Pet-friendly holiday rentals in Gilroy

Campervan/RV in Half Moon Bay

A silver Airstream is nestled among lush greenery, situated on a wooden deck. The scene is framed by trees, providing a sense of privacy. The ocean is visible in the background, suggesting a tranquil retreat surrounded by nature.

4.96 out of 5 average rating, 142 reviews

Beach Airstream (Bliss) - New Listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

4.96 out of 5 average rating, 103 reviews

A light blue cottage is set amidst lush greenery and towering trees. The exterior features multiple windows, offering views of the surrounding landscape. A narrow pathway leads to the inviting front door, framed by flowering plants, enhancing the tranquil setting.

Guesthouse in Los Gatos

Mountain Retreat

Escape to the serene beauty of the Santa Cruz Mountains of Los Gatos! Our charming cottage rental is nestled amidst the towering redwoods, 30mins from Silicon Valley or Santa Cruz, and only 15mins from downtown LG, but feels isolated if you want get away from it all. The cottage features a living room (w/optional murphy bed) & full kitchen/dining area. Amenities like wifi, streaming and washing/dryer available in unit. Bedroom features king size bed and private backyard area. Pet friendly.

4.97 out of 5 average rating, 180 reviews

The home is framed by lush greenery and vibrant flowers, with soft lighting highlighting its entrance during twilight. A spacious patio is visible, furnished with comfortable seating and an umbrella, providing a peaceful outdoor area with sweeping views of the surrounding landscape.

Home in Watsonville

Magical hilltop 3-bedroom with spectacular views

Stay at this bright, beautiful home at the top of the Pajaro Valley, with balcony views of Big Sur, Monterey Bay & Mt. Madonna. The open concept fully equipped kitchen/living room will make you feel at home, while the patio/grill & fireplace will help you relax. Replace the sounds of the city with the natural tones of the countryside. From horse whinnies, to the neighbouring sheep, you’ll be fully immersed in a one of a kind modern country experience. Contact for booking related questions.

Apartment in Carmel-by-the-Sea

A spacious wooden deck is surrounded by lush forest views, featuring a round table with four metal chairs. Potted plants add greenery, while trees rise in the background, creating a serene outdoor space for relaxation.

4.87 out of 5 average rating, 964 reviews

Private romantic 1 br in Carmel Woods- love dogs

Dog friendly! Private entrance to 2 rm studio overlooking the forest w/ floor to ceiling windows. Queen memory-foam bed, bathroom w/shower & amenities, kitchenette w/ dishes, microwave/convection oven, burner, toaster, coffee.Far ocean view, sunsets, deck, gas grill. wood burning fireplace, complimentary wood, free internet, TV, DVDs, LPS, All amenities. Beach towels/mats, ottoman/cot, free parking. note: ceilings are low in spots & there are some steps. Let us know about dogs when booking.

4.96 out of 5 average rating, 164 reviews

A living room features a cozy seating arrangement with a large sectional sofa and an armchair, complemented by stylish accent tables. A flat-screen television is mounted above a decorative fireplace, while natural light filters through the window adorned with blue curtains.

Home in Watsonville

Cozy Home*Dog Friendly* State Parks Pass Include

This centrally located, spacious 3 bedroom/2 bathroom home is located in a uniquely within the City of Watsonville, 20 minutes from Gilroy, 25 minutes to downtown Santa Cruz, 25 minutes to Monterey. This newly updated home features a walk-in shower with three water features in the master bathroom. Full laundry services, and up to date appliances. A curved Television is in the living room, the master bedroom features a king bed, with a flatscreen television. Outside television and more!!

A single-story home is set against a clear sky, featuring a well-maintained front yard with a variety of blooming flowers and shrubs. Palm trees add a tropical touch, while a paved driveway leads to an attached garage.

4.93 out of 5 average rating, 209 reviews

Gorgeous 3-bedroom home, quiet, close to shopping!

Enjoy the Bay Area in your own private, quaint, and comfortable cozy home! Gaze out of your master bedroom window or living room to green grass and Bamboo tree lined backyard with fruit trees and 6' fences. The home is in a safe, quiet, neighborhood, within 2-3 minute drive to Oakridge mall. Conveniently located w/all shopping imaginable within 5 minutes drive. Our inviting full kitchen contains pots, pans, dishes, a Keurig coffee maker, rice cooker, Ninja Air fryer and much more.

4.8 out of 5 average rating, 794 reviews

The cottage is set against a backdrop of the ocean, featuring a terracotta roof and white walls. Palm trees frame the entrance, while vibrant flowers adorn the pathway leading to the door. The expansive view of the water is visible beyond the landscaped garden.

Guesthouse in Aptos

The Cottage Getaway by the Sea

The Cottage Getaway by the Sea is a single level one bedroom stand alone cottage on a cliff over Rio Del Mar Beach w/ 180 degree WOW views of the Monterey Bay. Seasonally enjoy dolphins, whales, & great sunsets! Located in a peaceful neighborhood, this is a perfect place for a quiet romantic getaway or just to read, relax, & enjoy. We are one of the few airbnbs with a California King Bed! Pricing is per night for one; 2nd person +$25 per nite PERMITTED vacation rental #181420

4.83 out of 5 average rating, 116 reviews

A private deck is featured with views overlooking the Monterey Bay. A hot tub is situated adjacent to a glass-topped table surrounded by four metal chairs. Lush greenery encircles the area, providing a secluded atmosphere.

