Photo by Visit Tri-Valley

Pleasanton holiday rentals

We found 1,513 holiday rentals — enter your dates for availability
Discover a selection of 9 homes and other holiday rentals in Pleasanton that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Pleasanton

Showing deals for:27 Nov - 4 Dec

Private kitchen
Property grounds
Room
Dining
Exceptional
(14 reviews)

Scenic Hayward Hills Unit with Separate Entrance

Hayward

9% off
AU$1,818
for 7 nights, 1 home
AU$260 per night
includes taxes & fees
Scenic Hayward Hills Unit with Separate Entrance
Exterior
Private kitchen
Room
Living room
Exceptional
(34 reviews)

Semi secluded retreat/ remote office/City escape. A getaway On 100 acres ranch <br>

Livermore

8% off
AU$4,715
for 7 nights, 1 home
AU$674 per night
includes taxes & fees
Semi secluded retreat/ remote office/City escape. A getaway On 100 acres ranch <br>
Frontage View
Open Plan-Hallway to Kitchen and Family Room
Large Family Room
Dining
Exceptional
(71 reviews)

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

San Jose

8% off
AU$4,077
for 7 nights, 1 home
AU$582 per night
includes taxes & fees
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area
Private kitchen
Living area
Room
Exterior
Good
(7 reviews)

The Zen Den - Newly Built 2 BR Centrally-Located

Santa Clara

8% off
AU$2,264
for 7 nights, 1 home
AU$323 per night
includes taxes & fees
The Zen Den - Newly Built 2 BR Centrally-Located
Dining
Kitchen
Living Room view -opens to patio and back garden
Living Room
Exceptional
(32 reviews)

Why stay in a Hotel? Gorgeous & Serene 4BR City Escape in San Jose, CA

San Jose

7% off
AU$3,135
for 7 nights, 1 home
AU$448 per night
includes taxes & fees
Why stay in a Hotel? Gorgeous & Serene 4BR City Escape in San Jose, CA
Interior
Interior
Dining
Private kitchen
Exceptional
(17 reviews)

Stunning Stylish Luxury 3BR Santa Clara Home

Santa Clara

8% off
AU$2,970
for 7 nights, 1 home
AU$424 per night
includes taxes & fees
Stunning Stylish Luxury 3BR Santa Clara Home
Living area
Private kitchen
Bathroom
Room
Exceptional
(34 reviews)

Cozy townhome with backyard retreat! Minutes to wineries and downtown.

Livermore

8% off
AU$2,348
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
Cozy townhome with backyard retreat! Minutes to wineries and downtown.
Living area
Living room
Dining Room
Room
Exceptional
(29 reviews)

Bright modern home near Santana Row, Apple

Santa Clara

10% off
AU$3,753
for 7 nights, 1 home
AU$536 per night
includes taxes & fees
Bright modern home near Santana Row, Apple
Interior
Exterior
Living area
Living area
Exceptional
(10 reviews)

ULTRA LUXE Lafayette Modern House Brand NEW

Lafayette

8% off
AU$17,020
for 7 nights, 1 home
AU$2,431 per night
includes taxes & fees
ULTRA LUXE Lafayette Modern House Brand NEW
Living area
Private kitchen
Property grounds
Property grounds
Exceptional
(10 reviews)

The Great Escape 5 Bedrooms -Pool, Sauna, Private Acreage .

San Jose

9% off
AU$5,782
for 7 nights, 1 home
AU$826 per night
includes taxes & fees
The Great Escape 5 Bedrooms -Pool, Sauna, Private Acreage .
Dining
Outdoor dining
Living area
Private kitchen
Exceptional
(23 reviews)

3M's Luxury Home with fast wifi and private garden near Santana Row

Santa Clara

8% off
AU$4,698
for 7 nights, 1 home
AU$671 per night
includes taxes & fees
3M's Luxury Home with fast wifi and private garden near Santana Row
Interior
Pool
Property grounds
Living area
Exceptional
(8 reviews)

Railway Getaway

San Jose

8% off
AU$2,537
for 7 nights, 1 home
AU$362 per night
includes taxes & fees
Railway Getaway
Interior
Outdoor dining
Private kitchen
Interior
Exceptional
(68 reviews)

Modern 2Bed/1Bath bungalow style suite in Willow Glen

San Jose

6% off
AU$1,889
for 7 nights, 1 home
AU$270 per night
includes taxes & fees
Modern 2Bed/1Bath bungalow style suite in Willow Glen
Room
Living area
Room
Private kitchen
Excellent
(8 reviews)

