Holiday rentals with a kayak in Wine Country

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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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Guest favourite
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, 555 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, 251 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, 221 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

Top guest favourite
A clear view of the ocean is captured from the rooftop window, showing a vast expanse of water and coastal landscape. The scene features gentle waves under a bright blue sky, with greenery framing the foreground.
Home in Gualala
4.99 out of 5 average rating, 138 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
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
4.98 out of 5 average rating, 160 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 favourite
Aerial view of the property featuring a forested landscape alongside the lake. A private dock is visible on the water, leading to a swimming platform. The lush greenery and gentle slopes surround the area, enhancing the natural beauty of this secluded retreat.
Home in Lower Lake
4.97 out of 5 average rating, 99 reviews

Hottest Property on the Lake! Views Forest Private

Very rare Clearlake Forest/Lake front property. VIEWS VIEWS VIEWS!....relax at our private retreat nestled between forest and water, with a private boat lift & swimming dock. Kayak and fish during the day...then relax with a glass of wine on the deck watching the best sunset view on the lake. Come enjoy our private piece of lakefront heaven sitting on two acres of forest area...we promise the unforgettable sunsets and experience will not disappoint!

Guest favourite
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, 235 reviews

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

*** MID-WEEK APRIL & MAY SPECIAL: ASK ABOUT THIRD NIGHT FREE SUN-THURS. *** 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 favourite
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, 227 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 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
4.99 out of 5 average rating, 346 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!

Top 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
4.83 out of 5 average rating, 261 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!

Top guest favourite
A spacious pool area is framed by greenery and a white fence, featuring a large, clear swimming pool. Lounge chairs are positioned nearby on the grass, with a cozy seating area visible to the right. The sky above displays colorful clouds at sunset.
Home in Santa Rosa
5 out of 5 average rating, 125 reviews

Heated Pool·Spa·Fire Pit·6 Beds·10 Min to Wineries

Escape to Wine Country with your own heated pool, hot tub, and space designed for gathering. Spend your days wine tasting, then come home to soak, grill, and unwind under the stars. This bright, modern retreat is built for groups, with a fire pit patio, game-filled pool house, fully stocked chef’s kitchen, and plenty of room to relax together. Located just minutes from Sonoma’s top wineries, it’s the perfect home base for a wine weekend.

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, 401 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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