Kid-friendly vacation rentals in Hillsborough

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Popular amenities for Hillsborough kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A spacious backyard features a lush, green lawn bordered by shrubs and trees. A stone path leads to a shaded patio area with seating for relaxation. The patio includes a dining table and chairs, providing an inviting space for outdoor gatherings.
Home in San Mateo
4.91 out of 5 average rating, 162 reviews

Andulore Cottage - Near Burlingame Ave - Remodeled

JackieRating, 5 stars1 day ago
I have rented Robert’s home multiple times now. Andulore Cottage is supremely clean, comfortable and welcoming. The location is walkable to the nearby shopping center, to Burlingame Ave. and easy access to 101. Robert is a wonderful, gracious and responsive host. I always feel like I’ve come “home” when we stay here.
Guest favorite
A bright living area features a round table with a floral centerpiece and two cushioned chairs. The backdrop displays an open kitchen with cabinetry, leading to a warmly painted bedroom door. A small plant and modern decor enhance the welcoming atmosphere, illuminated by natural light.
Home in San Mateo
4.83 out of 5 average rating, 278 reviews

❤️ Delightful 1B/1B modern with a leisure garden

AlexRating, 5 stars1 month ago
This place is very nice, everything matches the description on the website. The living room / kitchen was actually bigger than I expected. Pristine, upgraded bathroom and very private small backyard with lawn and trees (my favorite). My only concern was parking on the street which wasn't always available if I come late (Kenny clearly states that in the description). Kenny is a wonderful host, very responsive and attentive to my needs. I highly recommend this place.
Superhost
A living area is highlighted by a light-toned laminate floor and neutral-colored walls. Two soft armchairs with yellow cushions face a modern white sofa. A round coffee table is placed atop a patterned area rug. A tall plant stand holds greenery, complementing the inviting space.
Home in San Mateo
4.89 out of 5 average rating, 348 reviews

Cozy San Mateo home / Near SFO Airport

KimRating, 5 stars1 week ago
We came for a horseshow at Woodside. There was plenty of space , kitchen fully stocked, nice TV. The washer and dryer was a godsend! Very nice bedrooms and bathrooms. We had a great trip! The only caution I would advise is if you have a big truck, the streets in the neighborhood are narrow with street parking have to be extra careful. We got great sleep- the neighborhood is very quiet!!!!
Guest favorite
A spacious bedroom features large windows dressed with sheer white curtains, allowing natural light to fill the space. A comfortable bed is accompanied by two elegant chairs positioned beside a small table. The warm wooden flooring complements the calming atmosphere.
Home in San Carlos
4.96 out of 5 average rating, 122 reviews

Serene Oasis in the Midst of Silicon Valley

KyleRating, 5 stars4 weeks ago
This stay was beautiful, Raj & Monika were very helpful and communicative with us. Whenever we had an issue, they were quick to help solve it. The view was amazing as well and the restaurants nearby were wonderful. 10/10!
Top guest favorite
A bright living area features a comfortable dark sofa and two light-colored armchairs beside a round coffee table. A flat-screen television is mounted above a traditional fireplace. Open French doors lead to a bright adjoining room, while a patterned rug adds texture to the wooden floor.
Home in Burlingame
5 out of 5 average rating, 60 reviews

Charming Burlingame Beauty!

TylerRating, 5 stars2 weeks ago
This is a cozy, private home with a private back yard on a quiet residential street. We stayed here for a few days with two young kids and had a great time. There are two bedrooms, and a den/study with a bed that can easily sleep another adult. The place was incredibly clean, and everything was well maintained and updated. The kitchen was fully stocked. There is parking in the driveway and plenty on the street. The neighborhood is a very quiet, safe residential area, with polite neighbors and a park and children's playground only a couple minutes walk down the street. Easy access to the 101 freeway. Downtown Burlingame is a great walkable area with restaurants and shops and is about 15 minutes drive. SFO is about 15 minutes away as well. Downtown SF is maybe 30 minutes drive with no traffic. The host was very responsive and helpful, but we really didn't need much communication since it all went smoothly. Would definitely stay again on our next trip.
Superhost
A modern kitchen area features sleek white cabinetry and a geometric tile backsplash. An electric cooktop and a kitchen sink with a modern faucet are visible, alongside essential appliances including a microwave and coffee maker. Natural light enters from a nearby doorway leading to the bedroom.
Home in San Mateo
4.88 out of 5 average rating, 64 reviews

