Pet-friendly holiday rentals in Gilroy

4.97 out of 5 average rating, 124 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.

4.98 out of 5 average rating, 125 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).

4.99 out of 5 average rating, 181 reviews

A cozy living area showcases a wood-burning stove with a warm fire glowing inside. The walls are painted in a calming green hue, accented by rustic decor such as a mounted deer head and circular wall art. A view into another room is visible through French doors.

Cabin in Felton

Redwood cabin retreat + hot tub + dogs ok + creek

Escape to Whiskey Creek (Permit #231409), a peaceful cabin in the Redwoods in the Santa Cruz Mountains. Relax in the private hot tub beneath towering trees, explore nearby trails, and return to a cozy wood-stove retreat just minutes from the beaches of Santa Cruz. Perfect for couples, families, and friends, Whiskey Creek offers a fire pit, A/C, Sonos speakers and fast Wifi. Minutes from Henry Cowell State Park, Roaring Camp, world-class mountain biking, and the coast. You will love it here!

4.98 out of 5 average rating, 212 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.

4.99 out of 5 average rating, 322 reviews

A charming two-story cottage is presented with a vibrant blue exterior, accented by a large yellow circle. Palm trees frame the scene, with a welcoming front porch featuring a railing. The surrounding area consists of a quiet street and neighboring houses, adding to the tranquil atmosphere.

Home in Capitola

Steps to Capitola Beach♦King Bed♦EVCharger♦Pets OK

Recently renovated with hardwood floors & stainless steel appliances. Spend your next beach getaway in the heart of the Capitola Village, a 3 minute walk to the beach, restaurants & shopping. This lovely 2-bedroom house has a private balcony w/a BBQ & sleeps up to 6. Level 2 EV charger in garage. Convenient Amenities Include: *Self check-in *Wireless Internet *Dog Friendly - 1 dog (40lbs +/- max) *Parking for 1 car in the attached garage (w/EV Charger) *Roku TV with Netflix, Disney+, YouTube

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.

4.97 out of 5 average rating, 105 reviews

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!

4.92 out of 5 average rating, 233 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.

4.81 out of 5 average rating, 837 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

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

4.94 out of 5 average rating, 150 reviews

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.

Home in San Jose

Private Retreat: Hot Tub & Hilltop Skyline 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.

4.97 out of 5 average rating, 120 reviews

A spacious deck features comfortable adirondack chairs arranged around a fire pit, with the ocean and lagoon visible in the background. Eucalyptus trees provide shade and a natural ambiance, enhancing the serene atmosphere of this outdoor space.

Home in Santa Cruz

Beach View Cottage - Hot Tub

Gorgeous, newly remodeled, home with amazing views of the ocean, beach, and lagoon. Hot tub, bikes, surfboards, kayak. Everything you could possibly want for a Santa Cruz trip in a spectacular setting VR PERMIT # 191354 Just 200 yards from the beach, this tranquil beach view cottage is your perfect beachside escape. Located on a quiet, private street in Pleasure Point, this charming and newly updated two-story home offers stunning ocean views.

4.83 out of 5 average rating, 429 reviews

Home in Aptos

Aptos Beach Retreat • Hot Tub & 5 Min Walk to Sand

Unwind by the Bay at this luxury Aptos beach bungalow near Rio Del Mar Beach. Enjoy cathedral ceilings, a private outdoor hot tub, heated bathroom floors, and a fully equipped kitchen. Perfect for couples, small families, or remote stays with Wi-Fi and Roku TV. Walk to the beach or explore nearby Seacliff State Beach, Capitola Village, and Santa Cruz Boardwalk. Relax, recharge, and soak up Monterey Bay’s coastal charm. Permit #211099

4.82 out of 5 average rating, 651 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

Located behind Los Gatos in the Santa Cruz Mountains, this unique property features a stunning view of the Mountains looking West towards the Pacific Ocean. On most days a sliver of the ocean is visible or the marine layer that often blankets the coastline. A 15 min drive to Downtown Los Gatos. With 3 bedrooms and 2 baths we can support up to 7.

Popular amenities for Gilroy pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.85 out of 5 average rating, 318 reviews

Home in Santa Cruz

Safe, Steps To Beach, Spa, Near Harbor, Pets Okay!

Home in Carmel-by-the-Sea

4.99 out of 5 average rating, 139 reviews

Very Private, 3 Balconies, Jacuzzi, Espresso, King

4.93 out of 5 average rating, 446 reviews

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.

Home in San Jose

Comfortable Whole Home on two house lot

4.93 out of 5 average rating, 206 reviews

The spacious kitchen features an expansive island with four bar stools, allowing for casual dining. Light wood flooring complements the bright cabinetry and stainless-steel appliances. A view of the open living area is visible in the background, promoting a welcoming atmosphere.

Home in Santa Clara

4B/2.5B / Office Space / Open Plan / Huge Backyard

4.9 out of 5 average rating, 162 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

4.96 out of 5 average rating, 108 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 Miramar

Seaside Home Modern Retreat with Breathtaking

4.91 out of 5 average rating, 343 reviews

A charming building is enveloped in climbing vines and surrounded by scenic vineyards. String lights extend overhead, adding warmth to the outdoor space. The gently sloping hills in the background enhance the rural atmosphere, inviting guests to enjoy the tranquil surroundings.

Home in Salinas

The Vineyard House in the Pastures of Heaven

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, 183 reviews

Luxury Modern Home/ Pets OK & FREE EV

Pet-friendly home rentals with a pool

4.5 out of 5 average rating, 8 reviews

Home in Morgan Hill

Luxe Estate w/ Pool | Sleeps 10

4.93 out of 5 average rating, 169 reviews

Cottage in Ben Lomond

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

Cabin in Carmel-by-the-Sea

4.85 out of 5 average rating, 162 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.

4.79 out of 5 average rating, 90 reviews

Stay Alpha Home • Modern Redwood Retreat with Pool

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.

4.73 out of 5 average rating, 207 reviews

💛Travelers Dream 💤Near all popular attractions

5 out of 5 average rating, 18 reviews

Home in Hollister

Luxury Hacienda | Heated Pool, Spa & Courtyard

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

4.94 out of 5 average rating, 17 reviews

Gilroy Oasis

Private, pet-friendly home rentals

4.93 out of 5 average rating, 84 reviews

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, 5 reviews

Nature retreat in Gilroy | peaceful 2BR stay

4.92 out of 5 average rating, 366 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

Shipping container in Gilroy

4.96 out of 5 average rating, 84 reviews

Countryside Container Home

Guest house in Morgan Hill

An open living space features a dark gray sofa with stripes, complemented by two black upholstered chairs and a round dining table with woven placemats. Natural light fills the room through large windows, and a decorative plant adds a touch of greenery.

5 out of 5 average rating, 25 reviews

Adorable renovated guest cottage near downtown

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