Family-friendly vacation rentals in Kenwood

The spacious outdoor deck is illuminated in the evening glow, featuring multiple seating areas, a dining table, and a hot tub. Large glass doors provide a view into the inviting interior, framed by tall redwood trees, creating a serene ambiance.

4.99 out of 5 average rating, 264 reviews

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

4.95 out of 5 average rating, 279 reviews

A spacious bedroom features a comfortable, well-dressed bed with neutral-toned linens and decorative pillows. Floor-to-ceiling windows offer a view of the garden patio, while artwork adorns the walls. A bedside table displays a lamp, adding functionality to the inviting space.

Guesthouse in Kenwood

Casa de Vincenzi

Beautiful, immaculate private studio, situated in Kenwood village with separate entrance and garden patio offers a quiet retreat in the heart of Sonoma Valley. Walking distance to world class tasting rooms and restaurants. Close to Sonoma, Glen Ellen and fave parks. Enjoy your ensuite bathroom with fluffy towels and toiletries. Indoor or outdoor dining to enjoy wine, tea, conversation, TV or wifi. Sleep in the quiet of your comfy King size bed. TOT (Transient Occupancy Tax) included. TOT #3720N

4.89 out of 5 average rating, 1,191 reviews

The studio cottage features a balanced layout with a queen bed highlighted by wooden furnishings. A small desk and an ergonomic chair are positioned near a wall-mounted television. Natural light illuminates the space through two windows, creating a comfortable environment.

Guesthouse in Santa Rosa

Clean Comfy Cottage Downtown

Our tree shaded studio cottage is one block from the heart of downtown. Stay just a two block walk from Russian River Brewing. This clean and quiet cottage has a full kitchen, a comfortable queen bed. I am happy to customize the space to your needs. I offer soft and firm mattresses. I use cotton blankets so that you can have any weight on your bed that you would like. You are welcome to stack seven or more blankets at a time. I will adjust my cleaning regimen to meet your preferences.

4.92 out of 5 average rating, 290 reviews

A spacious living room features a dark sofa adorned with decorative cushions, complemented by a round coffee table. Natural light filters in through a nearby door, enhancing the neutral tones of the room. A simple wall mirror and a floor lamp add subtle decor elements.

Apartment in Santa Rosa

Getaway At The Grove- 1,400 sq ft unit

Located in the heart of Sonoma Valley is a historic property on 1.11 acres that boasts several gardens and an olive orchard. The 1,400 sq ft unit is located directly below the host's main residence and features a large bedroom, bathroom, and living room with a wet bar, fridge, microwave, Nespresso coffeemaker and water kettle. It is also equipped with WiFi & AC/heating. The property is located across the street from beautiful St. Francis Winery and hiking trails at Hood Mountain Regional Park.

A welcoming home is nestled among large oak trees, featuring a spacious deck and multiple steps leading up to the entrance. Lush greenery and a variety of plants frame the path, enhancing the natural surroundings. Bright sunlight casts a warm glow on the scene.

4.89 out of 5 average rating, 522 reviews

The Oak Haven - a relaxing sanctuary w/spa!

Welcome to The Valley Of The Moon! Glen Ellen, a hidden gem in the heart of the rolling hills of wine country, is only 20 minutes from downtown Sonoma and prides itself on offering something amazing for everyone. Many beautiful state parks and famous vineyards are just a few minutes away. Enjoy wilderness and fine wine at your doorstep in a beautiful, private home away from home at The Oak Haven. Relax, take a load off, you deserve it! License Number: LIC24-0319 TOT Certificate No: 1387N

Guest suite in Santa Rosa

A cozy living area features a light-colored sofa adorned with patterned cushions. A small wooden table sits in front, with a glass of water on it. A sliding glass door opens to the private patio, providing natural light and outdoor views.