Charming and Bright 3Br home in San Jose

San Jose

8% off
AU$3,849
for 7 nights, 1 home
AU$550 per night
includes taxes & fees
Charming and Bright 3Br home in San Jose
Exterior detail
Living area
Exterior detail
Living area
Exceptional
(6 reviews)

Charming 2-bedroom Loft on Santana Row with WiFi, AC

San Jose

12% off
AU$3,250
for 7 nights, 1 apartment
AU$464 per night
includes taxes & fees
Charming 2-bedroom Loft on Santana Row with WiFi, AC

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

The captivating area of Pleasanton awaits your stay

The area's festivals and entertainment are just some of the reasons to come on holiday to Pleasanton. Renowned for its shopping, sporting events and restaurants, this city welcomes all visitors. Levi's Stadium and California's Great America are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Pleasanton

Do you want to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Pleasanton has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • California's Great America (19.2 mi / 30.9 km)
  • Alameda County Fairgrounds (0.6 mi / 0.9 km)
  • Ruby Hill Winery (3.8 mi / 6.2 km)
  • Wente Vineyards (7 mi / 11.2 km)
  • Tesla Vintners (7.9 mi / 12.6 km)
  • Aqua Adventure Water Park (9.5 mi / 15.3 km)

Exploring the natural features in Pleasanton

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Pleasanton is a great place to get out in nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • San Francisco Bay (23.2 mi / 37.3 km)
  • Lake Elizabeth (9.2 mi / 14.8 km)
  • Fremont Central Park (9.3 mi / 14.9 km)
  • East Bay Regional Park District (15.8 mi / 25.4 km)
  • Alum Rock Park (18.8 mi / 30.2 km)
  • Redwood Regional Park (18.9 mi / 30.4 km)

How to get to and around Pleasanton

The nearest airport is in Oakland, CA (OAK-Oakland Intl.), located 18.8 mi (30.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), which is 20.4 mi (32.9 km) away.

If you're travelling by train, the main station serving the city is Pleasanton Station. Consider catching the metro at Dublin/Pleasanton Station or West Dublin-Pleasanton Station to easily get around the city.

