
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.

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

Lakefront | King Bed | Private dock | Stunning Vie
Escap'Inn presents The Lake. Imagine spending time lounging on the deck with a glass of wine from one of the nearby wineries as you enjoy the tranquil waters below. Or perhaps you prefer going out for an afternoon hike before taking a dip in the hot tub under starlit skies. This beautiful lakefront home is perfect for anyone looking to soak up the sun, take in breathtaking scenes, enjoy award-winning wineries and do it all while experiencing all of the comforts of home. With its own private dock

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

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

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

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!

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

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!

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)

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.

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!

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!
Popular amenities for kayak rentals in Wine Country
House rentals with a kayak

Modern Beauty in the Clearlake Keys - on the lake

Riverfront Retreat: Hot Tub, Dock, Kayaks, Bikes

River Front Nature Getaway with Dock!

Custom river front home with hot tub on Northwood

Lakefront Paradise-Private Pier & Dock, Kayaks!

RR Yacht Club: Beach+Hot tub+Outdoor fun!

Red-Tail’s Golden Egg l Inspiring Lake & Mtn Views

Bolinas Beach Home
Cottage rentals with a kayak

Gated Lakefront Cottage #4 w/ Fire Pit & Dock

Riverside Retreat in Monte Rio

Gated Lakefront Cottage #2 w/ Fire Pit & Dock

Gated Lakefront Cottage #5 w/ Fire Pit & Dock

Gorgeous Home on Napa River, 30 ft Private Dock

Cozy Meadow Retreat with River Views

La Maison Du Lac, Lake Front, sleeps 6, REMODELED

garden in redwoods, hot tub, kayak, walk to river
Cabin rentals with a kayak

Cherry Haus | Lakefront • Spa • Dock • Dogs

Zen retreat in the trees.

The Rhondavous - Unwind at The River!

Updated Russian River Cabin (beach/river access!)

Honeymoon Cottage in redwoods

Otter House-2 bed2 bath hot tub under the Redwoods

Bass House at Clearlake Oaks. . . near the water.

Russian River Cottage in the Redwoods - Monte Rio
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- Jenner Beach
- Manchester State Park
- Clam Beach
- Schoolhouse Beach
- Doran Beach
- Safari West
- Goat Rock Beach
- Johnson's Beach
- Bowling Ball Beach
- Mayacama Golf Club
- Trione-Annadel State Park
- Sonoma Coast State Park
- North Salmon Creek Beach
- Portuguese Beach
- The Links at Bodega Harbour
- Cooks Beach
- Shell Beach
- Gleason Beach
- Pebble Beach
- Sea Ranch Golf Links
- Scotty
- Black Point Beach
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Schooner Gulch State Beach
- Things to do Wine Country
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- Nature and outdoors Wine Country
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