4.77 out of 5 average rating, 443 reviews

Dedicated Patio, Roku & Self Check-In

Premium guest suite with private entrance, separate living room and dedicated outdoor patio area. Complete with complimentary popcorn, coffee, tea and water for your enjoyment. Located 2.4 miles to Down Town Santa Rosa & Russian River Brewing Company, half mile to groceries & restaurants, 7.4 miles to Sonoma County Airport and 2-5 miles to all major hospitals. Best for 2 guests due to size. Longer stays discounted. Permit Number: SVR21-197

4.92 out of 5 average rating, 578 reviews

A spacious bedroom features a king bed adorned with a floral-patterned duvet. Natural light fills the room through multiple windows, with a cozy seating area visible. A flat-screen TV hangs on the wall, and a mini kitchen is positioned nearby, complemented by a small dining table.

Guesthouse in Glen Ellen

Glen Ellen Hideaway

One block to downtown Glen Ellen, with dining, shopping, & wine tasting. Hideaway is a charming, private guest house, suite-style behind our home. Spa-like bath, mini kitchen, comfy king bed! There is a large private patio for your enjoyment, great place to relax. Glen Ellen Hideaway is peaceful & private & has a separate entrance for your accommodations. Residents are Constance & Greig, and Franny, the dog, and Charm, the cat!-TOT#2398

4.91 out of 5 average rating, 324 reviews

The cottage exterior is softly illuminated by string lights, enhancing its inviting atmosphere. A bicycle hangs decoratively beside the door. Lush greenery and decorative plants are present along the pathway, leading to a porch that welcomes guests into the charming space.

Cottage in Glen Ellen

Creekside Retreat Cottage – Wine Country Haven

Wake up beside the gentle creek in your own cottage escape! •Queen bed & cozy fireplace •Peaceful waterfront deck •Fully stocked kitchen & coffee bar •Fast Wi-Fi plus workspace •Backyard with creek access Minutes to Sonoma Plaza, wineries and trails, our 800-sq-ft hideaway is perfect for couples or solo travelers seeking nature and convenience. Washer/dryer, board games and parking included. Book your Wine Country Haven today!

4.97 out of 5 average rating, 579 reviews

A rustic cabin is nestled among towering redwood trees, featuring wooden shingles and large windows. A wooden deck, adorned with string lights, enhances the inviting exterior, while the natural landscape provides a serene backdrop. A gravel path leads to the entrance.

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.

4.96 out of 5 average rating, 193 reviews

Vineyard Home • Press Pick • Walk to Wineries

WHY YOU'LL LOVE IT - Stroll your own private Sonoma vineyard - Resort-style outdoor living: pool, hot tub & bocce court with vineyard views - Prime location: minutes to top wineries, dining, spas & shops - Exclusive perk: complimentary tasting at the estate winery next door - Stylish modern interior with thoughtful amenities - Chef-ready, fully stocked kitchen - Ultra-fast, reliable WiFi - Attentive, responsive host

4.99 out of 5 average rating, 307 reviews

A bright living area features a cozy twin size daybed with patterned pillows. Two upholstered chairs with a cow print design sit across from each other on a colorful area rug. Natural light streams through the windows adorned with shutters, creating a welcoming atmosphere.

Apartment in Santa Rosa

Robin's Nest

Your second home is above our 2-car garage, a 1 bedroom, 1 bath, living room, full kitchen and dining area. A twin size daybed is in the living room. Local grocery stores are within a mile, a 10-minute drive to downtown Santa Rosa, 45-minute drive to the coast and little over an hour to San Francisco. We are centrally located to explore Sonoma and Napa County wineries, breweries and hiking trails. Permit #SVR23-170

4.88 out of 5 average rating, 172 reviews

A spacious studio apartment features a queen bed with neutral bedding, complemented by a small wooden table and two chairs positioned nearby. Natural light enters through a window adorned with a floral wall hanging, providing a cozy atmosphere.

