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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Top guest favorite

A charming living area features a mix of comfortable seating, including a wicker chair and a sofa. Natural light streams through large windows adorned with fairy lights. A coffee table displays a fresh bouquet, while shelves showcase decorative items, creating a cozy and inviting atmosphere.

Guest suite in Aptos

4.98 out of 5 average rating, 435 reviews

El Nido; a Peaceful, Relaxing, Restorative Retreat

As an artist, I'm deeply interested in aesthetics. I think I've succeeded in creating a beautiful, restful venue for relaxation. The queen size bed overlooks a bird sanctuary over the Valencia Creek watershed. The kitchen includes a fridge stocked with goodies, toaster oven, microwave, coffee pot, French press and cooktop for light cooking. You're welcome to use the oven/stove in the main kitchen with prior arrangements. A backyard gas barbecue is available for heavier cooking (or if you're planning to cook fish!) Hairdryer and shampoo are available in the spacious private bath. Thick terry robes are provided for your comfort, and beach towels and chairs if you decide to spend some time on one of our beautiful beaches. There's a large flat screen smart TV complete with Netflix. Lots of reading material and a writing desk are also here for your use. You have a private entrance with a coded entry. You have a private entrance with a coded entry. Your rooms are private and you have your own porch and you're welcome to use the yards/patios. I share the front house with my partner and our two dogs. We'd love to meet you and perhaps share a cup of coffee or a glass of wine (depending on the time of day!) but will also respect your need/desire for privacy if you prefer. I'm happy to provide any information or amenities that will make your visit more comfortable and enjoyable. This home is close to the beautiful beaches of the Monterey Bay Marine Sanctuary and the Forest of Nisene Marks, just a mile from Aptos village, south of Santa Cruz and the Boardwalk and north of Elk Horn Slough and The Monterey Bay Aquarium. Parking is easily available on our quiet cut-de-sac. The flagstone path to the left of the property will lead you to a gate and your private porch/entrance. Provide a 4 digit code before you arrive and I'll program the entry for your convenience. No keys to hassle with. Public transit is available one mile from the house. Uber is a popular alternative in our area. We're just minutes away from a thriving downtown scene complete with music venues and restaurants, shopping, art galleries, and the SC Beach Boardwalk. Whale watching, kayaking, cycling and hiking trails are also just minutes away. My place is good for couples, solo adventurers, business travelers, or those looking for a quiet retreat.

Top guest favorite

The entrance of the property is marked by a blue door framed with decorative glass. Two teal umbrellas provide shade over lounge chairs on the porch, which is surrounded by lush greenery and flower beds. A stone pathway leads to the entrance.

Bungalow in Upper Seabright

4.98 out of 5 average rating, 302 reviews

2 bdrm Bungalow 3 blocks from the Beach

3 blocks to Twin Lakes State Beach, the Yacht Harbor & Crow's Nest restaurant. 8 blks to the Boardwalk. You’ll love the sunny, landscaped & fully enclosed yard w/ lounge seating on the deck, gas BBQ, hammock, outdoor fireplace, large teak dining table & tropical outdoor shower w/ warm water. Perfect for outdoor entertaining. Beach chairs & umbrellas provided, all you need to bring is your bathing suit! A great place for couples, families w/ kids, girls' getaway. Pet friendly ($50/pet per stay).

Guest favorite

A cozy living area features warm wooden paneling and an inviting couch adorned with cushions. A glass coffee table rests on a patterned area rug, while natural light enters through a nearby window framed by sheer curtains. A door opens to the outdoor space.

Home in Santa Cruz

4.77 out of 5 average rating, 611 reviews

Charming cottage in westside SC 2 blks from beach

Gingerbread-like cottage (600 square feet) was built from old growth redwood in 1922. Since remodeled with all the amenities. A private sanctuary, set back and hidden from street. Two block walk to ocean along tree-lined path in a quiet neighborhood on the west side. Serene and tranquil, lovely outdoor deck and garden. Half mile from selection of boutique wine tasting, breweries, and coffee roasters. We apologize for not being able to host children under 5 for safety reasons. 2 night minimum

Superhost

A wooden deck offers seating at bar-height chairs, with views of the lagoon and beach visible in the background. Tall trees frame the scene, creating a natural setting that invites relaxation and enjoyment of the coastal landscape.

Cottage in Santa Cruz

4.88 out of 5 average rating, 103 reviews

4th of July ready ~1 block~beach~ Family Friendly

Beach & Lagoon Front! Views of the ocean from all decks and the kitchen/great room. 3 min walk to the beach. This house is centrally located to everything Santa Cruz has to offer. Two bedrooms, two bathrooms, a spacious layout with a large eat-in kitchen, great room, formal dining room, living room with fireplace, along with an outside deck with a fire pit This house is ideal for family get-togethers. There is nothing like sitting around the fire and listening to the waves crash on the beach.

Top guest favorite

A tranquil pool surrounded by a spacious deck features lounge chairs for relaxation. The sun casts a warm glow over the water, highlighting the adjacent charming cottage and lush greenery. Tall trees provide shade, enhancing the serene atmosphere.

Guesthouse in Oakland

4.97 out of 5 average rating, 241 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Superhost

The living and dining area is decorated with modern furnishings and features large windows with vertical blinds. A sectional sofa with orange and brown cushions complements a wooden dining table surrounded by metal chairs. A flat-screen TV is mounted on the wall above a console.