Modern & Private 1BR w/ AC | Walk 2 Grocery, Shops

AngelaRating, 5 stars3 weeks ago
Husband and I stayed for a little less than a week and enjoyed our time! We had one compact SUV and parking was very comfortable for us. We appreciated the free snacks and water provided and slept well on the bed Saik’s instructions were easy and we would recommend this place to anyone
Top guest favorite
A modern kitchen is presented with white cabinetry and light-colored countertops. A stainless steel stove is located against a backsplash of light tiles. Two wooden bar stools are placed at a breakfast counter, with shelving displaying decorative plants and framed photos above.
Home in San Mateo
5 out of 5 average rating, 34 reviews

Spacious, Remodeled 2BR Duplex Unit by Downtown SM

LihauRating, 5 stars1 week ago
Raymund's place was exactly as described and fit our needs perfectly. I appreciated how clean it was and the size was perfect. The off-street parking was key for us too. Raymund was a great host, providing clear instructions and lots of privacy. We hope to stay there again!
Guest favorite
A spacious living area features mid-century furniture, including a sofa with colorful cushions and wooden armchairs. A wood-burning fireplace is positioned within a textured white wall. Large glass doors provide natural light and an inviting view of the outdoors, enhancing the open layout.
Home in San Mateo
4.94 out of 5 average rating, 124 reviews

Mid-Century Retreat w/ Fire Pit & Private Backyard

AlanaRating, 5 stars2 weeks ago
Beautiful home with everything we needed for our short trip. We had an issue with the water shutting off one day, but it was fixed the same day. Other than the water issue, it was a great stay and highly recommend!

Kid-friendly apartment rentals

Guest favorite
A resort-style pool surrounded by lounge chairs is visible, with modern apartment buildings framing the scene. The area is bright and airy, showcasing a leisure space ideal for relaxation, with neatly landscaped greenery along the pool's edge.
Apartment in Menlo Park
4.97 out of 5 average rating, 153 reviews

Charming 2BR Apartment near tech Giants & Stanford

CarolineRating, 5 stars1 week ago
Madis place was exactly as described and very spacious with comfy beds. We requested early check in, which Madi agreed to at a readonable cost. There are many apartments within the location and finiding out where the actual building was was a bit confusing but once we got to the apartment we were fine. We did not use the amenities listed. It was a short commute to Stanford so served us well for the graduation weekend.
Top guest favorite
A spacious living area is shown, featuring a modern desk and a unique chair. Natural light fills the room through large windows, which are complemented by dark curtains. Decorative elements include a wall clock and a circular mirror, enhancing the overall inviting feel.
Apartment in Half Moon Bay
4.99 out of 5 average rating, 130 reviews

Modern Oceanview 2-Bed Apartment Home

DougRating, 5 stars1 week ago
We had a great stay at this Petko’s Airbnb in Half Moon Bay. The location is super convenient, with a view of the ocean and easy access to local spots. The home itself is spotless and well maintained — the bathroom and kitchen are especially gorgeous, and the bedroom was clean and comfortable with fresh linens. The neighborhood is peaceful and quiet, perfect for a relaxing getaway. The host was also very responsive and made everything easy. Highly recommend!
Guest favorite
A spacious studio is showcased, featuring a comfortable bed, a gray sofa with yellow accent pillows, and a wooden dresser. Soft light enters through two windows, illuminating the light hardwood flooring. A television is positioned across from the bed, enhancing the sense of relaxation.
Apartment in Pacifica
4.94 out of 5 average rating, 753 reviews

Seaside Private Studio! Near SFO, SF and Beach!

