Vacation rentals with a kayak in Wine Country

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Top-rated kayak rentals in Wine Country

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Guest favorite
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, 548 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

Guest favorite
An outdoor dining area features a wooden table set for four, surrounded by black chairs. The space overlooks the lake, revealing stunning water views and distant mountains. A patterned rug adds a touch of comfort beneath the table, enhancing the inviting atmosphere.
Home in Kelseyville
4.96 out of 5 average rating, 105 reviews

Bee Haus | Lakefront •Private Dock •Kayaks •Dogs

Experience the tranquility of lakeside living at the Bee Haus, perfect for a couple or small group seeking a peaceful escape. This charming retreat boasts sweeping waterfront views, high ceilings, an open concept living space, wraparound deck, and PRIVATE DOCK! Truly the perfect blend of modern comfort and natural beauty. When you’re ready for adventure, explore the lake by kayak, rent a speed boat/ jet skis, hike Mt. Konocti, wine taste at the Mercantile, or fish straight from our private dock!

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, 250 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, 219 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
Home in Guerneville
4.92 out of 5 average rating, 297 reviews

Lucky Bend Lookout

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

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, 184 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
4.99 out of 5 average rating, 137 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, 158 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!

Guest favorite
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
4.97 out of 5 average rating, 172 reviews

Updated Russian River Cabin (beach/river access!)

Escape to wine, water, nature, and cozy cabin comfort that's a short trip from SF (75 min) and only minutes to charming Healdsburg and Dry Creek Valley wineries. Right on the Russian River, our cabin is a great getaway for wine tasting, river fun (beach, canoe/kayak/SUPs), and Healdsburg (9 min). Built in 1949, we've kept the cabin's rustic charm (the antlers and the moose mount came with the place!), but updated it with modern design and conveniences. Perfect for couples or a family.

Guest favorite
A private hot tub is positioned on a wooden deck surrounded by towering redwood trees. The tub is covered with a lifted lid, revealing a spacious interior. Lush greenery can be seen in the background, providing a serene atmosphere.
Home in Guerneville
4.97 out of 5 average rating, 233 reviews

Zin & Zen on the River-Hot Tub, Kayaks, Views!

*** WINTER SPECIAL: ASK ABOUT THIRD NIGHT FREE UNTIL MARCH 31, 2025. ****************************************** Charming two-story riverfront cottage with wood-burning stove in Sonoma wine country with hot tub, kayaks, bicycles, private dock, outdoor shower, propane BBQ grill, and fire-pit area. Wine tasting, hiking, golf and ocean beaches nearby! Movies, games, and books for all ages. Serene views from inside the house, or from the brick-paver patio and upper and lower decks.

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, 225 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
4.99 out of 5 average rating, 338 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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