Home in Alameda

4.92 out of 5 average rating, 296 reviews

“Alameda Island Hideaway”- Clean, Safe, Modern

Welcome to our Airbnb in the heart of the San Fransisco Bay! Located on the beautiful island of Alameda! “ALAMEDA ISLAND HIDEAWAY” -Spacious, Private, Quiet and Safe -Fully Renovated, Tastefully Decorated Duplex -Non-smoking -2 Bedroom, 1.5 Bath -Pull out Sofa for an extra (5th) person -Fully enclosed backyard patio with BBQ -In-Suite Laundry -Convenient location for business & holiday guests -Central to SF, Napa, and other Bay Area attractions -Crib & high chair available upon request

Top guest favorite

The charming exterior showcases a blend of natural stone and yellow stucco walls, framed by greenery. A path of stone steps leads to the front door, flanked by potted plants and vibrant flowers that enhance the inviting entrance.

Home in Upper Seabright

4.95 out of 5 average rating, 115 reviews

Vacation home Seabright Santa Cruz with Sauna

Charming Seabright Getaway Experience the best of Seabright, with everything you need just a short walk away! Located 0.5 miles from the beach, the harbor, and the iconic Boardwalk (0.6 miles) Our cozy home embodies the spirit of indoor-outdoor living, thoughtfully designed for comfort and relaxation. Highlights include a Succulent Haven unique treehouse, a sauna for unwinding, and many amenities:bikes, surfboards, a paddleboard, BBQ, fire pit, hammocks, cozy deck w/ comfortable seating.

Superhost

A spacious outdoor deck is set with comfortable seating and surrounded by vibrant flowers. The view showcases rolling green hills under a partly cloudy sky, providing a serene backdrop for relaxation and gatherings.

Home in Nicasio

4.87 out of 5 average rating, 108 reviews

Gma's Ranch House | Nostalgic Charm, Surreal Views

*Spacious Ranch Retreat: 4 bdrm/4 bath home overlooking a working dairy ranch. *Calm Setting: Enjoy a peaceful environment where your only neighbors are cows! *Outdoor Bliss: Relax by the pool with stunning landscape views, private courtyard, and vast deck. *Fun for All: Arcade/game room for endless entertainment. *Modern Comforts: Deluxe amenities, workspaces with high-speed WiFi, and a full kitchen with organic staples. *Professionally cleaned, no checkout chores, and plenty of parking.

Superhost

A dining area features a large wooden table surrounded by six matching chairs, creating an inviting space for meals. Natural light flows through large sliding glass doors, illuminating decorative elements, including a mirror and two vibrant glass bottles.

Townhouse in Pleasanton

4.88 out of 5 average rating, 381 reviews

Great Townhouse in charming Pleasanton

3 bed 1.5bath townhouse with 1 car garage. Fully furnished with beautiful high end but cozy furnishings. Max guests are 6 adults 1 infant no extra guests. 1 cal-king, 1 queen, 2 twin beds. Please be advised there are stairs and some people say they are steep. Smart TVs YouTube TV Netflix etc. High speed Wi-Fi internet is included. The house has central heating and air conditioning and is professionally cleaned before every booking. Home comes fully stocked with everything you need.

Guest favorite

A spacious outdoor patio features a round dining table surrounded by chairs, with a detached lounge area including a couch and lounge chairs. The ground is tiled, and a patterned rug adds a decorative touch. Two large umbrellas provide shade against the sun.

Home in Upper Seabright

4.97 out of 5 average rating, 405 reviews

Peaceful & Private Seabright, 1 mile from beach

600 sq. ft. home. Attention is paid to every detail, highest quality bed & linens, bbq, large private patio, SUPER PRIVATE & QUIET, one mile from the beach, walking distance to the harbor, 1 mile from the boardwalk, 5-7 minute drive to UCSC, restaurants walking distance as well as grocery stores. Fully equipped kitchen, 2 bikes, up to 3 occupants max

Superhost

The living area features a cozy seating arrangement, including a large futon and a sofa with ottomans. A dining table with four chairs occupies the foreground, while windows draped in soft curtains allow natural light to illuminate the space. A ceiling fan adds a contemporary touch.

Guest suite in Upper Seabright

4.83 out of 5 average rating, 358 reviews

Arana Gulch/PurpleTriangle Hideaway

Nearby Freeway, Whole foods, Safeway, trader Joes, Costco, Boat harbor, beaches, Boardwalk , malls, nightlife, public transport, the city center, 45 mins fr SJC airport . You’ll love my place because of the coziness, cleanliness, the kitchen, and the Arana gulch nearby. good for couples, solo adventurers, business travelers, families (with kids)

Guest favorite

A charming entrance is framed by lush greenery, leading to a single-story cottage with rustic wooden siding. Two white rocking chairs are positioned on the porch, inviting relaxation. A curved stone pathway winds through the well-kept lawn towards the front door.

Home in Santa Cruz

4.86 out of 5 average rating, 152 reviews

Spring Special ! - Aloha Beach House

THE quintessential Santa Cruz beach house in the neighborhood! Great walking location to shops, surf, breakfast spots and farmers markets. We don't mess around when it comes to relaxing and soaking up the sun! Enjoy the feeling of Aloha here & we'll see you back next year! Permit # 231168