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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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Superhost
The outdoor patio features a hot tub, a dining area with a large umbrella, and a barbecue grill. Comfortable seating arrangements are placed around a fire pit. A vibrant red deck overlooks the water, with boat docks visible in the background.
Guest suite in Clearlake
4.83 out of 5 average rating, 542 reviews

Lakefront Guest Suite with Spa and Dock

Casa de Cozumel (House of Swallows) is a beautiful Lakefront Home on Clear Lake just one hour north of the Napa Valley and 3 hours north of San Francisco. This listing is for the lower floor guest suite with seperate entrance, bath, kitchenette and bedroom and fireplace sleeps 5 ($150 -$225 per night). There is private patio, bbq , firepit, dining area that our guests have exclusive use of. We also give our guests exclusive use of the sundeck, dock, spa and lower patio. The kitchenette inside is small and is suitable for light use. We have added a small Apt size stove/oven (with pots and pans) and refrigerator to a covered outdoor kitchen. There is also the following: compact under counter refer/freezer, sink, microwave, coffee maker, blender, toaster, InstaPot and juicer. Most people use the bbq to grill and make salads etc. We have two small kayaks and one SUP (stand up paddle) available for our guests and you are welcome to bring your own kayak, canoes and PWC. We do not rake any responsibility for injuries due to use of these items as they are used at your own risk. Required rules for using the spa,. kayak and sup are posted in the unit. If you plan on bringing a motorboat please inquire prior to arrival if space is available. This property is perfect for couples, small family groups, friends and traveling professionals. You must be at least 21 to book this property or be a guest UNLESS you are traveling with a parent or guardian. In order to keep this listing available for travelers and holiday seekers we also do not allow residents of Lake County to book without prior permission of the host. The house rules are posted inside the space. We do ask that you be respectful and obey the quiet times of 10pm to 7am and follow the checkout procedures. As of the summer of 2025 we have plenty of water in front of our dock and no significant Algae blooms. During the summer months the water quality for swimming because of Algae blooms though can vary day to day. We will do our best to advise the lake quality but there are still plenty of activities, kayaking, fishing and soaking in the spa. We can offer suggestions of other closeby lakes with beach access that are available for day use. We recommend Pine Acres Resort with a Day Pass Mon - Thur for $15 or Blue Lakes Lodge everyday $50. Reservations are required for both. You can also access the lake free from Hwy 20. We are required to collect TOT taxes , city of Clearlake and County of Lake for a total of 11.5% for stays less than 30 days. This tax is included in the nightly fee. *****City of Clearlake Licenses: ** Business License No. BL-7239 **Vacation Rental Permit ZP 202403 **Transient Occupancy Registration Certificate No. TORC 24-1

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, 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 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, 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 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, 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 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, 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 favourite
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, 182 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!

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

Sunset Beach Resort is your cozy home away from home! We pride ourselves in offering you a comfortable and relaxing environment and if you love to fish, we got the perfect spot for you. Our gated property provides you secure parking, safety, and peace of mind while you enjoy the serenity of the lake. There is plenty of space with outdoor furniture for everyone to gather or sit privately. This is one of three rental cottages on a lake front property with a private beach, dock, and BBQ area.

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
4.99 out of 5 average rating, 136 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 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.
Guest house 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 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, 327 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 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
4.81 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 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, 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!

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