
Vacation rentals in Hillsborough
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Hillsborough
Guests agree: these stays 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)

Gorgeous Suite close to SFO Airport, Self Check-In
Enjoy a peaceful stay at this newly appointed luxury suite. Burlingame is a suburb of San Francisco, known for it's tree-lined streets. Close to downtown San Mateo and Silicon Valley. This suite is part of a beautiful Spanish style house with a private entrance. Minutes from shops and restaurants Broadway Burlingame and Burlingame Avenue. Perfect for business travelers, couples or solo adventures! Features queen size bed, smart TV, refrigerator, microwave, Light and Bright! Wi-Fi, Parking.

Private 1 bedroom suite for quick SFO trip withA/C
1 bedroom 1 bathroom guest suite with private entrance. Good for a short SFO trip. But be aware it might not fit family vacation need! Newly remodeled kitchen, full bathroom, Wi-Fi, gas cooktop, coffee maker, toaster, microwave. Soft foam topper queen bed. Convenient for Bay Area commuter, 15 mins driving to SFO airport. Close to 101, 280 freeway. 30 mins driving to San Francisco or 50 mins to San Jose. 15 mins walk to grocery store, Starbucks and restaurants. Easy and free 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!

A private and quaint gateway on Belmont Hills
Welcome to our cozy Belmont studio! This charming retreat offers a comfortable stay with its stylish design, fully equipped kitchen, and a comfortable bed. Conveniently located in Belmont, CA, you'll be close to vibrant San Mateo downtown, the scenic coastline of Half Moon Bay, and the airport. This quaint studio is tucked away on a small hill, surrounded by greenery. As a delightful bonus, you'll find a lovely lemon tree in the driveway, providing complimentary lemons for your stay.

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.

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.

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

Charming Private Quiet Backyard Studio
This charming, sunny, secluded backyard studio is located in the heart of San Mateo, near public transportation, freeways, restaurants, shopping, and 15 minutes to SFO. Private entrance, quiet backyard setting, plenty of street parking. Less than a 5-min walk to Safeway, CVS, Starbucks and restaurants. * To my regular guests, the rate increase is due to SM County increasing the tax rate. *

Little Cottage on the Hill
Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Since the coronavirus pandemic, we have been taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.
Popular amenities for Hillsborough vacation rentals
Other great vacation rentals in Hillsborough

Charming cozy studio King-sized bed

Charming Private Studio Near SFO

LakeFront Lavender House

Cozy, quiet family home with a view! 15 min to SFO

2 Bedroom Home Away from Home

Quiet & Cozy | Walk to Shops + Patio |1 Bedroom

Cozy Retreat in a High-End, Walkable Neighborhood

Cute colorful studio close to downtown Burlingame
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 CAD | $199 CAD | $203 CAD | $213 CAD | $209 CAD | $209 CAD | $241 CAD | $230 CAD | $237 CAD | $209 CAD | $195 CAD | $195 CAD |
| 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 |
Frequently Asked Questions
How much does it cost to stay in apartment rentals in Hillsborough?
Experience the best of Hillsborough with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Hillsborough have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Are there Hillsborough vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Hillsborough, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Hillsborough have a kitchen?
Absolutely! We offer over 50 apartment rentals with a kitchen in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Hillsborough?
Four-legged friends are welcome in Hillsborough. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Hillsborough?
Yes! Work meets play with ease at over 90 vacation rentals in Hillsborough featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Hillsborough have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Do guesthouse rentals in Hillsborough have wifi?
Absolutely! We offer over 10 guesthouse rentals with wifi in Hillsborough. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Hillsborough?
Hillsborough has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Where should I stay in Hillsborough?
Make yourself at home in Hillsborough by choosing from our most frequently booked neighborhoods. We have over 540 vacation rentals in Parrot Drive Area, over 660 vacation rentals in San Mateo Woods, and over 660 vacation rentals in Hillsborough Heights.
Quick stats about vacation rentals in Hillsborough

Total vacation rentals
Explore 170 vacation rentals in Hillsborough

Verified guest reviews
Over 7,430 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
160 of Hillsborough vacation rentals include wifi 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
- Northern California Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Vacation rentals
- Gold Country Vacation rentals
- Central California Vacation rentals
- San Francisco Peninsula Vacation rentals
- San Jose Vacation rentals
- Silicon Valley Vacation rentals
- North Coast Vacation rentals
- Santa Barbara Vacation rentals
- Wine Country Vacation rentals
- Oakland Vacation rentals
- Apartment rentals Hillsborough
- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Rentals with outdoor seating Hillsborough
- Rentals with a fireplace Hillsborough
- Rentals with pools Hillsborough
- Rentals with a washer and dryer Hillsborough
- Rentals with a patio Hillsborough
- Pet-friendly rentals Hillsborough
- House rentals Hillsborough
- Fitness-friendly rentals Hillsborough
- Family-friendly rentals Hillsborough
- 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




