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Family-friendly holiday houses 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.

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Guest suite in Millbrae

4.78 out of 5 average rating, 1082 reviews

Charming Private Studio Near SFO

Private studio overlooks a beautiful garden is minutes away from the Bart Station and SFO Airport! Enjoy a bathroom, wi-fi, outdoor garden area, parking for a perfect little getaway/vacation. Queen bed and couch. Please note this listing only accommodates for two people and we do not accommodate additional guests. We hope you respect this rule as the neighborhood is quiet and would like to respect our neighbors. Infants and children are considered as guests. Note: No Kitchen, 3 night max stay

5 – 12 Sept

$1,267 AUD total

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 424 reviews

Near harbor & Surfer’s beach, with outdoor Firepit

Guest cottage in village of El Granada w/ocean view from property. 5-minute walk to Surfer’s beach & 2-minute drive to harbor. Go biking or take a stroll on the paved coastal bluff trail. Hiking in the hills behind the cottage in Quarry Park. Full kitchen with attached covered deck. Cable TV & WIFI, Queen size memory foam bed. Sit around the outdoor firepit at night-see the stars & hear the ocean waves. Boat harbor nearby with seafood restaurants, brew pubs & live music. 5-min drive to Main St.

10 – 17 June

$2,042 AUD total

Guest favourite

Guest suite in San Mateo

4.92 out of 5 average rating, 299 reviews

San Mateo Getaway Private 2 Bedroom

Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.

20 – 25 July

$1,344 AUD total

Guest favourite

Cabin in Woodside

4.97 out of 5 average rating, 342 reviews

Kings Mountain Studio Cabin

Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

4 – 11 Apr

$2,183 AUD total

Guest favourite

Guest suite in Woodside

4.89 out of 5 average rating, 340 reviews

Stay Nestled in Ancient Redwoods in Silicon Valley

Welcome to our 6-acre home, High Ground, & have our kid and pet friendly carriage house to yourself! The large studio apt with separate entrance has stunning views of ancient redwood trees + the Bay/Mount Diablo. Immediate hiking trails, wildlife, minutes to: Alice's restaurant (5), Michelin-rated Village Pub (15) highway 280 (15) Palo Alto/Menlo Park/Half Moon Bay/Ocean (30), SFO (35) San Francisco (45). Perfect for a northern CA retreat, business in the Valley or sight-seeing in San Fran.

29 July – 5 Aug

$1,522 AUD total

Guest favourite

Apartment in Burlingame

4.97 out of 5 average rating, 403 reviews

Home away from home in wonderful Burlingame

We've been hosting for 11 years and love it. It's my honor to be your host and I will try to make your stay really great. I provide a list of summer events/festivals, farmer's markets, local "music in the park", and other suggestions but feel free to ask for advice! We donate 5% of all earnings to Airbnb.org to provide support in local, national and global housing emergencies. *** Please see House Rules at the end of the listing description to ensure our apartment will work for you.

31 July – 7 Aug

$2,212 AUD total

Guest favourite

Guesthouse in San Francisco

4.94 out of 5 average rating, 949 reviews

Immaculate studio space with free parking

Immaculate, spacious lower level private studio space with private entrance and adjacent parking. Guests have completed contactless private entrance with no host interaction. Comfortable queen bed and attached spa like bath with tub/shower. Studio has a smart 40" TV, microwave and refrigerator, as well as seating area. Snacks, linens, toiletries are provided. Use of backyard, washer & dryer. All Airbnb COVID Cleaning protocols have been implemented to assure a clean environment.

3 – 10 Dec

$1,134 AUD total

Guest favourite

Guest suite in Lafayette

4.97 out of 5 average rating, 872 reviews

Mt. Diablo view 2 Bedroom/ King & Queen Suite

Our private 2 bedroom suite with amazing views of Mt. Diablo is located in a suburb of San Francisco and Berkeley called Lafayette in the East Bay. We neighbor Walnut Creek and are close to Hwys. 24/680. We are a 5-8 minute drive to the Lafayette BART station. San Francisco is a 25 minute train ride and when there is no traffic a quick 30 minute drive to downtown SF (with traffic add another 15-20 minutes). CAL or St. Mary's College bound? We are about 15-20 minutes away.

10 – 17 Oct

$1,303 AUD total

Guest favourite

Home in Oakland

4.98 out of 5 average rating, 532 reviews

Private Casita with Stunning View

Relax in a private, fully equipped Casita with stunning views of East Oakland and the Bay. This newly constructed one-bedroom guest house in the quiet Eastmont Hills neighborhood has everything you need to work and play. Enjoy lounging in a hammock on the deck or on the couch streaming movies to a 32" television. Brand new stainless steel gas range and full-sized fridge make cooking a breeze, or you can partake in booming Oakland's restaurant scene.

5 – 12 Dec

$1,065 AUD total

Guest favourite

Home in Redwood City

4.97 out of 5 average rating, 289 reviews

Private suite

Our home offers a private getaway perfect for business or a place to relax outside the city. Enjoy your private deck, complete with jacuzzi, and enter our large, sunny suite. Features Cal-King bed, on suite bath with heated tile flooring and bluetooth shower speaker. On site kitchenette includes mini bar, microwave, toaster oven, coffee maker & fridge/freezer. High speed WIFI connection and desk for workspace. Smart TV with blu ray, DVD, and cable.