Guest suite in Petaluma

Family Friendly Central Petaluma Studio

Our studio is only a few blocks from the heart of Petaluma. The Theatre District, Petaluma Market, and a myriad of local restaurants are all a 10 to 15 minute walk from your doorstep. We have two kids of our own (3 and 4) and we've set up the space to be comfortable for families traveling. There is ample space for everyone to spread out with a queen bed, 2 full size futons, and a crib included in the space.

Popular amenities for Kenwood family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 195 reviews

A serene outdoor space is visible, featuring a hot tub surrounded by lush greenery and a vibrant tree. A cozy seating area with wooden chairs and a small table is present, offering a perfect spot to enjoy views of the charming home with light blue accents.

Home in Santa Rosa

Wine Country Home With Mini Golf & More

A modern home is showcased with large sliding glass doors that open to a spacious wooden deck. The inviting heated pool features a gentle curve, with sun loungers placed nearby. Lush greenery surrounds the property, enhancing the tranquil outdoor setting.

4.95 out of 5 average rating, 515 reviews

Luxe WineCountry getaway with Pool, hottub & Bocce

4.96 out of 5 average rating, 585 reviews

The cabin is nestled among lush greenery, showcasing multiple levels and large windows that reflect warm indoor light. A hot tub sits on the expansive lower deck, complemented by a bright red umbrella, creating an inviting outdoor space as dusk settles over the surroundings.

Cabin in Guerneville

Unique Modern Mountain Getaway

A beautifully landscaped garden features a pathway bordered by gravel and decorative plants. White wicker chairs surround a small table, inviting relaxation. The wooden deck and spa pool are visible in the background, complementing the modern home adorned with solar panels.

4.91 out of 5 average rating, 197 reviews

Luxury home, large heated spa, walk to restaurants

4.98 out of 5 average rating, 425 reviews

A cozy studio space features vaulted beam ceilings and warm wooden accents. A spacious bed sits against a backdrop of art, while a massage chair and a wall-mounted TV are visible. The area is complemented by decorative lighting and a welcoming atmosphere.

Guest suite in Petaluma

Petaluma Wine Country relaxing get away w/pool/spa

A spacious outdoor area features a sparkling heated pool surrounded by a well-maintained garden. Comfortable lounge chairs are positioned nearby, and a fire pit with seating is highlighted, creating an inviting space for relaxation. Vibrant trees provide a serene backdrop to the setting.

4.85 out of 5 average rating, 106 reviews

Sonoma Country Club Wine Country w/ pool

A light-filled living area features a cozy arrangement of two wooden armchairs facing each other over a round table. A large skylight illuminates soft colors on the walls, with built-in shelves displaying decorative items. Large sliding doors open to an outdoor space.

4.99 out of 5 average rating, 191 reviews

Easy elegance in this wine country home

4.97 out of 5 average rating, 139 reviews

A serene backyard setting features a stone patio with four wooden Adirondack chairs arranged around a central fire pit. Lush greenery, including ferns and flowering plants, surrounds the area, creating a cozy atmosphere for relaxation.

Home in Kenwood

The Kenwood House, A Place to Stay

Family- and pet-friendly home rentals

Superhost

A bright living area features a blue tufted sofa positioned opposite a wooden coffee table. A brick accent wall provides texture, while a large window allows natural light to illuminate the space. A small plant adds a touch of greenery.

4.76 out of 5 average rating, 147 reviews

2 Queens • Dog Friendly • By Michelin Dining

4.96 out of 5 average rating, 507 reviews

A spacious interior features a queen bed with a light blue quilt, complemented by a cozy seating area. Large windows offer views of surrounding greenery, while a small dining table is positioned nearby. Natural light enhances the welcoming atmosphere of the room.

Guesthouse in Sonoma

Tranquil Wine Country Guest Cottage

4.96 out of 5 average rating, 648 reviews

An inviting living area features a large black sectional sofa complemented by a wooden coffee table atop a light area rug. Natural light streams through large windows adorned with sheer curtains, illuminating traditional wood accents and hardwood floors.

Home in Santa Rosa

Craftsman 2 blocks from Russian River Brewery!

