Villa vacation rentals in Wine Country

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Top-rated villa rentals in Wine Country

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Superhost

A mid-century modern retreat is surrounded by lush greenery and tall trees. The exterior features large windows offering natural light, with a spacious deck adorned with multiple Adirondack chairs, inviting relaxation and enjoyment of the serene outdoor environment.

Villa in Guerneville

4.84 out of 5 average rating, 61 reviews

The Hilltop-5acre Oasis, Views, Hot Tub, Game Room

Surround yourself in serenity in this Eichler-inspired mid-century modern retreat that boasts majestic views and privacy, perched on 5 acres above the beautiful Russian River Valley. Watch birds soar over the towering redwoods through floor to ceiling windows, or unwind in the hot tub where the magnificent views create a perfect backdrop for relaxation. As the evening sets in, gather around the warm fire pit, or head to the game room that overlooks a large lawn to create memories for all ages!

LocationFamilyRiver

Guest favorite

The villa is set against a colorful sunset, highlighting its two-story structure. A large pool reflects the warm hues of the sky, while well-maintained landscaping surrounds the outdoor area. Soft lighting from the home creates an inviting ambiance.

Villa in Santa Rosa

4.91 out of 5 average rating, 193 reviews

Villa Annadel - Stunning 5 Bedroom with a Pool

Escape to your own private sanctuary at Villa Annadel. Savor the unparalleled privacy and modern sophistication of this one-of-a-kind wine country retreat. The expansive 3,200 square foot villa sits on just under 1.5 acres of privacy with a large sparkling pool, hot tub and outdoor dining gazebo. Game lovers will rejoice, from cornhole, to darts, ping pong and vintage arcade games. It’s easy to forget you are minutes from some of Santa Rosa’s finest restaurants and wine tasting destinations!

LocationFamilyAir conditioning

Guest favorite

A solar-heated pool glistens under sunlight, surrounded by a grassy lawn and majestic oak trees providing shade. Lounge chairs are positioned neatly along the pool's edge, while a covered terrace is visible in the background, enhancing the outdoor relaxation space.

Villa in Sonoma

4.98 out of 5 average rating, 240 reviews

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

3-BR/2-BA Main house + 1BR Pool House with Bathroom. Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

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Guest favorite

A bright living area is filled with natural light from an arched window. It features a plush green sofa, a stylish armchair, and a round coffee table atop a patterned area rug. Potted plants add a touch of greenery, and light curtains frame the window.

Villa in Oakland

4.96 out of 5 average rating, 131 reviews

Gather w/ Friends&Family in 5BR Getaway Villa!

Welcome to this spacious and dreamy Victorian villa filled with charming, modern elements. Located near Piedmont & Grand and close to San Francisco, it strikes the perfect balance between city and relaxation. Perfect for up to 16 guests, it spans across 3 floors and has 2 full kitchens, 3 living areas, 2 offices nooks and a tiki barn perfect for entertaining! ✔ Minutes to Attractions ✔ Three Floors ✔ 5BR/4BA ✔ Tiki Barn ✔ Backyard Dining/Patio *Note: There is no Air-Con in this property*

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Guest favorite

The Mediterranean-style villa features a series of steps leading up to a spacious front porch. Vibrant red umbrellas provide shade for outdoor seating, with tall windows allowing ample light. Lush greenery surrounds the property, complemented by a colorful sunset sky in the background.

Villa in Clearlake

4.89 out of 5 average rating, 88 reviews

Lakefront Villa + Stunning Views & Outdoor Kitchen

Mediterranean Style Villa Lake Front Getaway! 3 bed 2 bath +loft bedroom, huge living room & backyard over looking Clearlake. Private dock & peer for boating, fishing & swimming. Kayaks + Paddleboards included Outdoor kitchen with pizza oven + Traeger + firepit with breathtaking panoramic view of the largest fresh water lake in CA. Unwind, take a dip in the hot tub. Market across street & grocery, restaurants & shops 1 mile away. Take time, enjoy local events and wineries in Lake County.

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Top guest favorite

An outdoor area features a solar-heated swimming pool surrounded by a spacious deck. Lounge chairs and umbrellas provide seating options. A pergola offers shade, while trees create a natural backdrop, enhancing the serene environment for relaxation.

