Pet-friendly vacation rentals in Hillsborough

Home in South San Francisco

The dining area features a large, rectangular table surrounded by four upholstered chairs, providing a comfortable setting. Natural light floods in through large windows, showcasing a view of the landscape. A decorative wall clock and a framed artwork add character to the space.

4.94 out of 5 average rating, 358 reviews

★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!

PetsWalkabilityLocation

A private fenced backyard features comfortable seating, including a sectional sofa and coffee table. Soft lighting from cafe lights enhances the outdoor environment. Lush greenery surrounds the space, providing a natural backdrop, with a welcoming mat positioned at the entry.

4.9 out of 5 average rating, 213 reviews

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!

WalkabilityOutdoor spacesCleanliness

4.96 out of 5 average rating, 195 reviews

A bright living room is visible, featuring a comfortable sofa with striped accents, a coffee table made of natural wood, and an inviting fireplace below a flatscreen TV. Large windows provide natural light and views of the outside, complemented by tasteful wall art and decorative elements.

Home in Half Moon Bay

Stairway to Heaven - 2 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 1 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.

WalkabilityOutdoor spacesWifi

Guesthouse in Half Moon Bay

The living area features a blue velvet sofa and a white upholstered couch, positioned around a wooden coffee table. Two framed photographs adorn the green walls, with light filtering through nearby windows. A decorative plant hangs in one corner, adding a touch of greenery.

4.88 out of 5 average rating, 373 reviews

Stylish Spacious Seaside Retreat, Walking to Beach

A perfect getaway on the coast with fresh air, sandy beaches, biking/hiking trails, and quaint restaurants, our place is 10minutes walk to the famous Maverick Beach, Sam Chowder House, and the Harbor. This stylish guest house is the 1st floor of our seldom used beach house in El Granada, 4 miles north of Half Moon Bay. It has a private entry, a fully equipped kitchen, w/ a laundry/mud room & on-site parking. Large decks have splendid ocean view! Come and enjoy this quiet and comfortable home.

WalkabilityOutdoor spacesSleep quality

4.91 out of 5 average rating, 134 reviews

Home in Daly City

Spacious 5BR Home In A Hill Near San Francisco

Relax in this newly renovated 5 bedroom, 3.5 bathroom located in Daly City. Graciously designed with beautiful furniture and art. The home is 2600 sq. ft. with an open floor plan when you enter, with a bonus living room, two separate dining spaces, and three-floor levels. This spacious home is perfect for home for families and friends. The gorgeous kitchen features a large island with newly installed Carrara marble. This home is located in a safe and quiet neighborhood minutes from SFO and SF

PetsOutdoor spacesKitchen

4.99 out of 5 average rating, 413 reviews

A welcoming living room features high ceilings and large windows allowing natural light to fill the space. A comfortable sofa with blue and yellow pillows faces a wooden coffee table, while decorative armchairs and a flat-screen TV complete the inviting atmosphere.

Home in Half Moon Bay

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!

Outdoor spacesPetsCleanliness

4.99 out of 5 average rating, 137 reviews

An expansive living room features a leather sectional sofa, a circular coffee table, and a stone fireplace. Large glass windows provide views of the surrounding greenery, while wooden beams and a rustic stone wall create a natural ambiance. A television is positioned near the sofa.

Home in Mill Valley

Two Creeks Treehouse

Looking for a healthy dose of tranquility and adventure at your doorstep? Over 100 steps from the road below, this 'treehouse' is perched above it all and horizontally oriented on a steep lot between two creeks. The all glass façade creates dramatic views of the redwoods, Mt. Tam and across downtown Mill Valley to Blithedale Ridge. Anchored to granite the house sits on handmade stone walls from rock harvested on the property during construction in the 1960s. Truly a one of a kind stay.

Outdoor spacesWalkabilityComfort

4.94 out of 5 average rating, 105 reviews

The living area features a leather sofa paired with a patterned rug and a glass coffee table. A dining area is visible in the background, illuminated by natural light from large windows. Soft decorative elements, including a fluffy pouf and indoor plants, enhance the welcoming ambiance.

