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Holiday rentals with a kayak in Wine Country

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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
A modern home is positioned along the bay, featuring large windows that frame serene water views. A boat is visible on the tranquil surface, while lush greenery and a railing adorn the outdoor deck, enhancing the connection to the natural surroundings.
Home in Marshall
4.99 out of 5 average rating, 244 reviews

Tomales Bay: Tranquility, Bay Views, Kayaks &

Indulge and awaken your senses in this coveted bayfront, luxurious retreat, with direct water access. Giant windows are your private portals to ever changing light over the bay and unobstructed views of Hog Island and Point Reyes Seashore. Observe the wildlife and beauty of this natural environment, breathe fresh salty air and dine on oysters while listening to lapping waves. It’s a perfect place to pause and reset! Modern, minimalist furnishings, privacy, comfort, carefully crafted details plus

Top guest favourite
Adirondack chairs are positioned on a wooden dock, facing tranquil waters. A sailboat with a multicolored sail glides across the lake, and distant hills are visible under a clear blue sky.
Home in Lakeport
4.99 out of 5 average rating, 140 reviews

Lakefront | King Bed | Private dock | Stunning Vie

Escap'Inn presents The Lake. Imagine spending time lounging on the deck with a glass of wine from one of the nearby wineries as you enjoy the tranquil waters below. Or perhaps you prefer going out for an afternoon hike before taking a dip in the hot tub under starlit skies. This beautiful lakefront home is perfect for anyone looking to soak up the sun, take in breathtaking scenes, enjoy award-winning wineries and do it all while experiencing all of the comforts of home. With its own private dock

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
4.96 out of 5 average rating, 208 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, 497 reviews

Cosmo Beach: Riverfront Sanctuary

Riverfront dog friendly 1.5 acre oasis on the Russian River. The property is private, lush, serene & sunny, with access to a huge private beach. The house is modern yet rustic & is fully equipped. It has gorgeous river valley/redwood/bridge views, decks, spa, boats, fireplace, serious kitchen, fruit trees, grapevines & wildlife. Centrally located between Healdsburg, Sebastopol & the Sonoma Coast. Fantastic wineries, trails & redwoods are minutes away. 3 beaches & river park are only steps away

Top guest favourite
An aerial view captures the home's unique architectural design set against a backdrop of the ocean. Lush green landscaping surrounds the property, with a blend of trees and open spaces leading to the shoreline, highlighting the serene coastal setting.
Home in Gualala
4.98 out of 5 average rating, 133 reviews

Sunburst Ocean Retreat

Stunning 3 BR / 2 BA architectural home on the ocean two miles north of Gualala, with option to add on 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 most rooms 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
An outdoor seating area features comfortable wicker chairs and a round table, centered around a fire pit. A shaded pergola and soft drapes provide a relaxing ambiance, while views of the water and palm trees create a serene atmosphere. Decorative cushions add a touch of style.
Townhouse in Discovery Bay
4.95 out of 5 average rating, 136 reviews

Marlin Cove Pet Friendly Waterfront Retreat

Marlin Cove includes: 🌅 Sunrise/Sunset views on the Delta 🖼️ Beautiful interior design, art collection, luxury amenities 🛥️ Covered boat (44 foot) & 4 jet ski dock across from Marina 📺 3 TVs (1 outdoor) & cool misting system/space heater, BBQ Green Egg 🐶 Pets adored ($100 per pet /2 max) 🛶 Golf cart for rent + water toys : 1 sea kayak, 3 paddle boards, lily pad, water floaters, fishing rods 🔥 Gas fireplace 🏓 Ping pong table 🛏 1 King & 1 Queen bed, 1 single sofa 🚗 2 parking spots

Top guest favourite
The exterior of the coastal cottage is depicted, showcasing a vibrant blue façade. The structure sits on stilts over the water, with a sturdy wooden deck leading up to it. Outdoor dining furniture and a gas grill are visible, creating a welcoming space with scenic views.
Home in Marshall
4.97 out of 5 average rating, 215 reviews

