Discover Your Perfect Pleasanton Vacation Homes

Best Vacation Homes in Pleasanton

House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 7 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $276/Night 7 Nights - US $1,934
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House
Map-icon
2 Bedrooms 1 Bath 4 Guests 699.65 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $462/Night 7 Nights - US $3,236
star-icons-4
Hotel
Map-icon
like-icon10.0
Exceptional
(735 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $361/Night 7 Nights - US $2,524
Apartment
Map-icon
2 Bedrooms 2 Baths 4 Guests 1900 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $273/Night 7 Nights - US $1,911
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House
Map-icon
1 Bedroom 1 Bath 2 Guests 602.78 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $299/Night 7 Nights - US $2,091
Apartment
Map-icon
2 Bedrooms 1 Bath 2 Guests 750 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $177/Night 7 Nights - US $1,239
House
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $118/Night 7 Nights - US $828
RV Rental
Map-icon
1 Bedroom 1 Bath 6 Guests
  • Internet
    Internet
  • Pet Friendly
    Pet Friendly
More amenities
US $65/Night 7 Nights - US $452

Pleasanton Luxury Rentals

House
Map-icon
like-icon9.8
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $421/Night 7 Nights - US $2,949
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Hotel
Map-icon
like-icon9.6
Exceptional
(45 Reviews)
3 Baths
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $355/Night 7 Nights - US $2,485
New
Condo
Map-icon
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $299/Night 7 Nights - US $2,096
star-icons-3
House
Map-icon
1 Bedroom 1 Bath 2 Guests 602.78 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $299/Night 7 Nights - US $2,091
New
Condo
Map-icon
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $291/Night 7 Nights - US $2,040
New
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $291/Night 7 Nights - US $2,040
New
Condo
Map-icon
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $291/Night 7 Nights - US $2,040
New
Condo
Map-icon
1 Bedroom 1 Bath 2 Guests 600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $291/Night 7 Nights - US $2,040

Pleasanton Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $407/Night 7 Nights - US $2,851
Hotel
Map-icon
like-icon7.4
Very Good
(1002 Reviews)
1 Bath
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $90/Night 7 Nights - US $627
House
Map-icon
2 Bedrooms 1 Bath 4 Guests 699.65 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $282/Night 7 Nights - US $1,975
House
Map-icon
like-icon2.0
Average
(1 Review)
1 Bedroom 1 Bath 4 Guests 699 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $284/Night 7 Nights - US $1,988
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Hotel
Map-icon
like-icon9.0
Exceptional
(129 Reviews)
7 Baths 322.92 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $246/Night 7 Nights - US $1,719
House
Map-icon
1 Bedroom 1 Bath 4 Guests 398 ft²
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $395/Night 7 Nights - US $2,765
House
Map-icon
1 Bedroom 1 Bath 4 Guests 322 ft²
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $268/Night 7 Nights - US $1,876
House
Map-icon
1 Bedroom 1 Bath 4 Guests 376 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $199/Night 7 Nights - US $1,393

Pleasanton Large Vacation Homes

House
Map-icon
4 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $377/Night 7 Nights - US $2,637
House
Map-icon
4 Bedrooms 4 Baths 10 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $350/Night 7 Nights - US $2,450
Villa
Map-icon
like-icon1.5
Average
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests 3304 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $502/Night 7 Nights - US $3,514

Why Choose Rent By Owner for your Pleasanton Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Pleasanton

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, as the best seasons often depend on the climate and local events in this destination’s region.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the area experiences warm daytime temperatures, making it ideal for outdoor activities and exploring local attractions. The pleasant weather attracts visitors seeking a comfortable stay in this destination.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Early Fall (September to October)

With mild temperatures and clear skies, this period is perfect for enjoying the region’s scenic beauty and outdoor events. It’s a popular season for travelers looking to experience the area's vibrant local culture.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F

Off-Season Highlights

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Winter (December to February)

You might find fewer crowds during these colder months, with cooler temperatures that are suited for relaxed indoor activities or quiet explorations of the neighborhood.

Average Temperature Daytime: 50-60°F - Nighttime: 40-45°F
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Late Fall (November and early December)

As the temperatures drop, the area sees a slowdown in visitor numbers, providing a peaceful retreat for those who prefer a quieter experience while still enjoying mild weather conditions.

Average Temperature Daytime: 60-70°F - Nighttime: 45-50°F

Weekly Weather Forecast for Pleasanton

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Pleasanton

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor access to a private patio or garden area for relaxing and entertaining.
  • Take advantage of a barbecue grill for outdoor dining with friends or family.
  • Make use of spacious yards ideal for playing outdoor games or hosting gatherings.
  • Experience scenic views of the surrounding hills or countryside from your rental.
  • Benefit from shaded porch areas perfect for lounging during warm California afternoons.
  • Access hiking or walking trails nearby that showcase the region’s natural beauty.
  • Utilize outdoor furniture designed for enjoying Pleasanton’s pleasant climate and tranquil setting.
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Family Activities

