
Holiday rentals with a kayak in Wine Country
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Top-rated Accommodation with a Kayak in Wine Country
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Riverfront Home with Private Dock on Russian River
Located one mile from vibrant downtown Guerneville, this home is perfect for families and friends looking to relax, reconnect, and enjoy riverfront adventures, with access to many local activities. With a private seasonal dock, three kayaks, and main level deck featuring a BBQ, stunning water, wildlife and Redwood views, it’s the perfect place to create lasting memories! Vintage touches throughout the home add a sense of history, while modern amenities ensure a comfortable and convenient stay
ValueOutdoor spacesPool
4.9 out of 5 average rating, 221 reviews
Riverfront Cottage w/ lush gardens & hot tub!
Take it easy at this unique, modern, cottage w/ a hot tub located on the banks of the Russian River in historic Duncans Mills. The soulful dwelling is mid-century modern style w/ expansive decks, lush gardens, outdoor space & a serene, yet hip, interior including a cozy living room, modern kitchen, 2 bedrooms and 2 baths. The lay out is two separated bed/bath units- offering complete privacy for 2 couples or parents w/ kids! Float the river, soak in the hot tub or just relax. Pets OK- $50 fee
Outdoor spacesLocationDecor
4.97 out of 5 average rating, 238 reviews
Lake House • Lake Toys / Arcade / Game Room
Rain or shine, enjoy family-friendly Lake House year-round! Gated front yard creates private space kids can safely play outside with mini golf, bowling, cornhole & axe-throwing games. Inside features new AC/heat, smart TV & a king bed, plus a game room with foosball, ping-pong, shuffleboard, basketball & arcades. The extra-long back deck spans the home, offering plenty of space to gather comfortably. Lake access includes kayaks, paddleboard, pedal boat, BBQ & firepit. Fully stocked for families.
ValueLocationFamily
4.97 out of 5 average rating, 191 reviews
Beautiful House w/River Access, Hot Tub, Game Room
Enjoy your time in this beautiful riverfront house in Monte Rio. Newly built, light, airy and stylish, this house provides a retreat from the hustle of everyday life. Relax on the beautiful deck overlooking the river. Unwind in an outdoor hot tub and play a game of pool in our game room. Hike ocean bluffs on your way to sample local seafood in Bodega Bay. Visit world renowned Russian River Valley and Sonoma County wineries. Kayak down the river or just take a dip in its refreshing waters.
ValueLocationIndoor spaces
4.93 out of 5 average rating, 107 reviews
Lakefront family retreat!
Beautiful lakefront home with all the amenities for a great multi-family vacation. 5 BR, 3.5 bath with great indoor/outdoor living space. Main house: 3BR, 2 Bath. Separate upstairs unit: 2 BR, 1 Bath w/ kitchen. Large space for entertaining with well-stocked indoor and outdoor kitchen. Lounge lakefront by the solar heated pool in the summer or the hot tub in winter and enjoy access to the private swim dock. Just minutes to Lakeport, this is an ideal location for vacation on the water!
Outdoor spacesValueDecor
4.96 out of 5 average rating, 216 reviews
Sunburst Ocean Retreat
Stunning 3 BR / 2 BA architectural home on the ocean two miles north of Gualala, with option to add a separate 1 BR/ 1 BA loft studio. 180 degree ocean views on private 3-acre private estate with landscaped yard. Art and architecture blend, post-and-beam with spacious loft, balcony-windows, open floor space, views of ocean from every room and hot tub. Secluded but centrally located, and perfectly equipped for remote working. Beautiful, dog-friendly Cooks Beach across the small county road.
ValueOutdoor spacesHospitality
4.99 out of 5 average rating, 144 reviews
Little Lakehouse-Romantic Getaway|Fishing Paradise
Welcome to The Little Lakehouse, a cozy lakeside retreat perfect for a peaceful & romantic getaway. This charming lakehouse offers everything you need for a relaxing stay, including private dock access located just down the hill from the home. Wake up to stunning lake views, enjoy your morning coffee on the dock, & cast a line for some of the best fishing around. Inside, you’ll find a thoughtfully designed space with a small but well-equipped kitchen and everything you need to unwind.
Outdoor spacesValueParks
4.97 out of 5 average rating, 112 reviews
POOL•LAKEFRONT•GameRoom•Dock•Kayak•PedalBoats
🌅WELCOME TO SUNSET PLACE Picture this: the sun dips behind the hills, patio lights flicker on, and you're easing the pedal boats and kayak back into the boat slip after one more cruise one the lake. Back at the home, the pool is ready to use, the game room's waiting, and someone's already asking who wants s'mores at the fire pit. This is Sunset Place — private pool, private dock, and Clear Lake right outside your door. Every trip here becomes the one everyone keeps talking about.
Outdoor spacesValueLayout
4.94 out of 5 average rating, 117 reviews
Riverfront w/ Dock | Hot Tub | Stunning Views
This stunning remodeled riverfront property is the perfect place for your Russian River getaway. You can truly unwind in the comforts of the house and the beauty of the surroundings. With a modern rustic feel, the house exudes charm, sophistication and an ease for luxurious riverfront relaxation. Just minutes from the Sonoma coast, the Russian River Wine Country, and the Alister MacKenzie Golf Course. Your vacation in wonderland awaits! (Sorry, no pets of any kind allowed)
Outdoor spacesLocationWi-Fi
4.99 out of 5 average rating, 275 reviews
Hillside Retreat in the Redwoods | Hot Tub
Rascal's Flat is a luxurious hillside retreat w/ hot tub in the heart of the Russian River Valley. There is a cozy 900 sq-ft, 1-bedroom, 1.5 bath cottage with a detached extra bedroom just up the hill. The cottage includes all modern amenities you could want for a comfortable stay. Outside beneath the towering Redwoods, you’ll find multiple outdoor spaces for dining, entertainment, exercise & relaxation. Experience Russian River living at its best!
ValueOutdoor spacesSleep quality
4.98 out of 5 average rating, 376 reviews
Charlie's Cabin | Lakefront • Spa • Firepit • Dock
Welcome to Charlie's Cabin located in the heart of beautiful Lake County. Your cabin, directly on the lake, has everything you'll need to create the perfect getaway. With two bedrooms, an open concept living area featuring a chef's kitchen. The expansive deck provides a second living area with plenty of seating around the table or fire pit with lake and mountain views. The lower level provides a second deck and private dock - so bring your boat!
LocationOutdoor spacesComfort
4.84 out of 5 average rating, 279 reviews
Hottest Property on the Lake! Views Forest Private
Very rare Clearlake Forest/Lake front property. VIEWS VIEWS VIEWS!....relax at our private retreat nestled between forest and water, with a private swimming dock. Kayak and fish during the day...then relax with a glass of wine on the deck watching the best sunset view on the lake. Come enjoy our private piece of lakefront heaven sitting on two acres of forest area...we promise the unforgettable sunsets and experience will not disappoint!
LocationOutdoor spacesBackyard
4.97 out of 5 average rating, 115 reviewsPopular amenities for Wine Country kayak rentals
Holiday House Rentals with a Kayak

