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!

Kitchen · Indoor spaces · Parking

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

Indoor spaces · Kitchen · Quiet

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

Indoor spaces · Family · Location

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.

Indoor spaces · Family · Bathroom

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.

Family · Indoor spaces · Air conditioning

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!

Kitchen · Family · Layout

Modern wine country stunner with pool & pickleball

Enjoy the best of Sonoma from this recently remodeled home. On over 1 acre with mature beautiful landscaping. Just added pickle ball/sport court! New kitchen and baths. Designer finishes. Comfy beds. Spacious and private outside seating and dining. Gorgeous pool. Hot tub and bar area in converted container. Close to 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 #4481N

Family · Indoor spaces · Back garden

2 bedroom Apartment with Balcony Downtown Sonoma

Our newly restored 2 bedroom, 2 bathroom spacious apartment is just 1/2 a block from the Sonoma Plaza. Located on the second floor this spacious apartment offers a full kitchen with gourmet coffee, cooking supplies and seating for four. Bedroom 1 has a King size bed and full bath, bedroom 2 has a queen size bed and full bath. There is ample parking in the rear of the building. There is a second 2 bedroom 2 bath apartment downstairs that can be rented separately for those traveling together.

Indoor spaces · Family · Biking

Private Vineyard Retreat with Guest House & Bocce

Escape to a peaceful vineyard retreat on Sonoma’s desirable East Side, just 5 mins from Sonoma Plaza’s shops, dining, and wine tasting, and 20 mins from Napa’s world-class wineries. This charming 2BR home + guesthouse offers stunning vineyard views, a private patio, and easy access to Buena Vista Winery, Jack London State Park, and scenic trails. Perfect for wine lovers, families, and romantic getaways—enjoy modern comforts in a countryside setting for the ultimate Wine Country escape!

Kitchen · Indoor spaces · Getting around

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!

Indoor spaces · Kitchen · TV

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.

Family · Kitchen · Grill

Retreat Close to Historic Plaza with Spa and Bikes

Our home is close to all the best wineries of Sonoma and only 1.5 miles away from Sonoma Plaza with award winning restaurants and shops. The house comes with 10 adult bikes. Behind a private garden gate is a remodeled retreat with outdoor areas including a large hot tub (seats 10), outdoor dining table for 10-12, a gas grill and pingpong table. Indoor amenities include a large kitchen and dining table and living room with indoor/outdoor fireplace.

Indoor spaces · Kitchen · TV