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Holiday rentals in Pleasanton

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Top-rated holiday rentals in Pleasanton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a two-story bungalow is depicted, featuring a welcoming entrance framed by lush greenery and vibrant flowers. A palm tree is located prominently to the side. The paved driveway leads to a well-maintained facade, enhancing the inviting atmosphere of the property.
Home in Livermore
5 out of 5 average rating, 51 reviews

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.

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.
Guest house in Dublin
5 out of 5 average rating, 155 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, 267 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 favourite
An expansive wooden deck features a pergola, providing shade over a cozy seating arrangement. The sunset casts warm colors across rolling hills in the background, enhancing the serene outdoor space. The deck invites relaxation while enjoying the surrounding natural scenery.
Tiny home in Livermore
4.95 out of 5 average rating, 367 reviews

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.

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
4.93 out of 5 average rating, 169 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 favourite
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.
Guest house in Livermore
4.97 out of 5 average rating, 288 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 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, 67 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 favourite
A charming cottage is illuminated by soft outdoor lighting, featuring a front porch with white railings. White flowers line the walkway leading to the entrance, while lush greenery surrounds the home, creating an inviting exterior at dusk.
Home in Pleasanton
4.93 out of 5 average rating, 54 reviews

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!

Guest favourite
A spacious living area features a light-colored sectional sofa with accent pillows, accompanied by a soft area rug. Natural light filters through several large windows adorned with blinds. A dining area is visible, showcasing a modern dining table with chairs, enhancing the open layout.
Home in Dublin
5 out of 5 average rating, 10 reviews

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.

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
4.92 out of 5 average rating, 13 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
A serene pond is framed by natural boulders and a gentle waterfall cascading into the water. Lush greenery and various plants are visible along the perimeter, creating a peaceful ambiance in a well-maintained garden setting.
Home in Pleasanton
4.85 out of 5 average rating, 34 reviews

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.

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
4.98 out of 5 average rating, 64 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

  • Are there vacation rentals with a dedicated workspace in Pleasanton?

    Yes! Work meets play with ease at over 80 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 40 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 house rentals in Pleasanton have air conditioning?

    Absolutely! We offer over 60 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 30 apartment rentals with a gym in Pleasanton. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Pleasanton?

    Pleasanton has more than 10 family-friendly apartment 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.

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 £15 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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