Home in Belmont

Sunlit 2B1B house w/ Deck & Garden on Belmont hill

Escape to this peaceful retreat with new furniture, beautiful garden and nice views over Belmont hill! Luxury like your own home: - Leather sofa & Smart TV - Complete cookware and dining essentials - Big deck with a dining set - Large Private Backyard for relaxation Convenience: - Surrounded by various attractions - San Francisco and San Jose are both half-an-hour away - Easy access to Caltrain, US 101, I-280, and SR 92 - 15-minute drive from San Francisco International Airport

PetsOutdoor spacesHeating

4.97 out of 5 average rating, 379 reviews

Tall redwood trees rise from the forest floor, creating a serene canopy. A distant view of the bay is visible through the trees, with a blanket of clouds resting over the landscape. The sky is clear, contrasting with the lush greenery of the forest.

Guesthouse in Woodside

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

PetsWalkabilityQuiet

4.95 out of 5 average rating, 151 reviews

A sunlit dining area is framed by large windows that provide a clear view of the ocean and sunset. A small round table is set with two black chairs, and a woven basket sits at the center, while a soft rug covers the floor.

Home in Moss Beach

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.

PetsOutdoor spacesParks

4.95 out of 5 average rating, 121 reviews

The living room features a light-filled space with large windows on either side, framed by minimalist decor. A modern fireplace serves as a focal point, complemented by a surfboard mounted above. Comfortable seating is arranged around a neutral-toned coffee table on a textured area rug.

Home in Half Moon Bay

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

WalkabilityOutdoor spacesBackyard

4.87 out of 5 average rating, 121 reviews

Home in Montara

Oceanview Beach Home Walk to Beach Trails Food

Situated next to the stunning Montara State Beach and Montara Golden Gate National Recreation Area. Experience world class hiking, biking, beaches, restaurants, surfing, sunsets, family activities, and so much more. this location is a blend of natural beauty and recreational opportunities.. Easily access Bay Area's finest attractions .

PetsWalkabilityWifi

Popular amenities for Hillsborough pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 215 reviews

A seating area is filled with natural light from large windows, showcasing a sunset over the ocean. Two plush chairs are positioned around a circular coffee table, while a telescope invites exploration of the coastal views. Greenery can be seen in the background.

Home in Moss Beach

Relaxing Getaway with Breathtaking Ocean Views

WalkabilityOutdoor spacesCheck-in

4.95 out of 5 average rating, 147 reviews

A two-story ocean view house is framed by a large tree, showcasing a welcoming entryway. A fenced yard is visible, and the distant ocean can be seen beyond the street. The neighborhood features a calm atmosphere with nearby coastal views.

Home in Montara

Ocean view house, beaches, trails, family friendly

PetsOutdoor spacesLocation

4.86 out of 5 average rating, 326 reviews

Home in Daly City

Large & Stylish Home - Perfect for Groups Near SF

WalkabilityOutdoor spacesAccuracy

The game room features multiple vintage arcade machines, glowing under vibrant LED lighting. Various games line the walls, accompanied by bar-style seating. The energetic atmosphere is enhanced by a colorful mural surrounding the area, creating an immersive gaming experience.

4.93 out of 5 average rating, 140 reviews

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

WalkabilityBathroomKitchen

An aerial view captures a coastal neighborhood with a mix of homes and greenery, extending towards the ocean. The sparkling water and distant hills create a serene backdrop, while the streets are lined with trees and parked cars.

4.92 out of 5 average rating, 105 reviews

Cozy Storybook Beach House in Pacifica near Pier

Outdoor spacesPetsAccuracy

4.88 out of 5 average rating, 104 reviews

Home in El Granada

Private Cottage House - Walk to Beaches Harbor

WalkabilityPetsWifi

The modern kitchen features white cabinetry and a sleek countertop. Open shelves display dishware and decorative elements. A stainless steel refrigerator and a dishwasher are visible, alongside a sink and a retro-style mint green toaster. Natural light enhances the welcoming atmosphere.

4.95 out of 5 average rating, 309 reviews

Brighton Beach Cottage, One Bedroom plus Loft

Outdoor spacesWalkabilityLong stay

4.91 out of 5 average rating, 400 reviews

Home in Daly City

Spacious Getaway for Large Groups Near SF

WalkabilityPetsComfort

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 177 reviews

A resort-style pool surrounded by lounge chairs is visible, with modern apartment buildings framing the scene. The area is bright and airy, showcasing a leisure space ideal for relaxation, with neatly landscaped greenery along the pool's edge.

