
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.

Santa Cruz A-Frame
This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

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.

The Blue Door Retreat
This hotel-like home has been professionally renovated and designed to maximize the comfort, convenience and enjoyment of your stay. The kitchen has a huge WOW factor w/ stainless high-end appliances, fully stocked, ideal for cooking, entertaining, or baking. Indoor/outdoor living w/ double french doors that both open up to the beautiful backyard space complete with patio furniture, BBQ and firetable, ideal for enjoying our amazing CA weather. Smart TV's in every room for those Netflix nights!

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 - Pet Friendly
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.

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.
Popular amenities for Pleasanton holiday rentals
Other great holiday rentals in Pleasanton

Private Bedroom/Private Bath Walk to Dublin BART

Room in Hayward Townhouse

Charming nest in Castro Valley

Cozy 1st-Floor Bedroom w/ Private Bathroom

Private Suite/Attached Bath Walk to Dublin Train

Business-friendly Room in Hayward w/Fast Wifi (FB)

Quiet & comfortable room with shared bath

Casita in Danville
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £99 | £96 | £99 | £90 | £76 | £87 | £87 | £83 | £83 | £95 | £102 | £99 |
| Avg. temp | 11°C | 12°C | 13°C | 15°C | 16°C | 18°C | 19°C | 20°C | 20°C | 18°C | 13°C | 11°C |
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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