
Vacation rentals in Pleasanton
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Top-rated vacation rentals in Pleasanton
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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.

Secluded retreat/Remote office/TinyHouse/Livermore
TINY HOUSE! This is your chance to experience what it's like to go Tiny! Located in Livermore California, Warm and cozy decor with a bit of a rustic feel, situated on beautiful rolling hills with spectacular views. BBQ on a large private deck and enjoy the sunset. Perfect for a sunrise yoga session or a peaceful surrounding in a country setting with cattle roaming and chickens nearby. Minutes away to many popular wineries and the San Francisco premium outlets in Livermore. Has 2 lofts/1 bath.

Wine Country Craftsman Cottage
Restored Craftsman Cottage, walking distance to historic downtown Livermore. Downtown features excellent restaurants, theaters, antique stores. Short drive to Livermore wine country. Perfect for romantic getaways, wine tasting trips, antiquing, bike trails, hiking, weddings. Sleeps 2-4. Private backyard with patio, BBQ , organic garden . Charming vintage décor. Fully equipped kitchen. One bedroom with queen size bed, 2nd bedroom with queen size bed. Hardwood floors throughout.

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
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.

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.

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!

Cozy Condo in Dublin.
This modern condo is perfect for both work and play. With a dedicated home office, you'll have the ideal setup for remote work or planning your Bay Area adventures. Centrally located, you're just a short walk or bike ride from a variety of grocery stores and fantastic restaurants. BART access makes it easy to explore San Francisco city, while free on-premise parking ensures a hassle-free stay for those traveling by car. Note: Master bedroom will be unavailable and locked.

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.

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.
Popular amenities for Pleasanton places to stay
Other great vacation rentals in Pleasanton

Room in Hayward Townhouse

Cozy 1st-Floor Bedroom w/ Private Bathroom

Private Bedroom/Private Bath Walk to Dublin BART

Downtown Darling

Mark Villa

Private room and private bath near LLNL

Casita in Danville

c5# Newly renovated private villa with a cozy and elegant room, beautiful environment, convenient living.
Quick stats about vacation rentals in Pleasanton
Total rentals
150 properties
Nightly prices starting at
R345 ZAR before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
40 properties have a pool
Your guide to Pleasanton
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.
The best time to stay in a vacation rental in Pleasanton
Conditions are balmy and days are warm in Pleasanton no matter the season. You’ll be able to hike, trek, and explore the nearby parks without fear of being rained on. If you book a Pleasanton vacation rental in the fall or winter, you can check out the area’s biggest annual events. The Alameda County Fair at the end of October is one of the Bay Area’s largest fairs and features food stalls, trucks, and rides. In November, the Holiday Train of Lights is a festive 1.5-hour round trip aboard antique coaches and open cars through Niles Canyon.
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.
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Pleasanton?
Yes! Work meets play with ease at over 90 vacation rentals in Pleasanton featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Pleasanton?
Experience the best of Pleasanton with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Pleasanton?
Four-legged friends are welcome in Pleasanton. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there Pleasanton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pleasanton, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Pleasanton have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pleasanton have wifi?
Absolutely! We offer over 70 house rentals with wifi in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pleasanton have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Pleasanton have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Pleasanton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Pleasanton?
Pleasanton has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Guesthouse Rentals in Pleasanton?
Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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