Pet-friendly holiday rentals in Los Gatos

A cozy living area is furnished with two red leather sofas and a single armchair. A television is mounted above a light wood cabinet. Soft blue area rugs cover the floor, and a large artwork of a horse adorns the wall, with natural light filtering through sheer curtains.

4.92 out of 5 average rating, 100 reviews

Entire In-Law Unit at Ridge Ranch

Whether you are here for vacation or business you will enjoy this newly remodeled, private in-law unit in an affluent, countryside neighborhood. Comfortable beds and high quality linens. Original art by R. Apple of our horses. Surrounded by mountains, redwoods with private trails, and a horse pasture. Only 10 min to dining and entertainment in Los Gatos, 20 min to Santa Cruz and an hour to San Francisco. Access to large network of trails for hiking and biking. One pet welcome. Max four guests.

4.99 out of 5 average rating, 195 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 + spa + dogs + A/C + 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!

4.96 out of 5 average rating, 123 reviews

A modern workspace is highlighted by a wooden desk and clear chair, accompanied by a lamp. A wall-mounted television displays an ocean scene. A kitchenette with a microwave and mini-fridge is visible, while a bathroom area with a sink and mirrors is seen in the background.

Guest house in San Jose

Luxe Suite with Private Yard & AC

Perfect for solo travelers or those with pets, this centrally located San Jose suite combines luxury and comfort. Sleep like royalty on a queen bed, start your day with a Nespresso, and enjoy a mini-fridge, microwave, and 45" TV at your workspace. Indulge in premium toiletries, AC, and use the hair dryer and steamer for a polished look. Easy self-check-in/out. The trendy wood panel wall adds style, creating your private cocoon. Plus, enjoy a private yard to relax and feel the outdoor breeze.

4.92 out of 5 average rating, 108 reviews

Cabin in Boulder Creek

Either Way Hideaway

Relax and enjoy riverside views in our tranquil Santa Cruz Mountains guesthouse. Cozy by our fire pits, take a dip in a private hot tub and enjoy the sounds of the river flow by. Hike Big Basin, Castle Rock and Henry Cowell State Parks. Close to historic downtown Boulder Creek and the Santa Cruz boardwalk, it’s the perfect base for exploring Santa Cruz county. Immerse yourself in of nature while staying connected and comfortable. Either way, you’ll enjoy your stay! SCC Permit #251382

4.95 out of 5 average rating, 125 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, 240 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.

4.9 out of 5 average rating, 102 reviews

An enchanting treehouse is nestled among the branches, adorned with warm string lights against a twilight sky. Adjacent, a living area features a large smart TV mounted on the wall above an electric fireplace, creating a cozy focal point.

Tiny home in San Jose

Family Favorite: Mickey Dream Loft & TREE house

Welcome to your next unforgettable stay — where comfort meets adventure in a space designed for fun-loving families and couples. 🌟 🧗‍♂️ Sleeping lofts accessed by indoor ladders — best suited for physically agile, adventurous guests 🌳 Relax in a magical backyard featuring a real treehouse, firepit & BBQ 🛁 Unwind in a spa-style bathroom with luxe touches 👨‍🍳 Cook like home in a fully stocked kitchen 🎮 Enjoy games, 65” TVs, and flexible workspaces 🌟 Discover More Below!

A charming cottage exterior is framed by tall cacti and vibrant flower gardens. A welcoming white door with a seasonal wreath invites guests inside. To the side, red chairs provide a cozy seating area, accompanied by a small table, amidst lush greenery.

4.9 out of 5 average rating, 858 reviews

Charming Hidden Cottage

A home away from home, this hidden little gem is a great getaway from the hustle and bustle of the cities. Still located conveniently close to businesses of all kinds including multiple down town areas, HWY 17 and 85, 1 mile from Netflix. We are constantly working on our cottage style gardens, so there will always be gardens to enjoy for you. If you are interested in trying any of our homegrown veggies or fruits just let us know, we love sharing our bounty:)

A round dining table is set for four, featuring red placemats and white dinnerware. Glasses are positioned beside each plate, and stylish utensils are arranged on either side. The wooden chairs are designed with a light finish, complementing the warm tones of the table.

4.83 out of 5 average rating, 269 reviews

Mountain Gem - $1M VIEW

We are offering a 1-bedroom apartment on the lower level of a 2-unit house. It is located in a very beautiful place and has a huge balcony with a million-dollar view of the Santa Cruz mountains. Close by 17 highway, which can take you to Los Gatos in 10 minutes, and Santa Cruz - in 20. Great for Bay Area business travelers. Ideal for Santa Cruz beach vacationers. 15 minutes to gorgeous nearby wineries. Got everything one needs for a super stay.

4.88 out of 5 average rating, 134 reviews

An open living space features a light-colored sofa adorned with colorful cushions, complemented by a plush area rug. A wall-mounted television is positioned opposite the seating. Natural light filters through sheer curtains, illuminating the room with a view of the private yard through glass doors.

Guest house in Los Gatos

Los Gatos Cozy 2BD 2BA Private Guesthouse

Enjoy a peaceful stay in this brand-new guesthouse in Los Gatos. Nestled in a safe, tranquil, upscale neighborhood. Private side yard, assigned parking, separate entrance. Open-concept living area, spacious bedrooms, and full kitchen. Exterior security cameras and systems. 20 min to SJ Airport, 6 min to Netflix, 6 min to Downtown Los Gatos, <5 min to Vasona Park, 3 min to Good Samaritan Hospital, 25 min to Stanford Hospital, 3 min to Whole Foods

4.93 out of 5 average rating, 460 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.

