
Apartment holiday rentals in Hillsborough
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Top-rated apartment rentals in Hillsborough
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Garden studio oasis w/ kitchenette & private entry
Cosy, comfortable, and quiet unit with direct access to a lovely garden. 10 min. from the airport, 30 min. from downtown via express bus. Well-connected, sunny neighborhood. Free street parking. Views of the bay, mature redwood trees, easy to get to attractions. Walking distance to bustling food corridor, with restaurants, cafes, grocery stores, ATMs, pharmacy, salons, library, and more. Blocks from largest park in the city with sweeping views, historic greenhouses, and unique Freeway Greenway.

King-Size Luxury Near Stanford in a Modern 1-BR
Welcome to our newly updated one-bedroom apartment located just 2 miles away from Stanford. This luxurious apartment features a king-size bed, a 55" 4K TV, and fast Wi-Fi to ensure you have a comfortable stay. Whether you're visiting Stanford or the Meta headquarters for a short-term business trip or a long-term stay, our centrally located apartment offers the perfect combination of comfort and convenience. We prioritize exceptional service and hospitality, and we're excited to host you soon!

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.

Sunlit Oakland Retreat w/ Designer Touches & Deck
Sunlight + greenery + indoor-outdoor flow to the deck. Perfect for remote workers, couples, or friends looking for a calm, design-forward retreat. Not suitable for toddlers. Located in the heart of sought-after Piedmont Avenue district. Why you’ll love it: • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner, along with many local favorites • Gourmet kitchen – fully equipped and stocked • Private deck nestled among mature trees

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.

Studio with Parking, Full Kitchen & Bath
Recently remodeled studio apartment in a duplex. Sitting at the end of a calm cul-de-sac. You'll have a private parking space. Less than a mile (19-minute walk) to Fruitvale Bart station. A 22-minute train ride to San Francisco. Low-key foodie destination in the Fruitvale district where you can get tacos, falafel & hummus, or Cambodian food all within a block of each other. Near Red Bay Coffee (gourmet coffee roasters), and Jo's modern Thai. All this within 1 mile of the house.

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.

Entire one-bedroom apartment in the Cow House
Our sunny, modern 1 bedroom 1 bathroom garden apartment is in the quiet "Crocker Amazon" neighborhood of San Francisco. It is 15 minutes from SFO and 35 minutes from the Financial District. Guests have private access to the whole apartment including bedroom, bathroom, living & dining rooms, kitchen, and garden access. Access to major freeways is fast and easy, and mass transit is steps away. One off-street parking spot and laundry are available as needed.

The Cozy Casita 2
Welcome to the Cozy Casita, you’re home away from home. The central location makes it the perfect jumping off point for all your Bay Area adventures with close proximity to MacArthur BART station, Multiple bus stops, Bay Wheels bike rental, shops and restaurants in Emeryville and Temescal, Access to 4 major highways within 1/4 mile, Lake Merritt, Uptown/Downtown Oakland, San Francisco, Berkeley, and many more Bay Area hotspots.

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!

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.

Studio near Harbor/Half Moon Bay
Studio with a comfy queen sized bed , kitchen and bathroom. Queen air mattress also available (additional charge for more than two guests- please book with the correct number). Second bed is a choice between an air mattress and pull out couch. Blocks from the beach/Princeton harbor and coastside trail. Quaint Half Moon Bay is a couple of miles south, San Francisco is 20 miles north.
Popular amenities for Hillsborough apartment rentals
Weekly apartment rentals

Star Studio in the Outer Sunset

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

Cozy & Chic Farmhouse Studio: Walk to Lake Merritt

Sunny Neighborhood Apartment in Oakland Hills

Park Place North | Inner Richmond

Beautiful Private Garden Apt. Nr. Golden Gate Park

Sunny 2 Bedroom with Pool Near Standford Hospitals

Contemporary Apartment in a 19th Century House
Private apartment rentals

Luxury Living in Menlo Park!

Charming furnished studio

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

Private Studio in central BayArea location

Grand and Cozy 1920's SF Studio

Stunning Bay Area Apartment With Lots of Amenities

Mount Tamalpais View — the Heart of Marin County

Beach Studio, Parking, Backyard
Apartment rentals with a hot tub

Pet Friendly Garden Oasis

Amazing Welcoming Unique Ocean Home

Zen Japan-inspired Suite - Resort hot tub/pool/gym

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

SF Coastal Escape • Hot Tub • Game Room • Hiking

Claremont View

Apt w/ hot tub 7 minutes from beach (2 guests)

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 | $302 NZD | $295 NZD | $295 NZD | $289 NZD | $295 NZD | $289 NZD | $294 NZD | $306 NZD | $304 NZD | $304 NZD | $323 NZD | $336 NZD |
| 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 apartment rentals in Hillsborough

Total holiday rentals
Explore 50 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at $17 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Hillsborough holiday 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!
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- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Rio Del Mar Beach
- Seacliff State Beach
- SAP Center
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Twin Peaks
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
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- Montara Beach
- Palace of Fine Arts
- Levi's Stadium
- Winchester Mystery House
- Bolinas Beach
- California’S Great America




