Holiday Rentals in Pleasanton, CA

137 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Pleasanton, CA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

137 Holiday rentals and Airbnb in Pleasanton, CA

Best family friendly Pleasanton, CA holiday rentals

Among the 137 accommodations in Pleasanton, CA, here are the 4 best family friendly rentals

New Modern Cozy 4/3.5 Home - Downtown Pleasanton - Pleasanton, CA
9.1 42 reviews

New Modern Cozy 4/3.5 Home - Downtown Pleasanton

apartment, Pleasanton
This four-bedroom apartment is located in downtown Pleasanton, a short walk from historic shops, restaurants, and the farmers market. It has received excellent ratings for location, cleanliness, and overall experience.
The property comfortably accommodates up to 10 guests with three full bathrooms and a bonus room. Amenities include a fully equipped kitchen, a washer/dryer, a TV with streaming services, and a private backyard with parking.
8 Mins From Wineries | Country Retreat - Pleasanton, CA
9.6 5 reviews

8 Mins From Wineries | Country Retreat

apartment, Sunol
This modern two-bedroom cottage is situated in the Livermore Valley Wine Country, a short distance (a few kilometres) from wineries such as Elliston Vineyards and Concannon Vineyard, and golf courses including Ruby Hill and Castlewood.
The 2-bathroom property sleeps five, offering a fully equipped kitchen, 55" Fire TV, Wi-Fi, washer/dryer, and a Tesla battery backup; additional amenities include board games and a guest gift.
Pretty 4b2b Pleasanton House - Pleasanton, CA
9.6 51 reviews

Pretty 4b2b Pleasanton House

apartment, Pleasanton
This spacious house is located in a peaceful and safe neighbourhood in Pleasanton, within easy walking distance of the community centre and parks. The accommodation has received excellent user, location and cleanliness ratings.
The property has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. The house features a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as air conditioning, parking and internet access.
Nature Reserve Of Green Hills - Pleasanton, CA
9.9 35 reviews

Nature Reserve Of Green Hills

house, Pleasanton
This contemporary house is located in Pleasanton's foothills, just a short distance from Stonebridge Mall and major freeways, providing easy access to both Silicon Valley and San Francisco Bay Area. The property boasts excellent ratings for location, cleanliness, and user experience.
This two-bedroom, one-bathroom property comfortably accommodates two guests. It offers a fully equipped kitchen, air conditioning, a garden, and parking, ensuring a comfortable and enjoyable stay.

Best Pleasanton, CA holiday rentals with parking

Couple's Retreat 2 Mi To Dtwn Pleasanton! - Pleasanton, CA
No reviews

Couple's Retreat 2 Mi To Dtwn Pleasanton!

apartment, Pleasanton
This serviced apartment in Pleasanton is located approximately 2 kilometres from Hacienda Business Centre and Stanford Health Care - Valleycare Medical Foundation, with LMG HealthCare and Zen Wellness within 3 kilometres.
This serviced apartment offers complimentary Wi-Fi in communal areas, a fully equipped kitchen featuring a microwave and dishwasher, air conditioning, a swimming pool, garden, and parking, with check-out at 10:00.
Sip, Golf & Explore: Pleasanton Retreat! - Pleasanton, CA
No reviews

Sip, Golf & Explore: Pleasanton Retreat!

apartment, Pleasanton
This one-bedroom flat in Pleasanton is located a few kilometres from Stoneridge Mall, historic Main Street, and the Tri-Valley wineries, offering convenient access to shopping, dining, and wine tasting.
This 56 square metre apartment accommodates two guests and features a private balcony, a fully equipped kitchen, free WiFi, air conditioning, and access to communal amenities including a swimming pool and hot tub.
Bright & Clean 2br Near Everything - Pleasanton, CA
9.1 19 reviews

Bright & Clean 2br Near Everything

apartment, Dublin
This Dublin apartment, ideally located near the junction of the M680 and M580 motorways, offers easy access to shops such as Target, Ranch 99, and CVS, all within a 5-minute (8 km) drive.
The two-bedroom, one-bathroom flat sleeps five guests and includes a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, parking, and fast Wi-Fi.
Private Studio In Neighborhood - Pleasanton, CA
10 2 reviews

Private Studio In Neighborhood

house, Pleasanton
This Pleasanton private studio apartment, situated in a quiet neighbourhood, offers convenient access to local amenities and is within a short distance (exact mileage would depend on the specific location within Pleasanton) of Pleasanton's attractions.
The self-contained unit, sleeping two guests, boasts a spacious bathroom with a skylight and rainforest shower, a well-equipped kitchenette including an air fryer, and a private backyard with pool views; Lucky's grocery delivery is available for 99 cents.

