Family-friendly holiday rentals in Cobb

4.87 out of 5 average rating, 151 reviews

A rustic cabin is nestled among tall pine trees, featuring a red exterior and a welcoming American flag mounted on the front. Sturdy stairs lead up to a spacious deck surrounded by lush greenery, providing an inviting retreat.

Cabin in Middletown

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!

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4.94 out of 5 average rating, 125 reviews

Home in Lower Lake

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.

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4.85 out of 5 average rating, 116 reviews

Welcome to Ronhaven, our lakehouse getaway!

Relax with the whole family at this peaceful lake house getaway! Pets are welcome! Please include them in your booking. $50 per pet with a max. of 2 pets. Enjoy breathtaking lake views and a private boat dock with immediate lake access. Ranked the best bass fishing lake by Bassmaster in 2026 for the 4th straight year. Let good times roll in the lighted outdoor area with seating around a cozy fire-pit. Take advantage of the BBQ grill and Blackstone for cooking and grilling needs.

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 109 reviews

A mid-century modern cabin rests on stilts beside a lush forest. The entrance is marked by a striking red torii gate, leading to a wooden deck that overlooks the greenery. Sunlight filters through the trees, creating a serene atmosphere.

Cabin in Cobb

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!

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5.0 out of 5 average rating, 125 reviews

An airy living space is highlighted by high-beamed ceilings and large windows, allowing plenty of natural light. A gray sofa and two brown leather chairs are arranged around a round coffee table on a light-colored rug. The adjacent dining area features a wooden table, surrounded by various chairs.

Home in Healdsburg

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!

KitchenIndoor spacesBackyard

A clear blue sky is depicted above a serene lake, with two mountains rising in the background. Sunlight reflects off the water's surface. Leafy branches from nearby trees frame the scene, adding hints of green against the vibrant blue.

4.94 out of 5 average rating, 186 reviews

Oak Hill Cottage: WiFi, Views

This peaceful cottage sits on an oak dotted hill overlooking the lake and offers sweeping panoramic views from almost every room in the house. It would make a great homebase for adventures fishing, boating, hiking, winetasting, etc. Travel less than one minute by car (5 on foot), & you'll find a park, a public beach, & a free boat launch. Or, you can stay home & cook a meal in its deluxe kitchen. King size beds in both bedrooms. Restaurants, coffee, & shopping within easy walking distance.

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4.93 out of 5 average rating, 135 reviews

The living area features exposed wooden beams and a cozy stone fireplace at its center. Natural light fills the space through multiple windows, with comfortable seating arranged around the hearth. A warm plaid blanket is draped over a wooden couch, enhancing the cabin's rustic charm.

Cabin in Cobb

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!

FamilyIndoor spacesView

4.86 out of 5 average rating, 153 reviews

A lounge chair with a bright blue cushion is positioned on a wooden deck, showcasing expansive views of Clear Lake and the surrounding mountains. The sky is partly cloudy, and the natural landscape is visible in the foreground, creating a serene outdoor setting.

Home in Kelseyville

Stunning Lake & Mtn View | Theater Room | AC |Deck

From the moment you step into “Lakeview Dreamz”, you will be welcomed with the majestic view of the Clear Lake, Mt Konocti and the surrounding landscape from the front door, from the dining, through the large picture window in the living room, from the master bedroom and from the wrap-around deck. Unwind from daily hustles and watch a movie in theater setting (converted garage) with 100" projector screen. This LakeCounty getaway in Kelseyville Riviera is only 2-3 hours drive from bay area.

FamilyIndoor spacesHeating

4.94 out of 5 average rating, 157 reviews

The spacious deck overlooks a serene landscape filled with mature trees, showcasing a blend of oaks and other foliage. Sunlight filters through the leaves, creating a calm atmosphere. Fallen leaves gently rest on the dark wooden surface, enhancing the natural setting.

Home in Loch Lomond

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.

FamilyKitchenHospitality

4.97 out of 5 average rating, 112 reviews

Guesthouse in Lower Lake

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.

Indoor spacesFamilyCheckout

A bright interior space features large windows offering views of the lake and mountains. A wooden desk is positioned next to a chair, with a telescope nearby, inviting relaxation and exploration. Natural light fills the room, complemented by neutral-colored furnishings and soft carpet.

4.97 out of 5 average rating, 415 reviews

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

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