Holiday houses in Pleasanton

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Top-rated holiday rentals in Pleasanton

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Top Guest favourite
A bright living area features a spacious gray sofa adorned with yellow accent pillows. A circular coffee table sits on a patterned rug, and a flat-screen TV is mounted on the wall. Natural light floods in through large sliding doors leading to a private outdoor space.
Guesthouse in Dublin
5 out of 5 average rating, 165 reviews

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.

Top Guest favourite
The private entry to the studio is framed by beige walls and features a white door with large glass panels. A small table with potted plants is positioned beside the entrance, while a covered patio area can be seen in the background, offering outdoor space.
Home in Livermore
4.98 out of 5 average rating, 283 reviews

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.

Guest favourite
The exterior of the Casita is depicted, featuring a single-story structure with a light beige facade and brown window trim. A well-maintained lawn with green grass and diverse shrubs surrounds the entrance. The daylight brightens the space, contributing to a welcoming appearance.
Guesthouse in San Ramon
4.93 out of 5 average rating, 211 reviews

Independent In-Law Unit (Casita) with Full Bath

This Casita (in-law unit) is a 250 sft independent unit that includes a full attached bathroom. It's in a quiet neighborhood of East Bay and is sparkling clean, bright and airy. It has its own separate entrance with lock and key. Close to BART and freeways. It comes equipped with a brand new comfortable queen bed and mattress, TV, mini-fridge, coffee maker, and microwave oven. In addition, there's a single hot plate electric stove to cook a quick meal. Street parking is always available.

Top Guest favourite
A patio area is visible near the entrance of the studio, featuring a small table and blue chairs. Potted plants line the pathway, leading to the main entrance. Sunlight filters through the surrounding trees, creating a serene outdoor space.
Guesthouse in Castro Valley
5 out of 5 average rating, 119 reviews

Private and serene studio with full kitchen

Lovely studio is light and bright with a vaulted ceiling and sky light, and the property is in a country setting. It is close to hiking trails, Redwood Canyon Golf Course, Lake Chabot, shopping and restaurants, Bart, and easy access to the freeway. The outside view is a meadow, hiking trail, and rolling hills. The studio has a full kitchen so if you decide to cook, we have all the tools you’d need for you to prepare a meal. We’d love to host you for stays of two days up to 28 days at a time.

Top Guest favourite
Guest suite in Livermore
5 out of 5 average rating, 60 reviews

Traveler's Retreat | Private Livermore In-Law Unit

Enjoy a private in-law apartment tucked away in a quiet neighborhood, yet close to everything Livermore has to offer. Spend your days exploring local wineries, strolling through the vibrant downtown, or shopping at the outlet mall just 3 miles away. Business travelers will appreciate the convenient location with easy access to San Ramon’s Bishop Ranch and Lawrence Livermore or Sandia National Labs. Whether you’re here for work or leisure, this comfortable apartment is the perfect home base.

Guest favourite
A cozy sleeping area is presented with a queen bed dressed in soft linens. Two bedside tables hold modern lamps, illuminating the space with a warm glow. Elegant curtains frame the window, while decorative pillows and a small vase add a touch of comfort and sophistication.
Guest suite in Dublin
4.94 out of 5 average rating, 174 reviews

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.

Guest favourite
A private courtyard features a comfortable seating area with light-coloured armchairs and a coffee table, surrounded by lush artificial grass. Vibrant pink flowers add a pop of colour against the wooden fence, creating a serene outdoor space for relaxation.
Guest suite in Dublin
4.99 out of 5 average rating, 73 reviews

Sweet Zen: 1 BR/1 BA Luxe Suite w/ Pvt. Courtyard

Need a convenient short-term rental near all the city highlights for your next stay in the San Fran Bay Area? Look no further! This executive suite has everything required for a comfortable hotel-like experience and is only minutes from restaurants, shopping, and the BART station! The stylish 1-BD, 1-BA space comfortably accommodates 2 guests and has fast Wi-Fi, a Smart TV, a dedicated workspace, a private courtyard, and a kitchenette that business and leisure travelers will appreciate.

Top Guest favourite
A spacious living area is highlighted by large windows that allow natural light to fill the room. A sectional sofa is arranged around a coffee table, and a dining table with orange chairs is visible nearby. A television is mounted on the wall, providing entertainment options.
Home in Dublin
4.98 out of 5 average rating, 60 reviews

Park-Front 4BD/3.5BA Family Home – Near Transit

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.

Guest favourite
A private outdoor area is highlighted by a sparkling pool surrounded by lounge chairs with orange cushions. Tall trees provide shade, while a parasol stands nearby. A scenic backdrop features views of the valley, ensuring a serene atmosphere for relaxation.
Home in Pleasanton
4.94 out of 5 average rating, 17 reviews

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.

Guest favourite
The well-lit bedroom features a spacious bed with soft bedding against a calming green wall. A piece of art depicting white houses is displayed, accompanied by a bedside lamp. Natural light streams in from multiple windows, enhancing the open feel of the room.
Home in San Ramon
5 out of 5 average rating, 7 reviews

Large 1bed unit king bed w/ac parking FULL kitchen

Beautiful 1 bedroom 1 bath, living room, full kitchen home with private entrance in our backyard. The house is located in a safe, beautiful, and quiet cul-de-sac neighborhood with easy access to highway. We are 12 mins from San Francisco premium outlets, 10 mins to the BART station and delicious local restaurants. Great location if you want to visit the Livermore wineries too. Perfect for a business trip or vacation!

Top Guest favourite
The exterior of a modern farmhouse is showcased, featuring a light gray facade with white columns and lush greenery. A wooden fence outlines the front garden, which is adorned with various plants. Clear blue skies provide a bright backdrop.
Bungalow in Livermore
4.97 out of 5 average rating, 38 reviews

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

Top Guest favourite
A modern living area features a sectional sofa and an accent chair, complementing a coffee table and a patterned area rug. A wall-mounted television is positioned above a sleek electric fireplace, while the open-concept space leads to a dining area and a stylish kitchen in the background.
Home in Pleasanton
4.99 out of 5 average rating, 67 reviews

Home In Downtown Pleasanton

Enjoy an updated 2 Bed 1 Bath home walking distance to Downtown Pleasanton and all its commodities! Brand new Stainless Steel Appliances, Smart TVs in every room, Coffee Bar, Wi-Fi , in unit Laundry. 2 queen sized beds. Outdoor seating area to have a morning coffee or breakfast. We look forward to hosting your experience in Pleasanton with us!

Popular amenities for Pleasanton holiday rentals

When is the best time to visit Pleasanton?

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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 $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Pleasanton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Pleasanton rentals

  • 4.7 Average rating

    Pleasanton stays receive an average rating of 4.7 out of 5 from guests

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