
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 G$14,645 GYD 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.
4.87 out of 5 average rating, 103 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.
4.99 out of 5 average rating, 159 reviews
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.
4.93 out of 5 average rating, 204 reviews
Cozy Modern Craftsman Retreat
Private studio with a large outdoor patio. Just a short walk to the dinning and shopping on Burlingame Avenue and also on historic Broadway. Caltrain and Bart are minutes away to get take you to wherever you need to go. Fast wifi and espresso maker provided. Enjoy fresh fruit from our orange tree, and a rosemary bush for those that enjoy cooking. Relax with our large queen bed, recessed dimmable lighting and a large flat panel 4K smart TV w/apps for Netflix, Amazon Video, etc.
4.92 out of 5 average rating, 200 reviews
Serene Modern Home with Yard & Parking
This spacious, tastefully decorated and full of natural light large house is a perfect combination of comfort and style. The house is recently renovated and has got everything to accommodate all your needs for a perfect stay. Convenient strategic location and easy commute to SF, Silicon Valley, BART and Airport, full amenities, parking, safe and quiet neighborhood, professionally managed, immaculately clean and more. Book now before someone else does!
4.92 out of 5 average rating, 318 reviews
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
4.9 out of 5 average rating, 154 reviews
Luxury King Bed & Spa Bathroom
Our spacious guest suite has its own private entrance, comfortable pillow-top king size bed, work-friendly laptop desk, hi-speed wifi, spa bathroom with heated floor, mini fridge, and microwave. The guest suite is part of the main home, but there are no shared spaces and the areas are separated by a locked solid wood door & noise-dampening cushions. Our guest suite is ideal for couples visiting family in the neighborhood.
4.91 out of 5 average rating, 278 reviews
Home away from home in beautiful Burlingame!
It's my honor to be your host and I will try to make your stay really great. Please let me know if you have any questions ahead of time as I want to make sure you have the best visit. Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price reflects that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.
4.97 out of 5 average rating, 471 reviews
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!
4.97 out of 5 average rating, 364 reviews
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.
4.96 out of 5 average rating, 212 reviews
Private Garden Cottage Belmont Hills*Pool*HotTub*
Charming, fully equipped cottage in a quiet Bay Area retreat. Enjoy a newly renovated backyard with blooming gardens, fruit trees, hot tub, and pool. Frequent deer visits and soft evening lighting create a magical forest-like escape. Multiple patios for relaxing, plus a fun treehouse for kids.
4.87 out of 5 average rating, 295 reviews
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.
4.95 out of 5 average rating, 1035 reviewsPopular amenities for Hillsborough family-friendly rentals
Family-friendly home rentals with a hot tub

2 bedroom house with hot tub
4.93 out of 5 average rating, 169 reviews
Oceanfront w/ Direct Beach Access + New Hot Tub
4.86 out of 5 average rating, 340 reviews
Entire Private Coastal Retreat - Spectacular Ocean
4.92 out of 5 average rating, 178 reviews
Half Moon Bay Coastal Home Walk Beach & Harbor SPA
4.99 out of 5 average rating, 414 reviews
A beautiful Tree house -your own retreat
4.94 out of 5 average rating, 221 reviews
Walk to the Beach from this Ocean Front Home
4.92 out of 5 average rating, 298 reviews
1 block from beach, hot tub, close to SF, 3bd/3ba
4.95 out of 5 average rating, 269 reviews
Two Creeks Treehouse
4.99 out of 5 average rating, 139 reviewsFamily- and pet-friendly home rentals

Stairway to Heaven - 2 bedroom
4.96 out of 5 average rating, 200 reviews
Stylish Spacious Seaside Retreat, Walking to Beach
4.88 out of 5 average rating, 379 reviews
Seaside Home Modern Retreat with Breathtaking
4.95 out of 5 average rating, 123 reviews
Scenic Retreat w/ AC Hidden Gem Near SFO/SF/Beach
4.98 out of 5 average rating, 132 reviews
Sunlit 2B1B house w/ Deck & Garden on Belmont hill
4.94 out of 5 average rating, 108 reviews
★EV+★Hillside SFO View★Home Theater★Pool Table
4.94 out of 5 average rating, 362 reviews
Treehouse w/ Canyon Views · King · Workspace · SFO
4.83 out of 5 average rating, 209 reviews
SkyHigh Redwoods Retreat with Bay Views
4.97 out of 5 average rating, 386 reviewsFamily-friendly home rentals with a pool

Rustic Cabin in the Redwoods
4.99 out of 5 average rating, 380 reviews
Cozy BUS on Farm Animal Rescue with CITY VIEW
4.94 out of 5 average rating, 160 reviews
Coastal Zen Den
4.83 out of 5 average rating, 111 reviews
Luxury 2BR Apt near Tech Companies and Stanford
4.86 out of 5 average rating, 121 reviews
Hillside Wellness Retreat | Pool, Gym & A/C
4.98 out of 5 average rating, 253 reviews
Tropical Garden Cottage +HOT TUB &POOL by Downtown
4.91 out of 5 average rating, 662 reviews
Luxury Silicon Valley Wellness and Work Oasis
4.94 out of 5 average rating, 455 reviews
Beautiful 4 Bedroom Hillside Retreat
4.98 out of 5 average rating, 120 reviewsWhen is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$70,717 GYD | G$62,557 GYD | G$71,763 GYD | G$53,561 GYD | G$59,419 GYD | G$73,018 GYD | G$64,858 GYD | G$64,022 GYD | G$61,511 GYD | G$57,954 GYD | G$60,046 GYD | G$58,163 GYD |
| 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 |
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- Stanford University
- Santa Cruz Beach
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Muir Woods National Monument
- Moscone Center
- Golden Gate Bridge
- Capitola Beach
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
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- California’S Great America
- Bernal Heights
- Oakland Arena
- Palace of Fine Arts
- Big Basin Redwoods State Park
- Rodeo Beach





