Family-friendly vacation rentals in Pleasanton

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 50 vacation rentals in Pleasanton

  • Nightly prices starting at

    Pleasanton vacation rentals start at G$16,740 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Pleasanton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pleasanton rentals

  • 4.8 Average rating

    Pleasanton stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Pleasanton

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.96 out of 5 average rating, 165 reviews

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Top guest favorite
A modern living space showcases a comfortable gray sofa with decorative pillows. A wall-mounted TV is positioned across from the seating area, with a dining table and bar stools visible in the open kitchen. Light wood flooring complements the bright, airy atmosphere.
Guest suite in Hayward
5 out of 5 average rating, 249 reviews

★UNIQUE STAY in the middle of the BAY★ Wifi+MORE!

Comfortable in-law suite located in the “Heart of the Bay.” Just a 5-minute drive to downtown Hayward and BART, 25 min. from OAK Airport, and 35 min. from SFO Airport. In-N-Out, Sprouts, Raising Cane’s, Starbucks and much more are conveniently located just 4 minutes away. Our space is ideal for couples, travelers, and guests looking for a well-located home base. Enjoy easy access to nearby cities, dining, transportation, and experience the Bay Area’s energy and diversity from a central location.

Top guest favorite
A bright living area features a spacious gray sofa adorned with yellow accent pillows. A circular coffee table sits on a patterned rug, and a flat-screen TV is mounted on the wall. Natural light floods in through large sliding doors leading to a private outdoor space.
Guesthouse in Dublin
5 out of 5 average rating, 175 reviews

Private In-Law unit in Dublin, CA

Private in-law unit is located behind the main house in a quiet neighborhood in Dublin, CA. Close to BART for an easy commute to San Francisco and near the Iron Horse trail for a morning or evening run. Along with a private entry, one bedroom and a fully equipped kitchen this unit has a sleeper sofa and could accommodate up to 3 guests. Perfect alternative to a hotel if you're travelling to the Bay Area for business or coming to visit family. NO PETS PLEASE. No children under 12 years old.

Top guest favorite
The private entry to the studio is framed by beige walls and features a white door with large glass panels. A small table with potted plants is positioned beside the entrance, while a covered patio area can be seen in the background, offering outdoor space.
Home in Livermore
4.98 out of 5 average rating, 304 reviews

The French Door

This space is a private entry 275 square foot small studio with a private bath, connected to the main house but with no access to the main house. The unit has a standard sized mini fridge, microwave and keurig coffee maker with coffees to choose from, a very mini toaster oven for one bagel or one piece of toast, lite snacks and waters for you. Also a small table and chair set, desk and a brand new queen sized bed, the location is great if you work at the lab or if visiting family in the area.

Top guest favorite
A shaded patio features a round table surrounded by four metal chairs. An umbrella provides protection from the sun, while lush greenery surrounds the outdoor space, including trees and shrubs. The patio is paved with stone, creating a comfortable area for relaxation.
Bungalow in Livermore
4.99 out of 5 average rating, 202 reviews

Wine Country Craftsman Cottage

Restored Craftsman Cottage, walking distance to historic downtown Livermore. Downtown features excellent restaurants, theaters, antique stores. Short drive to Livermore wine country. Perfect for romantic getaways, wine tasting trips, antiquing, bike trails, hiking, weddings. Sleeps 2-4. Private backyard with patio, BBQ , organic garden . Charming vintage décor. Fully equipped kitchen. One bedroom with queen size bed, 2nd bedroom with queen size bed. Hardwood floors throughout.

Top guest favorite
A cozy sleeping area is presented with a queen bed dressed in soft linens. Two bedside tables hold modern lamps, illuminating the space with a warm glow. Elegant curtains frame the window, while decorative pillows and a small vase add a touch of comfort and sophistication.
Guest suite in Dublin
4.94 out of 5 average rating, 184 reviews

Beautiful In-Law Unit in Dublin (Private Entrance)

Quiet, luxurious 400 square feet in-law unit (1 Bedroom/1 Bath) located in the beautiful Dublin Ranch Golf Club. The in-law suite is part of a bigger house but is completely private with a separate entrance. The studio has quality furnishings including a queen bed, dresser, office desk & chair, couch, and flat screen TV. While there is no full kitchen, we have a Keurig coffee maker, mini fridge & a microwave in the unit. We have Disney+, Hulu and Netflix for you to enjoy. No pets please.