JorgeRating, 5 starstoday
Great place to stay especially if you’re interested in exploring the coastal areas. The drive/view alone into Pacifica is absolutely incredible!! Comfortable, quiet, private and close to shopping areas and restaurants in Daly City but just far enough away from the city crowds. I hope to stay here again.
Guest favorite
A charming house is showcased with a mix of wood shingles and large windows. A brick pathway leads to the entrance, flanked by well-kept greenery and small flower pots. An American flag is displayed proudly at the front, enhancing the welcoming appearance.
Apartment in Burlingame
4.85 out of 5 average rating, 117 reviews

Cozy Artists Studio in downtown Burlingame

HaruRating, 5 stars2 weeks ago
I thoroughly enjoyed my stay at Donna’s place! The unit was spotlessly clean and well-equipped. Towels were thick and fluffy. It’s only a short walk to a couple of supermarkets and Burlingame Avenue, which is full of restaurants and shops. At night, it was quiet. The unit is up on the second floor, so you’ll have to be able to carry your own luggage up the stairs, but this was not an issue for me. Overall, this a is an impeccably maintained vintage unit, and it was a treat to stay there.
Guest favorite
A welcoming studio space is captured from the entrance, featuring a spacious lounge area with a white sofa and a patterned chair. Natural light flows through large windows, illuminating the open kitchenette and a queen size bed in the background.
Apartment in Redwood City
4.96 out of 5 average rating, 114 reviews

Luxury Studio in the heart of Silicon Valley

GuentherRating, 5 stars4 months ago
all good, great place and communication
Top guest favorite
A modern kitchen features stainless steel appliances and warm wood cabinetry. Natural light floods the space through skylights and large windows, with views of outdoor greenery. An eat-in dining table with built-in bench seating is complemented by bright blue chairs, creating a cheerful atmosphere.
Apartment in Half Moon Bay
4.98 out of 5 average rating, 672 reviews

Modern apt steps to beach, trails & downtown HMB

CindyRating, 5 stars1 week ago
The location was creatively decorated with personal touches that felt very welcoming. We felt cozy and well cared for in a lovely setting.
Top guest favorite
A scenic aerial view captures the coastline, revealing sandy shores and the vibrant blue ocean meeting the horizon. Nearby, scattered homes and fields are visible, framed by greenery and gentle hills in the distance, showcasing the natural beauty of the area.
Apartment in Half Moon Bay
4.96 out of 5 average rating, 207 reviews

Steps to Beach Ocean Retreat / Private Entrance 4

MaryRating, 5 stars1 week ago
Charles is a great host. Response time was very fast. Wonderful location so close to the beach. Quiet and comfortable.
Guest favorite
A serene sunset is viewed over Princeton Harbor, with orange and yellow hues illuminating the sky. Silhouetted against the evening light, the hillside features a prominent radio tower and palm trees. The calm water reflects the sunset, enhancing the tranquil ambiance.
Apartment in El Granada
4.87 out of 5 average rating, 469 reviews

Studio near Harbor/Half Moon Bay

KristiRating, 5 stars2 days ago
beautiful appointed studio. very clean comfortable. so close to ocean that one night I heard a sea lion and the waves

Kid-friendly condo rentals

Superhost
A modern living space presents a deep-seated couch paired with a stylish coffee table, set against a backdrop of vibrant artwork. Natural light filters in through a window, while a door leads to the outside. A dining area is visible in the corner.
Condo in Downtown Oakland
4.92 out of 5 average rating, 293 reviews

Lakeside Retreat (w/ private parking)

DennisRating, 5 stars3 weeks ago
Very responsive and helpful host… would definitely go back and stay there when visiting the Bay Area again
Guest favorite
Aerial view of the coastal neighborhood shows a two-story condo amid beach houses, highlighting the ocean in the background. The grey building features a distinct entryway with several closely parked cars, surrounded by greenery and well-maintained pathways, suggesting a relaxed coastal environment.
Condo in Pacifica
4.98 out of 5 average rating, 186 reviews

Twenty minutes to SF, one block to beach, fire pit

ErnesRating, 5 stars2 weeks ago
Nice cozy place and good location.
Guest favorite
A cozy living area is highlighted by a black leather sofa with yellow cushions. A glass coffee table is centered in front of the sofa, while a dining area with light-colored chairs sits nearby. A mounted TV displays serene imagery on the blue wall, and large windows allow natural light to brighten the space.
Condo in Pacifica
4.92 out of 5 average rating, 289 reviews

New Coastal Home🐠 Steps to pier🐢 16mins to SFO✈️

WendyRating, 5 stars2 days ago
the place was really nice and easy to find. the rooms accommodate our stay perfectly and the kids loved that there were puzzles and games to play with. also, the washer and dryer made it so easy for us to use especially when we went to the beach a couple of times and the kids needed to wash their clothes. very clean spot and the beds were comfortable. thank you for making our stay a wonderful one.
Guest favorite
A modern living area is furnished with a light grey sectional sofa and a single armchair. A marble coffee table is centered on a textured area rug. Large windows allow natural light and provide a view of a private garden, complemented by a dining table in the corner.
Condo in Palo Alto
4.91 out of 5 average rating, 239 reviews

