
Vacation rentals with a kayak in Wine Country
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Top-rated kayak rentals in Wine Country
Guests agree: these kayak rentals 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!

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.

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.

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!

cozy cottage in redwoods, hot tub, walk to river
Nestled in the historic hamlet of Villa Grande, this two story cottage has a forested, off the beaten path vibe, and is walking distance to a beautiful secluded beach on the Russian River. It’s a 5 minute drive to Downtown Monte Rio, 10 minutes from Guerneville and Occidental and a stone's throw from the coast, towns, and wineries that Sonoma has to offer. Great for work (high speed internet) or play. Access to a kayak in summer.
Popular amenities for Wine Country kayak rentals
House rentals with a kayak

Cozy Santa Rosa Home with Scenic Views

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

Magical riverfront home, hot tub

A+ Sauna, Plunge & Jacuzzi | Kayaks, Bikes & Views

Riverfront Retreat Hot Tub Renovated Kitchen 3BR
Cottage rentals with a kayak

Gated Lakefront Cottage #4 w/ Fire Pit & Dock

Hillside Retreat in the Redwoods w/ Hot Tub

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
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
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- Jenner Beach
- Manchester State Park
- Schoolhouse Beach
- Clam 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
- Gleason Beach
- Shell Beach
- Pebble Beach
- Black Point Beach
- Sea Ranch Golf Links
- Scotty
- Kistler Vineyards-Trenton Roadhouse Tastings by Appointment
- Schooner Gulch State Beach
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