Vacation rentals in Saratoga

Lovely 4 bedroom gated Villa with free parking

Welcome to our beautiful luxury Villa. A lovely 4 bedroom 2 floor villa nestled in the beautiful hills of Los Gatos, located on 1.7 acres of gated land. Expansive decks on both floors with views, perfect for enjoying the propane fire pit & grill. Ideal for small retreats, corporate off sites & business travel. Just a 5-10 minute drive from downtown Los Gatos. Gym, retro arcade, billiards & foosball table included. Equipped with full washer & dryer, whole house LifeSource water filtration system.

Family · Value · Layout

Los Gatos Mountain Retreat | Heated Pool & BBQ

Escape to a peaceful mountain retreat in Los Gatos, surrounded by 24 acres of forest and nature in the Santa Cruz Mountains. This spacious 3,434 sq ft home offers panoramic mountain views, a sun-filled solarium dining room, and a stunning master suite with a soaking tub overlooking the forest. Enjoy the open-concept chef’s kitchen, explore nearby hiking trails, grill outdoors by the pool, and relax in the solar-heated pool. Just 10 minutes from Lexington Reservoir, perfect for a relaxing getaway

Location · Family · Amenities

Oak&Bloom cottage - Los Gatos, 2 bedroom, private

Escape to a spacious, beautifully remodeled and impeccably clean two-bedroom cottage in a desirable neighborhood, with sweeping canyon and mountain views less than two miles from downtown Los Gatos. Enjoy California living in a tranquil private yard with lush landscaping and multiple seating areas. Inside, you'll find a fully equipped kitchen, Nespresso coffee, high-speed internet, air conditioning and comfortable living spaces. Guests consistently love their stay, as reflected in our reviews.

Location · Value · Condition

Quiet Poolside Cottage for Solitude

New construction 800 sq. ft. Cottage 1.1 miles to downtown Los Gatos. Off-street parking for one car. Cathedral ceilings with skylight (morning sun, nightly stars). Comfortable pillow top King bed. Single bed in same space for extra guest (extra $25 for third guest/night). Kitchenette with basics. Dining table for work spaces. Pool available for guests. Jacuzzi not available. Many quiet places on property to relax. We do not accept third party reservations. Add your guests on reservation.

Location · Family · Biking

Historic Garden Retreat

Art, book and antique filled family home two blocks from Saratoga Village. Private, peaceful and lush back garden. Lots of room inside and out, to stretch out, work or play and enjoy indoor /outdoor living. Easy access to cafes, restaurants, two blocks away in Saratoga Village, less than a mile to Montalvo and four miles to Mountain Winery music venue. Our comfortable home is full of art in the house and sculpture in the garden. We hope it brings you as much joy as it does for us.

Location · Family · Quiet

High end home in Silicon Valley, Non-Smokers only

This is a 1 BR/1 BA fully furnished attached house with its own paved private entry way, completely separate from the main house. This is the perfect home away from home while you are relocating, on extended assignment, or on vacation in Silicon Valley. Located in a highly desirable West San Jose residential neighborhood but within 5-minute walking distance to Westgate Mall, Grocery stores, Restaurants, Eateries and Movie Theaters. Street parking available in front of the house.

Family · Location · Nearby

Sunwoods Mtn. House

Escape to Sunwoods Mountain House, a historic 1000 sq ft. cabin gut-renovated into a unique wellness sanctuary in the California coastal redwoods. Just 10 mins to Los Gatos & 20 mins to Santa Cruz. Unwind in the traditional sauna, spa shower, or on the wrap-around deck with fire-pit. Features a full kitchen and dining area as well as a dedicated WFH space with high-speed WiFi. The perfect basecamp for cycling, dining, wine tasting, hiking, Silicon Valley & Santa Cruz.

Family · Value · Comfort

Brand-New 2BR/2BA • Quiet & Convenient

Brand-new 2BR/2BA private guest suite in a beautiful, quiet neighborhood. Bright and spacious with 10-ft ceilings, skylights, two queen bedrooms with private bathrooms, dedicated workspaces, and brand-new appliances. Ideal for families, wedding guests, business travelers, and temporary stays. Apple Park is about a 10-minute drive away. Starbucks and a neighborhood park are less than a 5-minute walk, with shopping, dining, and groceries just minutes away.

Value · Family · Walkability

Greenwood Guest House, a Peaceful Oasis

Welcome to Greenwood Guest House, a 1 bedroom, 1 bath private house situated in a peaceful and expansive backyard with a pool, tennis court, and beautiful scenery. Our space is a good fit for business trips, couple vacations, and family visits. The kitchenette and laundry room make longer stays quite enjoyable. Easy access to Highway 17 and 85, 15 minute drive to San Jose airport (SJC) and 2 minute drives to either downtown Los Gatos or Saratoga.

Location · Value · Condition

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.

Value · Location · Getting around

2BR House + Patio + Office near Apple and Main St.

Spacious 2BR + private office in a quiet, walkable neighborhood. 600+ Mbps fiber Wi-Fi, two private parking spots, and a fully stocked kitchen. Just a 3-minute walk to 6 restaurants, 7-minute walk to Cupertino Main Street, and 2-minute drive to Hwy 280 and Lawrence Expressway. Includes two queen beds, smart TVs with streaming, and a backyard garden patio. Perfect for remote work or a comfortable Bay Area stay.

Value · Location · Condition

Newly Built Studio, 2000 FT Elevation with Jacuzzi

5 mins from Downtown Saratoga!! Its a great cozy spot to feel relaxed with a beautiful scenic view you will fall in love with featuring its own backyard seating area. This is a secondary detached unit that's fully equipped with everything your need such as full Bathroom and Kitchen, T.V, Wi-Fi, AC and Heater. **Ideal for Biking, Hiking or just simply taking in the beautiful sunset.

Location · Value · Getting around