Holiday rentals in Pleasanton

Iconic Union Pacific Caboose

After 30 years of rail service and 30 years of retirement this Caboose has reinvented its self as a truly unique stay amongst the vineyards of the Livermore wine country. With 20 local wineries in close proximity you can walk, ride bikes or take the wine trolley to enjoy a day of wine tasting. There is also Lake Del Val 15 minutes away for hiking, fishing and boat rentals. Across the street is Holdner Park whose trails lead for miles and connect to Sycamore Grove. Downtown is 5 minutes away!

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.

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.

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!

New 4 BD/3.5 BA House - Near public transportation

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.

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.

Charming Guest Suite for Two

Welcome to our charming and cozy guest suite, perfect for two! Located in the heart of Dublin, our space offers unmatched convenience. Enjoy nearby shopping malls, a variety of restaurants, movie theaters, and all the city has to offer. Thoughtfully designed, the suite features a comfy bed, relaxing decor, and essential amenities for a perfect stay. Whether visiting for work or leisure, you’ll love this cozy retreat in a prime location!