
Apartment vacation rentals in Hillsborough
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Hillsborough

Total vacation rentals
Explore 50 vacation rentals in Hillsborough

Nightly prices starting at
Hillsborough vacation rentals start at G$12,558 GYD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillsborough rentals

4.7 Average rating
Hillsborough stays receive an average rating of 4.7 out of 5 from guests
Top-rated apartment rentals in Hillsborough
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Floating condo 'A' on Sausalito's Richardson Bay.
Romantic floating condo with breathtaking water views. Relax & enjoy a tranquil escape in style and comfort. Catch the sunrise from your super comfie KING bed or lounge on the deck with occasional pelicans (or even a seaplane) coming and going. Unique and perfect for a getaway, workacation, or retreat. Golden Gate Bridge is 6 min away. Airport bus stops a block away. Walk/bike path to Sausalito & Mill Valley. Ferry/bus to SF. Free parking Read reviews of this or our 3 other floating condos!
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Mount Tamalpais View — the Heart of Marin County
Stunning views of Mount Tamalpais off the deck. Modern appliances, quartz counters and oak hardwood floors. Large windows and french doors allow year round sun. Enjoy hiking and mountain biking at trailheads just a short walk or ride down the road. Make the drive to West Marin and the Wine Country. A cozy lounging space to work remotely, watch movies and local TV or write/create/dream in a space that inspires with sunlight and views. Stroll downtown for music, dining and the Rafael Theatre.
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Modern Oceanview 2-Bed Apartment Home
Located in just 5mins walk from the beach, this freshly renovated apartment home has a style of its own. Yet, it is the Pacific Ocean views and all of its marine life, that captures your attention from the moment you open the front door. Beautiful, fully equipped modern kitchen, with large aisle, from where you could enjoy a cup of morning coffee while gazing at the ocean waves. Spend your evenings on the large outdoor patio with electric BBQ grill while enjoying timeless Pacific sunsets.
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Newly Updated Guest Suite w/ Sweeping Ocean Views
A dream getaway that's a stone's throw away from the beach! Step inside this crafted home and you'll be greeted by stunning sunsets and ocean views. The living and dining area allows you to soak in the stunning scenery while enjoying a delicious meal. In the evening lay down on the queen size bed and listen to the waves cradle you to sleep. Walk distance to eateries, supermarket and to the outlook where you may catch glimpses of gray whales and dolphins swimming along the coastline.
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Gracious Flat in Downtown San Mateo
Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.
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Secluded Ocean View Apartment / Hot Tub
Whale migrations have begun! Perfect for a romantic/meditative retreat or business travelers seeking a sense of home. Enjoy the views and sounds of the Pacific. Watch sunset from the Hot Tub / patio / home. BBQ a local catch on the gas grill. Short WALK to Point Montara Lighthouse & beach, golden Montara Beach, Fitzgerald Marine Reserve tide pools, local wine room. Just off picturesque HWY 1 we are just N of Half Moon Bay, 30 Minutes S of San Francisco, 1hr N of Santa Cruz.
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Muir Beach - Pacific Retreat
This 1-bedroom, first story unit is perfect for your escape. Steps from the beach and hiking trails makes this unit the cornerstone to a great relaxing or adventurous vacation. This downstairs unit is quiet, private and recently remodeled. This unit has a 50" TV with internet TV, WIFI, full size couch, full-size kitchen and a luxurious king-sized bed. The outside deck is the perfect location to take in the amazing views, relax and recharge for your next beach adventure.
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At Mine - Golden State Park Suite
Experience comfort and convenience in this stylish San Francisco hotel room featuring King size bed, a Smart TV, and a dedicated workspace. Unwind with thoughtful touches like a spacious wardrobe, a full-length mirror, and a modern bathroom stocked with plush, high-quality towels. Pay parking is available upon request. Perfectly situated near charming parks, shops, and local dining, this inviting space is ideal for both work and relaxation during your stay in the city.
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Mill Valley Stunning Studio
This private studio boasts amazing views of the golden gate national recreation area and easy access to hiking, Marin, and San Francisco. You’ll have a private entrance and the unit includes a queen bed, tv, kitchenette with microwave and refrigerator, and a full bathroom with a jacuzzi tub and shower combo. We also recently upgraded the hvac system so you’ll have heat and air conditioning to make your stay more comfortable.
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LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
*Entire Home-No sharing* Conveniently located! This spacious apartment is only 5min to SFO, 1-2 blocks from Starbucks, Walgreens, and other stores that you'll need! Many restaurants are right around the corner to eat at. Free Shuttles, Caltrain, Samtrans, and freeways are just blocks away. Longer inquiries are very welcome. Inquire even if the calendar is blocked off Send us a message now to secure your booking!
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Montara Ocean View Suite
This lovely and comfortable 700 sq. ft. suite adorned in modern art offers stunning views of wild open spaces and the ocean. Just a 3 minute walk to the Montara Light House, beaches and tide pools. If you love the great outdoors this is the perfect retreat to for you to discover the beauty of the California coast. Great local dining and just 30 minutes to San Francisco. Perfect for romantic couples and friends.
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Home away from home in beautiful Burlingame!
It's my honor to be your host and I will try to make your stay really great. Please let me know if you have any questions ahead of time as I want to make sure you have the best visit. Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price reflects that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.
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Popular amenities for Hillsborough apartment rentals
Weekly apartment rentals

