
Family-friendly holiday rentals in Pleasanton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pleasanton
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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

★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.

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.

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.

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.

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.

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.

Cozy Modern Detached 1br Guest House, close to DT
Detached Guest House that is on the same property of the main house. It is private, safe, and cozy 1br features a "Casper" queen bed. The living room features a twin-sized sleeper sofa, smart TV, and high-speed WIFI. Self-check-in with a keypad, for contactless and flexibility in arrival. Tesla EV charger also available to share For a more personalized experience, we kindly ask our guests to share the reason for their visit at the time of booking. Dogs are allowed with pet fee

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.

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.

Spacious Pleasanton Townhouse with Fenced Yard
Escape to our cozy 3-bedroom, 1.5-bath townhouse, perfect for up to 6 guests. This fully furnished home features a modern kitchen with stainless steel appliances, high-speed Wi-Fi, and 2 Smart TVs. Enjoy the convenience of a private garage and extra parking in a safe, peaceful neighborhood. Ideal for families or groups seeking a comfortable and quiet home away from home.

Cozy Bungalow near Bart to SF, SJ, & Hwy 238 & 580
Welcome to this charming Bungalow 2-bedroom 1-bath single family home that offers you a fully equipped nice stay with comfort in the neighborhood of Castro Valley, conveniently commute to many central locations, and minutes to Bart station to S.F., S.J., Oakland, and other destinations. (Station map and location details available inside the house).
Popular amenities for Pleasanton family-friendly rentals
Family-friendly home rentals with a hot tub

Heated Pool, Jacuzzi, Sauna, Huge Views, Chic ADU!

Remodeled Lakeview Oasis W/Pontoon Boat. ~ 3k sqft

Secluded luxury cottage & hot tub

Cabana in Sierra Azul Open Space Preserve

Luxury Silicon Valley Wellness and Work Oasis

Forest Cabin & Hot Tub

3 BR Home on Vineyard nr Palo Alto & Stanford

Sunny redwood forest cottage
Family- and pet-friendly home rentals

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Seaside Home Modern Retreat with Breathtaking

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

Cheerful 4 Bedroom Home With an Outdoor Pergola

Eclectic Escape

SkyHigh Redwoods Retreat with Bay Views

Step back in time on this beautiful classic yacht

Luxury 3 King Secluded Retreat, near San Francisco
Family-friendly home rentals with a pool

Delightful Tiny Home in the Redwoods !

Private Garden Cottage Belmont Hills*Pool*HotTub*

Fully renovated private cul-de-sac home in Marin

Cozy Stay - Big Pool & Yard

Cozy BUS on Farm Animal Rescue with CITY VIEW

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Beautiful 4 Bedroom Hillside Retreat

Coastal Zen Den
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $325 NZD | $330 NZD | $332 NZD | $344 NZD | $378 NZD | $349 NZD | $332 NZD | $342 NZD | $323 NZD | $323 NZD | $342 NZD | $333 NZD |
| Avg. temp | 11°C | 12°C | 13°C | 15°C | 16°C | 18°C | 19°C | 20°C | 20°C | 18°C | 13°C | 11°C |
Quick stats about holiday rentals that are family-friendly in Pleasanton

Total holiday rentals
Explore 50 holiday rentals in Pleasanton

Nightly prices starting at
Pleasanton holiday rentals start at $137 NZD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Pleasanton holiday 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!
Destinations to explore
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Muir Woods National Monument
- Oracle Park
- Capitola Beach
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Rio Del Mar Beach
- SAP Center
- Pier 39
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- University of California-Berkeley
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- Twin Peaks
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- Palace of Fine Arts
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- Levi's Stadium
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