Vacation rentals in Pleasanton
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Quick stats about vacation rentals in Pleasanton
Total vacation rentals
Explore 160 vacation rentals in Pleasanton
Nightly prices starting at
Pleasanton vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees
Verified guest reviews
Over 2,700 verified reviews to help you choose
Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 60 rentals that welcome pets
Vacation rentals with a pool
40 properties feature pools
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wi-Fi availability
160 of Pleasanton vacation rentals include wi-fi access
Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Pleasanton rentals
4.8 Average rating
Pleasanton stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Pleasanton
Guests agree: these stays are highly rated for location, cleanliness, and more.
Traveler's Retreat | Private Livermore In-Law Unit
Enjoy a private in law style apartment tucked away in a quiet neighborhood, yet close to everything Livermore has to offer. Spend your days exploring local wineries, strolling through the vibrant downtown, or shopping at the outlet mall just 3 miles away. Business travelers will appreciate the convenient location with easy access to San Ramon’s Bishop Ranch or Lawrence Livermore or Sandia National Labs. Whether you’re here for work or leisure, this comfortable apartment is the perfect home base.
Apartment near Tesla & Silicon Valley
Upscale apartment downstairs from the main house with a separate entrance and a small patio area. There is a living area; kitchen with an electric stovetop, microwave oven, toaster oven, refrigerator, and sink; a bathroom with shower and a spacious bedroom with cable TV and Netflix. There are both a washing machine and a dryer. The apartment is equipped with its own air conditioning and heating controls. There is high-speed wireless Internet and a desk for working. Coffee and tea are provided.
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.
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.
Q St Cottage
Enjoy easy access to everything from this perfectly located guest house. Explore Livermore's wine region with just a 5 min. drive. Take a short walk to Livermore's downtown shops and restaurants, or grab a show at the Bankhead theater or Wente outdoor venue. Love to visit the city but prefer the quiet of the burbs? San Francisco is just a one hour drive. Love to shop the designers? Livermore's outlet mall is just a 13 minute drive. Plus hiking and biking trails for the outdoor enthusiasts!
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.
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.
Pleasanton Haven
Our home is our permanent residency, we rent while away. Expect personal items to be present (cars, clothes). It has three well-lighted bedrooms, three queen beds, two full and one-half baths, a fully equipped kitchen, and a side deck area. The long driveway is convenient for parking. The house is in a quiet, friendly neighborhood, walking distance to a lake and bike paths. We are 5 minutes from downtown Pleasanton and 13 minutes from BART. Please be aware that there is no television.
Park-Front 4BD/3.5BA Family Home – Near Transit
A new single family home with open floor plan. Lower level bedroom with walking closet and attached bathroom . 2nd level kitchen and living room and half bathroom. 3rd floor includes Master bedroom with attached bathroom as well as 2 extra bedrooms/1 full bathroom. Ideal for families and/or traveler groups with many local restaurants, gyms, grocery markets and nearby shopping malls. Conveniently located near BART (walking distance) for transportation throughout the Bay Area.
Cozy Condo in Dublin
This modern condo is perfect for both work and play. With a dedicated home office, you'll have the ideal setup for remote work or planning your Bay Area adventures. Centrally located, you're just a short walk or bike ride from a variety of grocery stores and fantastic restaurants. BART access makes it easy to explore San Francisco city, while free on-premise parking ensures a hassle-free stay for those traveling by car. Note: Master bedroom will be unavailable and locked.
Resort Style Retreat -Private Pool, Hot Tub & View
Private Castlewood Country Club retreat. A rare mid-century modern home with sweeping golf course and valley views, designed for relaxation, and effortless indoor-outdoor living. Our serene hillside retreat offers the perfect setting for a perfect SF Bay Area stay, with open living spaces, floor-to-ceiling windows, offering privacy, and expansive outdoor areas. Lounge by the pool, relax in the hot tub, dine outdoors, or sip cocktails as the sun sets over the valley.
Popular amenities for Pleasanton places to stay
Other great vacation rentals in Pleasanton
Hillside Haven - East Bay
Sweet Zen: 1 BR/1 BA Luxe Suite w/ Pvt. Courtyard
Modern Vineyard Oasis 2 bed/ 2 bath
San Francisco Retreat - Brand New listing!
Pretty 4B2B Pleasanton House
Cute furnished Cottage with washer/dryer/ kitchen.
Castledown Hideaway
Walk to Downtown | Workspace + Pet Friendly
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 433 | ﺩ.ﺇ 459 | ﺩ.ﺇ 437 | ﺩ.ﺇ 433 | ﺩ.ﺇ 367 | ﺩ.ﺇ 422 | ﺩ.ﺇ 422 | ﺩ.ﺇ 404 | ﺩ.ﺇ 400 | ﺩ.ﺇ 400 | ﺩ.ﺇ 400 | ﺩ.ﺇ 426 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Pleasanton?
