
Holiday rentals with outdoor seating in Hillsborough
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Hillsborough
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat
Welcome to our beautifully remodeled 2-bedroom home, just minutes from Downtown San Mateo! Whether you’re a couple, a family, or a business traveler, this is the perfect spot for you. Enjoy a fully equipped kitchen, comfortable living space, and kids-friendly amenities. Explore San Mateo's vibrant neighborhoods or take a short drive to San Francisco. We've thought of everything to make your stay comfortable, including fast WiFi and plush bedding. Book now and experience the best of the Bay Area!

Apartment w hot tub / forest & ocean view
Slow living on the farm. Welcome to Coop d’État Farm Retreat on Kings Mountain—set among old-growth redwoods with ocean views, a fire pit & a private hot tub. The apartment sits on our working glamping property, where chickens roam, goats graze, dogs stand guard, and our cats supervise from afar. We’re a 10-minute walk to the Purisima Open Space trail network. This cozy apartment occupies the lower floor of our home & includes a private entrance and parking, access to a shared picnic & BBQ area.

Kings Mountain Studio Cabin
Enjoy a cozy STUDIO Cabin nestled in the Redwoods up on Kings Mountain. For those who are inclined to have an active lifestyle, We are close to Purisima Creek, Huddart Park, and El Corte De Madera Hiking and Biking Trails. This space is perfect for two! (read more about the space) 20 minutes away from Half Moon Bay with beautiful beaches and 30 min. from Stanford, Palo Alto. We are adjacent to The Mountain House Restaurant. Res recommended. Short drive to local breakfast place. NO PETS!

Andulore Cottage - Walk to Burlingame Dining/Shops
Welcome to Andulore Cottage! Remodeled home in great location in quiet neighborhood. Walk to Burlingame Avenue shops, restaurants and Caltrain Station! This 1944 WWII era cottage has been lovingly restored, updated and renovated while preserving historic detail and charm throughout. Interior decor of this home is styled mid-century transitional. There are three bedrooms, living room, dining room, kitchen, and spacious backyard with beautiful patio with brick BBQ and fireplace.

Cozy private in-law suite, close to SFO, fast WiFi
Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

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.

Cozy, modern 1-bedroom with backyard ocean view!
Fall in love with this modern & sunny, 1 bedroom, 1 bath apartment with walk-in shower, refrigerator, TV, coffee/tea, & fast internet. First-floor unit (430 sq ft) with private entrance has views of nature & access to a peaceful backyard—steps from an awe-inspiring view of the Pacific Ocean. This one-of-a-kind, tranquil getaway offers the best of the Bay Area at your fingertips! Walk to hiking trails, drive 5-min. to the beach, & 20-min. to San Francisco or SFO airport.

Elegant retreat in Redwood City
NOW with new AC & Heating! Gorgeous one bedroom apartment with en-suite bathroom, a spacious walk-in closet, ample light, and stunning views. Private fully equipped kitchen and sitting area allow for very comfortable living. Bedroom and sitting area/kitchen are separated by a door to allow for 2 separate work spaces. Washer/dryer and many other amenities available. This is part of a ~4000 sq ft luxury single family home with a completely separate and private entrance.

Lagoonfront Retreat: 3BR House Near SFO
Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.

Elegant Guesthouse in Garden Close to SF/SFO/Beach
Built in 2020, our guesthouse is the perfect place for couples or solo travelers. It has a private entrance, smart lock, hotel-quality bedding, brand-new furniture, and the latest interior design selections. Staying in the sunbelt of beautiful Pacifica, there are a lot of fun activities nearby: spending your day on the beach, exploring the hiking trails, or road trip along Highway 1. Half Moon Bay, SF, and SFO are around 20 minutes away!

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
*Entire Home-No sharing* Conveniently located! This spacious apartment is only 5min to SFO, 1-2 blocks from Starbucks, Walgreens, and other stores that you'll need! Many restaurants are right around the corner to eat at. Free Shuttles, Caltrain, Samtrans, and freeways are just blocks away. Longer inquiries are very welcome. Inquire even if the calendar is blocked off Send us a message now to secure your booking!

Home away from home in wonderful Burlingame
It's my honor to be your host and I will try to make your stay really great. I provide suggestions of things to do but feel free to ask for advice! Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price has been increased to reflect that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.
Popular amenities for Hillsborough outdoor seating rentals
Holiday House Rentals with Outdoor Seating

The French Door

TreeTops OceanView Retreat_HotTub_Month/LongTermOk

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

★EV+★Hillside SFO View★Home Theater★Pool Table

Coastal Retreat w/ Ocean Views

Beach Cottage Near Coastal Trail & Ritz

Upscale Modern House Near Mountain View Downtown

Two Creeks Treehouse
Apartment rentals with outdoor seating

Montara Ocean View Suite

Coastal Zen Cottage - Walk To Beach!

Downtown Modern Studio! Nearby Bart!

Modern Oceanview 2-Bed Apartment Home

The Cozy Casita 2

Floating condo 'A' on Sausalito's Richardson Bay.

Modern apt steps to beach, trails & downtown HMB

Steps to Beach Ocean Retreat / Private Entrance 4
Condo rentals with outdoor seating

Modern condo, Palo Alto, 1 Block to Stanford 2337

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

Quiet retreat from SF w/Fast Wi-Fi for remote work

Modern two bedroom, two bathroom Mill Valley Condo

Pacific Heights Home Garden Near Fillmore & Union

Cozy condo in the heart of Alameda

Clean, Private and Safe San Francisco Apartment

Spacious Top Floor Condo Retreat
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 AUD | $243 AUD | $229 AUD | $234 AUD | $229 AUD | $284 AUD | $302 AUD | $282 AUD | $282 AUD | $232 AUD | $224 AUD | $227 AUD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Quick stats about holiday rentals with outdoor seating in Hillsborough

Total holiday rentals
Explore 40 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at $76 AUD per night before taxes and fees

Verified guest reviews
Over 2,420 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
40 of Hillsborough holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Hillsborough rentals

4.9 Average rating
Hillsborough stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Northern California Holiday rentals
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- San Francisco Holiday rentals
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- Oakland Holiday rentals
- Rentals with a fire pit Hillsborough
- Rentals with a hot tub Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- Family-friendly rentals Hillsborough
- Apartment rentals Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
- House rentals Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with a fireplace Hillsborough
- Rentals with pools Hillsborough
- Rentals with outdoor seating San Mateo County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Santa Cruz Beach
- Capitola Beach
- Stanford University
- Golden Gate Park
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Baker Beach
- Seacliff State Beach
- Golden Gate Bridge
- California’S Great America
- Alcatraz Island
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Montara State Beach
- Bolinas Beach
- Pier 39
- Six Flags Discovery Kingdom
- Davenport Beach
- Palace of Fine Arts'`
- Pescadero State Beach
- Twin Lakes State Beach