Driftwood | Private Coastal Escape w/ Unreal Views

*Cozy Coastal Getaway, Perfect for 2: Enjoy this 1 Bdrm/1 Bath with modern cottage vibes and stunning Tomales Bay sunsets at your fingertips! *Exclusive Waterfront Access: Relax with your own private beach at low tide, plus a deck with a hot tub and gas BBQ. *Deluxe Amenities: SONOS Bluetooth sound system, dedicated workspaces, high-speed WiFi, a fully stocked kitchen with organic essentials, and more! *Professionally cleaned and NO checkout chores!

Top guest favourite
A spacious outdoor deck is surrounded by towering redwoods, creating a serene setting. Comfortable seating arrangements include a sectional sofa with yellow cushions and a low coffee table. String lights illuminate the space, while potted plants add a touch of greenery.
Cottage in Guerneville
4.98 out of 5 average rating, 319 reviews

Hillside Retreat in the Redwoods w/ 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!

Superhost
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
4.8 out of 5 average rating, 230 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 modern kitchen is presented with stainless steel appliances, including a refrigerator and a gas stove. Grey cabinets complement a marble countertop, while a single basin sink offers a view through large windows. A decorative flower vase adds a touch of color to the counter.
Boat in Oakley
4.94 out of 5 average rating, 370 reviews

HouseBoat+Sauna+Fireplace+AC+Best Fishing spot

Welcome Aboard DeltaJaz! Pet & 420 Friendly. Special occasion? let us know and enjoy the surprise! You will be thrilled to be apart of this rare opportunity to enjoy your own fully remodeled houseboat to yourself. You will enjoy all the comforts of being home including a in home 3 person Sauna, Fire place, air conditioning, Full sound system though out entire boat, LED's etc. Includes two kayaks and one Paddle board. lots of privacy!

Top guest favourite
Home in Clearlake Oaks
4.98 out of 5 average rating, 132 reviews

Lakefront – Kayak*Paddle Boat*Paddle Board*Arcade

Rain or shine, enjoy our family-friendly Lake House year-round! Stay cozy with A/C, heat, smart TV & a king bed. Have fun in the game room with foosball, ping-pong, shuffleboard, basketball & arcades. Outside: lakefront access with kayaks, paddleboard, pedal boat, BBQ grill, fire pit & mini golf. Kids love the toys, books & water play! Free coffee plus shampoo, conditioner & body soap provided. Perfect for families & weekend getaways!

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
4.95 out of 5 average rating, 128 reviews

Riverlands 2 bed1 bath Luxurious Riverfront Living

Welcome to Riverlands! Located on the bank of the Russian River, this 2BR 1BA 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

Popular amenities for kayak rentals in Wine Country

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Guest favourite
The exterior of a mid-century modern home is displayed, featuring a spacious deck adorned with umbrellas and lounge chairs. A heated pool lies in the foreground, surrounded by low landscaping, with the home’s wood and glass structure set against a clear blue sky.
Home in Santa Rosa
4.96 out of 5 average rating, 24 reviews

Cozy Santa Rosa Home with Scenic Views

Superhost
An expansive deck features a dining table with potted plants and comfortable seating, overlooking the lake. A gas grill is positioned nearby, with green trees framing the view, creating a serene setting. The surrounding area includes docks and houses reflecting on the water.
Home in Clearlake Oaks
4.81 out of 5 average rating, 147 reviews

Modern Beauty in the Clearlake Keys - on the lake

Guest favourite
A wooden dock extends into the river, flanked by lush greenery. Two white Adirondack chairs are positioned at the end, offering a serene view of the surrounding nature. A staircase leads up from the dock, bordered by trees and underbrush.
Home in Duncans Mills
4.84 out of 5 average rating, 159 reviews

Riverfront Retreat: Hot Tub, Dock, Kayaks, Bikes

Guest favourite
A spacious wooden table is set for dining outdoors, featuring blue plates and crystal glassware. A bottle of champagne is displayed prominently, alongside a succulent in a blue pot. An umbrella provides shade, while a telescope is positioned for views of the surrounding nature.
Home in Guerneville
4.94 out of 5 average rating, 121 reviews

River Front Nature Getaway with Dock!