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.

4.8 out of 5 average rating, 111 reviews

Stay Alpha Home • Modern Redwood Retreat with Pool

Permit 231266 - Nestled in the Santa Cruz mountains is this serene oasis, rustic with modern touches and a stunning pool (the upper pool and main pool are not heated). Embrace yourself with the lush tropical setting and gorgeous redwood groves in this mesmerizing, unique villa. With distance between you and the closest neighbor, it’s perfect for families and nature enthusiasts seeking a rejuvenating retreat. Your redwood getaway awaits!

Popular amenities for Los Gatos pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.93 out of 5 average rating, 225 reviews

Executive Class Stay in Tech Hub 3b2B Near SJC

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.

4.93 out of 5 average rating, 219 reviews

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

4.98 out of 5 average rating, 410 reviews

Home in Santa Cruz

Steps to Blacks Beach

4.94 out of 5 average rating, 170 reviews

Home in San Jose

Private Spanish Casita near SJSU-2B/1B & Backyard

4.8 out of 5 average rating, 585 reviews

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.

Home in San Jose

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

A serene bedroom is highlighted by a spacious bed with a padded headboard and soft bedding. Natural light pours in through sliding glass doors, revealing a private outdoor area. A bedside table with a lamp complements a white dresser against the wall.

4.93 out of 5 average rating, 153 reviews

M&J@Gorgeous remodeled 3B2B SFH/Bay Area | 2944

Home in Downtown San Jose

The living area features a blue sofa and a wooden coffee table positioned on a dark rug. A flat-screen television is mounted above a white brick fireplace. Natural light enters through large windows, framed with light green blinds, and a decorative plant is situated in the corner.

4.81 out of 5 average rating, 343 reviews

Charming Craftsman in Downtown SJ

4.97 out of 5 average rating, 105 reviews

An outdoor patio area features two rattan chairs with plush cushions, positioned around a small table. String lights are draped overhead, providing a warm glow. A barbecue grill is located to the side, with greenery lining the perimeter, creating an intimate atmosphere.

Home in Berryessa

Modern Tech-Hub Home · Chef's Kitchen · EV · Patio

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 172 reviews

Cottage in Ben Lomond

Central Coast; Meadow, Hot Tub, Polite Pets Welcom

4.93 out of 5 average rating, 85 reviews

The image captures a modern home illuminated at night, with large glass doors opening to reveal a dining and kitchen area. The reflections of the structure and overhead lighting shimmer in the clear, blue pool water, creating a serene ambiance.

Home in Felton

Redwood Oasis - Private Heated Pool by State Park!

4.84 out of 5 average rating, 64 reviews

A sunroom features large windows that provide views of the garden and pool area. A round dining table is surrounded by four upholstered chairs. A ceiling fan hangs above, contributing to a bright and airy ambiance, while greenery is visible outside.

Flat in San Jose

Relaxing 3‑Room with yard Pool • Near Santana Row

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.

4.92 out of 5 average rating, 100 reviews

Silicon Valley Executive home in Santa Clara

Guest suite in Boulder Creek

A serene outdoor area features a solar-heated pool surrounded by lush greenery. Comfortable lounge chairs are positioned under a wooden pergola, offering a space for relaxation. The backdrop consists of rolling hills and trees, creating a peaceful natural setting.

4.93 out of 5 average rating, 86 reviews

Huckleberry Woods Sanctuary: Pool and Spa

Guest suite in Ben Lomond

4.9 out of 5 average rating, 20 reviews

Magical Poolside Retreat By Forest

4.92 out of 5 average rating, 161 reviews

The rooftop terrace is illuminated by string lights, featuring two large umbrellas and a dining set. A grill is positioned to one side, with the cityscape subtly visible in the background, creating a welcoming space for outdoor gatherings.

Flat in Menlo Park

Silicon Valley Retreat 2BR Apt in Menlo Park

5 out of 5 average rating, 14 reviews

Chalet in Los Gatos

Luxurious Poolside Chalet in Los Gatos

Private, pet-friendly home rentals

Guest house in La Selva Beach

A rustic wooden sign marked 'Sand Dollar Farms' directs left towards a gravel road. Surrounding grasses gently sway in a natural landscape, with a soft gradient of browns and greens visible in the background.

4.91 out of 5 average rating, 710 reviews

cute cottage walking distance to beach

Place to stay in Santa Cruz

The interior of the yurt showcases a high, circular ceiling with a skylight at the center, allowing natural light to fill the space. A spacious bed and a cozy seating area are surrounded by decorative Moroccan rugs, with colorful accents on the walls and large windows providing views of the surrounding garden.

4.96 out of 5 average rating, 400 reviews

Luxurious 24’ Yurt in beautiful half acre garden

4.92 out of 5 average rating, 426 reviews

A modern studio features a spacious bed with light bedding and a decorative pillow reading 'relax'. Built-in cabinets flank the bed, while a stylish chair and a small table are positioned nearby. A woven wall hanging adds texture, and a large mirror reflects the natural light.

Guest house in Los Gatos

Los Gatos/Cambrian COTTAGE-HOT TUB/pvt.parking

5 out of 5 average rating, 238 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

4.97 out of 5 average rating, 151 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

4.97 out of 5 average rating, 376 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

4.92 out of 5 average rating, 297 reviews

Remote Mountain Suite with Hot Tub