Pleasanton places to stay
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Top-rated places to stay in Pleasanton
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Vacation rentals for every style
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Popular amenities for Pleasanton places to stay
Stay near Pleasanton's top sights
Other great vacation rentals in Pleasanton
Tiny home in La Honda
4.94 out of 5 average rating, 104 reviewsDelightful Tiny Home in the Redwoods !
Home in Benicia
4.92 out of 5 average rating, 141 reviewsBenicia,our cozy & handy get away for your group
Home in Oakland
4.99 out of 5 average rating, 106 reviewsBeautiful Home. Gorgeous Views. Five Bedrooms.
Home in Discovery Bay
4.96 out of 5 average rating, 50 reviewsRemodeled in 2020-Large deck w/ spa & ping pong!
Cabin in Oakland
4.97 out of 5 average rating, 222 reviewsSpa style cottage! Jacuzzi, Sauna, Pool, Views!
Villa in Novato
4.9 out of 5 average rating, 254 reviewsThe Blue Heron
Rental unit in Stinson Beach
4.92 out of 5 average rating, 352 reviewsBright and Cozy Beach Retreat
Home in Fremont
4.88 out of 5 average rating, 24 reviewsThanksgiving Family Retreat | Near Meta
Quick stats about vacation rentals in Pleasanton
Total rentals
130 properties
Total number of reviews
1.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
60 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 60 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 guesthouse rentals in Pleasanton?
Experience the best of Pleasanton with our guesthouse rentals, starting at about $20 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 40 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 30 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 guesthouse rentals in Pleasanton have air conditioning?
Absolutely! We offer over 10 guesthouse 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 Guesthouse Rentals in Pleasanton?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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