Vacation rentals in Pleasanton

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Top-rated vacation rentals in Pleasanton

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Top guest favorite
A modern living space showcases a comfortable gray sofa with decorative pillows. A wall-mounted TV is positioned across from the seating area, with a dining table and bar stools visible in the open kitchen. Light wood flooring complements the bright, airy atmosphere.
Guest suite in Hayward
5 out of 5 average rating, 239 reviews

★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.

Top guest favorite
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, 163 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 favorite
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, 281 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.

Top guest favorite
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, 117 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 favorite
Home in Livermore
5 out of 5 average rating, 25 reviews

Downtown Darling

Welcome to your perfect getaway in downtown Livermore, California! This charming home features 4 bedrooms and 2 bathrooms, making it ideal for families, wedding guests, or girls' weekends. Enjoy a wide range of amenities, including a fully equipped kitchen, comfortable living spaces, high-speed Wi-Fi, and an outdoor patio for relaxing and playing. Located in the heart of Livermore, you'll have easy access to local wineries, charming boutiques, fantastic dining options, and vibrant nightlife.

Top guest favorite
Guest suite in Livermore
5 out of 5 average rating, 56 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.

Top guest favorite
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.

Top guest favorite
A spacious studio is highlighted by a comfortable king bed with quality linens and a cozy seating area featuring a brown sofa. A ceiling fan provides airflow, while natural light filters through the large windows covered by soft curtains. A small dining table adds functionality to the room.
Guesthouse in Livermore
4.97 out of 5 average rating, 296 reviews

Cozy Livermore Studio *KING BED* Close to DOWNTOWN

Firefly Guesthouse presents our cozy studio which is located only two blocks from charming downtown Livermore. Please read the entire listing before booking, as we want to ensure our studio is the right fit! If your dates are not available please reach out to us at the Livermore Firefly Guesthouse as we may be able to accommodate you in one of our other homes on the property. Early check-in or late check-out are an extra cost of $10 per hour, however approval is based on availability.

Guest favorite
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, 72 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.

Guest favorite
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
4.93 out of 5 average rating, 15 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 favorite
A cozy sleeping area features a spacious upholstered bed with a light-colored blanket. Two bedside lamps offer soft lighting, and a decorative mirror hangs above the headboard. Natural light enters through a window with a shade, complemented by warm wooden flooring.
Guest suite in San Ramon
4.89 out of 5 average rating, 132 reviews

Cozy suite w/ coffee, workstation, private access

Cozy guest suite with its own entrance and a private bathroom. 12 min to San Ramon City Center and HWY680. Remote workstation with chair. Newly remodeled bathroom with amenities including shampoo, body wash, hand soap, towels, etc. Appliances: - Mini fridge - Keurig coffee maker with complimentary k-cups - Mini microwave - Space heater - TV with Apple TV - Iron and ironing board No access to any common areas such as living room. Small pets are allowed.

Top guest favorite
The exterior of a modern two-story home is depicted, featuring a grey facade with a driveway leading to a garage. A landscaped area includes rocks and plants, while steps lead to a covered porch area. Nearby, trees are visible against a clear blue sky.
Home in Pleasanton
4.93 out of 5 average rating, 56 reviews

Downtown Pleasanton Home

Charming Stay Near Downtown Pleasanton Enjoy a cozy retreat just walking distance from downtown Pleasanton! Our modern 2-bedroom home features a fully equipped kitchen, fast Wi-Fi, plush bedding, and outdoor space. Walk to shops, dining, and the farmer’s market, or explore nearby parks and the Alameda County Fairgrounds. With easy access to BART and major highways, it’s perfect for business or leisure. Book now for a relaxing and convenient stay!

Popular amenities for Pleasanton places to stay

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.

All about Pleasanton

Pleasanton is an East Bay suburb tucked between the rolling greenery of Morgan Territory Regional Preserve an hour east of San Francisco and around 45 minutes east of Oakland. The city’s perennial Mediterranean climate brings people outdoors throughout the year here, whether that’s for mountain biking along the 9,090-acre Pleasanton Ridge Regional Park — where peaks exceed heights of 1,600 feet, providing spectacular vistas for miles around — or enjoying a round of golf at a local course.

Downtown, you’ll find brightly colored storefronts, restaurants, and cafes in historic buildings, some of which were once connected through underground tunnels that ran below Main Street. You can learn more about the architecture, which spans Victorian, Italianate, and Richardson Romanesque, among other styles, and the stories behind the famous people who populated these buildings, on self-led cellphone walking tours from the Museum on Main.

Pleasanton is also host to the popular Alameda County Fair, one of the largest fairs in the Bay Area.

What are the top things to do in Pleasanton?

Pleasanton Farmers’ Market

Held every Saturday on Pleasanton’s Main Street and West Angela Street, Pleasanton Farmers’ Market brings together local farmers and eateries to showcase fresh produce, from artisanal cheeses to indulgent pastries and vibrant flowers. Minutes walk away are Delucchi Park and Lions Wayside Park, scenic spots to sit and savor your finds.

Museum on Main

Located under the arch in downtown Pleasanton, the Museum on Main is a Smithsonian outreach program devoted to documenting the history of the Tri Valley area, from the earliest records of Native American inhabitants to Pleasanton in the present. Permanent and traveling exhibits showcase the region’s work history, culinary traditions, and sports with presentations, tours, and panel discussions. The museum is closed on Sundays and Mondays.

Shadow Cliffs Regional Recreation Area

A former gravel quarry turned bountiful regional park, Shadow Cliffs is an 80-acre recreational area with a lake and picnic facilities that’s a popular place for water sports. You can fish, boating, and swim here year round, and a refreshment stand serves up drinks and snacks in the summer.

Quick stats about vacation rentals in Pleasanton

  • Total vacation rentals

    Explore 150 vacation rentals in Pleasanton

  • Nightly prices starting at

    Pleasanton vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 2,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Pleasanton vacation 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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