  • Pleasanton Farmers' Market: Explore fresh local produce and enjoy family-friendly activities at this popular market in the heart of the area.
  • Pocket-Greenho Park: Spend a relaxing day outdoors with playgrounds, picnic areas, and walking trails that cater to visitors of all ages.
  • Alameda County Fairgrounds: Experience seasonal fairs, concerts, and fun events that create memorable moments for families visiting here.
  • Shadow Cliffs Regional Recreation Area: Enjoy swimming, fishing, and hiking at this scenic park, perfect for outdoor adventures with children.
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Adult Activities

  • Wine Tasting Tours: Explore the region’s renowned wineries and enjoy guided tastings that showcase the area's exceptional local wines.
  • Golfing at Local Courses: Tee off at popular golf courses nearby, perfect for relaxing afternoons amid scenic views and well-maintained greens.
  • Shopping and Dining in Downtown Pleasanton: Discover boutique shops and diverse restaurants that capture the vibrant atmosphere of the area’s downtown district.
  • Nature Walks and Parks: Take a leisurely stroll through scenic parks and preserve areas to experience the natural beauty of this destination firsthand.

Other Places to Stay in Pleasanton, CA

Pleasanton Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Local Events: Take advantage of seasonal festivals and community gatherings to enrich your stay in the area.
  • Explore Nearby Outdoor Spaces: Discover the region's parks and nature trails for relaxing outdoor activities that showcase the area's natural beauty.
  • Sample Regional Cuisine: Dine at local eateries to enjoy authentic flavors that highlight the area's culinary scene.
  • Book Accommodation Early: Secure your preferred vacation rentals ahead of time to ensure a seamless and stress-free stay in this destination.

Transportation Options

  • Bay Area Rapid Transit (BART): This regional transit system offers convenient access to San Francisco, Oakland, and surrounding cities from Pleasanton, making it easy to explore the area without a car.
  • Local Bus Services: The local bus network provides affordable transportation within the region, connecting you seamlessly to shopping centers, parks, and other points of interest nearby.
  • Rideshare Services: Ridesharing options like Uber and Lyft are readily available here, offering flexible and on-demand transportation tailored to your schedule while staying connected with the local community.
  • Car Rentals: Renting a vehicle gives you the freedom to explore the broader region at your own pace, ideal for visiting attractions or enjoying scenic drives in and around Pleasanton.

Local Customs Options

  • Downtown Pleasanton Parades: Participating in the lively parades during local festivals offers a glimpse into the community spirit that defines this charming destination.
  • Traditional Western Cuisine: Savoring the region’s historic ties to ranching and farming, many eateries feature classic Western dishes beloved by residents and visitors alike.
  • Farmers' Market Shopping: Engaging with local farmers at weekly markets provides an authentic experience of the area's agricultural roots and fresh regional produce.
  • Annual Art and Cultural Festivals: Celebrating the thriving arts scene, these events showcase the region’s creativity and dedication to preserving its cultural heritage.

Frequently Asked Questions About Pleasanton?

1. What are the top vacation rentals in Pleasanton?

2. How many vacation rentals have private pools in Pleasanton?

There are 10 vacation rentals with private pools near Pleasanton. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Pleasanton are best for families?

If you are looking for a family-friendly vacation home in Pleasanton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Pleasanton:

4. How many Rentbyowner vacation rentals are available in Pleasanton?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 99 in the Pleasanton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Pleasanton. 

5. What is the cancellation policy for vacation rentals in Pleasanton, California?

The cancellation policy varies by listing. To understand the specific terms and any applicable fees or restrictions, please review the individual property details or contact the property owner directly.

6. How do I book a vacation rental in Pleasanton, California?

You can book your preferred vacation rental by selecting the listing that suits your needs, then following the booking instructions provided. Ensure you read all property details carefully and reach out to the host if you have any questions before confirming your reservation.

7. Are there any additional fees or charges when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or local taxes may apply. These should be transparently listed during the booking process, but it’s advisable to verify all charges with the property owner before finalizing your reservation.

8. What amenities are typically included in vacation rentals in this region?

Amenities vary by property, but common features may include Wi-Fi, parking, fully equipped kitchens, and outdoor spaces. Check the detailed listing for each property to confirm the available amenities and ensure they meet your travel needs.

9. Is there a minimum stay requirement for booking vacation rentals in Pleasanton, California?

Minimum stay requirements are set by individual hosts and can vary depending on the property. Review the specific listing for details or contact the owner directly if you need clarification on the stay length.

Pleasanton Top Rated Vacation Rentals

Hotel
Map-icon
like-icon9.4
Exceptional
(441 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $136/Night 7 Nights - US $955
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(380 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $192/Night 7 Nights - US $1,346
star-icons-3
Hotel
Map-icon
like-icon9.3
Exceptional
(215 Reviews)
1 Bath 407.49 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $175/Night 7 Nights - US $1,224
star-icons-3
Hotel
Map-icon
like-icon9.3
Exceptional
(49 Reviews)
13 Baths
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $186/Night 7 Nights - US $1,300
star-icons-3
Hotel
Map-icon
like-icon8.9
Fabulous
(160 Reviews)
9 Baths 534.6 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $193/Night 7 Nights - US $1,353
star-icons-4
Hotel
Map-icon
like-icon8.8
Fabulous
(1010 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $132/Night 7 Nights - US $924
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(1007 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $154/Night 7 Nights - US $1,081
star-icons-4
Hotel
Map-icon
like-icon8.8
Fabulous
(1002 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $147/Night 7 Nights - US $1,026