Family-friendly holiday rentals in Geyserville

4.95 out of 5 average rating, 469 reviews

Cottage in Forestville

Cosmo Beach: Riverfront Sanctuary

Riverfront dog friendly 1.5 acre oasis on the Russian River. The property is private, lush, serene & sunny, with access to a huge private beach. The house is modern yet rustic & is fully equipped. It has gorgeous river valley/redwood/bridge views, decks, spa, boats, fireplace, serious kitchen, fruit trees, grapevines & wildlife. Centrally located between Healdsburg, Sebastopol & the Sonoma Coast. Fantastic wineries, trails & redwoods are minutes away. 3 beaches & river park are only steps away

4.97 out of 5 average rating, 433 reviews

Guest suite in Windsor

Private Entrance Suite in Heart of Wine Country

Situated in an upscale neighborhood, this exquisite guest suite boasts a private entrance on a safe, quiet cul-de-sac in the heart of the wine country. The en-suite is perfect for a romantic getaway, comfortable for an infant or small child, and ideal for the business traveler. We are 5 miles from Healdsburg and 3 from the Sonoma Co. Airport. Three parks within 4 miles encompass over 20 miles of hiking/biking. The Russian River, Redwoods, and Sonoma Coast are only a short, panoramic drive away.

4.93 out of 5 average rating, 599 reviews

Healdsburg Garden House

Enjoy a real Sonoma County Experience Best Value in the Valley Organic grapes, hops, flower and vegetable gardens Centrally located home away from home Large Covered Redwood Deck with Gas Grill NEW A/C and Heating (controls in each bedroom) Super clean and sanitized Private, spacious & comfortable Fully Stocked Kitchen w/ Dishwasher 50” HDTV’s in each room (HBO, Showtime, Netflix, YouTube…) 1 GB High Speed Ethernet Level Walk to Town Square and Russian River Beach TOT # 798N

4.97 out of 5 average rating, 238 reviews

Cabin in Cazadero

The Cazadero Cabin with Sauna and swimming hole

the Cabin is a perfect place to spend cheerful hours while listening to the crackling fire in the wood stove and the rain drumming a beat on the roof. delightful, comfortable and romantic; bright, airy but cozy, the cabin is the perfect place for two. the new fire pit and a Finnish sauna are only 2 spots out of many opportunities at the Cabin. the interior is updated and renovated and expresses a scandinavian sensibility culminating in an efficient and minimalistic design.

4.93 out of 5 average rating, 267 reviews

The Wine Ranch

The Wine Ranch Just five minutes north of Healdsburg Plaza, The Wine Ranch is a beautifully remodeled ranch-style home, set on over a half acre of lush outdoor space. The property features a bocce ball court, ping-pong, an expansive deck and patio perfect for al fresco dining or tranquil relaxation. Designed to host gatherings, the spacious living room, dining area, and gourmet kitchen create an inviting atmosphere for couples, families, or groups of up to eight friends.

Guest house in Healdsburg

4.94 out of 5 average rating, 341 reviews

Healdsburg Cottage-Workspace, Walk to Plaza

This light-filled cottage is a comfortable, easy to access hide-away in a friendly, historic neighborhood just 5 blocks from the Healdsburg Plaza. Have a glass of wine or dine at your own picnic table in the private, garden setting. Relax in the adirondack chairs. Build a fire in the fire pit (weather permitting). It's an easy stroll into town for wine tasting, shopping or dinner. Transient Occupancy Tax (TOT) of 16% is included in the price.

Superhost

4.88 out of 5 average rating, 331 reviews

Peaceful location, hot tub, fire pit, game room!

Feel your stress melt away as you wind your way down a country road to our little piece of heaven in wine country. Our cozy home is a great starting place for your Healdsburg adventures! Private yard, super comfortable beds, well equipped kitchen, cozy living room with fireplace, free wifi and cable, game room with pool table, poker, Skee-ball plus a wonderful outdoor dining area. Just a 5 minute drive to downtown Healdsburg.

4.97 out of 5 average rating, 539 reviews

Cabin in Occidental

Rustic Yet Luxurious Cabin in the Redwoods

This rustic yet luxurious cabin is the perfect place to unplug. Walk through the woods, relax by a fire, and enjoy the food and wine of the Russian River Valley. 10 minutes from the beach. Minutes from Occidental, Graton, Forestville, and Guerneville. House has a full bathroom, bedroom downstairs with a Cal King bed and one upstairs with two twin beds. 5 acres in the redwoods, trampoline, fire pit area, high-speed Internet.

4.92 out of 5 average rating, 140 reviews

Dry Creek Retreat- Bocce, Hot Tub, EV Charger

Ideally located 5 minutes from the Healdsburg Square on Dry Creek Road, this home has it all! Newly renovated home has spectacular vineyard views on a magical 1/2 acre lot, a hot tub, Bocce ball court, large deck, and a fully stocked kitchen. We pride ourselves on keeping the house fully stocked with everything our guests may need & spotlessly clean! World class food, wine, cycling, and nature are at your fingertips here!

4.99 out of 5 average rating, 126 reviews

Home in Cloverdale

Peaceful Hilltop Retreat - Deck, Privacy & Views

The Ranch House is completely remodeled and boasts new bamboo floors, quartz countertops and custom-made cabinets in kitchen and baths, with three bedrooms. A hillside home, quiet location with amazing views of the mountains and valleys surrounding. You'll love the convenient location but the complete privacy. Perfect spot to relax after a day at the lake or wine tasting. We are just minutes rom the Russian River!

4.97 out of 5 average rating, 587 reviews

Home in Guerneville

Relaxing "Hillside Lodge" Sleeps 4

Hillside Lodge is a tranquil oasis nestled on a hillside in the Russian River Valley. Spacious two-bedroom home has brand new luxury queen size beds. Fully-equipped modern kitchen. Wi-Fi. Front deck has view to wooded hills. Large, secluded back patio off bedrooms has lounge chairs and a hammock. Close to Stumptown Brewery. Distance to downtown is just under 1 mile.