Holiday rentals with lake access in Milpitas

High-End Lakeview Cottage in Los Gatos

Nestled just 4 minutes from downtown Los Gatos, be one of the first to experience this unique guest cottage. Everything has been done to the highest level of detail, from the Wolf Range & Sub-Zero Refrigerator, wide plank 100+ year reclaimed flooring, marble counters, to the hand-chiseled travertine front patio. Wake-up to a view of the crew team on the 'lake' and wild birds flying overhead. This is not your typical Airbnb and is for the highly discerning looking for a home away from home.

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

Pleasanton Haven

Our home is our permanent residency, we rent while away. Expect personal items to be present (cars, clothes). It has three well-lighted bedrooms, three queen beds, two full and one-half baths, a fully equipped kitchen, and a side deck area. The long driveway is convenient for parking. The house is in a quiet, friendly neighborhood, walking distance to a lake and bike paths. We are 5 minutes from downtown Pleasanton and 13 minutes from BART. Please be aware that there is no television.

Vineyard Retreat with Expansive Mountain View

Vineyard retreat in Santa Cruz Mountains with expansive hilltop views. Situated off the beaten path between Los Gatos & Felton. The perfect place to disconnect, unwind & relax in a rural mountain setting. Our vineyard is 100% natural, no chemicals, pesticides or additives, from the soil to your cup. Please enjoy meandering the rows, soaking in the views and being in nature. Watch the marine layer recede in the morning & enjoy stargazing at night. Pricing is the same for 1-4 guests.

Cozy Studio near Palo Alto & Stanford | Quiet WFH

A private, curated studio by the Bay Trail, just minutes from Stanford, Google, Meta and Silicon Valley. Features a full kitchen, in-unit laundry, private bathroom, separate entry, free parking, wifi and a workspace. ✨ Designed and curated by a professional interior designer and tech-industry hosts, balancing comfort, efficiency, and calm. ❤️ More than just a place to stay — a place to feel at home in Palo Alto. Note: The studio is attached to a separately occupied home.

Spacious 3BR Home Near San Francisco

Spacious 3-Bedroom Home Near San Francisco Welcome to our comfortable 3-bedroom, 2-bath home in Castro Valley, ideal for families visits, business travelers, tech professionals, traveling nurses and extended stays. This 1,300 sq ft home features central A/C, fast WiFi, a fully equipped kitchen and comfortable beds. Located in a quiet, safe neighborhood. We maintain a peaceful, respectful environment. Parties, events, loud music, smoking, and drug use are not permitted.

Private Updated In-Law Studio Near Lake Chabot

The studio was recently refreshed with updated finishes, improved lighting, and a clean, modern layout. Escape to our cozy & modern private in-law suite in a quiet Castro Valley neighborhood. Perfect for 2 guests, this studio features a private entrance, kitchenette, and a comfy queen bed. Enjoy easy self check-in and a private patio. You're just one mile from the beautiful hiking and kayaking at Lake Chabot. High-speed WiFi included for work or streaming.

Peaceful Retreat w/ Views + Gated Parking

This romantic retreat is perched on a sunny ridge with sweeping views of the bay, surrounding hills, and spectacular sunsets. Farm vibes with California natives, fruit trees, redwoods, and outdoor space to enjoy. No shared walls, behind our family home inside a secure gate with door-side parking. Super quiet in a safe, residential neighborhood. Convenient to everything in the Bay. Perfect home base for visiting family, work trips and extended stays.

Lagoon Living Offsite + Family Retreat!

► Wake up to water views in the heart of Silicon Valley ► Centrally located: ✈ SFO: 10 mins. SF: 25 mins. Palo Alto, Mountain View, Cupertino & San Jose: 25 mins ► Maid services during stay ► Enjoy sunny weather in our one-of-a-kind backyard w/ deck, sauna, BBQ, garden, casita (office + extra bedroom), dock & SUPs ► Set up for relaxing, cooking & grilling, with sauna and pizza oven ► Blazing fast internet (360mbps) throughout the property + backyard

Lagoonfront Retreat: 3BR House Near SFO

Our stunning Airbnb listing offers both convenience and relaxation. 5min to multiple supermarkets and 15mins to SFO. Enjoy breathtaking views of the lagoon, modern decor, a fully-equipped kitchen, two comfortable living areas, and three cozy bedrooms with high-quality linens. We provide high-speed Wi-Fi, working desks, and heating for your comfort. We look forward to hosting you and helping you make the most of your stay in this beautiful area.

Cottage on the Water -SUP,Kayaking,Canoeing

Private Club House Water Front. Free use of stand-up paddle board, kayak, and canoe. Private entrance with Smartlock and wifi. Modern studio with full bathroom. and the kitchenette area is fully furnished for light cooking. Conveniently located near grocery, Target, Trader Joes, and restaurants. 5 minutes from Downtown San Mateo, and 10 minutes from SF Airport. Looking to get away from the bay area without actually leaving, nice escape.

Brand-new 3b3b home near Palo Alto, next to 84

Brand-new 3-story home, offering 3 bedroom with en-suite baths. Home is near Palo Alto with smart air conditioning, designer furniture, and luxury West Elm bedding. Features a ground-floor guest suite, gourmet kitchen with marble counters, espresso machine, and patio. Includes a garage gym, standing movable desks and smart tv. Perfect for professionals and families seeking comfort, privacy, and a prime location near Bay Bridge 84.