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

Home in Lakeport

4.99 out of 5 average rating, 135 reviews

Lakefront | King Bed | Private dock |SUPs & Kayaks

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

Top guest favorite

Cottage in Monte Rio

4.97 out of 5 average rating, 205 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

Cabin in Guerneville

4.92 out of 5 average rating, 291 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

Guest favorite

Cottage in Forestville

4.95 out of 5 average rating, 486 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 favorite

Home in Clearlake Oaks

4.89 out of 5 average rating, 174 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

Home in Gualala

4.98 out of 5 average rating, 133 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

Guest favorite

Cottage in Monte Rio

4.97 out of 5 average rating, 154 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

Cottage in Monte Rio

4.99 out of 5 average rating, 239 reviews

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)

Top guest favorite

Guesthouse in Healdsburg

4.96 out of 5 average rating, 141 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 favorite

Guesthouse in Petaluma

4.99 out of 5 average rating, 439 reviews

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.

Guest favorite

Home in Marshall

4.97 out of 5 average rating, 214 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!

Superhost

Cabin in Lower Lake

4.81 out of 5 average rating, 229 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!