Guest favourite
A spacious deck is furnished with a round table and umbrella, offering shade while overlooking Clear Lake. A lounge chair rests beside the table, with lush greenery framing the view of the tranquil water and distant hills.
Home in Clearlake
4.84 out of 5 average rating, 110 reviews

Lakefront Paradise-Private Pier & Dock, Kayaks!

Guest favourite
Four lounge chairs are arranged on a pebbled area, facing the serene river and lush green hills. The calm water reflects the sky, while a small boat is visible nearby. The peaceful setting is enhanced by the surrounding trees.
Home in Duncans Mills
4.88 out of 5 average rating, 112 reviews

RR Yacht Club: Beach+Hot tub+Outdoor fun!

Top guest favourite
A small round table is surrounded by two cushioned chairs on a spacious deck. In the background, the tranquil waters of Clear Lake are visible, framed by rolling hills and a skyline adorned with scattered clouds, reflecting the soft hues of the setting sun.
Home in Lake County
5 out of 5 average rating, 34 reviews

Red-Tail’s Golden Egg l Inspiring Lake & Mtn Views

Guest favourite
Three folding chairs are positioned on a wooden dock, facing a calm lake at sunset. The serene water reflects soft hues of purple and orange, with silhouettes of palm trees lining the shore. Fishing rods are visible, suggesting a relaxing evening by the water.
Home in Discovery Bay
4.79 out of 5 average rating, 190 reviews

Charming Sunset Lake House with Private Dock

Cottage rentals with a kayak

Guest favourite
Two comfortable hammocks are suspended between trees in a grassy area, facing the lake. A wooden dock is visible in the background, with a scenic view of mountains and clouds above. Soft string lights are strung across the scene, adding charm to the outdoor setting.
Cottage in Clearlake Oaks
4.95 out of 5 average rating, 122 reviews

Gated Lakefront Cottage #4 w/ Fire Pit & Dock

Guest favourite
An open kitchen flows into a light-filled sitting area, where large windows offer views of the surrounding greenery. A wooden table is positioned near the window, and a bowl of fresh fruit sits on the kitchen island. Cozy seating with decorative pillows adds warmth to the space.
Cottage in Monte Rio
4.92 out of 5 average rating, 364 reviews

Riverside Retreat in Monte Rio

Guest favourite
Two lounge chairs with red cushions are positioned on a grassy area, facing a tranquil lake. A small table adorned with a bottle of wine and glasses sits between them. In the background, a wooden dock extends into the water, surrounded by gentle hills.
Cottage in Clearlake Oaks
4.95 out of 5 average rating, 22 reviews

Gated Lakefront Cottage #2 w/ Fire Pit & Dock

Top guest favourite
Two red outdoor chairs are positioned alongside a small table, facing a serene lake and distant mountains. The calm water reflects the clear blue sky, while a wooden dock extends into the lake, providing a tranquil setting for relaxation.
Cottage in Clearlake Oaks
4.96 out of 5 average rating, 168 reviews

Gated Lakefront Cottage #5 w/ Fire Pit & Dock

A wooden cabin is nestled among lush greenery, featuring a large staircase leading up to the front porch. Surrounding plants offer a diverse range of textures and colors, while tall trees provide natural shading over the area.
Cottage in Jenner
4.73 out of 5 average rating, 11 reviews

