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A vineyard with rows of grapevines leading to a large, historic building surrounded by green hills.

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    Check prices for these dates, 14 – 15 December 2026

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    Our top choices for Kenwood holiday homes

    1. Modern Organic 3BR Oasis w/ Creek&Near State Park

    A white house with a wooden door, a porch, and a garden with a white picket fence.

    2. Kenwood Pool Estate: Fire Pits & Courts

    Dive into a private, tree shaded lap pool oasis made for long summer days.

    3. The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

    A wooden deck with potted plants, a bench, and a building with large windows and a door.

    4. Fireside Sips & Oak Dreams in Sonoma Valley

    A wooden deck with a bench and a table, surrounded by trees and a pathway leading to a building.

    5. Glen Ellen Retreats Coastal Cottage

    A patio with a round table and chairs, surrounded by lush greenery and flowering plants.

    6. Glen Ellen Retreats Sunset Cottage

    A backyard with a wooden deck, a barbecue grill, and a small garden with various plants and flowers.

    7. Glen Ellen Retreats Hot Tub Cottage

    A backyard with a hot tub, a wooden deck, and a patio area with a table and chairs.

    8. Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

    A pool with a wooden deck and lounge chairs, surrounded by lush greenery and a mountainous backdrop.

    9. 2 Hidden Wine Country Gem Upstairs Unit

    A swimming pool with a slide, a barbecue area, and a wooden deck.

    10. Cloud 9 - A Retreat for Bliss and Happiness

    A poolside area with a fire pit, two sofas, and a view of a mountain landscape.

    11. Sonoma Vineyard Retreat with Pool, Hot Tub & Vineyard Views

    A pool area with lounge chairs, a large tree, and a view of mountains.

    12. Sky View: Heated Pool & Hot Tub, 5 Acres

    A modern house with a swimming pool, outdoor seating, and a view of the countryside.

    13. Outdoor Sonoma Escape with Hot Tub and Large Yard

    A covered outdoor seating area with a pergola, a hot tub, and a wooden deck.

    14. Spacious 5BR/3BA Group Getaway, Pool & EV Charger

    A poolside area with a fenced deck, two chairs, and a small table.

    15. Cozy Wine Country Guesthouse with Private Pool & Yard

    A house with a swimming pool surrounded by lush greenery and a small waterfall feature.

    16. Private 1+ acre, Bocce, Waterfall, Free Pool Heat

    A residential backyard with a swimming pool, outdoor seating, and a house with a porch.

    17. Craftsman 2 blocks from Russian River Brewery!

    A spacious living area with a leather sofa, wooden coffee table, and a dining table with chairs. There are plants, bookshelves, and a kitchen in the background.

    18. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

    An outdoor patio with a wooden deck, a table with chairs, and a door with a hanging light fixture.

    19. Walk to Downtown & Russian River Brewery

    An outdoor patio area with stone flooring, wooden tables, and wicker chairs, surrounded by lush greenery and string lights.

    20. Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

    A backyard with a swimming pool and hot tub, surrounded by outdoor furniture and plants.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Kenwood

    Tucked among Sonoma Valley vineyards, Kenwood offers wine tastings at family-owned estates like Kunde and Chateau St. Jean. Hike through oak woodlands in Sugarloaf Ridge State Park, then relax in natural mineral pools at nearby Morton's Warm Springs.

    See all hotels in Kenwood

    A vineyard with rows of grapevines leading to a large, historic building surrounded by green hills.

    Top reviews in Kenwood

    Kenwood Inn and Spa

    A large, stucco building with a central entrance, surrounded by lush greenery and potted plants.

    Glen Ellen Inn

    A pathway leading to a building with a sign reading "Secret Cottages."

    The Jack London Lodge

    A bar with wooden stools, a bar counter with bottles, and hanging stained glass lamps.

    Olea Hotel

    A stone patio with outdoor seating and string lights.

    Gaige House

    A wooden structure with sliding doors, a circular metallic object, and a red cushion on the floor.

    El Bonita Motel

    A wooden sauna with a sloped bench and a door on the right.

    Harvest Inn

    A traditional Tudor-style house with a brick chimney, surrounded by lush greenery and flowering plants.

    Wydown Hotel

    A building with large windows and a tree in front.

    Hotel E

    A spacious lobby with high ceilings, large windows, and a variety of seating options including sofas and chairs.

    Sonoma Creek Inn

    An outdoor patio with wooden furniture, a chessboard, and potted plants.

    Napa Winery Inn

    The entrance of Napa Winery Inn with stone pillars, a covered patio, and a sign above the entrance.

    Elm House Inn

    A spacious lobby with a fireplace, chandeliers, and a high ceiling.

    Napa Valley Lodge

    A hammock with a green pillow in a sunlit outdoor area with patio furniture and umbrellas.

    Home2 Suites By Hilton Rohnert Park Sonoma County

    An outdoor patio with a round table, yellow chairs, a gray sofa, wicker ottomans, and a fire pit.

    The Inn on Pine

    A patio area with tables and chairs, a fire feature, and a view of the building in the background.