
Pet-friendly holiday rentals in Hillsborough
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Hillsborough

Total holiday rentals
Explore 40 holiday rentals in Hillsborough

Nightly prices starting at
Hillsborough holiday rentals start at $91 SGD per night before taxes and fees

Verified guest reviews
Over 1,840 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Hillsborough holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hillsborough rentals

4.7 Average rating
Hillsborough stays receive an average rating of 4.7 out of 5 from guests
Top-rated pet-friendly home rentals in Hillsborough
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

★EV+★Hillside SFO View★Home Theater★Pool Table
Instant Booking Confirmation! Ample parking: Over-sized 2-car driveway! EV charging (12kW, level II, pay by kWh for EV charging, Tesla users: Please bring your own adapter) A charming, detached and private 3-bedroom, 2 bathroom house with a view to SFO on the Bay, Home Theater, Pool Table, Fully-Fenced Terrace Garden, Piano. WFH friendly: multiple desks, High Speed WiFi (100Mbps). Digital keypad entry for self check-in. You’ll have the entire house, backyard, front yard completely to yourself!

Apartment w hot tub / forest & ocean view
Slow living on the farm. Welcome to Coop d’État Farm Retreat on Kings Mountain—set among old-growth redwoods with ocean views, a fire pit & a private hot tub. The apartment sits on our working glamping property, where chickens roam, goats graze, dogs stand guard, and our cats supervise from afar. We’re a 10-minute walk to the Purisima Open Space trail network. This cozy apartment occupies the lower floor of our home & includes a private entrance and parking, access to a shared picnic & BBQ area.

Modern Vintage Garden Bungalow
Kick back and relax in this calm, plant-filled Arts and Crafts bungalow built in 1912. It's a classic red corner house with a remodeled kitchen and a newly landscaped backyard. Located in the Westbrea/Gilman district - walking distance to Solano, Whole Foods, many restaurants and boutiques and less than a mile from BART. On the same property, divided by a fence, is an airstream http://www.airbnb.com/h/thecolonel - There is privacy between the two accommodations that have their own entrances.

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard
Home is dog friendly! Cozy 2 bedroom [Queen Beds] home, one bath, centrally located, private entry, lots of natural light, private fenced backyard, cafe lights, space for kids, pets to run around. Beach access trail on Mori Point 1/2 block away, 1/2 mile walk down the trail to Sharp Park Beach, you may see whales from the shore! Sharp Park Golf Course is one block walking distance. 15 min to SFO | 20 min to downtown San Francisco, private driveway and lots of free street parking available!

Stairway to Heaven - 1 bedroom
PLEASE NOTE- we live in a 3 story home and this unit is on the lower level of our home. Also available in a 2 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

Half Moon Bay Coastal Home Walk Beach & Harbor SPA
Coastal Vacation House is a short 10 minute walk to Surfers Beach, Pillar Point Harbor & Sam's Chowder House! 15 miles/ 30 mins to San Francisco! Just a few blocks from the best restaurants, shops & Marina! Near ocean bluffs ( Mavericks) & Coastal Trail perfect for hiking, walking, bike riding. Short drive to downtown Half Moon Bay shops! Ideal for holidays & entertaining family on vacation! Fun for everyone including kids! The 2,100 sq ft home is cozy & roomy for a relaxing weekend in HMB!

Oceanview Penthouse, Stylish, Walking to Beach
A perfect romantic getaways to this stylish indoor/outdoor Penthouse! We are 10 mins walk to beaches and 15 mins walk to award winning restaurants. There are a lot of fun activities: spending your days on the beach, exploring the hiking, biking, golfing, surfing, kayaking, paddle boarding or just simply kick back relax in this quiet and picturesque property with a panoramic ocean view, enjoying the sunset and the beautiful garden. We are 30 mins to SF or 60 mins to Santa Cruz.

Oceanfront Oasis, Sunsets & Crashing Waves
The Bluffs Oceanfront Oasis awaits you. Our beautifully appointed home sits right on the cliff boasting crashing waves and endless sunsets. Start your day in the zen room for a bit of yoga and meditation or take a leisurely walk on the beach trail right out the back gate. After dining out or in, end your evening with something special while seated at the firepit over looking the Pacific. Come for a romantic getaway, a weekend of golf or a family fun filled vacation.

Canyon Oak House: Private, tranquil with trees
Looking for a serene getaway in San Carlos/mid peninsula? Tranquil, professionally cleaned retreat with lots of breathing space perched among the trees in Devonshire Canyon, San Carlos, CA. Enjoy evening sun on the large deck, wake up to the birds in the trees or a family of deer in the garden. Conveniently close to downtown San Carlos but feels like you're in the country. FAST WIFI. CLOSE TO 280 AND 101. We will consider pets (additional cleaning fee applies).

Serene Modern Home with Yard & Parking
This spacious, tastefully decorated and full of natural light large house is a perfect combination of comfort and style. The house is recently renovated and has got everything to accommodate all your needs for a perfect stay. Convenient strategic location and easy commute to SF, Silicon Valley, BART and Airport, full amenities, parking, safe and quiet neighborhood, professionally managed, immaculately clean and more. Book now before someone else does!

Entire Private Coastal Retreat - Spectacular Ocean
Guest will enjoy the privacy of being the only residence on the premises - Your own private coastal retreat with spectacular ocean front views. A fully stocked gourmet kitchen with chef’s appliances, ample cookware, basic spices and condiments, luxurious linens and bedding, beach towels, blankets, board games, Apple TV and Netflix, and toiletries for your stay.

Seaside Home Modern Retreat with Breathtaking
Discover coastal serenity in this modern 4BR, 3 bath retreat in Half Moon Bay's Miramar district. With clean interior, wood accents & an amazing 2nd-floor balcony, this home offers a serene escape. Enjoy the landscaped backyard, fully stocked kitchen & proximity to popular beaches and the Coastal Trail. Experience seaside charm in this unforgettable home
Popular amenities for Hillsborough pet-friendly home rentals
Pet-friendly house rentals

Stunning Sunset , OceanView, Coastal Home, Trails

Walk to Beach - Remodeled Coastal Home Safe Town

Massive Themed 5BD Game Room/Hot Tub/Pool Table

Modern Central 4BD/2.5Bath Home Near SF, SFO!

Marin Retreat: Quiet Views Near SF & Muir Woods

Studio: Hot Tub + ocean view

Relaxing Getaway with Breathtaking Ocean Views

[Editor's Pick] 4B Menlo Park * Stanford * Garage * BBQ
Pet-friendly home rentals with a pool

Farm in the city & sweeping bayview

Fully renovated private cul-de-sac home in Marin

Stay Alpha Home • Modern Redwood Retreat with Pool

Cozy Stay - Big Pool & Yard

Craftman’s Castle

Poolside Retreat with Views • Private Guesthouse

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

The Willow Cottage
Private, pet-friendly home rentals

Mill ValleyTreehouse: MtTam Redwood Sauna ReTREEt

Montara Ocean View Suite

Coastal Redwood Cabin | Hot tub | Private Creek

Muir Beach - Pacific Retreat

SkyHigh Redwoods Retreat with Bay Views

Yurt in Vineyard Overlooking Monterey Bay

Montara Beach Getaway

Adorable Garden Cottage near Stanford
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $324 SGD | $338 SGD | $329 SGD | $210 SGD | $258 SGD | $258 SGD | $324 SGD | $260 SGD | $232 SGD | $258 SGD | $232 SGD | $308 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 |
Destinations to explore
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- Rentals with a hot tub Hillsborough
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- Family-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
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- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- Levi's Stadium
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- Seacliff State Beach
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach





