
Family-friendly holiday rentals in Pleasanton
Find and book unique family-friendly homes on Airbnb
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!
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

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.

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.

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

Cozy suite w/ coffee, workstation, private access
Cozy guest suite with its own entrance and a private bathroom. 12 min to San Ramon City Center and HWY680. Remote workstation with chair. Newly remodeled bathroom with amenities including shampoo, body wash, hand soap, towels, etc. Appliances: - Mini fridge - Keurig coffee maker with complimentary k-cups - Mini microwave - Space heater - TV with Apple TV - Iron and ironing board No access to any common areas such as living room. Small pets are allowed.

Sherwood Cottage @ Royal-T Ranch
Relax at this unique getaway. Stay in the original farmhouse built in 1900. 1 bedroom 1 bath with full kitchen.This is not just a place to stay. It is a fully hands on animal experience that you will not forget. Great for the whole family. The grounds are beautiful and park like. Enjoy meals on the patio with umbrellas, tables and bbq or picnic on the grass. Stay includes 2 hr animal experience. Check in anytime after three. Check out 10 AM.

Caboose in the redwoods just outside of Cupertino
This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

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.
Popular amenities for Pleasanton family-friendly rentals
Family-friendly home rentals with a hot tub

Redwood Treehouse, Downtown Mill Valley

Ocean Front Beach Cottage with Hot Tub & Fireplace

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

Cabana in Sierra Azul Open Space Preserve

Forest Cabin & Hot Tub

Sunny redwood forest cottage

Coastal Redwood Getaway on a Creek

Garden Oasis Studio with Spa and Pool Walnut Creek
Family- and pet-friendly home rentals

Luxurious 24’ Yurt in beautiful half acre garden

Bicycle Shack @ La Honda Pottery

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

Apartment w hot tub / forest & ocean view

SkyHigh Redwoods Retreat with Bay Views

Two Creeks Treehouse

Emerald stay. Timeless. Relaxing

Welcoming Private Guesthouse
Family-friendly home rentals with a pool

Delightful Tiny Home in the Redwoods !

Private Luxury Suite – Near SF & Wine Country

Private Garden Cottage Belmont Hills*Pool*HotTub*

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

Rustic Cabin in the Redwoods

Cozy BUS on Farm Animal Rescue with CITY VIEW

Luxury Silicon Valley Wellness and Work Oasis

3 BR Home on Vineyard nr Palo Alto & Stanford
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $326 NZD | $331 NZD | $333 NZD | $345 NZD | $379 NZD | $350 NZD | $333 NZD | $343 NZD | $324 NZD | $324 NZD | $343 NZD | $334 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 |
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Rentals with a patio Pleasanton
- Rentals with outdoor seating Pleasanton
- Rentals with breakfast Pleasanton
- Cottage rentals Pleasanton
- Fitness-friendly rentals Pleasanton
- Rentals with a washing machine and dryer Pleasanton
- House rentals Pleasanton
- Rentals with a fireplace Pleasanton
- Pet-friendly rentals Pleasanton
- Apartment rentals Pleasanton
- Hotel rooms Pleasanton
- Rentals with a fire pit Pleasanton
- Rentals with a hot tub Pleasanton
- Rentals with pools Pleasanton
- Family-friendly rentals Alameda County
- Family-friendly rentals California
- Family-friendly rentals United States
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Muir Woods National Monument
- 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
- Seacliff State Beach
- Twin Peaks
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Rodeo Beach
- Bolinas Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House





