private Garden Cottage Belmont Hills*Pool*HotTub*
Indoor spacesKitchenSleep quality

Charming Garden Cottage- steps to historic Old
FamilyKitchenCleanliness

Apartment w hot tub / forest & ocean view
FamilyKitchenQuiet

Luxury Silicon Valley Wellness and Work Oasis
KitchenFamilyCheck-in

Two Creeks Treehouse
Indoor spacesFamilyComfort

Private Cottage near Redwood City and San Carlos Downtowns
FamilyKitchenWifi

Either Way Hideaway
FamilyKitchenBathroom

Oceanfront w/ Direct Beach Access + New Hot Tub
FamilyIndoor spacesTV
Family- and pet-friendly home rentals

Carmelita Creek House
Indoor spacesFamilyParking

Serene Modern Home with Yard & Parking
KitchenIndoor spacesOutdoor spaces

Caboose in the redwoods just outside of Cupertino
KitchenFamilyNearby

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

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

Oceanview Penthouse, Stylish, Walking to Beach
FamilyIndoor spacesTV

SkyHigh Redwoods Retreat with Bay Views
Indoor spacesFamilyAccess

Step back in time on this beautiful classic yacht
Indoor spacesKitchenPets
Family-friendly home rentals with a pool

Luxury 2BR Apt near Tech Companies and Stanford
FamilyKitchenDecor

Delightful Tiny Home in the Redwoods !
FamilyKitchenTV

Private cul-de-sac home in Marin with pool
FamilyIndoor spacesAir conditioning

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

Separate entry room near Stanford
FamilyKitchenLocation

Rustic Cabin in the Redwoods
FamilyIndoor spacesNearby

Cozy BUS on Farm Animal Rescue with CITY VIEW
Indoor spacesFamilyGetting around

3 BR Home on Vineyard nr Palo Alto & Stanford
FamilyKitchenQuiet
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,241 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,260 | ﺩ.ﺇ 940 | ﺩ.ﺇ 1,043 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,138 | ﺩ.ﺇ 1,124 | ﺩ.ﺇ 1,080 | ﺩ.ﺇ 1,017 | ﺩ.ﺇ 1,054 | ﺩ.ﺇ 1,021 |
| 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 |
Destinations to explore
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- Stanford University
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Seacliff State Beach
- Big Basin Redwoods State Park





