
House vacation 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!

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard
Home is dog friendly! Cozy 2 bedroom [Queen Beds] home, one bath, centrally located, private entry, lots of natural light, private fenced backyard, cafe lights, space for kids, pets to run around. Beach access trail on Mori Point 1/2 block away, 1/2 mile walk down the trail to Sharp Park Beach, you may see whales from the shore! Sharp Park Golf Course is one block walking distance. 15 min to SFO | 20 min to downtown San Francisco, private driveway and lots of free street parking available!

Pool, Hot tub, Sauna I Your Silicon Valley Luxury
Upscale Los Altos Hills. Peaceful and spacious 1,500 sq. ft. retreat. Ideal for business travelers, couples, nature lovers. Adjacent to 3,988-acre Rancho San Antonio Preserve with direct trail access, wildlife, serenity. Inside: workspace with fiber-optic Wi-Fi, fireplace, sauna, pool table, fully equipped kitchen and plush queen bed with guest praised mattress. Outside: exclusive access to saline heated pool and hot tub, patio with BBQ. Minutes from Stanford, Palo Alto, and top tech campuses.

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.

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

Light & Bright Abode Near SFO + Downtown Millbrae
This is a light, bright, and cheerful unit that is conveniently located in the heart of Downtown Millbrae. With high vaulted ceilings and modern decor, this space is perfect for any discerning travelers who wish for a comfortable environment to stay. -Less than a minute walk and you will arrive at Safeway, Starbucks, Trader Joes, and more. -5 minute drive to Burlingame Mills Peninsula Medical Care -5 minute drive to the Millbrae Caltrain, Bart station, and SFO.

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.

Serene Modern Home with Yard & Parking
This spacious, tastefully decorated and full of natural light large house is a perfect combination of comfort and style. The house is recently renovated and has got everything to accommodate all your needs for a perfect stay. Convenient strategic location and easy commute to SF, Silicon Valley, BART and Airport, full amenities, parking, safe and quiet neighborhood, professionally managed, immaculately clean and more. Book now before someone else does!

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.

Oceanfront Home in Pacifica, CA
Experience the ultimate coastal living with the Pacific Ocean as your backyard on Pedro Point—recently featured on the television series Staycation NorCal: A Golden Baycation. Boasting breathtaking, unobstructed ocean views, this stunning 3 BR 2-bath home offers a serene retreat. Walk to the surf and beach just steps from home. Enjoy sunsets from the deck, cozy nights by the gas fire pit, and catch the Golden Gate Bridge on a clear horizon.
Popular amenities for Hillsborough house rentals
House rentals with a pool

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Pool, Hot tub, Napa, SFO Clean

Little Poolside House near Downtown Mountain View!

Waterfront home w/ private dock and pool

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

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

Muir Beach's Haiku House with Dramatic Ocean Views

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

Oceanview Retreat, Steps to Beach|Pier|Golf Course

Charming Retreat 2 BR Main House in SFO/Bay Area

Upscale Modern House Near Mountain View Downtown
Private house rentals

Super Private Hidden Redwood City House and Garden

Modern 3BR/3.5BA House with Parking & Laundry

Spectacular California Ocean Front Home!

Poplar Beach Getaway - Special Pricing!

Bright Spanish-style home in Burlingame

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

Charming Burlingame Beauty!

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 | G$41,831 GYD | G$46,641 GYD | G$46,641 GYD | G$42,040 GYD | G$53,334 GYD | G$53,334 GYD | G$52,289 GYD | G$42,040 GYD | G$41,622 GYD | G$33,883 GYD | G$40,576 GYD | G$41,831 GYD |
| 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 vacation rentals
Explore 60 vacation rentals in Hillsborough

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Hillsborough vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
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- Pet-friendly rentals Hillsborough
- Rentals with a fireplace Hillsborough
- Rentals with a fire pit Hillsborough
- Rentals with a hot tub Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with outdoor seating Hillsborough
- Rentals with a washer and dryer Hillsborough
- Rentals with a patio Hillsborough
- Family-friendly rentals Hillsborough
- Apartment rentals Hillsborough
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- House rentals San Mateo County
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- Santa Cruz Beach
- Capitola Beach
- Golden Gate Park
- Stanford University
- Rio Del Mar Beach
- Oracle Park
- Muir Woods National Monument
- Seacliff State Beach
- Golden Gate Bridge
- Twin Peaks
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- California’S Great America
- SAP Center
- Mission Dolores Park
- Montara State Beach
- Bolinas Beach
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- Pier 39
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- Palace of Fine Arts'`
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