Top guest favorite
A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.
Treehouse in Half Moon Bay
4.99 out of 5 average rating, 142 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.

Top guest favorite
A glimpse into the living space is provided, showcasing a bright area with wooden floors and a dining table surrounded by chairs. A shower stall can be seen through an open door, adding to the cottage's functionality. A mirror hangs near the entrance, enhancing the welcoming feel.
Guesthouse in Livermore
5 out of 5 average rating, 110 reviews

Quiet wine country cottage sleeps 4 - Pet Friendly

Forget your worries in this spacious and serene space. Located in the beautiful Livermore wine country just two miles from downtown. With walking/biking trails just across the street and two wineries in walking distance you won’t need to go far to enjoy your time here. This very spacious one king bed bedroom cottage (and queen Murphy bed) is just right for quiet time. Most days you can see horses and cows just out your windows with owls hooting and birds chirping for the country feel.

Top guest favorite
A view of the property surrounded by lush vineyard rows under a clear blue sky. The building features a light-colored exterior and a spacious layout, offering a serene retreat amidst the greenery. Nearby structures can be glimpsed, adding to the rustic charm of the setting.
Home in Livermore
4.94 out of 5 average rating, 418 reviews

G & M #1 Livermore Wine/ E-Bike Getaway (Pets ok)

E-Bikes Hot tub fire pit 1 Queen bedroom 1 double bedroom 1 futon 1 bath, fully furnished with all amenities needed. wi/fi ( Pets ok $20.00 per pet per stay Please notify at booking), washer dryer on site. Includes country breakfast fixings you cook it (or) continental breakfast for first morning breakfast. Located with our small family vineyard in the back of the property. Wineries and downtown Livermore 5 min by car. many different farm animals on property for you to visit.

Superhost
The image showcases a modern Airstream parked on a sandy area overlooking the ocean. A large retractable awning extends over an outdoor seating arrangement that includes a fire pit surrounded by chairs. Lush green grass and a wooden fence frame the scene, highlighting the coastal setting.
Camper/RV in Half Moon Bay
4.95 out of 5 average rating, 231 reviews

Beachfront California Coast Airstream_Luxury (NEW)

This spectacular location comes fully equipped with the 'top of the line' 28 foot' Airstream, (Big Sur & Tommy Bahama class limited edition) with horizontal flip rear tail door for seamless indoor/outdoor living. Overlooking a stunning beach, perched high on a cliff this one of a kind experience boasts breathtaking views of the California coastline and Pacific Ocean to create an unforgettable magical experience of a lifetime.

Top guest favorite
Home in Livermore
4.9 out of 5 average rating, 268 reviews

Secluded retreat/Remote office/Livermore Ranch.

Modern Retreat in Livermore Wine Country Relax and recharge in this stylish 3-bedroom, 2-bath home nestled in the rolling hills of Livermore. With a modern kitchen, spacious layout, and cozy furnishings, it's perfect for getaways, wedding prep, or small gatherings. Enjoy peaceful, semi-private surroundings with easy access to wineries, hiking, Silicon Valley, and San Francisco. Only registered guests allowed on the property.

Top guest favorite
A spacious bedroom features vaulted wooden ceilings and large glass sliding doors leading to an outdoor deck. A comfortable bed is flanked by two bedside tables with lamps. A decorative painting hangs above the bed, and a wooden dresser adds functional storage.
Guesthouse in Woodside
4.99 out of 5 average rating, 585 reviews

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Popular amenities for Pleasanton family-friendly rentals

When is the best time to visit Pleasanton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,758 GYDG$40,386 GYDG$40,595 GYDG$42,060 GYDG$46,245 GYDG$42,688 GYDG$40,595 GYDG$41,851 GYDG$39,549 GYDG$39,549 GYDG$41,851 GYDG$40,805 GYD
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