Pet-friendly holiday rentals in Gilroy

4.89 out of 5 average rating, 491 reviews

A small rustic cabin is nestled among tall trees, providing a sense of seclusion. Sunlight filters through the canopy, casting dappled shadows across the ground. The cabin features a single window framed by green trim, blending harmoniously with the natural surroundings.

Cabin in Los Gatos

The Coach House

The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

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.

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, 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.

4.89 out of 5 average rating, 160 reviews

A charming exterior is presented, featuring a brick facade and a bright turquoise trim. Large planters filled with tall plants frame a welcoming outdoor space, complete with a patio table and chairs. The sunny sky enhances the inviting atmosphere of the area.

Home in Moss Landing

Haute Enchilada Beachside Resort Unit A

Clean, quiet, bohemian beach-side jewel! - Private & gated guests only parking - Across the street from the beach, Moss Landing harbor & KOA - Home to Teco & Valentina, resident barn owls. Owls are known to put on quite a show! They are beautiful! Watch them in their owl box from the live feed on our website/YouTube! - One dog max, $50. - EV charging permitted, $25/day Located on same property as The Haute Enchilada Cafe & Gallery. Visit The Haute Enchilada website for lunch reservations.

4.92 out of 5 average rating, 279 reviews

A patio area is shown featuring a wooden pergola supported by upright beams. The space includes outdoor seating arranged around a small table. Lush greenery and low-maintenance plants line the perimeter, with a smooth stone pathway leading to the entrance of the house.

Home in Marina

Peaceful Home near Monterey, Carmel STR25-00022

Nestled in the beautiful city of Marina, our home is perfectly positioned for your adventure: Beach Access: Just a short, less than 1-mile trip to the sandy shore. Steps away from shopping, award-winning dining, wine tasting rooms, beaches, scenic trails, bike paths, and golf courses. Attractions: A short drive to the world-famous Monterey Bay Aquarium, Cannery Row, Pacific Grove, Carmel-by-the-Sea, the breathtaking Big Sur coastline, and Pebble Beach. Business License Number 04106537

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.

5 out of 5 average rating, 213 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!

4.93 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.

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.

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.

Popular amenities for Gilroy pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 562 reviews

Home in Upper Seabright

Tropical Seabright Beach and Boardwalk Getaway

4.91 out of 5 average rating, 307 reviews

The exterior of the cottage is presented with a brick patio area surrounded by well-maintained lawn and landscaping. Two wooden chairs are positioned on the patio, set against the backdrop of the cottage's welcoming entrance. A clear blue sky visually enhances the inviting scene.

Home in Salinas

The Highlands House at Pessagno Winery

4.99 out of 5 average rating, 441 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!

4.92 out of 5 average rating, 145 reviews

A modern two-story house is surrounded by lush palm trees and landscaped grounds. The exterior features a combination of smooth white walls and dark roofing. Large windows allow natural light to illuminate the interiors, with a welcoming patio area framed by a wooden fence.

Home in Seaside

Serenity Getaway - Near MRY Aquarium and downtown

4.97 out of 5 average rating, 116 reviews

Home in Pebble Beach

Pebble Beach's Empire

4.97 out of 5 average rating, 237 reviews

A spacious outdoor area features a well-maintained lawn surrounded by wooden fencing. A dining table with an umbrella provides shade, and two lounge chairs are positioned nearby. The Bocce Ball court is visible, offering an inviting space for outdoor activities.

Home in Salinas

The Bixby House -Short drive to Carmel/Monterey

4.83 out of 5 average rating, 122 reviews

The spacious living area features high ceilings and large windows, allowing ample natural light. A comfortable sectional couch is positioned around a modern coffee table, with decorative elements complemented by a wall-mounted TV. A vibrant area rug enhances the warmth of the wooden flooring.

Home in Creekbridge

2-Story Family, Dog Stay w/King Bed, Yard, Grill

Home in Carmel-by-the-Sea

The exterior of the contemporary home showcases a sleek design with a two-car garage and a landscaped front yard. Natural landscaping with various plants and ground cover surrounds the path leading to the entrance, framed by trees and a clear blue sky.

4.99 out of 5 average rating, 178 reviews

Luxury Modern Home/ Pets OK & FREE EV

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, 154 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

4.85 out of 5 average rating, 27 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

4.91 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.

Apartment in Gilroy

Lovely one bedroom upstairs fully furnished apt

Private, pet-friendly home rentals

4.93 out of 5 average rating, 83 reviews

An open kitchen and dining area features a spacious island with seating, a stylish chandelier overhead, and a modern fireplace. A smart TV is mounted on the wall above the fireplace. Large windows allow natural light to fill the room, enhancing the contemporary design.

Home in Hollister

Cozy Escape

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

Shipping container in Gilroy

4.96 out of 5 average rating, 77 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

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, 94 reviews

Tranquility Hilltop Home

4.96 out of 5 average rating, 140 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