Holiday rentals in Hillsborough

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Top-rated holiday rentals in Hillsborough

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Superhost

Guest suite in Millbrae

4.78 out of 5 average rating, 1,206 reviews

Charming Private Studio Near SFO

Private studio overlooks a beautiful garden is minutes away from the Bart Station and SFO Airport! Enjoy a bathroom, wi-fi, outdoor garden area, parking for a perfect little getaway/vacation. Queen bed and couch. Please note this listing only accommodates for two people and we do not accommodate additional guests. We hope you respect this rule as the neighborhood is quiet and would like to respect our neighbors. Infants and children are considered as guests. Note: No Kitchen, 3 night max stay

Guest favourite

Home in San Mateo

4.94 out of 5 average rating, 125 reviews

Elegant 3-BR Escape w/ Backyard near Western Hills

Welcome to your Bay Area retreat in this stylish 3-bedroom, 2-bath Eichler home. - Designed for ease and comfort, it features an open living space filled with natural light and a private office with high-speed Wi-Fi. - Cook in the full kitchen or relax in the atrium with its custom mural. - Step into the private backyard with a BBQ, fire pit, and outdoor dining area. - Located in a peaceful neighborhood just 20 minutes from San Francisco and 15 minutes from SFO, it’s perfect for work or rest.

Superhost

Guest suite in Millbrae

4.88 out of 5 average rating, 246 reviews

Boutique Hotel Feel - Private Luxury Master Suite

Private luxury guest suite in newly built architectural gem in Mills Estate. Boutique hotel feel, spacious guest room and bathroom suite. This two room suite has a private entry and smart lock for self check-in. The suite is attached to the main house, but closed off from the rest of the house. No amenities are shared. Super fast internet, 1000 mbps. Prime location, located in a quiet residential neighborhood, just 15 mins from SFO, 10 mins from Bart/Caltrain station, 20 mins to San Francisco.

Guest favourite

Guest suite in Burlingame Hills

4.87 out of 5 average rating, 115 reviews

Gorgeous Suite close to SFO Airport, Self Check-In

Enjoy a peaceful stay at this newly appointed luxury suite. Burlingame is a suburb of San Francisco, known for it's tree-lined streets. Close to downtown San Mateo and Silicon Valley. This suite is part of a beautiful Spanish style house with a private entrance. Minutes from shops and restaurants Broadway Burlingame and Burlingame Avenue. Perfect for business travelers, couples or solo adventures! Features queen size bed, smart TV, refrigerator, microwave, Light and Bright! Wi-Fi, Parking.

Guest favourite

Guest suite in Millbrae

4.77 out of 5 average rating, 730 reviews

Private 1 bedroom suite for quick SFO trip withA/C

1 bedroom 1 bathroom guest suite with private entrance. Good for a short SFO trip. But be aware it might not fit family vacation need! Newly remodeled kitchen, full bathroom, Wi-Fi, gas cooktop, coffee maker, toaster, microwave. Soft foam topper queen bed. Convenient for Bay Area commuter, 15 mins driving to SFO airport. Close to 101, 280 freeway. 30 mins driving to San Francisco or 50 mins to San Jose. 15 mins walk to grocery store, Starbucks and restaurants. Easy and free street parking.

Top guest favourite

Guest house in San Carlos

4.99 out of 5 average rating, 734 reviews

Private Garden Cottage

Relax in our cozy cottage nestled in a serene garden setting, the perfect get-away after a day of business meetings or sightseeing. We are close to major Silicon Valley destinations; 30 minutes from San Francisco, San Jose and the beach in Half Moon Bay —with easy access to Highways 101 and 280, as well as public transportation (SamTrans, Caltrain and BART via Caltrain). Our quiet street is an easy 5-minute walk (0.2 mi) from downtown San Carlos with shops and literally dozens of restaurants.

Guest favourite

Guest suite in Belmont

4.94 out of 5 average rating, 145 reviews

Cozy private in-law suite, close to SFO, fast WiFi

Newly renovated, spacious in-law unit in the Belmont hills with a private entrance and Bay views. This adorable space is cozy and great for a weekend respite or remote work. SFO airport is just 15 mins away. Close by Stanford and San Carlos. Short drive to hiking trails and 30 mins away from the Pacific ocean. Easy access to San Francisco and San Jose, via freeway 101, 280, and 92. 🌞 Solar-powered through the day with battery 🔋 back-up at night. No outages and eco-friendly. 🌲

Guest favourite

Home in Burlingame Terrace

4.92 out of 5 average rating, 178 reviews

Cozy Modern Craftsman Retreat

Private studio with a large outdoor patio. Just a short walk to the dinning and shopping on Burlingame Avenue and also on historic Broadway. Caltrain and Bart are minutes away to get take you to wherever you need to go. Fast wifi and espresso maker provided. Enjoy fresh fruit from our orange tree, and a rosemary bush for those that enjoy cooking. Relax with our large queen bed, recessed dimmable lighting and a large flat panel 4K smart TV w/apps for Netflix, Amazon Video, etc.

Guest favourite

Guest house in Hillsdale

4.99 out of 5 average rating, 166 reviews

Modern guest house in great location

Private 1 bedroom + 1 bathroom with your own entrance. Highlights: • self-checkin with code on digital lock • free parking + additional free street parking • professional cleaning and sanitizing • king size bed with premium mattress and linens • located at end of cul-de-sac in a safe and quiet neighborhood • standing desk with monitor and docking station • high speed WiFi • 55” smart TV • Rainfall shower, bidet toilet with heated seat, heated towel rack, makeup mirror

Top guest favourite

Guest house in San Mateo

4.93 out of 5 average rating, 226 reviews

Charming Private Quiet Backyard Studio

This charming, sunny, secluded backyard studio is located in the heart of San Mateo, near public transportation, freeways, restaurants, shopping, and 15 minutes to SFO. Private entrance, quiet backyard setting, plenty of street parking. Less than a 5-min walk to Safeway, CVS, Starbucks and restaurants. * To my regular guests, the rate increase is due to SM County increasing the tax rate. *

Top guest favourite

Flat in Burlingame

4.97 out of 5 average rating, 444 reviews

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.

Top guest favourite

Guest house in Hillsborough

4.95 out of 5 average rating, 923 reviews

Little Cottage on the Hill

Enjoy a peaceful stay at this charming, secluded detached garden cottage great for a stay-cation or as a work-from-home alternative. Due to the coronavirus, we are taking extra care to disinfect frequently touched surfaces between reservations. The cottage features a queen-sized bed, a fireplace, private bathroom and kitchenette. Perfect for both leisure and Business travelers.