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Family-friendly vacation 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.

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Guest suite in Millbrae

4.78 out of 5 average rating, 1084 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

Oct 19 – 26

G$23,988 GYD per night

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 425 reviews

Cabin with kitchen-walk to Beach & Trails-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.

Jun 17 – 24

G$30,295 GYD per night

Cottage in Woodside

4.97 out of 5 average rating, 343 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!

Jun 13 – 20

G$37,773 GYD per night

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.

Jun 18 – 25

G$26,063 GYD per night

Apartment in Burlingame

4.97 out of 5 average rating, 404 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.

Oct 11 – 18

G$36,615 GYD per night

Cottage in San Carlos

4.98 out of 5 average rating, 201 reviews

Carmelita Creek House

The creek house is on a beautiful tree lined street, walking distance to downtown San Carlos. The house is a spacious one bedroom cottage with designer finishes and gorgeous vaulted ceilings. You will be surrounded by mature redwoods on the peaceful balcony and one with nature at the fire pit overlooking a year round creek. Amenities include a full sized kitchen, comfortable workspace, washer/dryer, fast WiFi, cable TV and a gas fireplace. We live in the main house on the property.

Apr 22 – 29

G$49,267 GYD per night

Guesthouse in San Francisco

4.94 out of 5 average rating, 951 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.

Apr 27 – May 4

G$18,639 GYD per night

Guest suite in Lafayette

4.97 out of 5 average rating, 876 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.

Oct 23 – 30

G$24,208 GYD per night

Home in Oakland

4.98 out of 5 average rating, 533 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.

Jan 21 – 28

G$17,146 GYD per night

Apartment in El Granada

4.87 out of 5 average rating, 403 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.

Oct 1 – 8

G$32,951 GYD per night

Guesthouse in Hillsborough

4.95 out of 5 average rating, 813 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. Due to the coronavirus, we are 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.

Nov 8 – 15

G$27,875 GYD per night

Guesthouse in San Francisco

4.98 out of 5 average rating, 161 reviews

Cozy 1 Bedroom (Twin) Private Bath and Entrance!

Great place for solo travelers! Private entrance and Private bathroom for this Room with a Twin size bed :) Cute, cozy and comfortable. Public transportation is just down the block and access to freeways is just 5 minutes away! It is conveniently located near downtown SF. NO SMOKING ALLOWED- $500 fee if it happens We hope to Host your Stay!

Jul 3 – 10

G$17,211 GYD per night

Vacation rentals for every style

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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

Jul 23 – 30

G$30,254 GYD per night

Guesthouse in Kensington

4.94 out of 5 average rating, 605 reviews

Secluded luxury cottage & hot tub

Feb 1 – 8

G$32,192 GYD per night

Guesthouse in San Leandro

4.94 out of 5 average rating, 217 reviews

Garden getaway near SF

Oct 4 – 11

G$23,667 GYD per night

Home in Redwood City

4.97 out of 5 average rating, 290 reviews

Private suite

Jun 27 – Jul 4

G$30,471 GYD per night

Cabin in Oakland

4.97 out of 5 average rating, 185 reviews

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

Jan 10 – 17

G$50,721 GYD per night

Cabin in Oakland

4.92 out of 5 average rating, 172 reviews

Hike-in Bay Views Cabin w HotTub

Jun 30 – Jul 7

G$46,317 GYD per night

Home in Burlingame

4.98 out of 5 average rating, 145 reviews

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

Jul 20 – 27

G$144,357 GYD per night

Home in Half Moon Bay

4.98 out of 5 average rating, 314 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Feb 5 – 12

G$114,150 GYD per night

Family- and pet-friendly home rentals

Cabin in Los Gatos

4.9 out of 5 average rating, 399 reviews

The Coach House

Sep 29 – Oct 6

G$21,608 GYD per night

Home in Burlingame

4.86 out of 5 average rating, 155 reviews

Cozy, Spacious Villa with Private Pool & Bay View!

Oct 10 – 17

G$203,945 GYD per night

Apartment in Mill Valley

4.88 out of 5 average rating, 666 reviews

Mill Valley Retreat

Dec 6 – 13

G$26,550 GYD per night

Guest suite in San Ramon

4.88 out of 5 average rating, 117 reviews

Cozy suite w/ coffee, workstation, private access

Feb 19 – 26

G$21,734 GYD per night

Guesthouse in San Leandro

4.92 out of 5 average rating, 118 reviews

Charming Backyard Guest House with Koi Pond

Dec 12 – 19

G$26,891 GYD per night

Guest suite in Berkeley

4.93 out of 5 average rating, 288 reviews

Private Guest Flat in Berkeley Hills Home

Sep 17 – 24

G$37,983 GYD per night

Apartment in Oakland

4.87 out of 5 average rating, 269 reviews

Montclair Retreat-quiet, elevator, in unit laundry

Jun 21 – 28

G$24,955 GYD per night

Train in Cupertino

4.91 out of 5 average rating, 347 reviews

Caboose in the redwoods just outside of Cupertino

Nov 9 – 16

G$45,545 GYD per night

Family-friendly home rentals with a pool

Condo in San Ramon

4.99 out of 5 average rating, 164 reviews

Private & clean STUDIO 580/680 Tri-Valley

Oct 3 – 10

G$17,795 GYD per night

Guest suite in San Jose

4.92 out of 5 average rating, 116 reviews

Quiet and Comfortable Studio

May 22 – 29

G$13,889 GYD per night

Guest suite in San Jose

4.88 out of 5 average rating, 644 reviews

Hillside Retreat Private 2-Room Guest Unit & Pool

Jul 22 – 29

G$26,867 GYD per night

Guest suite in Walnut Creek

4.99 out of 5 average rating, 534 reviews

Garden Oasis Suite with Spa and Pool, Walnut Creek

Jun 23 – 30

G$35,655 GYD per night

Guesthouse in Monte Sereno

4.9 out of 5 average rating, 187 reviews

Greenwood Guest House, a Peaceful Oasis

Aug 30 – Sep 6

G$38,677 GYD per night

Guesthouse in San Rafael

4.9 out of 5 average rating, 380 reviews

Romantic Mtn Studio - Pool, Sauna, Views!

Nov 27 – Dec 4

G$63,770 GYD per night

Home in Portola Valley

4.92 out of 5 average rating, 137 reviews

3 BR Home on Vineyard nr Palo Alto & Stanford

Jun 1 – 6

G$119,025 GYD per night

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

Dec 5 – 12

G$35,645 GYD per night

Quick stats about vacation rentals that are family-friendly in Hillsborough

Total rentals
60 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
60 properties include access to wifi
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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