Villa in Lagunitas-Forest Knolls

4.95 out of 5 average rating, 217 reviews

Idyllic NatureEstate:Pool,Jacuzi,PuttGreen,Gardens

Mountaintop gated 1 acre nature estate, serene, private, 2300 sq' home; 2500 sq' expansive decks & patios. Solar heated swimming pool. Sun! Enormous forest views. 4BD,3 BA; (4th BD is large family room w/ exc American Leather queen sofabed, twin bed, pool table). Living room fireplace; high speed wi-fi; 65"tv; prem cable pkg. Jacuzzi ($150 min. charge), WeberBBQ & outdoor sink. Putting green. Huge garden, patios, carpeted child's play area. Parties or events not allowed during Covid.

LocationFamilyComfort

Superhost

Villa in Occidental

4.88 out of 5 average rating, 107 reviews

Exclusive Forest Retreat, 8 private acres +Hot Tub

Welcome to Foresta Retreat! -Between Russian River and the Sonoma Wine Country -A steaming hot tub beneath surreal starry skies at night -Expansive panoramic treetop deck for lounging, yoga, sipping wine and stargazing -Sunbathing beds to soak in the sun -full privacy with no neighbors, surrounded by untouched forest -Luxurious European linen bedding -EV Charger -BBQ and outdoor dining space overlooking forest mountains -120" cinematic TV projector for slow dreamy evenings

LocationValueGetting around

Guest favorite

A spacious living area features large windows allowing natural light to illuminate the room, showcasing wood accents on the walls and ceiling. Comfortable seating includes a leather sofa and sturdy armchairs, while a wooden coffee table adds a rustic touch. A decorative chandelier hangs above.

Villa in Cazadero

4.95 out of 5 average rating, 249 reviews

Luxury in Redwoods - Hot Tub & Fire Pit

Elements is a sophisticated estate compound set on landscaped acres, hidden amongst redwood groves. Your friends & family will find privacy and seclusion while being close to all that wine country has to offer. A variety of unique amenities will make your stay unforgettable: a jetted hot tub in a circle of redwoods, several decks & lounge areas, a yoga/exercise studio, an outdoor shower, a board game collection, fast internet and 150+ channels of sports/movies

LocationFamilyWifi

Superhost

A hot tub bubbles gently under warm evening lights. Comfortable lounge chairs are arranged nearby by the pool, providing a welcoming space for relaxation. Soft lighting creates a serene atmosphere, enhancing the outdoor setting surrounded by nature.

Villa in Clearlake Oaks

4.69 out of 5 average rating, 16 reviews

Mid-Century Modern Ranch House at Working Winery

Our large Ranch House can comfortably accommodate up to 8 guests. The house features three bedrooms with four beds, a fully equipped kitchen, large living room, family dining room, and a washer and dryer. This beautiful 145-acre property overlooks a vineyard and features a shared pool, hot tub, and a large patio for barbequing. Guests are encouraged to hike the property, explore the vineyard, and visit our Stonehouse Cellars winery just down the road.

LocationFamilyPool

Guest favorite

Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.

Villa in Santa Rosa

4.98 out of 5 average rating, 128 reviews

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.

ValueFamilyPets

Top guest favorite

Villa in Glen Ellen

5.0 out of 5 average rating, 33 reviews

When in Glen | Views | Pool & Hot Tub

Welcome to your peaceful dream retreat in Glen Ellen! This hidden gem features breathtaking views and stunning sunsets. Located in the heart of wine country, just minutes away from world-class vineyards, charming boutiques, and top-rated restaurants. Relax by the pool or in the hot tub with a view. This thoughtfully designed home offers brand-new appliances and quality furnishings. No pets.

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Guest favorite

Villa in Guerneville

4.76 out of 5 average rating, 139 reviews

Upstairs Oasis • Check our Midweek Specials !

Russian River Retreat w/ Deck, Fire Pit & BBQ Beautiful upstairs unit with a spacious private deck—perfect for wine, BBQ, and relaxing by the fire pit. Walk to the river, beaches, restaurants, shops & grocery (under 1 mile). Near wineries, kayaking & canoe rentals at Burke’s Canoes & Johnson’s Beach. 4 parking spaces near stairs. No guest canoe use. Quiet hours 10pm–7am. TOT #4081N

LocationFamilyOutdoor spaces