Family-friendly holiday rentals in Kenwood

Tuscan Wine Country Villa with Pool sleeps 6

Picturesque and beautifully appointed villa on acreage with heated (seasonally) pool. Hot tub spa open year 'round. Gourmet kitchen, fireplace, stone work, patio and vistas. Ideal location for luxuriating in the beautiful Sonoma Valley; near wineries and quaint village of Glen Ellen. Discount for 7+nights not blocking both weekends. When requesting a reservation, please tell us about yourselves and confirm you understand our house rules: no additional visitors or parties of any kind. Thank you!

Quiet Wine County Retreat with Bocce and Hot tub!

Central wine country location Close to wineries, tasting rooms, gourmet market, french bakery & restaurants New luxury 3-BR, 2.5 bath Hot tub & bocce ball We can host 5 adults + 2-3 kids Quiet spacious home nestled in the redwoods on 1/2 acre Complimentary pastries from local bakery Linens, towels, spa robes & toiletries provided Complimentary coffee, tea & sugar Huge outdoor decks with 3 seating areas, dining table, fire-pit Corn-hole, giant jenga & board games Kids’ books, games & baby items

The Kenwood House, A Place to Stay

The Kenwood House, is a newly renovated turn of the century craftsman cottage, one of the most charming in Kenwood! Walking distance to wineries, vineyards and restaurants! You’ll love our cozy farmhouse style, relax on the front porch with views of the Kenwood Plaza Park. Enjoy the HOT TUB and fire pit under the stars in the magical backyard! Wine country serenity reminiscent of a New England landscape. Tesla Battery protection. $30 per extra guest over 4 per night. Sonoma County TOT #373

Glen Ellen In-town Getaway

Within blocks of Historic Glen Ellen, this 1 bdr./1 ba. has it all: Great room with open beam ceilings, full kitchen & dining area, king size bed, chaise lounge, couch, outdoor seating on both the front and back patios provides plenty of room for R & R. The house is tucked into a great little neighborhood where you can walk to the local market, the french cafe, Glen Ellen Star and bike or hike up to the reservoir in the Sonoma Valley Regional Park. Magical! TOT # 1270N

Peaceful Wine Country Retreat / PRIVATE ENTRANCE

Tax ID 2726N GUEST SUITE/PRIVATE ENTRANCE with Sitting Room, Large Private Bedroom & Bath. Includes a King size bed, Cable TV, Wi-Fi and Breakfast. Enjoy the beautiful view of the garden and rolling hills of Sonoma Valley’s Wine Country while relaxing in the fully stocked sitting room sipping on a glass of wine, tea, or coffee. In the evening, unwind on the patio that is just outside of the sitting room while sitting under the stars and majestic trees.

Sonoma Berry Blossom Farm

Modern and spacious with glass enclosed porch, high ceilings and lots of French doors, skylights and windows. Close to town in the very nicest area within a mile of downtown, walkable, or bikeable with my cruiser bikes. You’ll love the views, the location, the goats, quail running around and delicious cafe next door. We just lost our mini horse 7/27 :( we had 16 years, sorry if you had planned on meeting him, it was a sad loss for us.

Wine Country guest house

This large private studio apartment is modern and cozy. You are next to beautiful country side while you are in the city. There is a large patio for you to relax and enjoy the beautiful wine country view. You can drive or ride your bike to Sonoma Wine Country at HWY 12 or to Russian River Brewery. The Listing excludes Tax. The unit has short term permit form Santa Rosa SVR24-056.

Mountain top, wine country escape

Welcome to your private mountain top, wine country, garden escape. Think Joni Mitchell meets Stevie Nicks — witchy and sweet. Take one step onto this property and you’ll know what we mean. Built in the 1950s by two true Northern California spirits with their own two hands and a whole lot of love, this hillside haven has serenity, creativity, and good feels baked into her bones.

A sophisticated Wine Country Cottage with Hot tub

Thornsberry Cottage is a luxe Country Cottage just minutes from the Sonoma Square. It is renovated with a boutique hotel feel to accommodate the most discerning traveler. Situated on the east side of town, it is in short equal distance to Buena Vista and Gundlach Bundschu, the 2 oldest wineries in California.