
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

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

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)

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.

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!

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!

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!

Lakefront – Kayak*Paddle Boat*Paddle Board*Arcade
Rain or shine, enjoy our family-friendly Lake House year-round! Stay cozy with A/C, heat, smart TV & a king bed. Have fun in the game room with foosball, ping-pong, shuffleboard, basketball & arcades. Outside: lakefront access with kayaks, paddleboard, pedal boat, BBQ grill, fire pit & mini golf. Kids love the toys, books & water play! Free coffee plus shampoo, conditioner & body soap provided. Perfect for families & weekend getaways!
Popular amenities for kayak rentals in Wine Country
House rentals with a kayak

Cozy Santa Rosa Home with Scenic Views

Modern Beauty in the Clearlake Keys - on the lake

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

Charming Sunset Lake House with Private Dock
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

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

Family Friendly Cabin on the River-Stunning View!

Zen retreat in the trees.

The Rhondavous - Unwind at The River!

Updated Russian River Cabin (beach/river access!)

Honeymoon Cottage in redwoods

Fernwood Forest Cottage

Otter House-2 bed2 bath hot tub under the Redwoods

Bass House at Clearlake Oaks. . . near the water.
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- Jenner Beach
- Clam Beach
- Manchester State Park
- Schoolhouse Beach
- Safari West
- Doran Beach
- Goat Rock Beach
- Johnson's Beach
- Bowling Ball Beach
- Mayacama Golf Club
- Sonoma Coast State Park
- North Salmon Creek Beach
- Trione-Annadel State Park
- Portuguese Beach
- The Links at Bodega Harbour
- Cooks Beach
- Shell Beach
- Gleason Beach
- Pebble Beach
- Scotty
- Sea Ranch Golf Links
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Black Point Beach
- Blind Beach
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