Vacation rentals in Pleasanton

5 out of 5 average rating, 9 reviews

The entrance to the caboose reveals a cozy seating area with a light-colored sofa and an ottoman. A staircase leads to the upper level. Walls are adorned with floral wallpaper, complemented by a colorful artwork piece and soft lighting from a nearby lamp.

Guesthouse in Livermore

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!

5 out of 5 average rating, 154 reviews

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

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.

4.98 out of 5 average rating, 264 reviews

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

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.

4.95 out of 5 average rating, 360 reviews

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

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.

4.99 out of 5 average rating, 188 reviews

A shaded patio features a round table surrounded by four metal chairs. An umbrella provides protection from the sun, while lush greenery surrounds the outdoor space, including trees and shrubs. The patio is paved with stone, creating a comfortable area for relaxation.

Bungalow in Livermore

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.

4.93 out of 5 average rating, 167 reviews

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

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.

5 out of 5 average rating, 64 reviews

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

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.

4.89 out of 5 average rating, 392 reviews

A dining area features a large wooden table surrounded by six matching chairs, creating an inviting space for meals. Natural light flows through large sliding glass doors, illuminating decorative elements, including a mirror and two vibrant glass bottles.

Townhouse in Pleasanton

Great Townhouse in charming Pleasanton

3 bed 1.5bath townhouse with 1 car garage. Fully furnished with beautiful high end but cozy furnishings. Max guests are 6 adults 1 infant no extra guests. 1 cal-king, 1 queen, 2 twin beds. Please be advised there are stairs and some people say they are steep. Smart TVs YouTube TV Netflix etc. High speed Wi-Fi internet is included. The house has central heating and air conditioning and is professionally cleaned before every booking. Home comes fully stocked with everything you need.

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.

4.92 out of 5 average rating, 53 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!

4.98 out of 5 average rating, 56 reviews

A spacious living area is highlighted by large windows that allow natural light to fill the room. A sectional sofa is arranged around a coffee table, and a dining table with orange chairs is visible nearby. A television is mounted on the wall, providing entertainment options.

Home in Dublin

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.

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.

4.86 out of 5 average rating, 29 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.

4.99 out of 5 average rating, 174 reviews

A kitchenette with light wood cabinetry and granite countertops is shown, featuring a dishwasher and various small appliances. A dining area with a vase of fresh flowers is visible, along with a spacious sleeping area beyond, containing a comfortable bed and a wall-mounted TV.

Apartment in San Ramon

Private & clean STUDIO 580/680 Tri-Valley

For the booked guest and positive reviews only Studio apartment: This private, convenient & clean studio apartment is the perfect place to stay. Quiet, private, comfortable and right by the 680 freeway. Enjoy the anonymity of a large, safe multi-unit complex within walking distance to shopping and restaurants. Clean and sanitized for the best comfort.

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Popular amenities for Pleasanton places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Pleasanton

A living area features a brown leather sofa and a red patterned chair, complemented by decorative throw pillows. A coffee table holds a small vase of flowers. Natural light floods in through sliding glass doors that lead to a balcony with a view.

Apartment in Pleasanton

4.9 out of 5 average rating, 10 reviews

Cozy 888 Apartment Unit Remodel

Home in Livermore

5 out of 5 average rating, 5 reviews

Downtown Darling

Guest suite in Livermore

5 out of 5 average rating, 37 reviews

Traveler's Retreat | Private Livermore In-Law Unit

5 out of 5 average rating, 6 reviews

Home in San Ramon

Heart of SAN RAMON Golf + Glamping Loft

4.94 out of 5 average rating, 17 reviews

The exterior of a modern two-story home is displayed, featuring a well-maintained front yard with lush greenery. A spacious driveway leads to a garage, and the entrance is framed by a covered porch with a railing. The house is surrounded by other residences, enhancing the neighborhood feel.

Home in Livermore

Luxurious Modern Downtown House

Superhost

A spacious bedroom features a large bed with plush white bedding. Two bedside tables with reflective surfaces are positioned on either side. Natural light enters through multiple windows adorned with simple blinds, and a cozy bench is placed at the foot of the bed.

4.89 out of 5 average rating, 28 reviews

Pretty 4B2B Pleasanton House

5 out of 5 average rating, 6 reviews

A modern exterior of the building is displayed, featuring a white facade and large windows. Two sets of stairs lead to separate entrances, flanked by planters with colorful flowers. A neatly maintained lawn and stone pathway complement the inviting landscape.

Home in San Ramon

Angie's Oasis

Superhost

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.