
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 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, nail salons, library, etc. Blocks from very large park with sweeping views, historic greenhouses, and unique community greenway. Host upstairs.

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!

Ocean Front Beach Apartment near SF! (Neptune 1)
This wonderful ground floor 2bed/1bath apartment sits right on the beach promenade of Pacifica and the Pacifica Pier. End each day with a breathtaking view of the Pacific sunset on your private seating area or entertain friends in your large landscaped back yard (with BBQ!). The interior of the unit features hardwood floors and a bedroom with super comfy Queen bed in bedroom 1 and 2 Twin beds in Bedroom 2. Washer and Dryer included in shared laundry room. 1 private 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.

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.

North Oakland / Berkeley Apartment
Welcome to our charming North Oakland apartment. Nestled on the boarder of Berkeley, close to the prestigious "Cal" Campus, vibrant Rockridge and Temescal neighborhoods. Located in the rear unit, on the 2nd floor of our family home, our delightful one bedroom, one-bathroom apartment with eat in kitchen and closed off living room with a hide-a-bed (that easily converts to a 2nd bedroom) is the perfect sanctuary for your stay whether you're on vacation, working or visiting Berkeley.

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.

Steps to Beach Ocean Retreat / Private Entrance 4
You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay. Park your car for a few days and relax in a quiet setting with views of the ocean and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, second bedroom, living room/bar and outdoor patio. (Please note that there is no kitchen.) We have implemented enhanced cleaning procedures. Feel free to ask for details!

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!
Popular amenities for Hillsborough apartment rentals
Weekly apartment rentals

Modern + Spacious 1BR/1BA Merced Manor Apartment

View of Mission Dolores Church in a garden setting

Cozy & Chic Farmhouse Studio: Walk to Lake Merritt

Park Place North | Inner Richmond

Quaint 2BR/1BA Apt - 7 min walk to Ocean Beach

Artist Apartment with Views

Sunny 2 Bedroom with Pool Near Standford Hospitals

Contemporary Apartment in a 19th Century House
Private apartment rentals

Luxury Living in Menlo Park!

Beautiful private 1 bedroom apartment w/ Bay views

Montara Ocean View Suite

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

Beautiful Private Garden Apt. Nr. Golden Gate Park

Luxury Studio in the heart of Silicon Valley

Beach Studio, Parking, Backyard

Cozy in Heart of San Mateo Restaurant Scene w/AC
Apartment rentals with a hot tub

Pet Friendly Garden Oasis

Amazing Welcoming Unique Ocean Home

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

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

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

Entire 1BR Steps from Moscone Center

Claremont View

Apt w/ hot tub 7 minutes from beach (2 guests)
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 SGD | $222 SGD | $222 SGD | $217 SGD | $222 SGD | $217 SGD | $221 SGD | $229 SGD | $228 SGD | $228 SGD | $242 SGD | $252 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!
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- Flat rentals San Mateo County
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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
- SAP Center
- Seacliff State Beach
- Twin Peaks
- Pier 39
- Henry Cowell Redwoods State Park
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Montara Beach
- Palace of Fine Arts
- Levi’s Stadium
- Winchester Mystery House
- Bolinas Beach
- California’S Great America
- Painted Ladies
- Davenport Beach




