
Vacation rentals in Pleasanton
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pleasanton
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pleasanton places to stay
Pet-friendly places to stay in Pleasanton

Beach Airstream (Bliss) - New Listing

New, Secluded Tiny Home on a creek with a fire pit

Private cottage in a garden

HouseBoat+Sauna+Fireplace+AC+Best Fishing spot

Welcoming Private Guesthouse

The Willow Cottage

Cozy suite w/ coffee, workstation, private access

Lodge at the Concord Lavender Farm.
Other great vacation rentals in Pleasanton

Cozy 888 Apartment Unit Remodel

Cozy Livermore in-law unit

Luxurious Modern Downtown House

Single quiet 1BR unit in a nice golf neighborhood

Brand new modern 2 Bed/2 bath Guesthouse

Private entrance Lavender House

Country Club Living on Golf Course & amazing views

New Modern Studio Apartment in safe neighborhood
Quick stats about vacation rentals in Pleasanton
Total rentals
160 properties
Total number of reviews
2.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Your guide to Pleasanton
All About Pleasanton
Pleasanton is an East Bay suburb tucked between the rolling greenery of Morgan Territory Regional Preserve an hour east of San Francisco and around 45 minutes east of Oakland. The city’s perennial Mediterranean climate brings people outdoors throughout the year here, whether that’s for mountain biking along the 9,090-acre Pleasanton Ridge Regional Park — where peaks exceed heights of 1,600 feet, providing spectacular vistas for miles around — or enjoying a round of golf at a local course.
Downtown, you’ll find brightly colored storefronts, restaurants, and cafes in historic buildings, some of which were once connected through underground tunnels that ran below Main Street. You can learn more about the architecture, which spans Victorian, Italianate, and Richardson Romanesque, among other styles, and the stories behind the famous people who populated these buildings, on self-led cellphone walking tours from the Museum on Main.
Pleasanton is also host to the popular Alameda County Fair, one of the largest fairs in the Bay Area.
The best time to stay in a vacation rental in Pleasanton
Conditions are balmy and days are warm in Pleasanton no matter the season. You’ll be able to hike, trek, and explore the nearby parks without fear of being rained on. If you book a Pleasanton vacation rental in the fall or winter, you can check out the area’s biggest annual events. The Alameda County Fair at the end of October is one of the Bay Area’s largest fairs and features food stalls, trucks, and rides. In November, the Holiday Train of Lights is a festive 1.5-hour round trip aboard antique coaches and open cars through Niles Canyon.
Top things to do in Pleasanton
Pleasanton Farmers’ Market
Held every Saturday on Pleasanton’s Main Street and West Angela Street, Pleasanton Farmers’ Market brings together local farmers and eateries to showcase fresh produce, from artisanal cheeses to indulgent pastries and vibrant flowers. Minutes walk away are Delucchi Park and Lions Wayside Park, scenic spots to sit and savor your finds.
Museum on Main
Located under the arch in downtown Pleasanton, the Museum on Main is a Smithsonian outreach program devoted to documenting the history of the Tri Valley area, from the earliest records of Native American inhabitants to Pleasanton in the present. Permanent and traveling exhibits showcase the region’s work history, culinary traditions, and sports with presentations, tours, and panel discussions. The museum is closed on Sundays and Mondays.
Shadow Cliffs Regional Recreation Area
A former gravel quarry turned bountiful regional park, Shadow Cliffs is an 80-acre recreational area with a lake and picnic facilities that’s a popular place for water sports. You can fish, boating, and swim here year round, and a refreshment stand serves up drinks and snacks in the summer.
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Pleasanton?
Yes! Work meets play with ease at over 90 vacation rentals in Pleasanton featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Pleasanton?
Experience the best of Pleasanton with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Pleasanton?
Four-legged friends are welcome in Pleasanton. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Pleasanton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pleasanton, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Pleasanton have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Pleasanton have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Pleasanton have air conditioning?
Absolutely! We offer over 20 hotel rentals with air conditioning in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Pleasanton have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Pleasanton?
Pleasanton has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Pleasanton?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- Santa Barbara Vacation rentals
- North Coast Vacation rentals
- San Joaquin River Vacation rentals
- Wine Country Vacation rentals
- House rentals Pleasanton
- Hotel rentals Pleasanton
- Rentals with a fireplace Pleasanton
- Cottage rentals Pleasanton
- Rentals with pools Pleasanton
- Rentals with a patio Pleasanton
- Apartment rentals Pleasanton
- Fitness-friendly rentals Pleasanton
- Family-friendly rentals Pleasanton
- Rentals with a washer and dryer Pleasanton
- Rentals with outdoor seating Pleasanton
- Pet-friendly rentals Pleasanton
- Rentals with a fire pit Pleasanton
- Rentals with a hot tub Pleasanton
- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Rio Del Mar Beach
- Oracle Park
- Seacliff State Beach
- Muir Woods National Monument
- Twin Peaks
- Bolinas Beach
- Montara State Beach
- SAP Center
- Davenport Beach
- Mission Dolores Park
- Pescadero State Beach
- Twin Lakes State Beach
- Golden Gate Bridge
- Henry Cowell Redwoods State Park
- Pier 39
- Six Flags Discovery Kingdom
- Rodeo Beach
- New Brighton State Beach
- California’S Great America
- Painted Ladies
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes