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

Soak up the Serenity on the Patio of a Charming Cottage
Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

Mini cottage near San Francisco & SF airport
Mini cottage w/ free parking. This tiny cottage (<200sf) is located in our beautiful backyard. It is close to everything. A 15 min drive to downtown San Francisco and SF airport. A 15 min walk to Westlake shopping center & BART station to San Francisco. The beautiful unit has a private entrance, one bedroom with a queen bed and a private bathroom. We provide Wi-fi, towels, instant coffee, tea, and snack. More amenities for you to use: TV, microwave, refrigerator, hair dryer & electric kettle.

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.

San Mateo Getaway Private 2 Bedroom
Bright & spacious 2 bedroom apartment with beautiful backyard in San Mateo. In-law apartment with private entrance dedicated to hosting guests. Located in quiet residential neighborhood, but close to activities for families and singles. Amenities include wet bar area with toaster oven, coffee maker, mini fridge and microwave! Laundry available upon request. Easy access to San Francisco/San Jose via 280 & 101. Close to SFO, Cal train/BART and Downtown San Mateo. Lots of street parking.

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!

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. 🌲

Oceanview Penthouse, Stylish, Walking to Beach
A perfect romantic getaways to this stylish indoor/outdoor Penthouse! We are 10 mins walk to beaches and 15 mins walk to award winning restaurants. There are a lot of fun activities: spending your days on the beach, exploring the hiking, biking, golfing, surfing, kayaking, paddle boarding or just simply kick back relax in this quiet and picturesque property with a panoramic ocean view, enjoying the sunset and the beautiful garden. We are 30 mins to SF or 60 mins to Santa Cruz.

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.

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!

Super Bowl Wknd Sleeps 6 Easy Drive to Santa Clara
Visiting for Super Bowl weekend? Welcome to your calm Bay Area retreat - a cozy space for relaxed days & fireside evenings. Enjoy comfort, privacy & easy indoor-outdoor flow: Sleeps 6 | 3 bedrooms | 3 beds | 2 baths Wood-burning fireplace & fenced backyard w/ fire pit Enclosed atrium w/ custom mural Kitchen, dining area & dedicated workspace Free parking, Wi-Fi & laundry Single level home w/ private entrance

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 outdoor seating rentals in Hillsborough
House rentals with outdoor seating

2BR Executive High Ceiling King Suite w/ Bay Views

10-Min SFO *A/C* Modern Comfort 2BR Family Retreat

Andulore Cottage - Walk to Burlingame Dining/Shops

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Beach House ~180° Views, Hot Tub, Curated Interior

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

Bright Slice of the Sunset Private Flat with Deck

Two Creeks Treehouse
Apartment rentals with outdoor seating

Coastal Zen Cottage - Walk To Beach!

Modern Oceanview 2-Bed Apartment Home

The Cozy Casita 2

Private & clean STUDIO 580/680 Tri-Valley

Modern apt steps to beach, trails & downtown HMB

Steps to Beach Ocean Retreat / Private Entrance 4

Newly Updated Guest Suite w/ Sweeping Ocean Views

Sunlit Oakland Retreat w/ Designer Touches & Deck
Apartment 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

Pacific Heights Home Garden Near Fillmore & Union

Cozy condo in the heart of Alameda

Clean, Private and Safe San Francisco Apartment

The Alpaca House

Most Desired Vacation Spot in San Francisco.
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 SGD | $205 SGD | $193 SGD | $197 SGD | $193 SGD | $240 SGD | $255 SGD | $238 SGD | $238 SGD | $196 SGD | $189 SGD | $192 SGD |
| 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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,510 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Hillsborough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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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- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Rentals with pools Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- Family-friendly rentals Hillsborough
- Rentals with a fireplace Hillsborough
- Pet-friendly rentals Hillsborough
- Flat rentals Hillsborough
- Rentals with a patio Hillsborough
- House rentals Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with outdoor seating San Mateo County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Castro Street
- Levi's Stadium
- Moscone Center
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Baker Beach
- Muir Woods National Monument
- Oracle Park
- Las Palmas Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Pier 39
- University of California-Berkeley
- Montara Beach
- Palace of Fine Arts
- Bolinas Beach




