Pet-friendly holiday rentals in Gilroy

4.97 out of 5 average rating, 120 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.

Guest house 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, 118 reviews

A cozy bedroom is presented with a wooden accent wall and large windows on either side, allowing natural light to flood the space. The bed features decorative pillows and a colorful throw blanket, complemented by a small potted plant on the side.

Cabin in Bonny Doon

Eclectic Escape

The perfect stay for adventure seekers and relaxation enthusiasts. (Permit 251052) Unwind with yard games and bbq, soak up the sun from the deck or relax in a hammock under redwood shade. Cozy up on a comfy couch, enjoy forest views through skylights, or watch movies on the big screen. Explore hiking trails just steps away, vast mountain biking trails (10 min), or hit the beach and surf (13 min). Indulge in wine tasting at a local mountain vineyard nestled amongst the redwood giants (5 mins).

4.98 out of 5 average rating, 210 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.

4.98 out of 5 average rating, 101 reviews

A cozy outdoor patio features a sectional sofa arranged with decorative pillows and an umbrella for shade. A propane fire pit serves as the focal point, surrounded by two lounge chairs. String lights overhead create a warm ambiance, with lush greenery in the background.

Home in Gilroy

Peaceful Home w/Patio by Wineries & Gilroy Gardens

Private and peaceful 2 bed 1 bath single family home with fenced in front yard and patio oasis, centrally located in South Bay’s Wine Country. ▪️Perfect for couples get away or family trip! ▪️Walking Distance to Downtown (0.5 mile) ▪️Adjustable King Bed with HDTV ▪️Newly Remodeled Bathroom ▪️Large Living Room Space w/ 85” 4K TV ▪️Patio equipped w/ propane Fire Pit and Grill ▪️Ready to Cook in Kitchen ▪️Workspace w/ Monitor and Fast WIFI ▪️Nearby Restaurants, Shopping, and Wineries!

4.95 out of 5 average rating, 119 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

"Welcome to the Hacienda", a modest mid-century retreat located in the beautiful Santa Cruz Mountains. The Hacienda is located just 5 minutes from Ben Lomond town, 10 minutes from Henry Cowell State Park and only a 20 minute drive from Santa Cruz beaches. Our unique private home includes a pool & hot tub which sits on the ridgetop overlooking the gorgeous San Lorenzo Valley. If you're looking for peace & tranquility or simply need to relax and recharge, the Hacienda awaits your arrival.

4.92 out of 5 average rating, 229 reviews

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.

Home in San Jose

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.

4.97 out of 5 average rating, 349 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.

Guest house 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, 363 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.

Guest house 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.

4.93 out of 5 average rating, 449 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

This rustic caboose is just 10 minutes from Cupertino and downtown Saratoga, perfect for both business travelers, outdoor adventurers, and everything in between. There are lots of nearby hiking and biking trails, as well as other exciting outdoor activities. Being so close to Silicon Valley, yet feeling so far from it all is a truly unique experience unlike anywhere else. Pets generally ok. Check with hosts. Pets must not be left alone.

Tent in San Juan Bautista

A covered porch features two bright red Adirondack chairs facing a stone fire pit. The surrounding landscape includes gently rolling hills under a clear blue sky, complementing the peaceful ambiance of the hillside retreat.

4.97 out of 5 average rating, 234 reviews

Rancho Tranquillo Rustic Chic Glamping Tent

Go eco-friendly glamping in this hillside retreat on a working cattle ranch. The solar-powered luxurious tent features a kitchenette, outdoor shower, private outhouse, covered front porch, and a fire pit. Enjoy expansive views of the valley below. Accessible only by private road, this immersive spot is exclusive, unique and seemingly a world away. Private and rustic, this is glamping at its best! Seasonal: April - Oct.

4.93 out of 5 average rating, 110 reviews

A spacious living area features two comfortable sofas arranged around a central coffee table on a light area rug. A smart TV is positioned on a media unit, while natural light fills the space through a window, creating a relaxed environment complemented by decorative pillows.

Home in Hollister

2 King Beds, Free Coffee, Comfy!

This stay is perfect for travelers that want a home-away-from-home experience. Make home-cooked meals in our fully stocked kitchen. There is a guitar, piano and bongo drum for the musically inclined. Enjoy two bedrooms, each with a comfy king bed and fast WIFI. Coffee is provided, as well as tea for the mellower souls. Can't wait to host you!

Guest suite in Watsonville

Two cast iron clawfoot soaking tubs are positioned on a wooden deck, surrounded by greenery. A wooden privacy screen stands nearby, with a towel hanging on a hook. The space invites relaxation in a natural setting.

4.94 out of 5 average rating, 274 reviews

Refuge de Lobos

Welcome to the Pajaro Retreat. An invitation to find rest and rejuvenation underneath the trees at our home in the Pajaro Valley. Relax in private clawfoot soaking tubs under the stars. We welcome dogs! Please review our pet rules below before booking to ensure a safe and enjoyable stay.

