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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, 245 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, 211 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, 499 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

Superhost
A sleek kitchen features modern white cabinetry and gray countertops. Stainless steel appliances are visible alongside a spacious sink. Natural light streams through the window, illuminating the dining area equipped with a table and high-backed chairs. A door leads to the outdoor deck.
Home in Guerneville
4.9 out of 5 average rating, 149 reviews

Riverfront Retreat Hot Tub Renovated Kitchen 3BR

Riverfront house w/ large (16'x16') deck next to river. In summer, there is a large floating dock w/ kayaks, SUPs & peddle boat. Gorgeous renovated kitchen/dining/living/great room, updated bathrooms, spacious deck overlooking water & large lot w/flat yard for playing & moderate sloped river access. Hot tub on deck overlooking river. Great for a relaxing getaway, a family vacation, a girls weekend, a base for wine tasting or just enjoy nature. New exterior house painted blue & stained decks.

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

Top guest favorite
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
4.97 out of 5 average rating, 156 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 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, 246 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)

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, 151 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
A spacious studio guest cottage is displayed, featuring a queen-sized bed with a light-colored blanket. The room includes a blue dresser, a television, and a cozy seating area. Natural light enters through multiple windows, highlighting the wooden beams of the ceiling.
Guesthouse in Petaluma
4.99 out of 5 average rating, 454 reviews

Cozy Studio Guest Cottage in Old Downtown Petaluma

Private studio guest cottage in lovely and vibrant Petaluma. In the heart of Sonoma County just 25 minutes from Sonoma and Napa and 45 minutes from San Francisco. Less than a block from old downtown Petaluma with outstanding restaurants and music venues. The small cottage has many windows and is newly renovated. Beautifully decorated with a very comfortable plush yet firm queen sized bed. Guaranteed on-street parking in front of property. Dogs only.

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, 323 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!

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