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

Cottage in Monte Rio

4.99 out of 5 average rating, 149 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

Feb 3 – 10

G$72,695 GYD per night

Guest favorite

Home in Marshall

4.99 out of 5 average rating, 179 reviews

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

Oct 4 – 11

G$182,043 GYD per night

Guest favorite

Home in Lakeport

4.95 out of 5 average rating, 157 reviews

Lakefront family retreat!

Beautiful lakefront home with all the amenities for a great multi-family vacation. 5 BR, 3.5 bath with great indoor/outdoor living space. Main house: 3BR, 2 Bath. Separate upstairs unit: 2 BR, 1 Bath w/ kitchen. Large space for entertaining with well-stocked indoor and outdoor kitchen. Lounge lakefront by the solar heated pool in the summer or the hot tub in winter and enjoy access to the private swim dock. Just minutes to Lakeport, this is an ideal location for vacation on the water!

Mar 7 – 14

G$170,693 GYD per night

Guest favorite

Farm stay in Nicasio

4.9 out of 5 average rating, 167 reviews

Black Mountain Farm pond house farm-stay Pt. Reyes

Black Mountain Farm overlooks the Nicasio reservoir and the rolling hills of West Marin County. We have a cozy little off-the-grid "cottage" next to our pond with a bed, solar lights and incredible views. A perfect spot for artists, bikers, hikers and birders to come and enjoy a completely unplugged (no electricity/no heat) vacation. Its like Glamping in a wooden tent! . In Spring, there are lambs, baby rabbits and chicks! Come out to the country for a tech cleanse! No dogs, fire in fire pit.

Oct 11 – 16

G$38,074 GYD per night

Guest favorite

Guesthouse in Petaluma

5.0 out of 5 average rating, 312 reviews

Cozy Studio Guesthouse in Old Downtown Petaluma

Private studio guesthouse 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 guesthouse has many windows and is newly renovated. Beautifully decorated with a very comfortable queen sized memory foam bed that converts from a custom Italian sleeper sofa. Guaranteed on-street parking in front of guesthouse. Dogs only.

Feb 23 – Mar 2

G$30,020 GYD per night

Guest favorite

Home in Chico

4.95 out of 5 average rating, 187 reviews

Maple Creek Ranch

Welcome to Maple Creek Ranch! This one-of-a-kind property is the perfect place to reconnect with nature, breathe some fresh mountain air, and find the quiet that only a forest can provide. This 500 acre ranch is located 14 miles from Chico, in the small mountain community of Cohasset, at about 3,000 ft elevation; approx. 25 minutes by car. The guest house features high-speed internet, a fully equipped kitchen, and many other great amenities. We look forward to sharing this space with you!

Nov 3 – 10

G$24,124 GYD per night

Guest favorite

Cottage in Clearlake Oaks

4.98 out of 5 average rating, 125 reviews

Gated Lakefront Cottage #5 w/ Fire Pit & Swim Dock

Sunset Beach Resort is your cozy home away from home! We pride ourselves in offering you a comfortable and relaxing environment and if you love to fish, we got the perfect spot for you. Our gated property provides you secure parking, safety, and peace of mind while you enjoy the serenity of the lake. There is plenty of space with outdoor furniture for everyone to gather or sit privately. This is one of two rental cottages on a lake front property with a private beach, dock, and BBQ area.

Jun 14 – 21

G$42,667 GYD per night

Guest favorite

Cottage in Forestville

4.94 out of 5 average rating, 411 reviews

Cosmo Beach River-front Sanctuary

Riverfront dog friendly 1.5 acre oasis on the Russian River. The property is private, lush, serene & sunny, with its own private beach. The house is modern yet rustic and is completely equipped. It has gorgeous river/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. 4 beaches & one river park are steps away.

Aug 23 – 30

G$124,500 GYD per night

Guest favorite

Home in Gualala

4.98 out of 5 average rating, 110 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 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

Dec 15 – 22

G$111,195 GYD per night

Guest favorite

Cottage in Monte Rio

5.0 out of 5 average rating, 176 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)

Jul 12 – 19

G$161,257 GYD per night

Guest favorite

Cottage in Gualala

4.99 out of 5 average rating, 294 reviews

Secluded Oceanfront Beach Cottage and Private Cove

The beach cottage is light and airy, the perfect romantic getaway. Mind blowing panoramic views of the Pacific Ocean with beach access to our private cove WiFi available down at The Point and beach/cove Password the same as cottage. Available in guest book We provide high end shampoo/conditioner, local roasted coffee from Little Green Bean, sparkling wine from Mendocino County, fresh free range chicken eggs, organic cooking oils and all of the essential cooking spices.

Jul 12 – 19

G$105,571 GYD per night

Guest favorite

Home in Clearlake Oaks

4.86 out of 5 average rating, 118 reviews

Dany’s Lake house with dock/paddle boat/kayak

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. One of the best spots in the keys and great value! We can accommodate up to six people. Summer months lake can experience algae bloom. Conditions can change daily depending on wind & temperatures. Please check the water conditions prior to booking! Check with host for extra guests!

Nov 14 – 21

G$31,121 GYD per night