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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, 247 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 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, 214 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, 295 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, 501 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, 181 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 inviting Mediterranean-style patio is filled with vibrant mosaics and potted plants. Two charming chairs surround a small table under a pergola, providing a shaded area, while lush greenery enhances the area’s privacy and tranquility.
Guesthouse in Healdsburg
4.95 out of 5 average rating, 157 reviews

Mediterranean Getaway with breakfast Healdsburg

An attractive, ultra-romantic, almost-a-cottage Bed&Breakfast is waiting for you in our restored 1930s-era home in a peaceful corner of northern Sonoma County. Ours is a quiet rural road nestled in beautiful oaks, redwoods, California bay, and buckeye trees near the bottom of Fitch Mountain, some 100’ above the Russian Rive. Fitch Mountain is known for its interesting local history, eclectic building styles, beautiful views, secluded neighborhoods, and friendly spirit.

Top 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, 219 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, 326 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!

Guest favorite
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
4.81 out of 5 average rating, 239 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
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, 377 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!

Guest favorite
Cottage in Monte Rio
4.94 out of 5 average rating, 128 reviews

cozy cottage in redwoods, hot tub, walk to river

Nestled in the historic hamlet of Villa Grande, this two story cottage has a forested, off the beaten path vibe, and is walking distance to a beautiful secluded beach on the Russian River. It’s a 5 minute drive to Downtown Monte Rio, 10 minutes from Guerneville and Occidental and a stone's throw from the coast, towns, and wineries that Sonoma has to offer. Great for work (high speed internet) or play. Access to a kayak in summer.

Top guest favorite
A modern house sits along the Seadrift Lagoon, featuring large glass windows and a sloped roof. The outdoor area includes seating and a hot tub, framed by lush greenery, with mountains visible in the background reflecting on the calm water.
Home in Stinson Beach
4.99 out of 5 average rating, 162 reviews

Remodeled Stinson Seadrift Lagoon Escape

Come escape to the Stinson Seadrift Lagoon and enjoy all that this peaceful and unique destination has to offer. After a year-long remodel in 2021, front to back, inside and out, everything is new! From the bedrooms, to the bathrooms, kitchen, deck, appliances, hot tub and fire pit. And with our recent decor and furnishings update at the end of 2023, the house is primed and ready for you.

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