Holiday rentals with a kayak in Wine Country

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Wine Country

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Guerneville
4.9 out of 5 average rating, 220 reviews

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

Top guest favourite
A wooden deck features two Adirondack chairs positioned to overlook the river, accompanied by a small table. Lush greenery surrounds the area, with hills visible in the background under a clear blue sky.
Cottage in Monte Rio
4.97 out of 5 average rating, 237 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

Top guest favourite
A modern living area features a high wood-beam ceiling with large windows offering lush outdoor views. A round dining table is surrounded by chairs, while a cozy seating arrangement includes a dark sofa and coffee table. A wood stove adds warmth to the space.
Cottage in Forestville
4.95 out of 5 average rating, 535 reviews

Cosmo Beach Riverfront Sanctuary

Dog friendly 1.5 acre oasis on Russian River’s Cosmo Beach. The property is private, lush, serene & sunny, adjacent to a huge private beach. The house is modern yet artistically rustic. It has gorgeous views of the river, redwoods, bridge & sky. It also has decks, spa, boats, fireplace, serious kitchen, fruit trees, grapevines & wildlife. Centrally located between Healdsburg, Sebastopol & Sonoma Coast. Top wineries, trails & redwoods are minutes away. 3 beaches & a river park are only steps away

Guest favourite
A charming riverfront house is set among tall trees, blending naturally with the lush greenery surrounding the property. The house features a distinct sloped roof and large windows, offering a serene view of the river and landscape.
Home in Monte Rio
4.92 out of 5 average rating, 105 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.

Guest favourite
A solar-heated pool sits adjacent to a stone wall, framed by a tranquil lake view at sunset. The sky is painted in soft hues of pink and purple, while nearby greenery complements the outdoor space. Comfortable seating options are visible by the water's edge.
Home in Lakeport
4.96 out of 5 average rating, 214 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!

Top guest favourite
A wooden dock extends over the calm river, complemented by red Adirondack chairs and a matching umbrella. Lush greenery surrounds the area, providing a natural backdrop. The scene captures a peaceful riverside setting ideal for relaxation.
Cottage in Monte Rio
4.98 out of 5 average rating, 173 reviews

Sunny Riverfront Cottage

This lovely cottage is directly on the Russian River with gorgeous views. We've kept the original 1909 charm of the main living space while adding many new amenities. Your oasis awaits. BEFORE BOOKING: Be aware that the cozy second bedroom is not attached to the house, it is accessed through the main bedroom and a just few steps across the deck. You’ll enjoy the lovely bed, luxurious linens, fireplace and a great river view. See photos. NO PETS/SMOKING due to severe allergies. Thanks!

Top guest favourite
A clear view of the ocean is captured from the rooftop window, showing a vast expanse of water and coastal landscape. The scene features gentle waves under a bright blue sky, with greenery framing the foreground.
Home in Gualala
4.99 out of 5 average rating, 144 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.

Top guest favourite
Guest house in Lower Lake
4.97 out of 5 average rating, 104 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.

Guest favourite
Aerial view of the property featuring a forested landscape alongside the lake. A private dock is visible on the water, leading to a swimming platform. The lush greenery and gentle slopes surround the area, enhancing the natural beauty of this secluded retreat.
Home in Lower Lake
4.96 out of 5 average rating, 112 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 boat lift & 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!

Guest favourite
The kitchen features modern appliances in a sleek design, including a double oven, stovetop, and microwave. An island with three wooden bar stools offers additional seating. Large windows allow natural light and provide views of the lake.
Cabin in Lower Lake
4.83 out of 5 average rating, 277 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!

Guest favourite
A private dock stretches over calm waters, featuring two adirondack chairs and a large red umbrella providing shade. Stairs lead from the grassy yard to the deck, surrounded by lush greenery that enhances the serene atmosphere.
Home in Guerneville
4.94 out of 5 average rating, 143 reviews

Riverlands 2 bed1 bath Luxurious Riverfront Living

Welcome to Riverlands! Located on the bank of the Russian River, this 2BR 1BA in the main house an a queen bed beach house is a vacation paradise. Featuring a large, open floor plan kitchen with sliding glass doors onto a wide deck and a beautiful view of the redwoods and the river, it’s a perfect getaway. Walk down the grassy yard among fruit trees. The house is on a quiet, residential street with ample parking in the driveway. TOT4025N

Top guest favourite
A private hot tub is positioned on a wooden deck surrounded by towering redwood trees. The tub is covered with a lifted lid, revealing a spacious interior. Lush greenery can be seen in the background, providing a serene atmosphere.
Home in Guerneville
4.98 out of 5 average rating, 248 reviews

Zin & Zen on the River-Hot Tub, Kayaks, Views!

Charming two-story riverfront cottage with wood-burning stove in Sonoma wine country with hot tub, kayaks, bicycles, private dock, outdoor shower, propane BBQ grill, and fire-pit area. Wine tasting, hiking, golf and ocean beaches nearby! Movies, games, and books for all ages. Serene views from inside the house, or from the brick-paver patio and upper and lower decks.

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