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Pleasanton vacation rentals

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Top-rated vacation rentals in Pleasanton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guesthouse in Dublin
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.
$129 per night
Home in Livermore
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, small desk and a full size bed. The location is wonderful if you work at the lab or want to go wine tasting! STR23-012
$61 per night
Guesthouse in Livermore
Luxury Modern Lodging in Central Livermore!
Absolutely charming newly built luxurious cottage in the wine country with so many bells and whistles. Custom decorations & furnishings will make Your stay as comfortable as possible. Located on a quiet court, this studio is featuring a kitchen equipped with convection cooktop, microwave, toaster, electric teapot, coffee maker. A Bike ride from LLNL and Sandia lab. City of Livermore is charging 8% tax of all booking fees. It will be collected upon your arrival.
$98 per night

Stay near Pleasanton's top sights

San Francisco Premium Outlets170 locals recommend
Alameda County Fairgrounds14 locals recommend
Stoneridge Shopping Center48 locals recommend
Trader Joe's25 locals recommend
In-N-Out Burger7 locals recommend
99 Ranch Market5 locals recommend
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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 40 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 70 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 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 house rentals in Pleasanton have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Pleasanton. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Pleasanton have a gym?

    Absolutely! We offer over 10 serviced 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 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 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.

Destinations to explore

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