Guerneville ~Fireplace~Beach~Family’s ~Dogs~Trees
LocationOutdoor spacesQuiet
4.96 out of 5 average rating, 238 reviews
Blue Moon | Russian River Retreat Near Guerneville
ValueOutdoor spacesWi-Fi
4.85 out of 5 average rating, 201 reviews
Custom river front home with hot tub on Northwood
Outdoor spacesLocationHot tub
4.87 out of 5 average rating, 119 reviews
Driftwood | Private Coastal Escape w/ Unreal Views
ValueLocationBathroom
4.97 out of 5 average rating, 243 reviews
Riverfront Retreat: Hot Tub, Dock, Kayaks, Bikes
LocationOutdoor spacesAmenities
4.83 out of 5 average rating, 167 reviews
River Front Nature Getaway with Dock!
Outdoor spacesValueGetting around
4.94 out of 5 average rating, 133 reviews
Riverfront Retreat Hot Tub Renovated Kitchen 3BR
ValueLocationBathroom
4.9 out of 5 average rating, 161 reviews
Russian River Retreat Beckons
LocationOutdoor spacesIndoor spaces
4.97 out of 5 average rating, 100 reviewsCottages with a kayak

Riverfront Serenity on the Sonoma Coast
Outdoor spacesLocationSleep quality
4.99 out of 5 average rating, 471 reviews
Sunny Riverfront Cottage
ValueOutdoor spacesKitchen
4.98 out of 5 average rating, 173 reviews
Riverside Retreat in Monte Rio
LocationValueRiver
4.92 out of 5 average rating, 379 reviews
Cosmo Beach Riverfront Sanctuary
LocationOutdoor spacesTV
4.95 out of 5 average rating, 536 reviews
cozy cottage in redwoods, hot tub, walk to river
Outdoor spacesValueParking
4.94 out of 5 average rating, 152 reviews
Gated Lakefront Cottage #2 with Fire Pit & Dock
Outdoor spacesValueBarbecue
4.94 out of 5 average rating, 18 reviews
Konocti view beauty-anglers dream
ValueLocationHospitality
4.85 out of 5 average rating, 26 reviews
Cozy Meadow Retreat with River Views
LocationComfortCondition
4.73 out of 5 average rating, 11 reviewsCabin rentals with a kayak

Updated Russian River Cabin (beach/river access!)
LocationOutdoor spacesHiking
4.96 out of 5 average rating, 190 reviews
ON RiVER TiME Summer Dock+Boats Hot Tub Woodstove
LocationValueLayout
4.85 out of 5 average rating, 221 reviews
Zen retreat in the trees.
LocationOutdoor spacesNearby
4.91 out of 5 average rating, 69 reviews
Riverfront cabin, private dock, hot tub, firepit
Outdoor spacesLocationAccuracy
4.95 out of 5 average rating, 20 reviews
Octagon•Retreat•Hot tub•5 min to River
LocationValueGetting around
5.0 out of 5 average rating, 12 reviews
Highcroft Cabin: private neighborhood beach
Outdoor spacesLocationCondition
5.0 out of 5 average rating, 71 reviews
The Rhondavous - Unwind at The River!
Outdoor spacesLocationRiver
4.47 out of 5 average rating, 19 reviews
TimberTales-Panoramic Lake Views | Nature Paradise
LocationKitchenCleanliness
5.0 out of 5 average rating, 10 reviewsDestinations to explore
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- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- Iron Horse Vineyards
- V. Sattui Winery
- Sonoma Coast State Park
- Charles M. Schulz Museum
- Trione-Annadel State Park
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Mendocino National Forest
- Harbin Hot Springs
- Salt Point State Park
- Sugarloaf Ridge State Park
- Ledson Winery & Vineyards
- Sonoma State University
- Francis Ford Coppola Winery
- Chateau St. Jean
- Calistoga Spa Hot Springs
- Howarth Park
- Bodega Head
- Things to do Wine Country
- Tastings Wine Country
- Cooking Wine Country
- Art workshops Wine Country
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- Wildlife Wine Country
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- Flying California
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