22 – 29 June

$1,896 AUD total

Guest favourite

Apartment in Brisbane

4.86 out of 5 average rating, 412 reviews

Exceptional Value-close to San Francisco airport

Brisbane/ San Francisco This apartment is cleaned and sanitized between guests. Guests are required to accept and follow State and local regulations. We are a 10 minute drive from San Francisco Airport, 20 minutes from downtown San Francisco. Free street or on-site parking. Bedroom, living room, kitchen, and bath. King-sized bed OR 2 twin beds in bedroom. Sofa bed and couch in living room. Free Wi-Fi, cable TV.

3 – 10 June

$1,312 AUD total

Guest favourite

Apartment in El Granada

4.87 out of 5 average rating, 402 reviews

Studio near Harbor/Half Moon Bay

Studio with a comfy queen sized bed , kitchen and bathroom. Queen air mattress also available (additional charge for more than two guests- please book with the correct number). Second bed is a choice between an air mattress and pull out couch. Blocks from the beach/Princeton harbor and coastside trail. Quaint Half Moon Bay is a couple of miles south, San Francisco is 20 miles north.

15 – 22 Sept

$1,984 AUD total

Holiday rentals for every style

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Stylish accommodation and amenities

Popular amenities for Hillsborough family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Los Altos Hills

4.8 out of 5 average rating, 148 reviews

A private hillside suite nestled among oaks

17 – 24 July

$1,732 AUD total

Guest favourite

Guesthouse in Kensington

4.94 out of 5 average rating, 605 reviews

Secluded luxury cottage & hot tub

23 – 30 Mar

$1,879 AUD total

Guest favourite

Guesthouse in San Leandro

4.94 out of 5 average rating, 216 reviews

Garden getaway near SF

7 – 14 Sept

$1,321 AUD total

Guest favourite

Guesthouse in Walnut Creek

4.91 out of 5 average rating, 502 reviews

Tropical Garden Cottage +HOT TUB &POOL by Downtown

28 Oct – 4 Nov

$1,438 AUD total

Guest favourite

Home in Burlingame

4.98 out of 5 average rating, 143 reviews

SFO Luxury House 4BR/3BA near SF & Silicon Valley

12 – 19 July

$7,862 AUD total

Guest favourite

Cabin in Oakland

4.97 out of 5 average rating, 185 reviews

Spa style cottage! Jacuzzi, Sauna, Pool, Views!

15 – 22 Sept

$3,305 AUD total

Guest favourite

Cabin in Oakland

4.92 out of 5 average rating, 171 reviews

Hike-in Bay Views Cabin w HotTub

19 – 26 July

$2,721 AUD total

Earthen home in Aptos

4.84 out of 5 average rating, 251 reviews

Adobe Casita in Aptos Mountain Retreat & Spa

19 – 26 June

$1,690 AUD total

Family- and pet-friendly home rentals

Home in Burlingame

4.86 out of 5 average rating, 155 reviews

Cozy, Spacious Villa with Private Pool & Bay View!

16 – 23 Sept

$11,016 AUD total

Guest favourite

Cabin in Los Gatos

4.9 out of 5 average rating, 398 reviews

The Coach House

12 – 19 Dec

$1,325 AUD total

Guest favourite

Apartment in Mill Valley

4.87 out of 5 average rating, 663 reviews

Mill Valley Retreat

21 – 28 Jan

$1,606 AUD total

Guest favourite

Guest suite in Oakland

4.96 out of 5 average rating, 124 reviews

Montclair Creekside Retreat

30 May – 6 June

$1,382 AUD total

Guest favourite

Guest suite in Berkeley

4.93 out of 5 average rating, 549 reviews

Garden Apt. with Gourmet Vittles

16 – 23 Oct

$1,429 AUD total

Guest favourite

Train in Cupertino

4.92 out of 5 average rating, 345 reviews

Caboose in the redwoods just outside of Cupertino

1 – 8 Dec

$2,420 AUD total

Apartment in Oakland

4.87 out of 5 average rating, 269 reviews

Montclair Retreat-quiet, elevator, in unit laundry

8 – 15 Aug

$1,512 AUD total

Apartment in Oakland

4.94 out of 5 average rating, 218 reviews

Private Garden Studio

28 Jan – 4 Feb

$1,660 AUD total

Family-friendly home rentals with a pool

Guest suite in San Jose

4.88 out of 5 average rating, 644 reviews

Hillside Retreat Private 2-Room Guest Unit & Pool

16 – 23 July

$1,573 AUD total

Guest favourite

Guesthouse in San Rafael

4.92 out of 5 average rating, 255 reviews

Mountaintop - Sauna, Pool, Views!

9 – 16 Feb

$2,313 AUD total

Guest favourite

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 186 reviews

Greenwood Guest House, a Peaceful Oasis

30 Dec – 6 Jan

$2,136 AUD total

Guest favourite

Home in Portola Valley

4.92 out of 5 average rating, 137 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

1 – 6 June

$4,612 AUD total

Guest favourite

Condo in Mountain View

4.95 out of 5 average rating, 122 reviews

Spacious Top Floor Condo Retreat

16 – 23 Aug

$3,459 AUD total

Home in Menlo Park

4.85 out of 5 average rating, 155 reviews

Modern French Country Style Home

20 – 27 Mar

$14,099 AUD total

Guest favourite

Home in San Jose

4.92 out of 5 average rating, 154 reviews

Splash Pad

14 – 21 Feb

$13,205 AUD total

Guest favourite

Guest suite in San Rafael

4.87 out of 5 average rating, 433 reviews

STUNN SF BAY/ MT TAM VIEW, LRG APT. SLEEPS 6, POOL

9 – 16 Jan

$2,728 AUD total

Quick stats about accommodation & holiday rentals that are family-friendly in Hillsborough

Total rentals
60 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
60 properties include access to Wi-Fi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
2K reviews

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