Are there vacation rentals with a dedicated workspace in Pleasanton?

Yes! Work meets play with ease at over 70 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 guesthouse rentals in Pleasanton?

Experience the best of Pleasanton with our guesthouse rentals, starting at about $20 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 50 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 60 house rentals with wifi 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.

What are the most popular amenities for House Rentals in Pleasanton?

Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Pleasanton places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Pleasanton

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

A modern building with a striking two-tone exterior combines warm wood paneling and dark stone. Decorative string lights hang above the entrance, and a staircase leads to the upper level. Lush landscaping includes low-maintenance plants, adding a touch of greenery to the entrance.

Apartment in San Carlos

4.94 out of 5 average rating, 31 reviews

Amazing Apt, King Bed, Kitchen, Walker's Paradise

Welcome to your stylish haven 1-mi from downtown San Carlos! Our fully renovated studio is decked with a king-size bed, pull-out sofa, full kitchen, and a luxurious bath. With a washer/dryer, heat & AC, and a Smart TV with Netflix and YouTube TV included, comfort is ensured. On Laurel St with a Walk Score of 90, you're minutes from downtown, restaurants, and stores. Perfect for business travelers, this is a pet-friendly unit with off-street parking. All utilities included for a worry-free stay.

Guest favorite

An inviting entrance features double doors wide open to a private area. A small seating arrangement is visible, with a chair and a side table. Lush greenery adorns the space, enhancing the outdoor ambiance.

Home in Berkeley

4.88 out of 5 average rating, 277 reviews

Charming Garden Studio with Private Entry + Deck

My place is very conveniently located - close to public transport, restaurants and dining, family-friendly activities, close to public library, huge park and community swimming pool, jogging track and playground. You’ll love my place because of the neighborhood, the light, the access to outdoor space, the comfy Queen-size Tempurpedic bed, and the coziness of your own private space. My place is great for couples, solo and business travelers. Adhering to all COVID safety protocols - Come & enjoy!

Guest favorite

A charming entrance features a light blue door and two white Adirondack chairs positioned beside potted plants and greenery. The stone path leads to a cozy patio area surrounded by lush tropical foliage.

Home in Stinson Beach

4.93 out of 5 average rating, 414 reviews

Bright and Cozy Beach Cottage

Adorable private cottage. Bright and comfortable beautifully appointed. 2 bdrm, 1 bath full kit, Lovely private garden where you can relax and enjoy after a fun day at the beach. Let the waves rock you to sleep. Our Stinson Beach Seaside Village is a special beautiful place with close proximity to some of the best hiking trails. The Dipsea and the Matt Davis Trail are steps away. Enjoy our beautiful natural surroundings, beach and gorgeous coastline. The perfect place for a memorable getaway!

Top guest favorite

Condo in Marina Gardens

5 out of 5 average rating, 111 reviews

Most Desired Vacation Spot in San Francisco.

Welcome to San Francisco, one of the most beautiful and diverse cities in the world! I would love to host you in my modern and clean home right in the middle of one of the most coveted neighborhoods in the city, the Marina District. You will only be a few steps to the Marina waterfront, beach, and Crissy Field. If you look toward your left, you can’t miss the iconic Golden Gate Bridge. You can stroll to Chestnut Street and Union Street where you will find restaurants and trendy store fronts.

Top guest favorite

A wooden tray holds two oval-shaped decorative gourds, positioned on a dark table. Soft, natural light filters through a large window, showcasing a misty view of tall trees and greenery outside, creating a serene atmosphere.

Guesthouse in Oakland

4.96 out of 5 average rating, 191 reviews

The Redwood Retreat

Near Lake Temescal, Redwd Regional Prk, Bart, Hwy 13, Rockridge,Montclair, Dwntwn. We completely remodeled our guest house with a focus on short term tenants. Lots of storage within one of the most quite settings you will find. We made a thoughtful attempt to load the unit with everything u might need while away. The kitchen is functional to the point that you could actually cook a Thanksgiving dinner, multiple frying pans to crock pots a blender or chefs knives. Bathroom sundries abound!

Guest favorite

The entrance features double glass doors framed by sleek black lanterns, providing an inviting entryway. Large windows above the doors allow natural light to brighten the area. A tall planter with greenery enhances the contemporary design, complemented by a wooden deck leading to the entrance.