Home in Castroville

Hilltop Villa w/ Great Views & Private Hot Tub

Modern decor. Located in the heart of Monterey Bay between Santa Cruz and Monterey, 4 miles inland of Moss Landing, 20 miles from Santa Cruz and 20-25 miles from Monterey and Carmel. Our home offers a view of the entire Monterey Bay and sits atop a hilltop with lots of privacy. 1 big room with queen bed and a futon in the living room that turns into a bed and a beautiful deck with your own private hot tub. ***Mind you: we have a long-term tenant (Margarita) in the bottom unit.

4.99 out of 5 average rating, 175 reviews

A hot tub is positioned under a wooden gazebo, surrounded by lush greenery and tall trees. A colorful hanging chair is visible nearby, inviting relaxation. The outdoor space features a patterned area rug, and the sound of nature creates a tranquil ambiance.

Cabin in Soquel

Coastal Redwood Cabin | Hot tub | Private Creek

Welcome to our cozy cabin nestled in the serene beauty of the Santa Cruz Mountains! Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of towering redwoods surrounding our charming studio-style cabin. Whether you're seeking a peaceful getaway or craving an adventure-filled retreat, our cabin offers the perfect balance of relaxation and excitement. Follow us @thecoastalredwoodcabin We welcome one small pet (dogs only) to join in on the fun!

4.97 out of 5 average rating, 316 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.

4.93 out of 5 average rating, 346 reviews

The guesthouse entrance is framed by a neatly landscaped area, featuring a spacious path made of stone tiles leading to the front door. Elegant wrought iron railings and manicured greenery enhance the inviting setting under clear blue skies.

Guesthouse in Evergreen

Evergreen Valley Hillside retreat

A luxurious retreat above the San Jose Hills with amazing views of downtown San Jose all the way to San Francisco Bay. Secluded and peaceful surroundings but only 10 mins. to downtown. This is a gated property that is secured. The property has 2 bedrooms and 1 bath with a gourmet kitchen. Included built-in washer n dryer. Our guesthouse is completely private and not sharing any area inside the house. Please let us know if you have any question about our property.

A spacious living area is highlighted by a large blue sofa, complemented by warm accent pillows and a round coffee table. A plush armchair and area rug enhance comfort. Large sliding doors provide natural light and views of the outdoor patio and landscape.

4.94 out of 5 average rating, 134 reviews

Private Retreat: Hot Tub, BBQ/fire pit, City Views

Retreat above the city in this one-of-a-kind home and gaze at the sweeping view of Silicon Valley. Rancho Ruby is a revived 1950s ranch designed with a modern California style. Every amenity and detail has been thoughtfully considered for the tech-savvy travelers. The home is open, peaceful, and cool. It sits on a hilltop, situated on a secluded & gated third acre lot to allow tranquility for guests but is only a 15 minutes drive to the city center.

Popular amenities for Gilroy pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 403 reviews

A charming beach cottage features a vibrant blue front door and a welcoming porch. A white parasol shades seating arrangements, while beach-themed decor enhances the welcoming vibe. The light gray exterior complements the wooden steps leading up to the entrance, creating a cozy coastal atmosphere.

Home in Upper Seabright

Santa Cruz Beach Cottage Getaway

Home in Carmel-by-the-Sea

4.98 out of 5 average rating, 123 reviews

Very Private, 3 Balconies, Jacuzzi, Garage, King

4.91 out of 5 average rating, 167 reviews

A modern living area features a blue sofa adorned with white pillows. A glass coffee table sits on a patterned rug, with decorative items placed thoughtfully atop. An accent chair with a cozy cushion offers additional seating, while framed artwork decorates the walls.

Home in Santa Clara

Executive Class Stay in Tech Hub 3b2B Near SJC

An open-concept kitchen and dining area is displayed, featuring dark cabinetry and new stainless steel appliances. A dining table with wooden chairs sits adjacent to a spacious island. Soft lighting from pendant fixtures complements the natural light flowing through large windows.

4.92 out of 5 average rating, 428 reviews

Comfortable Whole Home on two house lot

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.

4.95 out of 5 average rating, 315 reviews

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

4.99 out of 5 average rating, 277 reviews

An aerial view captures the cottage's proximity to the beach, with the shoreline and pier visible in the distance. The surrounding Capitola Village features a mix of residential and commercial buildings, while palm trees and parked cars line the streets.

Home in Capitola

Heart of Capitola Village★Parking★King Bed★Pets Ok

A modern kitchen showcases gray cabinetry and stainless steel appliances. A wooden island with two high stools stands against the wall, offering a functional space. Ample overhead lighting creates a bright atmosphere, while a floral artwork hangs on the wall, adding a touch of warmth.

