Vacation Rentals in Pleasanton, CA

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Pleasanton, CA holiday rentals
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137 Holiday rentals and Airbnb in Pleasanton, CA

Outstanding Family Holiday Rentals in Pleasanton, CA

Give everyone their own space to unwind after a long day of sightseeing at spacious family holiday rentals in Pleasanton, CA.

Blueground | Dublin, Pool & W/d, Nr Park - Pleasanton, CA
No reviews

Blueground | Dublin, Pool & W/d, Nr Park

apartment, Dublin
This furnished one-bedroom flat in Dublin offers immediate occupancy and is situated in the city centre, providing convenient access to key attractions.
This apartment accommodates two guests and features a fully equipped kitchen, air conditioning, and on-site fitness centre, with a garden also available for use.
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 50 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.
3b/1.5b Newly-renovated House - Pleasanton, CA
9.4 81 reviews

3b/1.5b Newly-renovated House

apartment, Dublin
This comfortable home is located in a peaceful neighbourhood just a few kilometres from Dublin's city centre and shopping areas, making it ideal for exploring the city's attractions. It has received excellent ratings for location, cleanliness and overall experience.
The property is spacious and can comfortably accommodate up to eight guests. It offers a fully equipped kitchen, a large backyard, and a range of modern amenities, including high-speed Wi-Fi, air conditioning, and a washer and dryer.

Best Pleasanton, CA holiday rentals with parking

Modern 3br Dublin - Office, Laundry & Private Yard - Pleasanton, CA
No reviews

Modern 3br Dublin - Office, Laundry & Private Yard

house, Dublin
This Dublin residence is situated 27 kilometres from San Francisco Bay Oakland International Airport, with Oakland landmarks such as the Coliseum, Grand Lake Theatre, and Oakland Museum of California approximately 29-39 kilometres away.
This spacious 163 square metre dwelling accommodates up to 15 guests, featuring one bedroom, two bathrooms (one with a bath), a fully equipped kitchen including a dishwasher and microwave, complimentary WiFi, private on-site parking, and direct access to a terrace.
Luxurious New 4 Bd/3.5 Ba House - Near Public Transportation - Pleasanton, CA
10 75 reviews

Luxurious New 4 Bd/3.5 Ba House - Near Public Transportation

apartment, Dublin
This four-bedroom house is situated in Dublin, just 2km from the Dublin Civic Centre and Tommy T's Comedy House.
The property offers a spacious 242 square metres of living space, accommodating up to 7 guests and featuring a fully equipped kitchen, a balcony, and on-site parking.
Guesthouse Located  In Pleasanton, California - Pleasanton, CA
9.7 21 reviews

Guesthouse Located In Pleasanton, California

house, Pleasanton
This Pleasanton house, sleeping four, is situated in [Insert District Name, Pleasanton] – precise location details unavailable but proximity to Pleasanton's attractions is a key benefit.
The two-bedroom, one-bathroom property offers a microwave, air conditioning, parking, and a fitness centre; further details regarding size, layout, and additional amenities are pending.
Downtown, Executive Ready, Outdoor Space! - Pleasanton, CA
9.7 43 reviews

Downtown, Executive Ready, Outdoor Space!

apartment, Pleasanton
This two-bedroom flat is situated in the heart of Pleasanton, just a short walk from restaurants, shops, and the Ace Train station. The apartment has excellent user, location, and cleanliness ratings.
The property offers a spacious living area with a comfortable seating arrangement for eight guests, ideal for families or groups. The flat is fully equipped with a modern kitchen, two courtyards, a business-ready office area, and a range of amenities for a comfortable stay.

Frequently asked questions about 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, from September to May. You'll find better deals and fewer crowds during this time. If you're looking for a more festive experience, you could visit during the summer, when the Alameda County Fair is in full swing.
  • What are the best Airbnb and holiday rentals in Pleasanton, CA?

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

    Pleasanton hosts a number of events throughout the year, including the Alameda County Fair in June and July. The city also has a vibrant arts and culture scene, with events like the Pleasanton Art & Wine Festival in May. If you're looking for something a little different, check out the Livermore Valley Wine Country, just a short drive from Pleasanton.
  • What are the most popular Airbnbs in Pleasanton, CA?

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

    Pleasanton has a great selection of restaurants, with something to suit every taste. For a taste of local cuisine, try The Restaurant at Wente Vineyards, which serves up classic Californian dishes with a modern twist. Another popular choice is The Cheeseboard, which offers a variety of pizzas, salads, and sandwiches.
  • What are the best holiday rentals with a pool in Pleasanton, CA?

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

    Pleasanton has a number of scenic walking and cycling routes. The Iron Horse Trail is a popular choice, running for 28 miles through the city and surrounding countryside. You can also explore the many parks, like the one at the Alameda County Fairgrounds, which offer a variety of trails.
  • What are the best rentals for families and kids in Pleasanton, CA?

  • Are there pet-friendly attractions in Pleasanton, CA?

    Pleasanton is a very dog-friendly city. Many of the parks, like the one at the Alameda County Fairgrounds, are dog-friendly, and there are a number of restaurants and shops that welcome pets. You can even find pet-friendly vacation rentals in the area.
  • What are the best rentals or Airbnbs with a jacuzzi in Pleasanton, CA?

  • What are the benefits of choosing a vacation rental in Pleasanton, CA?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities like kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Pleasanton, CA?

    Pleasanton has several great sports facilities, including the Pleasanton Sports Park, which offers a variety of fields and courts for different sports. The city is also home to the Pleasanton Golf Club, a challenging 18-hole course.

