
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$16,735 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.

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.
Secluded retreat/Remote office/TinyHouse/Livermore
TINY HOUSE! This is your chance to experience what it's like to go Tiny! Located in Livermore California, Warm and cozy decor with a bit of a rustic feel, situated on beautiful rolling hills with spectacular views. BBQ on a large private deck and enjoy the sunset. Perfect for a sunrise yoga session or a peaceful surrounding in a country setting with cattle roaming and chickens nearby. Minutes away to many popular wineries and the San Francisco premium outlets in Livermore. Has 2 lofts/1 bath.

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

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.

Kinderwood Farm Stay • Animal & Culinary Adventure
*UPDATE Baby goats born May 31st 2026* Nestled in an enchanting forest of redwood trees & ferns, lies a treasured, sustainability-focused homestead, waiting for you to enjoy its bounty. This is a one of a kind, immersive culinary & farm adventure with cozy accommodations & unique experiences. Subject to availability, Add-On Activities may include goat milking & feeding baby goats, cheesemaking, sourdough, and soapmaking. Join us for a visit you will remember for a lifetime.

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

Ocean Front Beach Cottage with Hot Tub & Fireplace

Redwood Treehouse, Downtown Mill Valley

Beach House ~180° Views, Hot Tub, Curated Interior

Cabana in Sierra Azul Open Space Preserve

Luxury Silicon Valley Wellness and Work Oasis

Forest Cabin & Hot Tub

Sunny redwood forest cottage

Lafayette Treehouse - Relax and Rejuvenate
Family- and pet-friendly home rentals

Luxurious 24’ Yurt in beautiful half acre garden

Casa Blanca - Mediterranean inspired Serene and Minimal Abode

Step back in time on this beautiful classic yacht

Yurt in Vineyard Overlooking Monterey Bay

The Blue Door Retreat

Poolside Retreat with Views • Private Guesthouse

Sweet house

The Willow Cottage
Family-friendly home rentals with a pool

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

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

Rustic Cabin in the Redwoods

Cozy Stay - Big Pool & Yard

Cozy BUS on Farm Animal Rescue with CITY VIEW

Tropical Garden Cottage +HOT TUB &POOL by Downtown

Private & clean STUDIO 580/680 Tri-Valley

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,747 GYD | G$40,374 GYD | G$40,584 GYD | G$42,048 GYD | G$46,232 GYD | G$42,676 GYD | G$40,584 GYD | G$41,839 GYD | G$39,538 GYD | G$39,538 GYD | G$41,839 GYD | G$40,793 GYD |
| 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 |
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- Stanford University
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- Golden Gate Bridge
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