Modern + Spacious 1BR/1BA Merced Manor Apartment
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Steps to Beach Ocean Retreat / Private Entrance 2
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Beachfront Ocean Views near SF! (Neptune 2)
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Dazzling Modern Home Near DT Palo Alto & Stanford
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Apt w/ hot tub 7 minutes from beach (2 guests)
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Peaceful Studio in the Trees
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Silicon Valley Retreat 2BR Apt in Menlo Park
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Hot Tub, Bright, Modern, steps to downtown
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Private apartment rentals

Hilltop Gem with Gorgeous Views of City and Bay
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Amazing Welcoming Unique Ocean Home
ValueFamilyCleanliness

Spacious Getaway With Parking, Near BART Station
ValueLocationGetting around

Modern retreat in the tree tops
LocationFamilyParks

Garden apartment with Bay View
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Sunny Garden Studio with Parking
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Luxury 1 bedroom unit
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Mid-Century 1-BR Oasis Near Stanford with King Bed
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Apartment rentals with a hot tub

Pet Friendly Garden Oasis
LocationFamilyGetting around

Luxe Apartment Downtown San Jose w/ Gym, Pool
ValueLocationPool

San Francisco's Luxury Penthouse
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SF & Bay views, deck w/hot tub, luxurious studio
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Hayward 2BR | Pool, Gym, Balcony & Free Parking
LocationFamilyParking

Artsy 2BD Loft, Pool & H/tub
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SF Coastal Escape • Hot Tub • Game Room • Hiking
ValueLocationSleep quality

Claremont View
LocationFamilyAccess
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,952 GYD | G$44,790 GYD | G$37,883 GYD | G$37,674 GYD | G$36,627 GYD | G$38,511 GYD | G$36,208 GYD | G$37,674 GYD | G$37,464 GYD | G$37,464 GYD | G$39,766 GYD | G$41,441 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 |
Destinations to explore
- San Francisco Vacation rentals
- San Jose Vacation rentals
- Mammoth Lakes Vacation rentals
- Santa Barbara Vacation rentals
- South Lake Tahoe Vacation rentals
- Sacramento Vacation rentals
- Oakland Vacation rentals
- Reno Vacation rentals
- Monterey Vacation rentals
- Santa Cruz Vacation rentals
- Fresno Vacation rentals
- Three Rivers Vacation rentals
- Stanford University
- Santa Cruz Beach Boardwalk
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Moscone Center
- Golden Gate Bridge
- Oracle Park
- University of California-Berkeley
- Levi's Stadium
- SAP Center
- Henry Cowell Redwoods State Park
- Rio Del Mar Beach
- Mission Dolores Park
- Pier 39
- Chase Center
- Six Flags Discovery Kingdom
- University of California San Francisco
- California’S Great America
- Oakland Arena
- Palace of Fine Arts
- Seacliff State Beach
- Big Basin Redwoods State Park





