
Apartment holiday rentals in Hillsborough
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Top-rated apartment rentals in Hillsborough
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Relaxed Apartment with a Patio in The Castro
Brew a cup of coffee in a cozy kitchen with elegant tiling and find a seat on a decked patio wrapped in a leafy garden. Curl up with a book on a modern sofa in a living area boasting colorful paintings, a stocked bookcase, and exposed wood beams. The unit is a private apartment below the main house with a private entrance. There is one bedroom and a pull out queen sofa. There is room for approx four people (2 per bed) and one bathroom. The summer kitchen features a brand new quartz counter top, beautiful spanish tile backsplash, drink refrigerator with freezer, microwave, toaster oven (for light heating), and a full set of dishes and glass ware for pizza night at home. There is closet and shelf space for your extra goods and an iron with an ironing board. It's so close to the action it's not even funny! :-) Guests are invited to use the private patio space just outside of the guest unit. We live right upstairs so fully available to all guests during their stay and only a quick text away. The apartment occupies the remodeled lower level of a house in the historic Castro neighborhood. A vibrant nightlife and dining scene is steps away. Head to the iconic Castro Theatre to see a film or take a scenic stroll to Mission Dolores Park. The Muni is a 7 minute walk that takes you to the BART transport to the airport and downtown and financial district. Several buses that run through this area to the rest of the city. Busy area in terms of Lyft/Uber/cabs. Parking can be a bit tough at times, but we never have too much trouble finding a space a block or less from the house. The neighborhood does however, require a parking permit per day. Unfortunately, I have a limited number of passes and will not be able to offer these with the unit. Please be mindful that tickets may be given, but they are generally more sticklers about street cleaning that daily parking permits. I am currently trying to locate nightly parking facilities nearby. If you can manage here without a car, that would be best.

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.

Beachfront Ocean Views near SF! (Neptune 2)
Wake each morning and end each day with incredible panoramic Ocean Views from this beach-front Pacifica apartment! The views are always clear and unobstructed as this is literally ocean front on the 2nd story and of course you have your own private balcony. This 1bed / 1bath flat sleeps up to 2 people on a queen bed. Equipped with a full kitchen with stove and oven and a dining nook (again with ocean views!). Also features a desk and wood burning fireplace to make your stay cozy and warm!

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.

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.

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!

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 wonderful Burlingame
It's my honor to be your host and I will try to make your stay really great. I provide suggestions of things to do but feel free to ask for advice! Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price has been increased to reflect 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

Beautiful private 1 bedroom apartment w/ Bay views

Stanford Steps Away

Star Studio in the Outer Sunset

Beautiful Private Garden Apt. Nr. Golden Gate Park

A Midcentury's Night Dream- Oakland

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

Contemporary Apartment in a 19th Century House

Stylish & quiet studio apartment in Potrero Hill
Private apartment rentals

Montara Ocean View Suite

Charming furnished studio

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

Brand New Modern Luxury Unit | Walk to Downtown

Quiet Cottage Studio in Menlo Pk

SF fun park apt~GG Park, Beach

Modern Apartment & Stunning View

2 Bedroom Coastal Apartment in Outer Sunset
Apartment rentals with a hot tub

Pet Friendly Garden Oasis

Luxury 2BR Apt near Tech Companies and Stanford

Amazing Welcoming Unique Ocean Home

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

NoPa Garden Sanctuary ⭐️ Jacuzzi ⭐️ Walk Everywhere

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

Claremont View

Luxury High-Rise | Views+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 | £133 | £130 | £130 | £127 | £130 | £127 | £129 | £134 | £133 | £113 | £110 | £111 |
| 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 £7 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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- Moscone Center
- Levi's Stadium
- Santa Cruz Beach
- Stanford University
- Golden Gate Park
- Capitola Beach
- Muir Woods National Monument
- Baker Beach
- Oracle Park
- Rio Del Mar Beach
- Golden Gate Bridge
- Las Palmas Park
- Seacliff State Beach
- Twin Peaks
- SAP Center
- Mission Dolores Park
- Santa Cruz Beach Boardwalk
- Henry Cowell Redwoods State Park
- Pier 39
- Montara Beach
- University of California-Berkeley
- Six Flags Discovery Kingdom
- Palace of Fine Arts
- Bolinas Beach