Shipping container in Vallejo

4.92 out of 5 average rating, 24 reviews

Cozy Container

This memorable place is anything but ordinary. High Ceilings, modern fresh decor add to the appeal. Cozy Shipping Container named CeeCee is modern. Near restaurants, grocery, pharmacies, downtown Vallejo, freeways, and public transportation. SF Ferry, Napa, Sutter and Kaiser hospital, Benicia, and Six Flags Amusement Park. Located behind a security fence, and easy self check-in. Perfect for singles, couples, traveling nurses, and more. Features a Twin XL bed perfect for 1 person.

Guest favorite

A treehouse is nestled within the branches of a tree, illuminated by warm fairy lights. The structure features a rustic wooden exterior with framework that provides an adventurous feel. The backdrop showcases a pastel twilight sky, enhancing the charming atmosphere of the backyard.

Tiny home in San Jose

4.95 out of 5 average rating, 37 reviews

Family Favorite: Mickey Dream Loft & TREE house

Welcome to your next unforgettable stay — where comfort meets adventure in a space designed for fun-loving families and couples. 🌟 🧗‍♂️ Sleeping lofts accessed by indoor ladders — best suited for physically agile, adventurous guests 🌳 Relax in a magical backyard featuring a real treehouse, firepit & BBQ 🛁 Unwind in a spa-style bathroom with luxe touches 👨‍🍳 Cook like home in a fully stocked kitchen 🎮 Enjoy games, 65” TVs, and flexible workspaces 🌟 Discover More Below!

Guest favorite

A verdant garden is displayed, featuring a pathway lined with stepping stones leading to the two cabins. Lush plants and vibrant flowers surround the space, complemented by raised garden beds filled with herbs and vegetables. The cabins, with large windows, are visible in the background.

Guesthouse in Oakland

4.91 out of 5 average rating, 339 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Guest favorite

A charming single-story home is framed by a vibrant garden, featuring a colorful picket fence and decorative front porch. The exterior displays intricate architectural details, with bright red accents complementing the light-colored walls. Lush greenery and blooming flowers enhance the inviting curb appeal.

Apartment in Campbell

4.94 out of 5 average rating, 254 reviews

Victorian Experience Downtown Campbell King Bed

Light streams through the picture window, bathing the room in a golden glow. As you bask in the sun’s warm gift, the taste of morning's first cup of coffee kisses your lips, awakening your senses. You take a deep breath, feeling grateful to have found the perfect oasis—a thoughtfully designed retreat in the heart of downtown Campbell. Whether you’re here for work or relaxation, this space invites you to unwind and savor the moment.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Pleasanton places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Pleasanton's top sights

Stoneridge Shopping Center5 locals recommend

Tully's Coffee45 locals recommend

BART Dublin_Pleasanton station38 locals recommend

Regal Hacienda Crossings ScreenX, IMAX & RPX4 locals recommend

Dublin/Pleasanton Station21 locals recommend

Whole Foods Market3 locals recommend

Pet-friendly places to stay in Pleasanton

Superhost

A modern living area is presented with a large, gray sectional sofa adorned with orange accent pillows. A low coffee table sits in front, accompanied by a textured area rug. Natural light filters in through dual windows, with minimalist wall art complementing the space.

Apartment in East Palo Alto

4.85 out of 5 average rating, 117 reviews

Pet Friendly w/Peloton, Fast WiFi, Fire Pit, BBQ

Top guest favorite

The interior of the cabin features a single bed dressed in a blue and white plaid coverlet alongside two soft pillows. A kitchenette area with wooden cabinets and a small fridge is visible, complemented by a round mirror and decorative wall art of a forest scene.

Guesthouse in La Honda

4.95 out of 5 average rating, 436 reviews

Bicycle Shack @ La Honda Pottery

Top guest favorite

The living area features large windows that provide views of the ocean and mountains. A comfortable couch and wooden table are included, along with a stylish chair. Light oak flooring and exposed beams add warmth to the space, which is bright and inviting.

Apartment in Stinson Beach

4.97 out of 5 average rating, 206 reviews

Stinson Oceanfront - La Sirena

Guest favorite

The living area features a blue velvet sofa and a white upholstered couch, positioned around a wooden coffee table. Two framed photographs adorn the green walls, with light filtering through nearby windows. A decorative plant hangs in one corner, adding a touch of greenery.

Guesthouse in Half Moon Bay

4.9 out of 5 average rating, 289 reviews

Stylish Spacious Seaside Retreat, Walking to Beach

Guest favorite

A modern kitchen is equipped with sleek white cabinetry and stainless steel appliances. A spacious island offers seating for three, complemented by decorative plants and wall mirrors. Ample natural light illuminates the area, highlighting the stylish finishes and functional layout.

