Holiday houses in Diablo Grande

California dreamin’

Centrally located haven! Enjoy unparalleled convenience & comfort at our beautifully appointed home, perfectly suited for families, travelers, & adventure-seekers alike! Relax in style with a private entrance & high end furnishings to unwind and recharge. Minutes from Bass Pro Shops and within driving distance to the mountain ranges and the stunning Central Coast. Whether you're seeking outdoor adventures or simply a relaxing retreat, our home is the perfect hub for your California getaway!

Family · Location · Access

Iconic Union Pacific Caboose- No Pets

After 30 years of rail service and 30 years of retirement this Caboose has reinvented its self as a truly unique stay amongst the vineyards of the Livermore wine country. With 20 local wineries in close proximity you can walk, ride bikes or take the wine trolley to enjoy a day of wine tasting. There is also Lake Del Val 15 minutes away for hiking, fishing and boat rentals. Across the street is Holdner Park whose trails lead for miles and connect to Sycamore Grove. Downtown is 5 minutes away!

Location · Family · Accuracy

Route 66 Downtown Pet Friendly Little Home

Enjoy the peaceful PET FRIENDLY back patio. Enjoy a gas fire pit or bbq some dinner on the grill. Keep it simple at this peaceful centrally-located in Historic Downtown Modesto. This new build 1 bedroom with all new construction and appliances is walking Distance to Gallo Center for the Arts, Mchenry Mansion the Museum , Brendan Movie Theater, The State Theatre and you can enjoy all the night life on the weekends. Even catch Modesto's past time of some cruising on the weekends.

Location · Value · Barbecue

The Valley's Hidden Gem: Remodeled + Big Backyard

The Ultimate Staycation (a stay in vacation) was created in the middle of quarantine with that in mind. In other words, it has everything you need for a great vacation without having to travel very far if you just want to stay in. You can have friends or family over to enjoy it with you. When life throws you lemons, make a margarita on the amazing Ninja blender provided or use it to bake a lemon cake in the beautiful oven. So pack your bags and see what great memories await you!

Value · Location · Hospitality

Stunning Modern Home with Amazing Views of Valley

Nestled on a hilltop overlooking Silicon Valley and the Bay Area mountains, this modern home offers breathtaking views and ultimate comfort. Windows and patio doors flood the space with natural light, while the open layout, expansive outdoor deck and backyard make it perfect for relaxing or entertaining. Minutes from top dining, hiking, and Silicon Valley attractions, this serene retreat is ideal for business travelers, families, or couples seeking a peaceful escape.

Location · Value · TV

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, original art and spa amenities, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Family · Location · View

Amazing Country Setting at Cottage Creek Vineyards

Lovely 1000 Sq. ft. Cottage in the heart of wine country. A 400 sq. ft. delightful back patio with fire pit, full kitchen and bathroom makes this the perfect home away from home. Amenities include queen bed, wifi, TV's, fire place, & parking. We are a live winery and have wine tasting two weekends and two Friday evenings a month. We usually have live music, wine tasting is in the same vicinity as the Cottage.

Location · Family · Biking

Casa Orozco #7

​"Discover your cozy, unique, and stylish haven. This brand-new home offers a perfect blend of comfort and elegance, featuring a beautiful kitchen with gorgeous countertops, stunning bathrooms, and three bedrooms. You'll love the fireplace, tall ceilings, and brand-new HVAC system, plus a private driveway. We put a lot of love into building this home, and we can't wait for you to experience it.

Family · Sleep quality · Comfort

Modern 3BR Home w/Garage, Smart TVs & Laundry

Warm up your winter! Message us now for a seasonal discount. Relax in this modern 3BR, 2BA home in quiet Hilmar—perfect for families, professionals, and extended stays. Enjoy comfortable bedrooms, a fully equipped kitchen, in-home washer & dryer, fast Wi-Fi, Smart TVs, and private garage parking. Designed for comfort, cleanliness, and privacy, this home is an ideal base for work or leisure.

Family · Location · Check-in

Tiny home @ Fast Farms

Enjoy the sounds of nature when you stay in this unique tiny home! Relax with the whole family at this peaceful country property. Fresh seasonal fruit add to the country experience. In between San Francisco and Yosemite National Park, it's a great spot to stop and relax. Whether you want to get away from the hustle of life, or need a half way point for the night you'll enjoy your stay!

Location · Value · Indoor spaces

Scenic Studio with Panoramic Views of Morgan Hill

Sip your morning coffee on a private patio with sweeping views of Morgan Hill and Santa Cruz Mountains. This modern yet cozy hillside studio is the perfect escape: stylish, peaceful, and just minutes from downtown Morgan Hill’s restaurants, shopping, wineries, and Hwy 101.

Value · Location · Hospitality

Yurt in Vineyard Overlooking Monterey Bay

Lotus Belle Yurt in Lago Lomita Vineyards overlooking the entire Monterey Bay/Pacific Ocean. Backyard Glamping at it's finest! We have another listing at this property, so please also check out our 5 star rated Treehouse: search "Treehouse Vineyard Los Gatos"

Family · Location · Nearby