
Apartment holiday rentals in Hillsborough
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Top-rated apartment rentals in Hillsborough
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Modern retreat in the tree tops
Relax in this tranquil space nestled in Oakland Hills. Private inlaw unit furnished with modern furniture and art. Kitchen replete w/microwave-convection oven, induction cooktop, dishwasher, coffeemaker, prep tools and serving items await. Enjoy the electric fireplace, cable TV and high-speed WiFi. Stylish bathroom and comfy bed to refresh and relax. From the off-street parking spot, take the 30 well-lit and stable stairs to this quiet home away from home. No pets or smoking on premises. Enjoy!

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!

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.

Beachfront Breathtaking Views near SF (Neptune 3)
Truly amazing location facing the beach with elevated views of the Pacific Ocean and Pacifica Pier. This 3bed/1.5bath apartment sleeps up to 6 people on 2 Queen beds, 1 Twin bed and 1 Air Mattress (note 3rd bedroom is on the small side) Interior features full kitchen with gas stove, microwave, coffee maker and plenty of counter space and island for cooking meals while watching the whales and the waves! Washer and Dryer available in shared laundry room. 1 garage parking space included.

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.

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.

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.

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.

Steps to Beach Ocean Retreat / Private Entrance 2
You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay with its various restaurants, bars and shops. Park your car for a few days and relax in a quiet setting with views of the ocean and mountains and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, living room/bar, outdoor patio and large backyard. (Please note that there is no kitchen.)

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!

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.

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.
Popular amenities for Hillsborough apartment rentals
Weekly apartment rentals

Star Studio in the Outer Sunset

King-Size Luxury Near Stanford in a Modern 1-BR

Spacious and charming 1bd apartment on Ocean Beach

Beautiful Private Garden Apt. Nr. Golden Gate Park

Artist Apartment with Views

Garden apartment with Bay View

Bright, spacious Rockridge studio with views

Spacious, new private South San Francisco home
Private apartment rentals

Beautiful Palo Alto -15 mins to Stanford(1087-107)

Pearl Wright Gallery Apartment

Menlo Park 2bd @ Sandhill nr Stanford - Pool, Gym

'B Suite’ - BANK STREET FLATS -San Anselmo

Private Studio in central BayArea location

Brand New Modern Luxury Unit | Walk to Downtown

2BR Charmer Walk to Beach

Luxury 1 bedroom unit
Apartment rentals with a hot tub

Luxury Living in Menlo Park!

Lux Apartment-Pool/Parking/Spa

SF & Bay views, deck w/hot tub, luxurious studio

Beautiful 2BR 1BA Private Apt Hot Tub/Sauna

Artsy 2BD Loft, Pool & H/tub

SF Coastal Escape • Hot Tub • Game Room • Hiking

Claremont View

Cozy Luxe N Oakland Garden Hideaway with Hot Tub
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 SGD | $222 SGD | $222 SGD | $217 SGD | $222 SGD | $217 SGD | $221 SGD | $230 SGD | $229 SGD | $229 SGD | $243 SGD | $253 SGD |
| 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 flat rentals in Hillsborough

Total holiday rentals
Explore 50 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Hillsborough holiday 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 Holiday rentals
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- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Rentals with a fireplace Hillsborough
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- Pet-friendly rentals Hillsborough
- Rentals with outdoor seating Hillsborough
- Family-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
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- Flat rentals San Mateo County
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Oracle Park
- Capitola Beach
- Muir Woods National Monument
- Golden Gate Bridge
- Rio Del Mar Beach
- SAP Center
- Seacliff State Beach
- Twin Peaks
- Pier 39
- Henry Cowell Redwoods State Park
- Six Flags Discovery Kingdom
- University of California-Berkeley
- Montara Beach
- Palace of Fine Arts
- Levi’s Stadium
- Winchester Mystery House
- California’S Great America
- Bolinas Beach
- Painted Ladies
- Davenport Beach




