
House holiday rentals in Hillsborough
Find and book unique houses on Airbnb
Top-rated house rentals in Hillsborough
Guests agree: These houses are highly rated for location, cleanliness and more.

SF Amazing View & SUNroom: Spacious Private 1 bdrm
👋 Welcome to our spacious, clean, private getaway studio on Southern Hill in Daly City. Escape the hustle and bustle of the city. Enjoy a stunning view of day/night in clear days ☀️ - Easy street parking - Great Summit Loop Trail at San Bruno Mountain (6-min🚘) - Cow Palace Arena (8-min🚘) - H Mart grocery mall (10-min🚘) - 9.2 miles to SFO (17-min🚘) - 6.7 miles to Civic Center(>30-min🚘 w/ traffic or 20-min🚘 w/o traffic) - 11 miles to Fisherman's Wharf(>35-min🚘 w/ traffic or 23-min🚘 w/o traffic)

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!

Charming Retreat 2 BR Main House in SFO/Bay Area
Welcome to our inviting home With 3 comfortable queen size beds. The spacious living room boasts a comfortable sofa that can be folded down into a sofa bed, fully equipped kitchen adds flexibility to your dining options. Unbeatable location in a safe, pleasant neighborhood, Incredibly quiet despite being so close to the airport, 2 block to brand new SB Rec and Aquatic Center, minutes to downtown, restaurant, shopping, Freeway! High speed WiFi, Our Airbnb ensures easy access to key attractions

Stairway to Heaven - 1 bedroom
PLEASE NOTE- we live in a 3 story home and this unit is on the lower level of our home. Also available in a 2 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

Modern House w A/C No Pet in San Mateo
This cozy home is kids friendly, good for a family vacation. It is also suitable for business trip with high speed WIFI. It is well equipped with all the amenities you need to enjoy your stay! 15 minutes walk to San Mateo Downtown. 11 minutes walk to Cal Train Station, which takes you to San Francisco in 30 min, and San Jose 45 min. If you have a car, you can reach those popular destinations easily: Hwy 101: 3 min San Francisco Airport: 9 min Apple Palo Alto: 12 miles Stanford: 17 miles

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.

Hot Tub Home in Pacifica Free Parking /Beach/SFO
🏡 Your Perfect Getaway Near San Francisco & SFO – Quiet, Convenient, and Comfortable! If you like to stay close to the city yet have a feel of being on a gateway, this is your place. Located in the quiet Park Pacifica, our home is 18miles from downtown San Francisco & 11miles from SFO. 6 mins drive to beaches, shops, and the iconic Highway 1 road trip route. Whether you're here to explore or relax, this is the ideal spot to unwind. Free parking is available right in front of the house.

Newly remodeled 2bed/1bath close to SFO
Welcome to my sweet home! A Safe and quite neighborhood! Newly remodeled bathroom. Conveniently located near SFO airport, easy access to Free way 101 and Caltrain. 5 min drive to downtown San Mateo where you can find restaurants, shops and theater. 1 block away from a shopping plaza where has Chavez super market, Mexican, Indian, and Chinese restaurants, salon, and foot massage. 5 min drive to SFO airport, 20 min to SF downtown or San Jose. Brand new washer/dryer. Free Wifi

Hidden French Gem for Fam/Biz~near Caltrain,SFO
Highly welcome respectful travelers to step through the 750ft super quiet European-style private studio with secluded bay view. Curl up in front of the 4K TV for movie nights at this stylish, soundproofed nest with a luxury mattress, washer and dryer! — welcome infant & kids. — Read everything to avoid surprises. — 5 min walks to park, Caltrain/restaurants; 10~13 min drive to SFO/Stanford; 20-25 min SF. — No pets, no smoking/vaping, no party! — book for 3 if need single bed

A private beachy pad in Montara
Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.

Cozy San Mateo home / Near SFO Airport
Looking for the perfect short-term rental in the Bay Area? This fully furnished 3-bed, 2-bath home in San Mateo is ideal for families, business travelers, and vacationers. Located just six blocks from vibrant downtown, you’ll be steps from ethnic restaurants, boutique shopping, and local charm. Just 10 minutes from SFO airport. Easy access to San Francisco and San Jose. This inviting home is your ideal base for experiencing the best of the Peninsula.

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.
Popular amenities for Hillsborough house rentals
House rentals with a pool

Pool, Hot tub, Napa, SFO Clean

Large Home in Palo Alto w/Pool

Little Poolside House near Downtown Mountain View!

Chic & Fun Mid-Century Modern sleeps 8 (pool)

Beautiful 3BD Home w/ Heated Pool and Fire Pit

Silicon Valley Work Retreat | Wellness Oasis

MCM Waterfront Pool/Hot Tub between SF and Napa

3 BR Home on Vineyard nr Palo Alto & Stanford
Weekly house rentals

Oceanfront Boho Retreat - Pacific Sunset Views 🌅🌊🐳

TreeTops OceanView Retreat_HotTub_Month/LongTermOk

Canyon Oak House: Private, tranquil with trees

12-Min From SFO, Tastefully Designed, Work Station

Modern San Francisco Bay Area home, 4bed/2bath

Bright Spanish-style home in Burlingame

Charming Burlingame Beauty!

Oceanview Retreat, Steps to Beach|Pier|Golf Course
Private house rentals

Super Private Hidden Redwood City House and Garden

Seaside Home Modern Retreat with Breathtaking

Modern 3BR/3.5BA House with Parking & Laundry

Lavish Modern Home 4BR near SFO/Palo Alto/Stanford

Spectacular California Ocean Front Home!

Sunlit 2B1B house w/ Deck & Garden on Belmont hill

New- Stunning Oceanfront "Pelican Bluffs"

Spacious, Remodeled 2BR Duplex Unit by Downtown SM
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 AUD | $341 AUD | $341 AUD | $307 AUD | $390 AUD | $390 AUD | $382 AUD | $307 AUD | $304 AUD | $248 AUD | $297 AUD | $306 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 house rentals in Hillsborough

Total holiday rentals
Explore 60 holiday rentals in Hillsborough

Verified guest reviews
Over 3,070 verified reviews to help you choose

Family-friendly holiday rentals
40 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
60 of Hillsborough holiday rentals include Wi-Fi access

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

4.8 Average rating
Hillsborough stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Northern California Holiday rentals
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- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Santa Barbara Holiday rentals
- Wine Country Holiday rentals
- Oakland Holiday rentals
- Pet-friendly rentals Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- Rentals with outdoor seating Hillsborough
- Rentals with a patio Hillsborough
- Family-friendly rentals Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with pools Hillsborough
- Rentals with a fireplace Hillsborough
- Apartment rentals Hillsborough
- Rentals with a fire pit Hillsborough
- Rentals with a hot tub Hillsborough
- House rentals San Mateo County
- House rentals California
- House rentals United States
- Santa Cruz Beach
- Capitola Beach
- Stanford University
- Golden Gate Park
- Baker Beach
- Rio Del Mar Beach
- Muir Woods National Monument
- Oracle Park
- Seacliff State Beach
- Golden Gate Bridge
- California’S Great America
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Montara State Beach
- Pier 39
- Bolinas Beach
- Six Flags Discovery Kingdom
- Palace of Fine Arts'`
- Davenport Beach
- Pescadero State Beach
- Twin Lakes State Beach
- Winchester Mystery House




