Holiday rentals in Cobb Mountain

Cozy Lakefront Retreat - Private Trails & Beach

A bright historic farmhouse overlooking Clear Lake, with a private lakefront cove and access to a second shared beach & dock. Scenic views, private trails, and generous indoor and outdoor gathering areas are ideal for unwinding together. Enjoy meals on the covered veranda, cook in the well-stocked kitchen, bathe in the outdoor spa, play in the game room, or gather by the fire pit after sunset. Wineries, farm stands, shops, and hiking nearby make great outings for couples, families, and friends.

Cozy PET-FRIENDLY 1 bd cabin w/ indoor fireplace

Welcome to Castlewood Cabin in the beautiful Whispering Pines community on Cobb Mountain. Wrapped in a forest of pine trees, this rustic, refinished cabin offers one bedroom and one bathroom as well as a fold out sofa in the living room. With room for up to 5 guests this cabin is the ideal spot for a romantic couples getaway, a family road trip or even a small group of friends. Come enjoy all that Lake County has to offer - hiking, biking, boating, fishing, wineries, casinos Harbin and more!

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

Little Falling Water - Mid-Mod Masterpiece

We invite you to experience the exceptional mid-century modern style and mountain tranquility of Little Falling Water. Set beside a waterfall and built literally over a stream, this architecturally significant residence completed in 1961 was inspired by Frank Lloyd Wright's iconic home of the same name. Walls of glass frame treetop views and the soothing sounds of cascading water surround you on all sides. Decorated with taste, curated for your comfort, close to fine wineries, come enjoy!

Healdsburg House - Chiquita Road

Relax with the whole family at this peaceful and private home mins to the Healdsburg Square, Montage Resort, and Dry Creek/Alexander Valley Wineries. The updated home features an open concept kitchen, two family rooms, and a sparkling hot tub on 1.5 private acres surrounded by vineyards and oak trees. Cruise your bike to town or head directly out Chiquita Road to some of the world's greatest cycling. 2.4 miles to the Montage Resort. 2.5 miles to the Healdsburg Square. Welcome to Wine Country!

Cozy vintage cabin with fireplace near hot spring

Our rustic wood cabin is nestled among pine trees in the little village of Cobb Mountain, close to Harbin hot springs, Clear Lake, and just north of Napa valley wine country. Enjoy being surrounded by forest while you relax in the hammock or bbq on the deck. Step back in time in the vaulted wood rooms, warm fireplace, modern amenities including A/C and comfy bedding. A short walk to the swimming pool, little stream, general store and cafe. A perfect romantic getaway, or for the whole family!

Cozy Mountain Retreat | Peaceful with Scenic Views

Get away from it all and enjoy the peace and quiet of Loch Lomond. Relax on the deck surrounded by oaks, grill your favorite meals, and unwind in comfort. The kitchen is fully stocked for cooking, and there’s a small gym area for yoga or stretching. Each room has a comfy queen bed and mini-split A/C and heating. Kick back in the spacious TV room with a wet bar and a desk for remote work, plus fast WiFi to stay connected. Perfect for a peaceful retreat, remote work, or a mountain adventure.

Little Lakehouse-Romantic Getaway|Fishing Paradise

Welcome to The Little Lakehouse, a cozy lakeside retreat perfect for a peaceful & romantic getaway. This charming lakehouse offers everything you need for a relaxing stay, including private dock access located just down the hill from the home. Wake up to stunning lake views, enjoy your morning coffee on the dock, & cast a line for some of the best fishing around. Inside, you’ll find a thoughtfully designed space with a small but well-equipped kitchen and everything you need to unwind.

Top of the World View of Clear Lake and Mountains

If you’re looking to getaway, this home high in the hills surrounding beautiful Clear lake, is the retreat for you! Enjoy panoramic views of the lake and mountains. Very quiet, the perfect stop between the redwood trees and the Bay Area Relax on the deck shaded by mature oak trees and watch the osprey’s gliding below you or use the house as a jumping off point. Mendocino National Forest, just 20 minutes away, offers endless possibilities: mountain bike and explore the local trails

:|: Samadhi’s Birdhouse ~ Nature’s Wonderland!

Samadhi’s Birdhouse is a quiet retreat perched atop a tiny peninsula that juts out into the southern portion of Clear Lake reaching toward Mount Konocti [Mountain Woman in Pomo]. Water surrounds you on all sides as birds abound. You’ll see pelicans streaming past; egrets finding their familiar ground; eagles, hawks, and turkey vultures looking down in curiosity. Deer, jackrabbits, and wild turkey graze together while melodic birdsong fills the air.

Garden house with gas fireplace

Beautiful new cottage with lots of light, swing, and gas fireplace. Large open space with private deck looking out at Mt St. Helena. In the evening, turn on the outdoor string lights and relax on the swing under the huge oak tree before sinking into the memory foam king size bed. In the morning there is pour over coffee and robes so you can sit outside and sip your coffee. Perfect place to stay for a while, or have a romantic weekend.

Charlie's Cabin | Lakefront • Spa • Firepit • Dock

Welcome to Charlie's Cabin located in the heart of beautiful Lake County. Your cabin, directly on the lake, has everything you'll need to create the perfect getaway. With two bedrooms, an open concept living area featuring a chef's kitchen. The expansive deck provides a second living area with plenty of seating around the table or fire pit with lake and mountain views. The lower level provides a second deck and private dock - so bring your boat!