
House holiday rentals in Hillsborough
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Top-rated house rentals in Hillsborough
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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!

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.
Spacious & Clean Apartment on Traditional SF Hill
Downstairs unit/private entrance Bright downstairs unit w/master bedroom & living room or bedroom-you choose. Private entrance. Private bath. Fridge, but no kitchen. High-speed Wi-Fi, & antenna TV. Perfect for larger groups & can sleep 5. Parking is FREE in the neighborhood & the home is located in the transitioning, yet up & coming Portola neighborhood, which is 21 min. to downtown & 16 min. from the airport! Please Note: We live in upstairs unit & you can hear our footsteps at times.

Walk to the Beach from this Ocean Front Home
Your beachfront escape awaits you. Come immerse yourself in the serenity of this Pacific Ocean retreat gracefully set in a secluded beach just 25 mins south of San Francisco. This 2 bed / 2 bath home features breathtaking ocean views and direct beach access just a few steps down. The hot tub overlooking the ocean, fire pits and a putting green complete this idyllic space. Comfortably sleeps 4 adults on 2 king beds and 2 high quality airbeds are provided for total sleeping for 6.

Best Cozy 2B1B Home • 7 mins from SFO
Only 7 minutes to SFO Airport! This cozy 2-bedroom, 1 bath home in friendly Daly City offers a comfortable and convenient stay for travelers. Thoughtfully decorated with modern touches, it’s the perfect place to relax after exploring San Francisco. What you’ll love: 1️⃣ 2 spacious bedrooms & 1 clean bathroom 2️⃣ Bright living room with modern décor 3️⃣ Open kitchen with washer 4️⃣ Easy street and driveway parking 5️⃣ Walking distance to bus stops, grocery stores, and restaurants

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

Stylish & Serene Home - Private Unit!
Discover our chic and contemporary 1-bed, 1-bath house in South San Francisco! Recently renovated, it offers a comfortable queen-size bed for a restful stay. Relax with the 55" TV (HBO Max) after exploring, and enjoy your own kitchen for home-cooked meals or our top restaurant recommendations. Conveniently near SFO / transportation hubs and not far from the city, this is your ideal base to explore the Bay Area. We look forward to hosting your comfortable and convenient stay!

12-Min From SFO, Tastefully Designed, Work Station
Welcome to the Laurel Pad, a home away from home. You'll enjoy the convenience this house offers - fully stocked kitchen, minutes away from amazing restaurants, supermarkets, parks, 13-min to SFO, 25-min to downtown San Francisco, and easy access to major companies around Silicon Valley. This bright and sunny house is tastefully designed and updated to offer functionality and aesthetics. You'll have access to fast wifi and dedicated driveway parking for up to two cars.

Cozy King-bed Garden Getaway by Balboa Park BART
Enjoy a peaceful stay at a private garden-level unit that is part of a larger home with its own entrance. Includes a stylish living room, a big bedroom, attached kitchenette (with fridge and hotplate), an extra large bathroom. Access to a beautiful garden with great views. Near public transit, 15 min away from SFO airport and to Mission District, Noe Valley and Castro, 25 min to Downtown/ SOMA. The laundry facilities are shared. Parking is available on the street.

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

Summer-house/OASIS on quiet street in ROCKRIDGE!

Beautiful Large 4BR Home with POOL

Large Home in Palo Alto, close to Levi's Stadium

Little Poolside House near Downtown Mountain View!

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

3 BR Home on Vineyard nr Palo Alto & Stanford

Beautiful 4 Bedroom Hillside Retreat

The Hacienda- Santa Cruz Mountain Ridgetop Retreat
Weekly house rentals

❤️ Delightful 1B/1B modern with a leisure garden

Brighton Beach Cottage, One Bedroom plus Loft

Private Entrance Hidden Gem on Quiet Terrace

Charming, Sophisticated North Berkeley 2br House

Architectural Gem Mid Century Modern in the Trees

2 bedrooms house with sauna

Spacious, Remodeled 2BR Duplex Unit by Downtown SM

Entire Private Coastal Retreat - Spectacular Ocean
Private house rentals

Business-Friendly 2/1. Walk to Caltrain/Downtown.

Bright Quiet Convenient 1B/2B/2B

Miramar Penthouse Coastal Elegance in the Heart of

Super Private Hidden Redwood City House and Garden

Serene Bayview 4BR • Single Level

Bright Spanish-style home in Burlingame

Newly renovated 2bed/1bath home

Charming Burlingame Beauty!
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £148 | £165 | £165 | £149 | £189 | £189 | £185 | £149 | £147 | £120 | £144 | £148 |
| 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 3,180 verified reviews to help you choose

Family-friendly holiday rentals
40 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
60 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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- Silicon Valley Holiday rentals
- North Coast Holiday rentals
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- Oakland Holiday rentals
- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Flat rentals Hillsborough
- Rentals with pools Hillsborough
- Rentals with a patio Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- Family-friendly rentals Hillsborough
- Fitness-friendly rentals Hillsborough
- Pet-friendly rentals Hillsborough
- Rentals with outdoor seating Hillsborough
- Rentals with a fireplace Hillsborough
- House rentals San Mateo County
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- House rentals United States
- Moscone Center
- Levi's Stadium
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Baker Beach
- Oracle Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Las Palmas Park
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Henry Cowell Redwoods State Park
- Pier 39
- Montara Beach
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Bolinas Beach