Popular destinations

Top-Rated Holiday Rentals with a Balcony in Pleasanton, CA

Relax in the open air and watch the neighborhood bustle from the elevated vantage of holiday rentals with a balcony in Pleasanton, CA.

Pleasanton Gem In Quiet Community W/ Pool Access - Pleasanton, CA
No reviews

Pleasanton Gem In Quiet Community W/ Pool Access

apartment, Pleasanton
This one-bedroom flat in Pleasanton is located 45 kilometres from San Jose and 64 kilometres from San Francisco, offering convenient access to downtown Pleasanton, just 3 kilometres away, and the San Francisco Premium Outlets, 5 kilometres distant.
This 56 square metre apartment accommodates two guests and features air conditioning, a kitchen, a private balcony, and access to a communal swimming pool and hot tub, with nearby attractions including wineries, restaurants, golf courses, Stanford Health Care Tri-Valley just 1.3 kilometres away, and Shadow Cliffs Regional Recreation Area 5 kilometres away.
Pleasanton Gem In Quiet Community W/ Pool Access - Pleasanton, CA
No reviews

Pleasanton Gem In Quiet Community W/ Pool Access

house, Pleasanton
This Pleasanton flat is located in a tranquil neighbourhood, 32 kilometres from Oakland International Airport, 34 kilometres from Oakland Coliseum, and 42 kilometres from Grand Lake Theatre in Asco.
This 56-square-metre apartment accommodates up to three guests and features air conditioning, a fully equipped kitchen, complimentary Wi-Fi, and access to a shared swimming pool and hot tub, with a private balcony for relaxation.
Walkable Pleasanton Condo Near Downtown W/ Balcony - Pleasanton, CA
No reviews

Walkable Pleasanton Condo Near Downtown W/ Balcony

apartment, Pleasanton
This one-bedroom flat in Pleasanton is ideally situated within 0.8 miles of Stanford Health Care Tri-Valley, 0.4 miles from Mission Plaza, and 1 mile from Hacienda, with the Dublin / Pleasanton BART Station 2 kilometres away for convenient travel.
This 56 square metre apartment accommodates two guests and features a kitchen, air conditioning, a private balcony, and access to on-site amenities including a swimming pool, hot tub, and gym, with a dedicated workspace for your convenience.
1 Block To Dtwn Pleasanton: Condo W/ Pool Access - Pleasanton, CA
No reviews

1 Block To Dtwn Pleasanton: Condo W/ Pool Access

house, Pleasanton
This one-bedroom flat is located in Pleasanton, 32 kilometres from Oakland International Airport and 34 kilometres from Oakland Coliseum, just one block from the downtown area.
This 56 square metre apartment accommodates up to three guests and offers air conditioning, Wi-Fi, a fully equipped kitchen, and access to an outdoor swimming pool and hot tub.

Best Pleasanton, CA holiday rentals with air conditioning

Modern 3br Dublin | Office, Laundry & Private Yard - Pleasanton, CA
10 11 reviews

Modern 3br Dublin | Office, Laundry & Private Yard

apartment, Dublin
This modern 3-bedroom flat in Dublin offers a peaceful and secure residential setting with convenient access to local shops, eateries, and main roads for travel across the East Bay, located within 500 meters of the nearest supermarket and 1.5 kilometers from the Dublin/Pleasanton BART station.
This dwelling accommodates up to eight guests with its three bedrooms, two bathrooms, a fully equipped kitchen featuring a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, parking, and in-home laundry, plus a sofa bed in the living area for additional visitors.
Nature Reserve Of Green Hills - Pleasanton, CA
9.9 33 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.
1 Block To Dtwn Pleasanton: Condo W/ Pool Access - Pleasanton, CA
No reviews

1 Block To Dtwn Pleasanton: Condo W/ Pool Access

apartment, Pleasanton
This flat is located just 160 metres from the centre of Pleasanton, providing straightforward access to Stanford Health Care - Valleycare Medical Foundation and LMG HealthCare.
This property offers Wi-Fi, air conditioning, a kitchen, and free parking, with a communal pool and a terrace/balcony available for guests, ideal for two people seeking a family holiday.
Walk To Downtown | Workspace + Pet Friendly - Pleasanton, CA
9.8 80 reviews

Walk To Downtown | Workspace + Pet Friendly

apartment, Pleasanton
This charming cottage is located just off Main Street in downtown Pleasanton, a short 1.6km walk from the town centre with its shops and restaurants. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating up to three guests. It features a fully equipped kitchen, a dedicated workspace, a fully stocked bar, and a private garden with a pet-friendly fenced area.

Top Rated Luxury Holiday Rentals in Pleasanton, CA

Treat yourself to high-end design, smart home features, and curated artwork at luxury holiday rentals in Pleasanton, CA.

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

Top-Rated Downtown Holiday Rentals in Pleasanton, CA

Walk to top historic sights, museums, and transport hubs from centrally located holiday rentals in Pleasanton, CA.

Home In Downtown Pleasanton - Pleasanton, CA
9.9 76 reviews

Home In Downtown Pleasanton

apartment, Pleasanton
Walk To Downtown | Workspace + Pet Friendly - Pleasanton, CA
9.8 80 reviews

Walk To Downtown | Workspace + Pet Friendly

apartment, Pleasanton
Downtown, Executive Ready, Outdoor Space! - Pleasanton, CA
9.7 43 reviews

Downtown, Executive Ready, Outdoor Space!

apartment, Pleasanton
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
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