
Holiday rentals with a pool in Wine Country
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Top-rated rentals with a pool in Wine Country
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Farpoint: Heated Infinity Pool, Mountain Views
Nestled in the Mayacamas mountains, this elevated home offers a peaceful and luxurious retreat in the center of Sonoma wine country. The large infinity pool - gas-heated all year - perches over the magnificent view. Inside, the living room and dining room are furnished to comfortably seat 12 adults. A pool table, ping pong, three dining tables, 75" 4K TV, and large hot tub provide endless options. Hiking trails surround the house. Grocery stores and farmer’s markets are less than 8 minutes away.

Award-Winning Forest Getaway: @thesearanchhouse
**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet

Bright Modern Home | Ocean Side
Experience all The Sea Ranch has to offer when you stay at our modern Sea Ranch home in a light-filled living space with golden meadow views. Our family-friendly home with 2BR + kids loft / 2BA is located at the north end of Sea Ranch. We are a block to the 7-mile Sea Ranch Bluff trail that spans along the entire Sea Ranch coast and a 5 minute drive to the town of Gualala (stores and restaurants) as well as Gualala State Beach, Del Mar Rec Center, and Sea Ranch Golf Course (currently closed).

Historic Baker House available for the first time
As seen in Dwell, Turnbull's Baker House is a Sea Ranch classic Binker Barn resting on 2 acres of redwoods. While it was built in 1968, it's been updated to make sure you have everything you need for a private and relaxing stay: the separate office has monitors and 300+ Mbps internet, the kitchen is fully-equipped, and the garage has a level 2 EV charger and a Peloton. Enjoy the outdoors year-round from the hot tub or the Galanter & Jones heated furniture that overlooks the forest and ocean.

Design & Style with White Water View
A truly one-of-a-kind, stylish retreat with unobstructed, cliffside Pacific views and all the comforts of a boutique hotel. Located in historic Condo Unit 2 and designed by the original architects, Moore Lyndon Turnbull Whitaker. The home sits adjacent to The Sea Ranch Lodge, with direct access to 10 miles of coastal trails & all The Sea Ranch amenities . It has been thoroughly updated with today's convenience and comfort in mind. Unwind, unplug, relax in this unique paradise on the coast.

The Bluffs at Sea Ranch - Expansive Ocean Views
At The Bluffs unobstructed ocean views and private gardens await! Location, Style and Value - The north end is arguably the best Location on the ranch for visitors! It's closest to the town of Gualala with it's shops, markets and eating/drinking establishments. This Property can be booked online up to 6 months in advance and the calendar is always up to date! Limited to 4 guests, no pets will be considered. An adult over 21 must be present at all times. Not recommended for small children.

Private and spacious redwoods retreat at Sea Ranch
Tucked away in the redwoods, this newly furnished home is a serene retreat at Sea Ranch. It enjoys near-total privacy on three acres of forest, plus the sound, smell and sight of the ocean through a gap in the trees on a clear day. The main room and the master bedroom are spacious, with views of the forest from every angle. The house has fiber-optic internet and has sufficient space for two people to work remotely very comfortably. More pictures on IG: @theseaforesthouse. TOT 3398N.

Eco Luxury Private Sanctuary / The Farmhouse Oasis
**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict cleaning protocols

Wine Country Gem - Sonoma Cottage with Pool Oasis
Charming Sonoma cottage perfect for a romantic getaway, girls’ trip, or family stay. Explore Sonoma, Glen Ellen & Napa with ease. The private unit has gourmet appliances, a minimalist-country style, and its own deck with dining + lounge seating. The peaceful 1-acre property features vineyards, a large saltwater pool, a veggie + herb garden, and fruit trees. Relax, recharge, and enjoy the best of wine country living. TOT #3140N

Art & Nature Retreat at The Ridge Collection
Discover unparalleled privacy at The Ridge Collection, a serene Sea Ranch refuge surrounded by towering fir trees. This artfully designed retreat blends comfort and craftsmanship, featuring handmade furniture, curated paintings, and original sculptures. Perfect for those seeking quiet inspiration and connection to nature, the home offers a majestic yet cozy escape along the Sonoma Coast.

Casa Del Mar, Spectacular Ocean Views!
Casa Del Mar located in Unit 7 Block 5 Lot 8 in the Sea Ranch has spectacular ocean views and access to miles of hiking trails, three community pools and tennis courts, and wonderful beaches! It is an older, unique, rustic family retreat and has decks which offer beautiful views of the ocean. There are stairs so not recommended for young children or toddlers.

Coastal Modern Retreat w/ Hot tub
Escape to The Cottontail Inn, nestled in the historic Sea Ranch community—a landmark of ecological design established in the 1960s. Envisioned by architect Al Boeke and designed by renowned architects and landscape artists, this extraordinary coastal community preserves the natural beauty of Northern California's rugged coastline.
Popular amenities for Wine Country rentals with a pool
House rentals with a pool

Sonoma Country Club Wine Country w/ pool

Spectacular Stone Pool/Spa with Views; Near Plaza

Seaward Bliss ★ (Private Hillside Retreat)

Happy House Getaway - Pool, Hot Tub & Wine Country

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Stunning Modern Sea Ranch Stay

Vineyard Retreat • Walk to Wineries • Press Pick

Sea Ranch Serenity
Condo rentals with a pool

Silverado! Luxe King Suite Mountain View Balcony

Wine Country Living at it's best at Silverado CC

Casa Vina at Silverado Resort and Spa | Fireplace

Fairways Silverado Golf and Country

1 bed | 1 bath | Silverado Resort Experience

Silverado 1BR Condo | Walk to Pool

Beautiful Premium Jr Suite, Silverado Resort & Spa

Serene 1 BR Condo at Silverado Resort
Other holiday rentals with a pool

2bdr/2ba Silverado Resort : Gated + Golf Views

Sea Ranch Jewelbox with Ocean Views

Owl House - Hideaway Sanctuary

Redwoods Treehouse

Fir Wood – Original Sea Ranch Cluster House

Romantic Tropical Garden Casita

Private Oasis Btwn SF, Napa. Big Views + Pool!

Wildwood Retreat and Pool
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- Jenner Beach
- Doran Beach
- Goat Rock Beach
- Safari West
- Johnson's Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Chateau St. Jean
- Armstrong Redwoods State Natural Reserve
- V. Sattui Winery
- Charles M. Schulz Museum
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Iron Horse Vineyards
- Healdsburg Plaza
- VJB Vineyard & Cellars
- Mendocino National Forest
- Sonoma State University
- St. Francis Winery and Vineyard
- Salt Point State Park
- Bodega Head
- Francis Ford Coppola Winery
- Ledson Winery & Vineyards
- Clear Lake State Park
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