
Family-friendly holiday rentals in Kenwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kenwood
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

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

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.

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.

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

Cozy Private Guest Suite Centrally Located
This recently remodeled guest suite in Santa Rosa’s Junior College neighborhood offers a cozy retreat for 1-2 guests. It features a queen-size bed with a natural latex mattress, Smart TV, WiFi, mini fridge, microwave, Keurig coffee maker, and electric kettle. Relax in the shared garden courtyard with Adirondack chairs, a bistro table, and a propane grill. On-street parking is plentiful, and with a Walk Score of 85, you’re close to shops, dining, and the college.

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

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!

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.

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

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

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
Family-friendly home rentals with a hot tub

Wine Country Home With Mini Golf & More

Unique Modern Mountain Getaway

Romantic Wine Country Retreat with Hot Tub

Easy elegance in this wine country home

The Kenwood House, A Place to Stay

Sonoma Farmhouse Tree Top Guest Studio

Riverfront Cottage w/ lush gardens & hot tub!

Stylish Sonoma Oasis + Hot Tub - Near Wineries
Family- and pet-friendly home rentals

2 Queens • Dog Friendly • By Michelin Dining

Tranquil Wine Country Guest Cottage
Sun Drenched Flat

Fair Street Retreat A Historical Petaluma Studio

The Perch - Outdoor Clawfoot Tub

Mercy's Cozy Corner

Vineyard View Studio near Wineries, Dining, Hiking

2 Wine Country Gem 2 Bedroom Upstairs
Family-friendly home rentals with a pool

Luxe WineCountry getaway with Pool, hottub & Bocce

Petaluma Wine Country relaxing get away w/pool/spa

Vineyard-House Escape in Sonoma Wine Country

1 BR suite in Rock & Roll History

Getaway in Napa! Bowling, Spa and More all Open!

BungalowTerrace-HotTub/Arcade/MassageChair/Gym

Happy House Getaway - Pool, Hot Tub & Wine Country

Tranquil Private Cottage / Pool-house
When is the best time to visit Kenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $400 SGD | $464 SGD | $485 SGD | $587 SGD | $688 SGD | $803 SGD | $770 SGD | $824 SGD | $697 SGD | $735 SGD | $803 SGD | $599 SGD |
| Avg. temp | 10°C | 10°C | 11°C | 11°C | 12°C | 13°C | 14°C | 14°C | 15°C | 13°C | 12°C | 10°C |
Quick stats about holiday rentals that are family-friendly in Kenwood

Total holiday rentals
Explore 40 holiday rentals in Kenwood

Nightly prices starting at
Kenwood holiday rentals start at $167 SGD per night before taxes and fees

Verified guest reviews
Over 2,730 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Kenwood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kenwood rentals

4.9 Average rating
Kenwood stays are highly rated by guests – averaging 4.9 out of 5!
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