Many travelers choose accommodations near downtown Pleasanton for walkable dining, shopping, and cultural attractions. Suburban neighborhoods around parks are also frequently suggested for quieter stays with easy access to outdoor spaces.
What are the best things to do in Pleasanton with kids?
Families often explore parks, try hands-on activities at local museums, or enjoy playful afternoons at playgrounds around Pleasanton. Occasional seasonal events, farmers markets, and interactive workshops are also frequently suggested for children.
What are some of the best things to do in Pleasanton?
Explore Main Street's shops, cafés, and art galleries, or relax in family-friendly parks like Shadow Cliffs Regional Recreation Area. Seasonal farmers markets and local wineries invite visitors to discover Pleasanton's flavors and traditions.
How is the weather in Pleasanton?
Pleasanton experiences mild, wet winters around 43–59°F (6–15°C) and warm, dry summers near 57–77°F (14–25°C). Spring and autumn bring moderate temperatures and occasional rain, so layering is recommended year-round.
When is the best time to visit Pleasanton?
Late spring and early summer are frequently suggested for comfortable temperatures and lively festivals, while autumn brings harvest celebrations and mild weather. Winters are cooler and wetter, popular for quieter visits and holiday activities.
What are the best places to visit in Pleasanton?
Shadow Cliffs Regional Recreation Area and downtown Pleasanton are often recommended for their outdoor trails, community events, and historic architecture. Art galleries and neighborhood parks invite relaxed exploration.
What are some hiking trails in Pleasanton?
Shadow Cliffs Regional Recreation Area has popular nature trails winding past lakes and open spaces, while Pleasanton Ridge Regional Park features rolling hills and oak woodlands for longer hikes. Neighborhood paths and creekside walks invite easy exploration.
What are some family activities we can do in Pleasanton?
Families often spend time at parks, splash pads, and playgrounds, or attend family movie nights and craft workshops hosted by local venues. Seasonal fairs and nature walks in recreation areas are frequently suggested experiences.
What are some of the best day trip ideas from Pleasanton?
Explore nearby wine country with vineyard tours, wander through historic neighboring towns, or venture to regional nature reserves for hikes and wildlife watching. City art galleries and outdoor gardens are also around Pleasanton.
Are there any pet friendly accommodations available in Pleasanton?
Many hosts in Pleasanton welcome pets, especially in neighborhoods near parks and trails. Community green spaces and walking paths around the area make it easy to explore with your dog or companion animal.
What are some local tips for visiting Pleasanton?
Locals enjoy early mornings in downtown cafés, walkable art murals, and sunsets at neighborhood parks. Bring layers for changing temperatures, try regional produce at markets, and check out community events for a sense of the area's traditions.
What is Pleasanton known for?
Pleasanton has a vibrant downtown area, parks with spacious green spaces, and a history rooted in agriculture and railway traditions. Seasonal festivals and a welcoming community atmosphere are frequently highlighted by visitors.
What are the best hidden gems to explore in Pleasanton?
Discover local art murals tucked along side streets, picnic spots in lesser-known parks, and smaller family-owned shops downtown. Occasional pop-up markets and neighborhood walking tours unveil Pleasanton's quieter character.
What are the best foods to try in Pleasanton?
Pleasanton has local California cuisine with fresh produce, farm-to-table menus, and diverse tastes from regional wine and craft breweries. Bakeries, global eateries, and seasonal farmers markets introduce visitors to the area's flavors.
What should I bring for a trip to Pleasanton?
Pack comfortable walking shoes and layers, as temperatures vary from cool mornings to warm afternoons. A light rain jacket is helpful in winter and spring, while sun protection is useful during drier summer months.
What is the nightlife in Pleasanton like?
Pleasanton has a relaxed nightlife scene, with neighborhood bars, casual lounges, and wine bars around downtown. Live music and community events occasionally liven up evenings, especially on weekends.
What are the most popular events or festivals in Pleasanton?
The Alameda County Fair is one of Pleasanton's most popular annual events, usually held in early summer with rides, exhibits, and performances. Downtown street festivals, art walks, and farmers markets are also frequently suggested.
Are there family friendly vacation rentals in Pleasanton?
Pleasanton has family friendly vacation rentals in residential neighborhoods near downtown and parks, providing spacious layouts with kitchens and living areas. Many hosts welcome children and offer amenities for family gatherings.
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.
What are the 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.
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