4.81 out of 5 average rating, 501 reviews

Airy Modern 2BR/2BA - Parking + Laundry + Sleep 6

4.88 out of 5 average rating, 119 reviews

An outdoor patio with natural stone tile features wooden seating and a low table. The kitchen is visible through expansive glass doors, highlighting a modern design. Lush greenery surrounds the space, creating a serene atmosphere under a clear blue sky.

Home in Pebble Beach

Private Treetop Beach House

Pet-friendly home rentals with a pool

5 out of 5 average rating, 31 reviews

An aerial view captures the lush grounds of the villa community, featuring manicured gardens, a swimming pool, and winding pathways. The Pacific Ocean and pristine sandy beach can be seen in the distance, bordered by scenic coastal cliffs under a clear blue sky.

Condo in Aptos

Seascape Oceanview Luxury 2B w/theater walk2beach

4.93 out of 5 average rating, 153 reviews

Cottage in Ben Lomond

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

Tiny home in Carmel-by-the-Sea

A rustic tiny house features a wooden porch with decorative railing. Large windows allow natural light to flow into the interior. Surrounding greenery enhances the secluded atmosphere, while a pathway leads to the entrance, providing access to the cozy space.

4.84 out of 5 average rating, 129 reviews

Bunk House w/ Luxury Tent

4.74 out of 5 average rating, 195 reviews

A swimming pool invites relaxation, surrounded by a spacious deck with lounge chairs. The property’s two-story house features large windows, offering views of the landscaped yard beyond. The clear water reflects blue skies, creating a serene atmosphere for guests to enjoy.

Home in Gilroy

💛Travelers Dream 💤Near all popular attractions

5 out of 5 average rating, 41 reviews

A spacious lawn area is bordered by natural stone features and shaded by trees. Sunlight casts long shadows across the grass, creating a calming ambiance. A wooden chair is positioned on gravel nearby, providing a relaxing spot for guests to enjoy the outdoor space.

Villa in Monte Sereno

Los Gatos Villa: hot tub, sauna, pool, and huge yard

4.91 out of 5 average rating, 23 reviews

This two-story condo is set within landscaped grounds, featuring a mix of grassy areas and walkways. The exterior is highlighted by a combination of neutral-colored walls and wood accents. A small patio area can be seen at the side, accompanied by trees and shrubbery.

Condo in San Jose

Charming 2 bedroom 2 story condo - No smoking

4.98 out of 5 average rating, 49 reviews

A serene backyard showcases a solar-heated pool surrounded by a spacious patio. Lush greenery and trees line the perimeter, creating a peaceful ambiance. Soft lighting illuminates the area, with a cozy seating arrangement visible in the background, enhancing the outdoor gathering space.

Home in Evergreen

Casa Feliz | Pool | Dry Sauna | Family Fun

4.95 out of 5 average rating, 118 reviews

A scenic pool area is framed by tall pine trees, with a vibrant sunset reflecting in the calm water. The landscape features gentle hills in the background, enhancing the serene environment.

Home in Ben Lomond

The Hacienda- Santa Cruz Mountain Ridgetop Retreat

Private, pet-friendly home rentals

4.96 out of 5 average rating, 125 reviews

The exterior of the farmhouse features a welcoming front porch with several black rocking chairs positioned along the railing. Large windows allow natural light to fill the space. A pathway leads up to the door, connecting the home to the surrounding landscape.

Farm stay in Salinas

Charming Farmhouse in Carmel Valley

Shipping container in Gilroy

4.95 out of 5 average rating, 42 reviews

Countryside Container Home

4.93 out of 5 average rating, 433 reviews

A rustic caboose, painted in bright red, is nestled among lush green trees. Vintage machinery, featuring large wheels and a copper detail, is positioned nearby, surrounded by a gravel area. The ambiance is quietly rural, under the canopies of towering redwood trees.

Train in Cupertino

Caboose in the redwoods just outside of Cupertino

4.82 out of 5 average rating, 617 reviews

A spacious great room features large, floor-to-ceiling windows offering views of the sunset over the mountains. A wooden dining table, surrounded by black chairs, is positioned in the foreground. Soft lighting enhances the natural wood ceiling, while curtains frame the side windows.

Cabin in Los Gatos

Epic Santa Cruz Mountain Views in Rustic Home

Guest suite in Morgan Hill

An outdoor patio area is shown, featuring a smooth stone floor and green grass surrounding it. The space is framed by columns and a railing, with trees and shrubbery visible in the background under a bright blue sky with scattered clouds.

4.97 out of 5 average rating, 73 reviews

Tranquility Hilltop Home

4.97 out of 5 average rating, 123 reviews

A secluded outdoor area features a hot tub surrounded by lush greenery. A shaded patio sits nearby with white lounge chairs, while a portion of the building is visible in the background, incorporating large windows and a deck area adorned with outdoor furnishings.

Farm stay in Woodside

Apartment w hot tub / forest & ocean view

4.96 out of 5 average rating, 448 reviews

The entrance to the studio cottage is framed by lush greenery, with steps leading up to an open door. Natural light spills into the interior, showcasing wooden accents and inviting outdoor space. Paved stones create a pathway, bordered by a wooden fence.

Guesthouse in Sunnyvale

Private cottage in a garden