Popular amenities for Gilroy pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 198 reviews

A charming entrance features double glass doors framed by a lush arch of blooming white roses. A decorative stone path leads to the door, which is accompanied by a small birdhouse and garden elements that enhance the tranquil atmosphere.

Home in Santa Cruz

Magnolia Garden Bungalow :)Dogs/Hot Tub

Home in Carmel-by-the-Sea

4.99 out of 5 average rating, 135 reviews

Very Private, 3 Balconies, Jacuzzi, Espresso, King

4.92 out of 5 average rating, 199 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

4.91 out of 5 average rating, 133 reviews

The exterior of a spacious blue house is framed by a white picket fence and lush greenery. The residence features multiple entrances, with a bright and colorful sky creating a striking backdrop at sunset.

Home in Marina

Prestige Palace STR25-000046

4.86 out of 5 average rating, 367 reviews

A bright and airy living room features a neutral-toned sofa adorned with various decorative cushions. Two rattan chairs frame a natural wood coffee table, while a large piece of artwork hangs above. Windows provide ample sunlight and views of the outdoors.

Home in Aptos

Charming, Light-filled House Walk To The Beach

Home in Carmel-by-the-Sea

The living room showcases a cozy seating arrangement with a plush sofa and accent chairs. A wooden coffee table sits at the center, surrounded by decorative plants. High wooden beams grace the ceiling, while a fireplace adds warmth, and large windows provide natural light.

4.99 out of 5 average rating, 192 reviews

Charming Carmel Cottage - Close to Downtown!

4.99 out of 5 average rating, 443 reviews

A welcoming entrance to a beach house features two bicycles, one orange and one white, parked on a stone path. Palm trees and a front porch with two chairs provide a relaxed setting, complemented by a blue front door and an inviting landscape.

Home in Santa Cruz

Pleasure Point Beach House!

4.93 out of 5 average rating, 281 reviews

A cozy living area features a light blue sofa and a stylish lounge chair, complemented by a decorative area rug. Wall art is displayed above a low table, while houseplants adorn the space. Warm, orange accent walls provide a welcoming touch.

Home in San Jose

Convenient 1BR Home Near SJ Airport & Santa Clara

Pet-friendly home rentals with a pool

4.8 out of 5 average rating, 228 reviews

A spacious living area features a striking stone wall, complemented by a large flat-screen TV mounted above an elegant dark cabinet. Plush seating options, including a brown leather sofa and chairs, invite relaxation, while a decorative chandelier adds a refined touch to the room.

Home in Willow Glen

Beautiful Large 4BR Home with POOL

4.93 out of 5 average rating, 167 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, 156 reviews

Bunk House w/ Luxury Tent

Place to stay in Los Gatos

An aerial view displays the serene property nestled among towering redwoods. A sparkling pool is surrounded by lush greenery, with a patio and seating area visible in the background. The landscape features diverse plants, enhancing the tranquil atmosphere of this private retreat.

4.77 out of 5 average rating, 84 reviews

Stay Alpha Home • Modern Redwood Retreat with Pool

4.73 out of 5 average rating, 206 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, 14 reviews

Home in Hollister

Private Spanish Estate w/ Pool, Spa & Courtyard

5 out of 5 average rating, 44 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, huge yard

4.91 out of 5 average rating, 65 reviews

A dining area features a wooden table with seating for six, positioned on a patterned area rug. Soft overhead lighting illuminates the space, while a modern kitchen is visible in the background, showcasing wooden cabinetry and stainless steel appliances.

Flat in Gilroy

Lovely one bedroom upstairs fully furnished apt

Private, pet-friendly home rentals

4.96 out of 5 average rating, 140 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

4.96 out of 5 average rating, 24 reviews

The exterior of a spacious home is captured, featuring a classic architectural design. Greenery surrounds the entrance steps, which lead to a welcoming front porch. Large windows allow natural light to fill the interior, and a dramatic sky with clouds is visible above.

Home in San Martin

Peaceful Place to Relax

5 out of 5 average rating, 4 reviews

Home in Gilroy

Nature retreat in Gilroy | peaceful 2BR stay

4.81 out of 5 average rating, 831 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.

Guest house in Aptos

The Cottage Getaway by the Sea

4.93 out of 5 average rating, 122 reviews

A two-story cabin constructed of natural wood is nestled among towering redwood trees. Large windows allow natural light to fill the space, while a private balcony overlooks the serene forest. The surrounding forest provides a peaceful, immersive natural setting.

Cabin in Boulder Creek

King Suite Cabin | Santa Cruz Mountains

Shipping container in Gilroy

4.96 out of 5 average rating, 78 reviews

Countryside Container Home

4.93 out of 5 average rating, 252 reviews

A tranquil exterior view of a single-story home surrounded by lush greenery, featuring vibrant flowers and a gravel driveway. Towering trees provide shading, while a car is parked near the entry. The home's entrance is adorned with a pergola that adds to the inviting atmosphere.

Guest suite in Aptos

Cozy retreat near woods and sea