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Vacation rentals with a kayak in Wine Country

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Wine Country

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

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Top guest favorite
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

Guest favorite
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

Guest favorite
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, 207 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

Guest favorite
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!

Lucky Bend Lookout—Kid friendly, in a quiet redwood forest, and just 1 mile from Downtown Guerneville. 3 bedrooms and 1 bath home with 2 queen beds, a twin bunk bed, and queen size sofa bed. Floating dock with canoe, kayaks and standup paddle board available in the summer season. This property has special compliance requirements which include a signed rental agreement and ID verification. To make this process easy for you, we use a secure and very simple, app-free platform called Happy Guest

Top guest favorite
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, 496 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

Guest favorite
A living area features a sleek coffee table atop a textured rug, complemented by a soft leather sofa and a decorative chair. A flat-screen TV sits on an elegant console, while the dining space with white chairs is visible in the background.
Home in Clearlake Oaks
4.89 out of 5 average rating, 179 reviews

Dany’s House w/dock/kayak/paddleboat water access

A delightful/fun/cozy house located on the water in Clearlake Keys with easy access to the lake and wineries. I am a superhost and will do everything to ensure you will have a great stay! The house is located in one of the best spots in the Keys, very close to the lake where the quality of the water is the best. Choose to be at the best spot since the houses farther away from the lake might not be ideal for water activities. Book with a SUPERHOST, don’t take the risk with inexperienced hosts!

Top guest favorite
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

Guest favorite
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, 242 reviews

Riverfront Remodel | 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)

Guest favorite
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 favorite
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 favorite
Home in Clearlake Oaks
4.98 out of 5 average rating, 131 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!

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