Family-friendly holiday rentals in Sonoma

Historic Cuneo Cottage Downtown Sonoma

Welcome to the Historic Cuneo Cottage in downtown Sonoma! Located just 3 blocks east of the Sonoma Plaza, & across the Sebastiani Winery, this renovated stone home offers 2 bedrooms & 2 full bathrooms, comfortably accommodating 4-6 guests. With a trundle bed in the sunroom, it's perfect for families or groups. Explore the nearby Sonoma Plaza for wine tasting & dining at fantastic restaurants. Plus, a short 10-mile drive takes you to the Napa Valley. Experience the essence of Sonoma at it finest!

Sonoma Family Cottage with Pool & Hot Tub

Property is managed by Inspired in Sonoma. Family-friendly 2-bed, 1-bath Sonoma cottage with a heated saltwater pool, heated for $75 a day (November-March) with a two night minimum. six person hot tub, and firepit. Accommodates up to six Guests with sleeper sofa and junior bunk beds. Close to Sonoma Square, wineries, restaurants, and Napa. Perfect for families or small groups seeking a budget-friendly Wine Country retreat. Book now to enjoy unforgettable Sonoma adventures! Permit # ZPE15-0206

Vineyard Haven: Pool, Hot Tub & Wine Country Charm

Property is managed by Inspired in Sonoma. Welcome to your private wine-country vineyard haven, nestled on an acre of quiet woodland in the heart of Kenwood, California—a serene pocket of Sonoma Valley where golden light filters through oak trees, and every day feels like a celebration of good living. This spacious elegantly appointed 3-bedroom house, swimming pool and Hot Tub invites up to eight guests to unwind, reconnect, and savor the beauty of Kenwood’s vineyards, tasting rooms, and parks.

Designer Sonoma Getaway with Pool, Hot Tub & Bocce

Thornsberry House is a luxe Wine Country home nestled between the two oldest wineries in California while just 5 minutes from the Sonoma Square. Renovated to accommodate the most discerning traveler, it consists of two separate buildings connected by a breezeway and large deck. Situated on the east side of town, it offers a true escape where one can walk or bike down to Gundlach Bundschu at the end of our street, or soak up the afternoon light from the heated pool, hot tub or a game of bocce.

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

3-BR/2-BA Main house + 1BR Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

Sunset Sonoma | VIEWS | HOT TUB | | Sleeps 6

Enjoy stunning views of Sonoma! Welcome to Sonoma Vista, minutes from renowned wineries and Downtown Sonoma. Perfect perch for families, couples! Nestled in oak-studded hills, this modern haven boasts three bedrooms, two sleek bathrooms with heated floors, and remote-work-friendly desks. Indulge in a mid-century bar, chef's kitchen, and a jaw-dropping game room. Outside, a vast deck with dining, fire pit, and lounge seating awaits. Immerse yourself in wine country luxury at Sonoma Vista!

Hooker House

Hooker House is a newly remodeled bi-level home. You have the entire home upstairs and I live below with a private entrance. It is located in a quiet neighborhood for lovely walks, close to many wineries and a 10 minute drive to the downtown. Equipped with 3 bedrooms, 2 full bathrooms, a wide couch (extra place to sleep for 1), fully stocked kitchen, Wifi, TV (streaming apps only), fireplace, large deck w a view, W & D & parking onsite. Gas generator kicks in if a power outage. Welcome All!

Eagle's Nest Treehouse Farm Stay

Eagle's Nest Treehouse Farm Stay is a tranquil, secluded, luxurious, romantic wilderness experience in a private forest on a 400 acre working ranch. Thirty feet above the forest floor you are nestled in a gorgeous, well-appointed suite of 1,000 year old polished redwood, with bathroom and amazing copper/glass forest-view shower. Explore hiking trails through the forest and learn about ranch operations (Highland cattle, goats and ducks). See guest comments in the space description.

Cedar Mansion Estate & Bungalows - London Suite

CEDAR MANSION BUNGALOWS Lovely spacious guest suite with private deck situated on 2 acre estate property, one block from the historic Sonoma square. Gated entrance to private Bungalow featuring 2 separate private master suites.. The London Suite features a king size bed, bath with shower/tub and sitting area with fireplace. Enjoy the gardens on your private deck with Adirondack chairs. Security with gated entrance and off street parking. Walk to shops, restaurants and wineries.

Kid Friendly with Breathtaking Views on 10 Acres

Escape to your own slice of paradise in this exclusive gated WINE COUNTRY retreat boasting breathtaking 360° vistas. With a spacious 2,700 sqft layout and lofty ceilings. Let the little ones' imaginations run wild on our two-story play structure. With a trampoline, horseshoe pit, and shelves stocked with books and an abundance of toys, we've thought of everything to make your stay stress-free. Indulge in the ultimate family getaway. Book now and embark on an unforgettable adventure!

Easy elegance in this wine country home

Enjoy the best of Sonoma from this recently remodeled home. On over 1/2 an acre surrounded by mature fruit trees. New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining areas. Bocce ball court, hot tub and gym. Tucked in, down a private lane and situated among the finest wineries in Sonoma. 2 minutes from Sonoma Golf Club. 10 minutes to Sonoma Square, 20 on bike. 7 minutes to Glen Ellen. 10 minutes to Kenwood. Sonoma County TOT #4124N.

Gated Retreat: Walk to Plaza

Escape to your private 2-bed, 2-bath Sonoma sanctuary! Set on a serene 2-acre lot, this peaceful wine country retreat comfortably sleeps 4-6. Features a fully equipped kitchen, dedicated workspace, and a private deck. Perfectly located for a tranquil getaway, yet just a short walk from the historic Sonoma Plaza's renowned wineries, shops, and restaurants. Ideal for families, couples, and remote workers seeking a quiet escape with easy access to town.