4.93 out of 5 average rating, 808 reviews

A bright living area features a leather couch with orange cushions, complemented by a comfortable armchair. Natural light enters through large windows, illuminating a wooden coffee table stacked with magazines. A fan hangs from the ceiling, and a flat-screen TV is mounted on the wall.

Guesthouse in Sebastopol

Sun Drenched Flat

4.92 out of 5 average rating, 568 reviews

A spacious bedroom is furnished with a king-size bed layered in white linens and accented with plush yellow pillows. Sunlight filters through two windows dressed with white curtains, illuminating the warm tones of the room. A wooden chair and nightstand complement the inviting decor.

Guest suite in Petaluma

Fair Street Retreat A Historical Petaluma Studio

4.94 out of 5 average rating, 776 reviews

An outdoor deck surrounded by lush greenery features a fire pit at its center, surrounded by seating options. A claw foot tub is positioned against the railing, while a small round table and folding chairs provide additional seating. Bright green cushions add color to the wooden lounge chairs.

Cottage in Occidental

The Perch - Outdoor Clawfoot Tub

4.84 out of 5 average rating, 979 reviews

An open living area features a black leather sofa and bar-style seating at a wooden counter. Large windows allow natural light to fill the space, highlighting the wooden beams and flooring. The area connects to a lofted space, providing an airy atmosphere.

Guesthouse in Glen Ellen

Casa Relaxo: Mt top getaway with beautiful views

4.91 out of 5 average rating, 103 reviews

A cozy bedroom features a plush bed with soft, neutral linens and accent pillows. Warm, earthy tones surround the space. A small seating area with an armchair complements the modern decor, while a table and room amenities, including a microwave and coffee setup, provide convenience.

Guest suite in Novato

Mercy's Cozy Corner

Family-friendly home rentals with a pool

A private outdoor pool area features a sleek, blue pool surrounded by smooth stone tiles. Chaise lounges are positioned nearby, inviting relaxation. The setting is complemented by a rustic wooden structure and a charming home with a brick chimney, set against a colorful sunset sky.

4.99 out of 5 average rating, 183 reviews

Vineyard-House Escape in Sonoma Wine Country

4.95 out of 5 average rating, 448 reviews

A private outdoor seating area is showcased, featuring a textured rug under a wicker table surrounded by comfortable chairs. Lush greenery and colorful potted plants create a serene garden atmosphere, while a bright green umbrella provides shade.

Guest suite in Sonoma

Casita de las Palmas

Guest suite in Indian Valley

A framed black and white photograph depicts six individuals arranged casually in a natural setting under a large tree. Instruments such as a guitar are visible, while varied chairs and a rustic box add to the composition.

4.88 out of 5 average rating, 113 reviews

1 BR suite in Rock & Roll History

5 out of 5 average rating, 160 reviews

A neon sign displays the name 'Bungalow Terrace' in bright pink lettering, creating a vibrant focal point against the background. The sign softly illuminates its surroundings, contributing to the playful ambiance of the space.

Bungalow in Rio Nido

BungalowTerrace-HotTub/Arcade/MassageChair/Gym

4.97 out of 5 average rating, 213 reviews

Home in Santa Rosa

Happy House Getaway - Pool, Hot Tub & Wine Country

4.91 out of 5 average rating, 322 reviews

A tranquil pool reflects the vibrant hues of a sunset, bordered by lush greenery and palm trees. Comfortable seating areas are visible under shaded structures, enhancing an inviting outdoor space surrounded by colorful landscaping.

Guesthouse in Sonoma

Romantic Tropical Garden Casita

4.91 out of 5 average rating, 416 reviews

A spacious studio apartment features a king size bed with a colorful patterned quilt. Nightstands with lamps are positioned on either side. A kitchenette area is visible with open shelving and a small dining cart. Light wood flooring complements the bright, neutral walls.

Guest suite in Sonoma

Wildwood Retreat and Pool