Cozy Meadow Retreat with River Views

Top guest favourite
A modern living space features large floor-to-ceiling sliding doors that open to a wrap-around deck. Skylights allow natural light to fill the room. Comfortable seating includes two patterned chairs and a leather chair, creating an inviting atmosphere for relaxation.
Cottage in Monte Rio
4.99 out of 5 average rating, 243 reviews

Riverfront Remodel | Hot Tub | Stunning Views

Superhost
A spacious wooden deck overlooks the tranquil lake, featuring a round dining table surrounded by sturdy chairs. A vibrant red umbrella provides shade, while the clear blue sky and soft clouds reflect on the water's surface, enhancing the scenic view of the surrounding landscape.
Cottage in Clearlake
4.78 out of 5 average rating, 254 reviews

La Maison Du Lac, Lake Front, sleeps 6, REMODELED

Guest favourite
A two-story cottage is surrounded by lush greenery, featuring large windows that invite natural light. A wooden deck includes a picnic table and several seating chairs, positioned among ferns and flowering plants. A stone path leads to the garden area, enhancing the outdoor space.
Cottage in Monte Rio
4.94 out of 5 average rating, 126 reviews

garden in redwoods, hot tub, kayak, walk to river

Cabin rentals with a kayak

Guest favourite
An outdoor dining area is shown with a wooden table set for a meal. Nearby, a lounge chair rests on the deck, surrounded by vibrant green foliage. Large windows allow natural light to fill the space, creating a connection with the redwood forest.
Cabin in Guerneville
4.92 out of 5 average rating, 294 reviews

Family Friendly Cabin on the River-Stunning View!

Guest favourite
A bright kitchen is shown with white cabinetry, a large island featuring bar stools, and high-end appliances. Natural light streams through multiple windows, illuminating the space. A modern spiral staircase leads to the loft above, accentuating the open layout with wooden beams.
Cabin in Guerneville
4.9 out of 5 average rating, 51 reviews

Zen retreat in the trees.

Superhost
A calm river scene is presented with two kayaks resting on a stone platform, surrounded by lush greenery. Trees reflect gently in the water, which appears serene and inviting, while the riverbank showcases natural stones and vegetation.
Cabin in Forestville
4.44 out of 5 average rating, 18 reviews

The Rhondavous - Unwind at The River!

Guest favourite
The kitchen area features modern appliances, including a gas range and stainless steel dishwasher. A wooden breakfast bar separates the space from the open living area, where large windows provide natural light and views of the outdoors. Rustic accents, like antler decor, are visible.
Cabin in Healdsburg
4.96 out of 5 average rating, 171 reviews

Updated Russian River Cabin (beach/river access!)

A spacious courtyard is illuminated by a fire pit, surrounded by outdoor seating. A red door leads to the cottage, while bicycles are positioned nearby. Tall trees create a natural backdrop, enhancing the outdoor setting.
Cabin in Guerneville
4.65 out of 5 average rating, 54 reviews

Honeymoon Cottage in redwoods

A private hot tub is surrounded by a wooden enclosure and strung with warm string lights, providing a cozy ambiance. Paved stones lead to the tub, which is flanked by a decorative barrel planter with lush greenery.
Cabin in Guerneville
4.64 out of 5 average rating, 87 reviews

Fernwood Forest Cottage

Guest favourite
A spacious living area features a stone fireplace as the focal point, surrounded by comfortable seating. Large windows offer natural light, and a desk is positioned in one corner. The room showcases wooden flooring and muted green walls, creating a serene environment.
Cabin in Monte Rio
4.88 out of 5 average rating, 81 reviews

Otter House-2 bed2 bath hot tub under the Redwoods

A covered outdoor deck features a dining table surrounded by several chairs, providing a comfortable space for relaxation. The entrance to the cabin is visible, along with a window highlighting an unobstructed view of the surroundings.
Cabin in Clearlake Oaks
4.7 out of 5 average rating, 92 reviews

Bass House at Clearlake Oaks. . . near the water.

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