
Holiday rentals with a kayak in Wine Country
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Wine Country
Guests agree: these holiday homes with a 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

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

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

Woodhaven | MCM Inspired Getaway w/ Amazing Views
*Tranquil Wooded Retreat: 1 bdrm/1 bath nestled in nature, with beautiful water views from a private deck; ideal for outdoor lovers. *Modern Conveniences: Deluxe amenities, a cozy fireplace, and dedicated workspace w/ high-speed WiFi. *Stay Active: Private tennis court + indoor yoga area. *Full Kitchen: Stocked w/ organic coffee, tea, oils, and condiments. *Professionally cleaned, no checkout chores. *Ideal Location: Walk to Chicken Ranch Beach, Blue Waters Kayak Rental, and dining options!

Redwoods~Fireplace~Famly Time~Cozy Book Nook~Spa~
Looking for the ultimate chill spot? We've got you covered! Our place is the perfect mix of Zen and Zest, nestled just 3 miles from Armstrong Woods and a short 4 min stroll from the home is our gorgeous neighborhood beach on the Russian River. Cozy up in one of our reading nooks and grab a book from our book exchange.Use our kayaks and paddle your worries away, or make a splash with memories that stick. Party in the backyard with an outdoor shower and hot tub that scream 'fun in the sun!

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.

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!

Remodeled Stinson Seadrift Lagoon Escape
Come escape to the Stinson Seadrift Lagoon and enjoy all that this peaceful and unique destination has to offer. After a year-long remodel in 2021, front to back, inside and out, everything is new! From the bedrooms, to the bathrooms, kitchen, deck, appliances, hot tub and fire pit. And with our recent decor and furnishings update at the end of 2023, the house is primed and ready for you.

River House
River House has a private river front beach 15 minutes from Ukiah, in wine country. We have a hot tub, badminton court, and barbecue. The river is gentle. We have 6 kayaks, and 1/4 mile to kayak in. You are surrounded by wildlife. We can host more than 8 guests if some are happy on the couch or on a foam mattress on the floor. This is a place for family vacations, not a wild party house.
Popular amenities for Wine Country kayak rentals
Holiday House Rentals with a Kayak

Cozy Santa Rosa Home with Scenic Views

Hilton House

Lakefront Paradise-Private Pier & Dock, Kayaks!

RR Yacht Club River–Beach Hot Tub Escape Jenner

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

Start the New Year in nature! Peaceful Retreat!

Magical riverfront home, hot tub

Riverfront Retreat Hot Tub Renovated Kitchen 3BR
Cottages 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

Sunny Riverfront Cottage

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

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.

Russian River Cottage in the Redwoods - Monte Rio
Destinations to explore
- Northern California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Jose Holiday rentals
- Silicon Valley Holiday rentals
- North Coast Holiday rentals
- Oakland Holiday rentals
- South Lake Tahoe Holiday rentals
- Sacramento Holiday rentals
- Farmstay rentals Wine Country
- Beachfront rentals Wine Country
- Guesthouse rentals Wine Country
- Tent rentals Wine Country
- Boutique hotels Wine Country
- Rentals with outdoor seating Wine Country
- Townhouse rentals Wine Country
- Rentals with a fireplace Wine Country
- Pet-friendly rentals Wine Country
- Luxury rentals Wine Country
- Apartment rentals Wine Country
- Smoking-friendly rentals Wine Country
- Resort rentals Wine Country
- Barn rentals Wine Country
- Waterfront rentals Wine Country
- Hotel rooms Wine Country
- Rentals with beach access Wine Country
- RV rentals Wine Country
- Bed and breakfasts Wine Country
- Loft rentals Wine Country
- House rentals Wine Country
- Cottage rentals Wine Country
- Rentals with lake access Wine Country
- Serviced apartment rentals Wine Country
- Rentals with an EV charger Wine Country
- Rentals with breakfast Wine Country
- Rentals with an accessible height toilet Wine Country
- Tiny house rentals Wine Country
- Rentals with a fire pit Wine Country
- Family-friendly rentals Wine Country
- Rentals with a hot tub Wine Country
- Rentals with pools Wine Country
- Villa rentals Wine Country
- Cabin rentals Wine Country
- Rentals with a patio Wine Country
- Fitness-friendly rentals Wine Country
- Rentals with a washing machine and dryer Wine Country
- Private suite rentals Wine Country
- Rentals with a sauna Wine Country
- Condo rentals Wine Country
- Rentals with a kayak California
- Rentals with a kayak United States
- Jenner Beach
- Manchester State Park
- Schoolhouse Beach
- Clam Beach
- Doran Beach
- Safari West
- Goat Rock Beach
- Johnson's Beach
- Bowling Ball Beach
- Healdsburg Plaza
- Mayacama Golf Club
- Sonoma Coast State Park
- Trione-Annadel State Park
- Portuguese Beach
- North Salmon Creek Beach
- The Links at Bodega Harbour
- Cooks Beach
- Gleason Beach
- Pebble Beach
- Shell Beach
- Sea Ranch Golf Links
- Black Point Beach
- Scotty
- Schooner Gulch State Beach
- Things to do Wine Country
- Art and culture Wine Country
- Food and drink Wine Country
- Nature and outdoors Wine Country
- Things to do California
- Tours California
- Sports activities California
- Wellness California
- Nature and outdoors California
- Art and culture California
- Food and drink California
- Sightseeing California
- Entertainment California
- Things to do United States
- Nature and outdoors United States
- Entertainment United States
- Tours United States
- Sightseeing United States
- Wellness United States
- Sports activities United States
- Art and culture United States
- Food and drink United States