Frequently asked questions

What is the best area to stay in Pleasanton when booking a holiday rental?
When considering a holiday rental in Pleasanton, California, the charming neighbourhood of Downtown Pleasanton stands out as an excellent choice. This area boasts a delightful blend of historic architecture and modern amenities, creating a vibrant setting for visitors. You'll find a variety of properties available, from quaint cottages to contemporary apartments, suiting different preferences and group sizes.In Downtown Pleasanton, you'll be within walking distance of some of the area's top attractions, such as the Pleasanton Farmers' Market, which showcases local produce and artisanal goods every Saturday. The nearby Alviso Adobe Community Park offers lovely trails and historical insights, making it a great spot for family outings or leisurely strolls.Another appealing neighbourhood is the Pleasanton Valley, known for its spacious homes and proximity to nature. Here, you can enjoy easy access to the scenic Pleasanton Ridge Regional Park, which offers breathtaking views and numerous hiking trails. This area typically features a range of family-friendly properties, ideal for those looking to relax in a tranquil setting while still being close to the town's amenities.
What is the most popular type of holiday rental accomodation in Pleasanton?
In Pleasanton, holiday houses are the most popular type of holiday rental, with around 28 available throughout the area. These houses typically offer spacious living arrangements, including multiple bedrooms, fully equipped kitchens, and private outdoor spaces, making them ideal for families or larger groups. Additionally, there are approximately 24 condos and 16 apartments, which cater to different preferences for shorter stays. Condos often feature modern amenities, such as pools and fitness centres, while apartments provide a cosy atmosphere for those seeking a more intimate setting.
Are there any family house rentals in Pleasanton?
In Pleasanton, California, there are several family-friendly house rentals available, making it an appealing choice for groups travelling together. The neighbourhoods here, such as the historic downtown area and the more suburban regions, offer a variety of spacious homes suitable for families. Many of these properties feature roomy living areas, fully equipped kitchens for preparing meals, and private outdoor spaces for children to play.Visitors can expect amenities like Wi-Fi, air conditioning, and sometimes even game rooms or pools, adding to the comfort and enjoyment of their stay. Additionally, Pleasanton is known for its proximity to local parks, such as the expansive Shadow Cliffs Regional Recreation Area, where families can enjoy picnicking, hiking, and various outdoor activities.
Can I rent a holiday home with a pool or hot tub in Pleasanton?
In Pleasanton, there are several holiday homes available for rent that feature pools and hot tubs, making it an attractive option for those looking to relax and unwind. This charming city, located in the San Francisco Bay Area, offers a mix of suburban tranquillity and vibrant local culture.Travellers can expect amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas superb for entertaining or enjoying family time. Many properties also include fully equipped kitchens, comfortable living spaces, and access to local parks and recreational areas, enhancing the overall experience.
Are there pet-friendly house rentals in Pleasanton?
In Pleasanton, there are several pet-friendly house rentals available, suiting those travelling with pets. Many of these properties are situated in family-friendly neighbourhoods, providing a friendly setting for both guests and their furry companions. Expect amenities such as spacious yards, fully equipped kitchens, and comfortable living areas, making them ideal for extended stays or family gatherings.The Pleasanton Ridge Regional Park, a nearby attraction, offers ample space for outdoor activities and hiking trails where pets are welcome, allowing for enjoyable outings with your four-legged friends. Additionally, the charming downtown area boasts pet-friendly cafes and shops, ideal for visitors with pets.
Are there any remote work holiday rentals in Pleasanton?
In Pleasanton, California, there are numerous remote work-friendly holiday rentals available, with around 48 options to choose from. This vibrant city offers a range of properties that cater to the needs of remote workers, often featuring reliable Wi-Fi and dedicated workspaces. Many rentals provide amenities such as comfortable desks, ergonomic chairs, and access to high-speed internet, ensuring a productive environment.Located near charming downtown Pleasanton, these accommodations allow easy access to cafes and local eateries, great for a change of scenery during work breaks. The area is also known for its beautiful parks and outdoor spaces, offering opportunities for relaxation after a busy day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Pleasanton?
In Pleasanton, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals while enjoying the convenience of home. Many rentals also provide onsite parking, making it easy for travellers to explore the surrounding areas without the hassle of finding parking. For those who appreciate a good cup of tea or coffee, rentals often feature coffee and tea makers. Additionally, some properties come with hot tubs, providing a great way to relax after a day of activities. Many accommodations also boast balconies, allowing guests to enjoy the pleasant Californian weather and take in the local views.
When is the best time to visit Pleasanton for a holiday rental?
The peak season for visiting Pleasanton falls between May and July, with July being the most popular month. This vibrant time of year attracts visitors eager to enjoy the warm California sunshine and participate in local festivals, such as the Pleasanton Downtown Street Fair. Outdoor enthusiasts will appreciate the comfortable temperatures, typically ranging from 15 to 30 degrees Celsius, making it ideal for exploring the scenic parks and vineyards that define the area.During this period, Pleasanton buzzes with activity, offering an abundance of opportunities for outdoor adventures, wine tasting, and delightful dining experiences. The inviting atmosphere is superb for families and couples alike, who can enjoy leisurely strolls through the charming downtown area or partake in various community events.If you're looking for a more budget-friendly option, consider visiting in December. Though it is the low season, this month presents a unique charm, with holiday decorations illuminating the town and a quieter ambiance that allows for peaceful exploration. Plus, you can still enjoy local attractions without the summer crowds.Ultimately, the best time to book a holiday rental in Pleasanton depends on your preference for lively summer festivities or a more tranquil winter experience.
What are the top attractions in Pleasanton?
In Pleasanton, visitors can explore a variety of attractions that offer a glimpse into the area's charm and history. The historic downtown area, with its quaint shops and eateries, is great for leisurely strolls and provides a vibrant setting. Here, you can find the Pleasanton Farmers' Market, held weekly, showcasing local produce and artisanal goods.The Alviso Adobe Community Park is a great site, offering a glimpse into the region's agricultural past with its preserved adobe structure and beautiful walking trails. Nearby, the Pleasanton Ridge Regional Park provides expansive hiking opportunities and stunning views of the surrounding landscape, ideal for outdoor enthusiasts.For those interested in local culture, the Museum on Main Street in downtown Pleasanton features exhibits that highlight the city's history and heritage. Additionally, the nearby Livermore Valley wine region offers wine tasting experiences, making it a lovely day trip for wine aficionados.
Are all fees included in the Pleasanton holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Pleasanton holiday homes with parking?
Stayz offers a wide selection of holiday homes in Pleasanton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Pleasanton holiday homes?
You can find great discounts on holiday homes in Pleasanton on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Pleasanton holiday home booking on Stayz?
To find Pleasanton holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Pleasanton?
A long-stay holiday home in Pleasanton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Pleasanton holiday home?
Book your Pleasanton holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Pleasanton?
Prices for holiday homes in Pleasanton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Pleasanton to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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