Perfect Location, walk to all Palo Alto venues

NanthiyaRating, 5 stars2 weeks ago
Very convenient in walking distance to downtown and to the Stanford Campus
Superhost
A spacious living area is highlighted by warm wooden flooring, leading to a comfortable seating arrangement. Soft lighting from pendant fixtures enhances the overall ambiance. A modern artwork adorns the wall, while large windows allow natural light to fill the room.
Condo in South San Francisco
4.89 out of 5 average rating, 111 reviews

Quiet retreat from SF w/Fast Wi-Fi for remote work

MyraRating, 5 stars6 days ago
Nader, We love the Deco and the Vibes of the home. Toilet has heated seats and in-Built Bidet spray for your Ehem-ehems! Toaster,water boiler,many pans, oven, microwave, he has everything u need. I asked about Aircon🙈. We did. not need aircon as The weather is so nice and cold at Night (11degrees 13-18Jun). We loved that Nader is a responsive and responsible host. My 15yr old son had a home accident and broke a hanging light fixture at the dining area as he stood up. We informed Nader of the issue. Super-host asked "firstly, is your son okay? Does he need medical attention? I have a first aid kit in the home". Super-host Wins!!! (Inna haza larizkunna mallahu minnafad. Amiin Amiin Amiin) - our doas to Allah SWT to grant you more Rezki for providing us a safe great home to stay. Boys wanna come back to SFO and re-stay at your home again! Thank you Nader
Guest favorite
Aerial view captures the expansive Pacific Ocean, showcasing various shades of blue and green. A long pier extends into the water, with people walking along it. Coastal buildings in soft colors are positioned nearby, with some structures featuring flat roofs.
Condo in Pacifica
4.96 out of 5 average rating, 247 reviews

Luxury Beachfront Condo Near SF (Blue Wave 1)

IulianRating, 5 stars1 week ago
One of my favorite locations ive stayed in. Beautiful scenery! Beautiful home, comfortable bed! I'd love to live there! Only complain is the entrance to parking, if you have a low car, the bottom will scrape horrible if you dont hug the wall. and if youre staying downstairs, youll hear upstairs foot steps, but that was only 1 morning. besides those 2 complaints, its a excellent Beautiful home!
Superhost
A deck overlooking the coastline features two red chairs positioned to take in expansive views of the Pacific Ocean and surrounding landscapes. The railing adds a contrasting element, while a small table sits between the chairs, enhancing the tranquil setting.
Condo in Pedro Point
4.86 out of 5 average rating, 218 reviews

Cabo San Pedro - 1 bed - Stunning Ocean Views

DavidRating, 5 stars3 weeks ago
We had a fantastic time. The view was second to none, with easy access to the beach and restaurants. Kitchen was clean and had everything we needed. Great coffee shop within walking distance (albeit with a decent hill). We happened to stay when whales were just off the coast and saw them from the shore. Could not have asked for a better day. For those with mobility issues - you do need to climb about 10 narrow steps to get to the tram, which lets you skip the rest of the stairs. But there is no way around those first steps. Would absolutely come back.
Superhost
A rooftop deck features a stone firepit surrounded by a sectional sofa upholstered in red cushions. Potted plants add greenery, while the background offers a view of the city, including the Golden Gate Bridge and distant hills under a clear blue sky.
Condo in Nob Hill
4.89 out of 5 average rating, 108 reviews

Spacious 1 bedroom condo w/ roofdeck in Nob Hill

BastienRating, 5 stars1 month ago
Ehson's place was a little haven during our stay in San Francisco, located in a wonderful neighborhood. As with any old building, you might hear the upstairs neighbors sometimes, but it's all absolutely worth it for the view and the cozy atmosphere. The sunset from the rooftop terrace is addictive. It’s a great spot: you can walk everywhere, and the cable car is right there. There’s also a great little grocery store on the corner, and plenty of restaurants and bars nearby.

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

  • Total rentals

    10 properties

  • Nightly prices starting at

    R1,065 ZAR before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

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