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Pleasanton vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Pleasanton
Guests agree: these vacation rentals 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 vacation rentals
Other great vacation rentals in Pleasanton
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Guest suite in San Lorenzo
4.97 out of 5 average rating, 271 reviewsThe Little Haven Studio - 1bd/1Bath/Pet-Friendly
Jul 13 – 20
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Yurt in Watsonville
4.92 out of 5 average rating, 714 reviewsMountain Top Yurt in the Redwoods
Sep 1 – 8
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Guesthouse in Walnut Creek
4.91 out of 5 average rating, 501 reviewsTropical Garden Cottage +HOT TUB &POOL by Downtown
Jan 5 – 12
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Bungalow in Livermore
4.99 out of 5 average rating, 152 reviewsWine Country Craftsman Cottage
Oct 4 – 11
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Guest suite in Fremont
4.96 out of 5 average rating, 225 reviewsClean and comfy 2 bedroom private entry
Oct 6 – 13
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Guesthouse in Kensington
4.94 out of 5 average rating, 603 reviewsSecluded luxury cottage & hot tub
Jan 14 – 21
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Townhouse in Pleasanton
4.89 out of 5 average rating, 351 reviewsGreat Townhouse in charming Pleasanton
Jul 26 – Aug 2
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Apartment in Alamo
4.91 out of 5 average rating, 258 reviewsWalnut Creek Apartment #1
Apr 3 – 10
Other great vacation rentals in Pleasanton
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Apartment in Livermore
4.95 out of 5 average rating, 127 reviewsNew designer upstairs apartment downtown Livermore
Dec 8 – 15
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Guest suite in Mountain House
4.88 out of 5 average rating, 266 reviews*MUST SEE* Private comfy suite in quite safe town
Jun 2 – 9
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Apartment in Livermore
4.94 out of 5 average rating, 32 reviewsLovely Private Mid-Century Studio
Dec 17 – 24
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Guesthouse in Livermore
5.0 out of 5 average rating, 20 reviewsPink Door, Livermore! | Queen Bed | Downtown | W/D
Jul 9 – 16
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Guesthouse in Livermore
4.81 out of 5 average rating, 26 reviewsGreat House in Livermore
Oct 6 – 13
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Cottage in Pleasanton
4.94 out of 5 average rating, 16 reviewsDowntown Pleasanton Cottage
Sep 25 – Oct 2
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Apartment in Pleasanton
4.97 out of 5 average rating, 29 reviewsPeaceful, bright 1 bdrm unit on quiet cul-de-sac
Sep 10 – 17
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Home in Pleasanton
4.94 out of 5 average rating, 17 reviewsHome In Downtown Pleasanton
Dec 12 – 19
Quick stats about vacation rentals in Pleasanton
Total rentals
120 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.6K reviews
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 pet-friendly vacation rentals in Pleasanton?
Four-legged friends are welcome in Pleasanton. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Pleasanton?
Yes! Work meets play with ease at over 50 vacation rentals in Pleasanton featuring dedicated workspaces. Stay connected and productive in your home away from home.
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 house rentals in Pleasanton have wifi?
Absolutely! We offer over 50 house rentals with wifi in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Pleasanton have air conditioning?
Absolutely! We offer over 10 townhouse 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.
How much does it cost to stay in townhouse rentals in Pleasanton?
Experience the best of Pleasanton with our townhouse rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Pleasanton?
Pleasanton has more than 10 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 wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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