Home in Montara

4.92 out of 5 average rating, 101 reviews

Montara Beach Mountain Escape

Superhost

A two-story wooden structure is nestled among trees on a hillside. Surrounding golden grasses and scattered boulders are visible, along with a wooden deck that extends around the home. A vehicle is parked nearby, indicating accessibility to the secluded location.

Guest suite in Nicasio

4.89 out of 5 average rating, 253 reviews

(1) Studio with outdoor spa in paradise.

Top guest favorite

A circular wooden sign features a decorative tree design, with a weathered appearance. The words 'Merriewood Retreat' are inscribed at the top, and a tagline reads, 'when time stands still and you can to' along the base. The sign is positioned against a rustic post.

Tiny home in Oakland

4.94 out of 5 average rating, 342 reviews

Merriewood Retreat enjoy quiet peace

Guest favorite

The entrance to the studio cottage is framed by lush greenery, with steps leading up to an open door. Natural light spills into the interior, showcasing wooden accents and inviting outdoor space. Paved stones create a pathway, bordered by a wooden fence.

Guesthouse in Sunnyvale

4.96 out of 5 average rating, 427 reviews

Private cottage in a garden

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Other great vacation rentals in Pleasanton

Top guest favorite

A wooden dock extends into calm waters, flanked by grassy sections and structures on either side. Fluffy clouds drift across a bright blue sky, creating a serene backdrop against the shoreline lined with trees.

Home in Bethel Island

5 out of 5 average rating, 23 reviews

Your Waterfront Escape

Top guest favorite

Home in Benicia

4.92 out of 5 average rating, 145 reviews

Benicia,our cozy & handy get away for your group

Top guest favorite

A wooden deck is shaded by a pergola adorned with lush wisteria, offering a scenic view of the surrounding landscape. A rectangular table and several chairs provide seating for outdoor dining. Green trees frame the horizon, creating a peaceful outdoor retreat.

Home in Oakland

4.99 out of 5 average rating, 125 reviews

Beautiful Home. Gorgeous Views. Five Bedrooms.

Top guest favorite

Home in Discovery Bay

4.96 out of 5 average rating, 52 reviews

Remodeled in 2020-Large deck w/ spa & ping pong!

Guest favorite

A modern bathroom features a glass-enclosed shower with a sleek showerhead and contemporary fixtures. The walls are adorned with textured tile, and a vanity with a mirror is seen in the background. Soft lighting from multiple sconces enhances the clean aesthetic.

Apartment in South San Francisco

4.92 out of 5 average rating, 37 reviews

Sparkling Clean Newly Remodeled 1BR near SF/SFO+EV

Top guest favorite

A spacious dining area features a long wooden table set with round placemats. Overhead, three pendant lights provide illumination. Large glass windows allow natural light to fill the space, presenting views of the outdoor seating area and planters.

Bungalow in Novato

4.94 out of 5 average rating, 86 reviews

Novato Farmhouse Inn

Guest favorite

Home in Castro Valley

5 out of 5 average rating, 5 reviews

2BR House with Canyon & Hillside Views

Guest favorite

A wooden picnic table and bench set are positioned on a deck area, surrounded by greenery and flowers. Steps lead up to a raised platform, with a spacious lawn visible in the background. A tall pine tree adds natural height to the setting.

Guest suite in Outer Sunset

4.89 out of 5 average rating, 167 reviews

Great Highway Oceanfront studio

Show all

Quick stats about vacation rentals in Pleasanton

Total rentals
150 properties
Total number of reviews
2.3K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

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 70 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 guesthouse rentals in Pleasanton?
Experience the best of Pleasanton with our guesthouse rentals, starting at about $20 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 50 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 60 house rentals with wifi 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.
What are the most popular amenities for House Rentals in Pleasanton?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Pleasanton places to stay

Top-rated places to stay in Pleasanton

Vacation rentals for every style

Popular amenities for Pleasanton places to stay

Stay near Pleasanton's top sights

Pet-friendly places to stay in Pleasanton

Other great vacation rentals in Pleasanton

Quick stats about vacation rentals in Pleasanton

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Your guide to Pleasanton

All About Pleasanton

The best time to stay in a vacation rental in Pleasanton

Top things to do in Pleasanton

Pleasanton Farmers’ Market

Museum on Main

Shadow Cliffs Regional Recreation Area

Frequently Asked Questions

Destinations to explore