
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.

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.

Stunning Sunset , OceanView, Coastal Home, Trails
Perfect for biz travelers to San Francisco, company retreats, off-site meetings, or family vacation! • stunning ocean view. Sunset • free parking • 15 min SFO, 10 mi. SF, 20 mi. Half Moon Bay • 1 mi. surf at Pacifica State Beach,Pacifica Beach Park, hiking trails • 2.6 mi. Pacifica Pier • 3.6 mi. Mori Point • sweeping hillside views thru-out/w ocean views • full kitchen, washer/dryer, tv/wifi • beaches dotted/w quaint shops/restaurants • privacy & fresh coastal air • Uber is easy and convenient

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.

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.

Stylish Seaside Cottage - Walking to Beach
A perfect place for romantic getaways! newly built on top of our detached garage, 10mins walk to beach! private entrance, smart lock, modern skylights, quality linens, trendy decor, private deck with splendid ocean view, on-site parking! At the sunny beautiful El Granada, 4miles north of Half Moon Bay, a lot of fun activities: spending your days on the beach, exploring the hiking trails, trying out many local restaurants, or road trip along Highway 1, 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).

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

Small Beach Cottage Near the Coastal Trail
Charming historic cottage with a private fenced yard, perfect for relaxing after a day at the beach. Just a short stroll to a dog-friendly shoreline and miles of scenic open space. Enjoy the best of coastal living—close to Main Street’s shops and cafés, and minutes from the Ritz. Cozy, convenient, and full of character—an ideal coastal getaway!

Stunning California Coast Airstream (New Listing)
One of a kind Airstream overlooking a stunning beach, Pacific Ocean and California Coastline, perched high on a cliff to create an unforgettable magical experience of a lifetime. If you can’t find availability for the date you are interested, check out our second newer unit here https://www.airbnb.com/h/luxurycaliforniacoastairstream

Seaside Art Gallery Loft Inspire Your Creativity
Discover a one-of-a-kind space in our inspiring, oceanfront art gallery loft! Modern touches throughout with a King bed, grand piano, and breathtaking ocean views. The open living area sparks creativity, while the kitchenette, coffee bar, and washer/dryer provide home conveniences. Enjoy the unique ambiance in our artistic retreat!
Popular amenities for Hillsborough pet-friendly home rentals
Pet-friendly house rentals

Walk to Beach - Remodeled Coastal Home Safe Town

★EV+★Hillside SFO View★Home Theater★Pool Table

Serene Modern Home with Yard & Parking

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

NEW! Luxury Modern 4BR In Heart of Silicon Valley

Cozy 2 Bedroom Home, Dog Friendly, w/Private Yard

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

Marin Retreat: Quiet Views Near SF & Muir Woods
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

Luxe 3BR Retreat with Pool & Hot Tub
Private, pet-friendly home rentals

Montara Ocean View Suite

Quiet wine country cottage sleeps 4 - Pet Friendly

Caboose in the redwoods just outside of Cupertino

Step back in time on this beautiful classic yacht

Muir Beach - Pacific Retreat

SkyHigh Redwoods Retreat with Bay Views

Sunny Private Escape | Gated, Peaceful & Safe

Enchanted Waterfall Lodge: Hot Tub + Mountain View
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
- San Francisco Holiday rentals
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- Rentals with a firepit Hillsborough
- Rentals with a hot tub Hillsborough
- Flat rentals Hillsborough
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- Family-friendly rentals Hillsborough
- Rentals with a patio Hillsborough
- Fitness-friendly rentals Hillsborough
- Rentals with a washing machine and dryer Hillsborough
- Rentals with pools 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