Frequently asked questions about holiday rentals in Pleasanton, CA

  • What are the top family-friendly attractions in Pleasanton, CA?

    The Alameda County Fairgrounds is a great place to take the kids. They have a petting zoo, a carnival, and a variety of other family-friendly activities. The Dublin Pleasanton Regional Park is also a great option, with a playground, picnic areas, and a lake. You could also visit the Shadow Cliffs Regional Recreation Area, which has a lake, hiking trails, and a boat launch.
  • What are the best Airbnb and holiday rentals in Pleasanton, CA?

  • When is the best time to book a vacation rental in Pleasanton, CA?

    The best time to book a vacation rental in Pleasanton is during the off-season, which is from November to February. You'll get the best deals and avoid the crowds. If you're looking to attend the Alameda County Fair, you should book your rental well in advance.
  • What are the most popular Airbnbs in Pleasanton, CA?

  • What events or festivals should visitors check out in and around Pleasanton, CA?

    The Alameda County Fair is a big event in Pleasanton, held every summer. There are also a number of smaller festivals and events throughout the year, such as the Pleasanton Farmers Market, the Art in the Park Festival, and the Holiday in the Park celebration.
  • What are the best holiday rentals with a pool in Pleasanton, CA?

  • What are the best budget-friendly activities in Pleasanton, CA?

    Pleasanton has a lot of free or low-cost activities. You can walk or cycle along the Iron Horse Regional Trail, visit the Pleasanton Farmers Market, or take a stroll through the historic downtown area. The Dublin Pleasanton Regional Park is a great place to have a picnic or go for a hike.
  • What are the best rentals for families and kids in Pleasanton, CA?

  • What are the best restaurants with local dishes in Pleasanton, CA?

    For local dishes, you should try The Old Pro Restaurant. It's a classic Pleasanton restaurant that's been serving up American comfort food for over 50 years. The Valley Restaurant is also a good choice, with a menu that features fresh, seasonal ingredients.
  • What are the best rentals or Airbnbs with a jacuzzi in Pleasanton, CA?

  • What are the best walking or cycling routes in Pleasanton, CA?

    The Iron Horse Regional Trail is a great option for both walking and cycling. It's a paved trail that runs for over 40 km, and it passes through a variety of scenic areas. You could also check out the Alameda Creek Trail, which is a more challenging trail that follows the Alameda Creek.
  • Are there pet-friendly attractions in Pleasanton, CA?

    Yes, there are a number of pet-friendly attractions in Pleasanton. The Dublin Pleasanton Regional Park is a great place to take your dog for a walk. The Alameda County Fairgrounds also allows dogs on the grounds during certain events.
  • What are the benefits of choosing a vacation rental in Pleasanton, CA?

    Vacation rentals offer a lot of benefits, such as more space, privacy, and the ability to cook your own meals. They are also often located in more desirable neighbourhoods, and they can be a more affordable option than hotels, especially for families or groups.

Popular destinations

Best Pleasanton, CA holiday rentals with a balcony

Tri-valley Getaway 2 Mi To Historic Main Street! - Pleasanton, CA
No reviews

Tri-valley Getaway 2 Mi To Historic Main Street!

apartment, Pleasanton
This Pleasanton flat is conveniently located approximately 2 kilometres from Hacienda Business Centre and Stanford Health Care - Valleycare Medical Foundation, and about 3 kilometres from LMG HealthCare and Zen Wellness.
Guests can enjoy complimentary self-parking, free Wi-Fi in common areas, and equipped kitchens within each apartment, with private balconies offering outdoor space, whilst the development also features an outdoor swimming pool.
Shop, Hike & Sip Wine: Pleasanton Gem W/ Balcony! - Pleasanton, CA
10 1 review

Shop, Hike & Sip Wine: Pleasanton Gem W/ Balcony!

apartment, Pleasanton
This one-bedroom flat is located in the Golden Fortune Community, under 1 kilometre from Stanford Health Care Tri-Valley and 3.2 kilometres from Downtown Pleasanton, offering convenient access to San Francisco (64 kilometres) and San Jose (45 kilometres).
This 56 square metre condo, suitable for two guests, features a full kitchen with a dishwasher, a private balcony, air conditioning, and access to communal amenities including a swimming pool and hot tub, with proximity to San Francisco Premium Outlets and Shadow Cliffs Regional Recreation Area.
Sip, Golf & Explore: Pleasanton Retreat! - Pleasanton, CA
No reviews

Sip, Golf & Explore: Pleasanton Retreat!

apartment, Pleasanton
This serviced apartment in Pleasanton is located approximately 2 kilometres from Hacienda Business Centre and Stanford Health Care – Valleycare Medical Foundation, with LMG HealthCare and Zen Wellness also within a 3 kilometre radius.
Guests can enjoy complimentary Wi-Fi in common areas, air conditioning, a fully equipped kitchen, and private balconies, with an outdoor swimming pool available for leisure and relaxation.
Sip, Golf & Explore: Pleasanton Retreat! - Pleasanton, CA
No reviews

Sip, Golf & Explore: Pleasanton Retreat!

house, Pleasanton
This apartment in Pleasanton is situated 33.8 kilometres from the Grand Lake Theatre in Asco, with Oakland Coliseum 33.8 kilometres away and San Francisco Bay Oakland International Airport 32.2 kilometres distant.
This 56 square metre flat offers accommodation for up to three guests, featuring air conditioning, a fully equipped kitchen, a balcony, and access to a communal swimming pool and hot tub, with free WiFi available throughout.

Best Pleasanton, CA holiday rentals with air conditioning

Castledown Hideaway - Pleasanton, CA
10 6 reviews

Castledown Hideaway

house, Pleasanton
This private second-floor annex, attached to a main dwelling, is situated in a quiet and exclusive Pleasanton neighbourhood, merely 100 metres from the renowned Castlewood Country Club.
This stylish accommodation for two offers a fully equipped kitchen, a spacious open-plan living area, and a private deck with garden views, ideal for short or extended stays.
Tri-valley Getaway 2 Mi To Historic Main Street! - Pleasanton, CA
No reviews

Tri-valley Getaway 2 Mi To Historic Main Street!

apartment, Pleasanton
This one-bedroom flat in Pleasanton's Golden Fortune Community offers convenient access to Stanford Health Care Tri-Valley, located just 1.3 kilometres away, and is well-suited for day trips to San Jose.
Guests can enjoy a private balcony, a communal outdoor pool, hot tub, and fitness centre, alongside a fully equipped kitchen and air conditioning, with parking for one vehicle provided.
Spacious Pleasanton Townhouse With Fenced Yard - Pleasanton, CA
9.8 16 reviews

Spacious Pleasanton Townhouse With Fenced Yard

apartment, Pleasanton
This townhouse is situated in a peaceful neighbourhood in Pleasanton, close to the 580/680 freeway, the business park, BART, and a park just a short walk from the backyard. It has consistently received excellent guest ratings.
The property offers 120 square metres of space and comfortably sleeps up to six guests. It comes equipped with a range of modern amenities including a kitchen with a fridge, microwave, dishwasher, a Jacuzzi, and a terrace, making it an ideal choice for families and groups.
1 Bed/1 Bath In-law Unit (Private) - Pleasanton, CA
10 4 reviews

1 Bed/1 Bath In-law Unit (Private)

house, Dublin
This Dublin annex is situated within 800 meters of the Dublin/Pleasanton BART station, providing excellent access to public transport and a short walk to local restaurants and shops.
This fully furnished one-bedroom, one-bathroom dwelling offers a private backyard, in-unit washer and dryer, and high-speed internet, ideal for a single traveller seeking a comfortable base in Dublin.
©2026 cozycozy.com