
Holiday rentals with outdoor seating in Pleasanton
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Pleasanton
Guests agree: These Holiday Houses with Outdoor Seating 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

★UNIQUE STAY in the middle of the BAY★ Wifi+MORE!
Comfortable in-law suite located in the “Heart of the Bay.” Just a 5-minute drive to downtown Hayward and BART, 25 min. from OAK Airport, and 35 min. from SFO Airport. In-N-Out, Sprouts, Raising Cane’s, Starbucks and much more are conveniently located just 4 minutes away. Our space is ideal for couples, travelers, and guests looking for a well-located home base. Enjoy easy access to nearby cities, dining, transportation, and experience the Bay Area’s energy and diversity from a central location.

Sunset Spa Suite w/private patio, views & parking
This private suite is a slice of heaven in a woodland setting! Accessed via a flight of garden stairs, it has a private entry, dedicated street parking, a private patio, luxurious large bath with a walk-in shower for 2, large jacuzzi tub for 2, heated floors, A.C., mini fridge, toaster oven, & microwave! The bedroom features a queen-sized bed, table for two, large screen smart TV, and strong fiber optic WIFI signal. Located in a beautiful neighborhood with wonderful hikes just outside the door.

Beach Airstream (Bliss) - New Listing
On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

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.

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.

Cozy Modern Detached 1br Guest House, close to DT
Detached Guest House that is on the same property of the main house. It is private, safe, and cozy 1br features a "Casper" queen bed. The living room features a twin-sized sleeper sofa, smart TV, and high-speed WIFI. Self-check-in with a keypad, for contactless and flexibility in arrival. Tesla EV charger also available to share For a more personalized experience, we kindly ask our guests to share the reason for their visit at the time of booking. Dogs are allowed with pet fee

G & M #1 Livermore Wine/ E-Bike Getaway (Pets ok)
E-Bikes Hot tub fire pit 1 Queen bedroom 1 double bedroom 1 futon 1 bath, fully furnished with all amenities needed. wi/fi ( Pets ok $20.00 per pet per stay Please notify at booking), washer dryer on site. Includes country breakfast fixings you cook it (or) continental breakfast for first morning breakfast. Located with our small family vineyard in the back of the property. Wineries and downtown Livermore 5 min by car. many different farm animals on property for you to visit.

SkyHigh Redwoods Retreat with Bay Views
Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Hike-in Bay Views Cabin w HotTub
Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.

Secluded retreat/Remote office/Livermore Ranch.
Modern Retreat in Livermore Wine Country Relax and recharge in this stylish 3-bedroom, 2-bath home nestled in the rolling hills of Livermore. With a modern kitchen, spacious layout, and cozy furnishings, it's perfect for getaways, wedding prep, or small gatherings. Enjoy peaceful, semi-private surroundings with easy access to wineries, hiking, Silicon Valley, and San Francisco. Only registered guests allowed on the property.
Popular amenities for Pleasanton outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cheerful 4 Bedroom Home With an Outdoor Pergola

Remodeled Lakeview Oasis W/Pontoon Boat. ~ 3k sqft

Marin Retreat: large deck + expansive views

Architectural Gem Mid Century Modern in the Trees

CHARMING 3 BEDROOM LAKE HOUSE

Two Creeks Treehouse

Emerald stay. Timeless. Relaxing

Luxury 3 King Secluded Retreat, near San Francisco
Apartment rentals with outdoor seating

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

Private Suite in the Redwoods with a View

SF & Bay views, deck w/hot tub, luxurious studio

Apartment above Levi Stadium.

New designer upstairs apartment downtown Livermore

Private & clean STUDIO 580/680 Tri-Valley

Comfortable, newly remodeled private Studio/Apt

Apartment near Tesla & Silicon Valley
Condo rentals with outdoor seating

Twenty minutes to SF, one block to beach, fire pit

Spacious top 1bd/1ba w/ pvt deck (no cleaning fee)

Modern two bedroom, two bathroom Mill Valley Condo

Cabo San Pedro - 1 bed - Stunning Ocean Views

Pacific Heights Home Garden Near Fillmore & Union

Cozy condo in the heart of Alameda

Clean, Private and Safe San Francisco Apartment

Classic Bright Modern Spacious 1bd/1ba Apartment
When is the best time to visit Pleasanton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $224 NZD | $164 NZD | $131 NZD | $138 NZD | $129 NZD | $128 NZD | $129 NZD | $138 NZD | $138 NZD | $145 NZD | $138 NZD | $138 NZD |
| 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 |
Quick stats about holiday rentals with outdoor seating in Pleasanton

Total holiday rentals
Explore 30 holiday rentals in Pleasanton

Nightly prices starting at
Pleasanton holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 820 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 of Pleasanton holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pleasanton rentals

4.8 Average rating
Pleasanton stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Northern California Holiday rentals
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- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
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- Apartment rentals Pleasanton
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- Rentals with a fireplace Pleasanton
- Rentals with a washing machine and dryer Pleasanton
- Rentals with a fire pit Pleasanton
- Family-friendly rentals Pleasanton
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- House rentals Pleasanton
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- Rentals with pools Pleasanton
- Rentals with a patio Pleasanton
- Rentals with outdoor seating Alameda County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Moscone Center
- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Oracle Park
- Muir Woods National Monument
- Capitola Beach
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Pier 39
- Seacliff State Beach
- Henry Cowell Redwoods State Park
- Twin Peaks
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach
- Levi's Stadium
- Winchester Mystery House
- Bolinas Beach