Apartment in Menlo Park

Charming 2BR Apartment near tech Giants & Stanford

PetsOutdoor spacesLaundry

4.98 out of 5 average rating, 249 reviews

A large saltwater pool glistens under a clear blue sky, surrounded by lush greenery. The view overlooks the hills and twinkling lights of San Rafael, providing a serene backdrop for relaxation.

Guesthouse in San Rafael

Hillside Wellness Retreat | Pool, Gym & A/C

PetsWalkabilityLong stay

Guesthouse in Walnut Creek

An open-concept living space is highlighted by a modern kitchen featuring light cabinetry and stainless steel appliances. Large windows provide natural light and scenic views. A cozy seating area includes a dark sectional sofa facing a television, and a colorful area rug adds warmth to the floor.

4.94 out of 5 average rating, 144 reviews

The Willow Cottage

WalkabilityPetsBackyard

4.96 out of 5 average rating, 112 reviews

A clear blue pool is surrounded by a stone deck, featuring two wooden lounge chairs positioned for relaxation. Lush greenery and palm trees frame the area, providing a natural and serene setting in the private backyard.

Home in San Rafael

Private cul-de-sac home in Marin with pool

PetsWalkabilityLaundry

4.92 out of 5 average rating, 100 reviews

A spacious living area is designed with a large L-shaped sectional sofa adorned with colorful throw pillows. A dark coffee table is centrally placed on a vibrant area rug, while natural light filters through large windows, enhancing the overall brightness of the room.

Home in Santa Clara

Silicon Valley Executive home in Santa Clara

WalkabilitySleep qualityCheck-in

4.96 out of 5 average rating, 197 reviews

A serene outdoor space showcases a clear lap pool surrounded by lush greenery and palm trees. A shaded seating area under a canopy is visible, along with vibrant plants reflecting in the water, creating an inviting atmosphere for relaxation.

Guest suite in Sunnyvale

Tranquil Garden Retreat • Poolside Serenity

WalkabilityOutdoor spacesBiking

4.88 out of 5 average rating, 116 reviews

A well-maintained pool area is surrounded by lush grassy space and tall palm trees. Two lounge chairs are positioned beside the sparkling blue pool, while potted plants add greenery to the setting. A wooden fence encloses the area, providing privacy.

Home in Concord

Craftman’s Castle

PetsWalkabilitySleep quality

4.87 out of 5 average rating, 194 reviews

A full moon illuminates the night sky over the bay, casting a soft glow on the water below. The view captures the city lights and distant mountains, along with the silhouette of a bridge spanning the bay, creating a serene nighttime landscape.

Guesthouse in San Rafael

Farm in the city & sweeping bayview

PetsOutdoor spacesCheck-in

Private, pet-friendly home rentals

4.98 out of 5 average rating, 259 reviews

The exterior of the cottage features a stone-accented porch with a wooden chair, framed by lush greenery and flowering plants. A pathway of stones leads from the well-kept lawn to the entry, where large double doors invite guests inside.

Cottage in San Carlos

Carmelita Creek House

WalkabilityOutdoor spacesHeating

Guest suite in Half Moon Bay

A serene sunset reflects off the gentle waves of the ocean, casting golden hues across the water. The sky transitions from orange to soft yellow, with silhouettes of distant hills visible along the horizon, creating a peaceful coastal scene.

4.73 out of 5 average rating, 194 reviews

Super cute spot in awesome Half Moon Bay location

WalkabilityPetsSleep quality

4.83 out of 5 average rating, 24 reviews

Home in Millbrae

Sunny 3BR Home · Quiet Neighborhood

Outdoor spacesWalkabilityIndoor spaces

4.96 out of 5 average rating, 48 reviews

A modern kitchen is highlighted by a large island with seating for four. Natural light floods in through the windows, which open to a balcony. Sleek cabinetry and stainless steel appliances are present, accompanied by a decorative plant near the entrance.

Home in Millbrae

Modern 3BR/3.5BA House with Parking & Laundry

Outdoor spacesWalkabilityAir conditioning

5.0 out of 5 average rating, 41 reviews

Cottage in San Mateo

Sunny Private Escape | Gated, Peaceful & Safe

Outdoor spacesWalkabilitySleep quality

4.86 out of 5 average rating, 35 reviews

Home in San Mateo

M&J Spacious 3B2B|Near Downtown SM\SFO |104

PetsWalkabilityLayout

4.83 out of 5 average rating, 6 reviews

Guesthouse in Burlingame

Guesthouse by Mills Canyon

WalkabilityPetsNearby