Holiday rentals in Pleasanton
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Top-rated holiday rentals in Pleasanton
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★UNIQUE STAY in the middle of the BAY★ Wifi+MORE!
Comfortable in-law suite located in the “Heart of the Bay.” Just a 5-minute drive to downtown Hayward and BART, 25 min. from OAK Airport, and 35 min. from SFO Airport. In-N-Out, Sprouts, Raising Cane’s, Starbucks and much more are conveniently located just 4 minutes away. Our space is ideal for couples, travelers, and guests looking for a well-located home base. Enjoy easy access to nearby cities, dining, transportation, and experience the Bay Area’s energy and diversity from a central location.
High Design 5 bedroom In Downtown Livermore
Newly designed 2-story, 5-bedroom, 3-bath bungalow featuring 2 kitchens, 2 covered patios, blends style and comfort, seamless indoor/outdoor living. No car needed, you are steps away from diverse dining, shopping, entertainment, as well as vibrant farmers markets. Multiple theatres and parks are nearby. Walk or cycle to local organic wineries on dedicated bike paths. Located on a quiet street, this home is ideal for up to 12 guests. Upstairs apartment can be separate from downstairs 4 bedrooms.
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.
The French Door
This space is a private entry 275 square foot small studio with a private bath, connected to the main house but with no access to the main house. The unit has a standard sized mini fridge, microwave and keurig coffee maker with coffees to choose from, a very mini toaster oven for one bagel or one piece of toast, lite snacks and waters for you. Also a small table and chair set, desk and a brand new queen sized bed, the location is great if you work at the lab or if visiting family in the area.
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.
Walk to Downtown | Workspace + Pet Friendly
Nestled in a quiet, walkable neighborhood, this charming 2-bedroom, 1-bath cottage is just minutes from Historic Downtown Pleasanton. Enjoy a cozy open space living room w/ an electric fireplace, dedicated workspace w/ hi-speed wifi & beautiful front porch w/ a manicured garden. Addl amenities include a 60” Smart TV w/ streaming services, central Heat & AC, and in-unit washer/dryer. Pets are welcome for a small fee. The fully fenced front yard is perfect for your furry friend!
New 4 BD/3.5 BA House - Near public transportation
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.
Country Club Living on Golf Course & amazing views
Welcome to our mid-century modern Ikler country club home nestled in the historic foothills of Castlewood Country Club overlooking the golf course and valley. This stunning retreat offers everything you need to relax on your days off. This is one in a million home with its openness, natural lite, gorgeous views, large outdoor area, and privacy. Imagine yourself lounging by the poolside, sipping cocktails as you take in panoramic views of the picturesque valley.
Pretty 4B2B Pleasanton House
We offer special discount for all firefighters. Whatever brings you to Pleasanton, to enjoy a vacation with families and friends, business travels, or university visits, the location and the way it is suited will be an ideal choice for your staying. This pretty spacious house is located in a safe, quiet and friendly neighborhood. Walking distance to the community center, parks, and convenient to Highway 580.
The Pond Oasis - country retreat in Pleasanton, CA
Peaceful Country Retreat with Pond, Waterfall & Stunning Views Escape to a serene countryside retreat just minutes from downtown Pleasanton, San Francisco Premium Outlets, top-rated restaurants, and highways I-680 & I-580. This spacious 3-bedroom, 2-bathroom home sits on a large private property, offering the perfect mix of tranquility and convenience.Take it easy at this unique and tranquil getaway.
Heart of Livermore
Welcome to your home away from home in our beautifully updated modern farmhouse. This spacious 2-bedroom, 2-bathroom ground floor flat offers all the comforts and conveniences you need for a perfect stay. With an an expansive kitchen and a dedicated office you'll be tempted to stay in but at less than 1 mile from downtown Livermore, you'll find plenty of reasons to explore
Popular amenities for Pleasanton holiday rentals
Other great holiday rentals in Pleasanton
Business-friendly Room w/Fast Wifi, near iFly (C)
Charming nest in Castro Valley
Cozy bedroom With Shared Bathroom
Private Suite/Attached Bath Walk to Dublin BART
Non master bedroom with Memory Foam Queen Size Bed
Quiet & comfortable room with shared bath
1 Room in Peaceful Remodeled Home
Sunkissed Room w/Private Bath by Dtown Pleasanton
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹11,697 | ₹11,337 | ₹11,697 | ₹10,617 | ₹8,998 | ₹10,348 | ₹10,348 | ₹9,898 | ₹9,808 | ₹11,247 | ₹12,147 | ₹11,697 |
| 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.
Quick stats about holiday rentals in Pleasanton
Total holiday rentals
Explore 150 holiday rentals in Pleasanton
Nightly prices starting at
Pleasanton holiday rentals start at ₹1,800 per night before taxes and fees
Verified guest reviews
Over 2,160 verified reviews to help you choose
Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 60 rentals that welcome pets
Holiday rentals with a pool
40 properties feature pools
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Wifi availability
140 of Pleasanton holiday rentals include wifi 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!
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