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

Eco-Chic Sunset Glidehouse-hottub, mountain views
G-oogle's architect in-residence, Michelle Kaufmann, designed this beautiful 3 bedroom, 2 bath, bright open concept home - the Sunset Glidehouse- named one of the 10 homes that changed America by PBS. The house is surrounded by sliding glass and embodies modern indoor/outdoor living. Quiet & perched on a mountain, home is only 5 minutes from the 101 above beautiful wineries.House, deck, pool & hot tub command views of surrounding mountains and vineyards. 03/21 new listing!@'Stellar Jay Valley'

Wine Country Retreat- Privacy-Spa/Pool/Games
Take it easy at this unique & tranquil getaway in the middle of wine country! Feel worlds away but just minutes to world-class wineries, restaurants & shopping. Enjoy your own private pool, spa & game room. The large private property is perfect for your family getaway, couples retreat, or those looking for their own slice of heaven with thoughtful amenities. You'll want to come back year after year! Separate 1/1 guest house not included in price but available upon request at time of booking.

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.

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!

Pony Ranch Vineyard Estate with Pool
Guest House with private entrance on gorgeous gated Vineyard Estate. Overlooks pool and vineyards with views to Mount St. Helena. Gas fireplace, refrigerator, microwave, Keurig coffee maker, queen bed. Seasonal private pool with fabulous views, occasionally shared with owners. Toilet and sink separate from shower. 8 minutes to the Healdsburg Plaza. Less than a mile from 3 wineries, very close to dozens more. Agricultural Education Programs available. Sonoma County TOT Certificate 1362N

Woodhawk Manor of Alexander Valley
Welcome to Woodhawk Manor! We have completed our remodel. Previous guests will now find en suite bathrooms for the four main bedrooms, plus a new tub in the master bath. Brand new hardwood floors adorn the home with freshly painted walls and ceilings to add to the charm. As of May 2024, an outdoor kitchen is available for you at the swimming pool. The property is now gated and fenced, giving you additional exclusivity on your special getaway. We invite you to come and stay at Woodhawk Manor

Pool & garden getaway in beautiful Sonoma Valley!
Escape to your home-away-from-home on a private residential compound: the perfect getaway spot in the heart of beautiful Sonoma Valley! 🏡 Why You’ll Love It: ✔️ Minutes to 25+ wineries & great restaurants ✔️ Easy drives to Sonoma, Calistoga, Healdsburg, Napa & the Coast ✔️ Great hiking in nearby parks ✔️ Birdwatching in the garden ✔️ Saltwater pool & bocce court ✔️ Stunning Mountain views ✔️ Private patio with gas grill & outdoor dining ✔️ Full kitchen, separate bedroom with ensuite bath

Wine Country Villa Heated Pool Hot Tub Upper Level
Welcome to Brush Creek, 20-minutes from Sonoma, Napa, Russian River, Alexander, and Knight's Valleys. Our cozy villa offers 2 unique bedrooms, including a regal King Master suite and a second King bedroom. Complimentary EV charging. Healdsburg, Calistoga, and the trendy Barlow are easily accessible. Brush Creek: where comfort, luxury, and character converge for an unforgettable wine country retreat. Heated Pool (fees may apply). No one else in the property during your stay. SVR26-101

Wing in Tuscan Villa with Vineyard and two bedrms
Beautiful Tuscan-inspired villa perched at the northern most corner of Alexander Valley and Sonoma County. Perfect abode to escape the city and experience the beautiful outdoors with luxurious amenities. Cloverdale, Healdsburg & Anderson Valley Wineries all within short drive on Highway 128 wine trail - 1 hour’s drive to coast and town of Mendocino. Modern private space with full kitchen and private bathroom with access to pool, jacuzzi, outdoor kitchen/grill, and fire pit. TOT# 2713N

Vineyard Vista, Modern Farmhouse Cottage with Pool
Our architect remodeled (2021), five star, elegant Farmhouse with great room and fireplace, is simply perfect throughout. This unique wine country two-acre property, with heated swimming pool (for a fee), looks out to the beautiful Russian River vineyards and the never-ending Western panorama. Only minutes from award winning food and shopping in downtown Healdsburg, it’s within easy walking or bicycling distance of tasting rooms at J, Rodney Strong and other acclaimed Sonoma wineries.

POOL•LAKEFRONT•GameRoom•Dock•Kayak•PedalBoats
🌅WELCOME TO SUNSET PLACE Picture this: the sun dips behind the hills, patio lights flicker on, and you're easing the pedal boats and kayak back into the boat slip after one more cruise one the lake. Back at the home, the pool is ready to use, the game room's waiting, and someone's already asking who wants s'mores at the fire pit. This is Sunset Place — private pool, private dock, and Clear Lake right outside your door. Every trip here becomes the one everyone keeps talking about.

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
Popular amenities for Cobb rentals with a pool
House rentals with a pool

Wine Country Luxury Retreat - Pool Sauna Spa Views

Charming Home w Pool+Hot Tub. Walk to Shops & Wine

Lakefront family retreat!

Wine Country Escape: Pool & Hot Tub. Fast WiFi

Wine Country Retreat | Pool, Hot Tub + Vibes

Pacific Gardens Retreat

Serene Wine Country Retreat with Pool & Hot Tub

Modern Log Cabin w/ Pool, Spa & FP Near DT & River
Apartment rentals with a pool

Resort Living w/ Pools - 2 Bdm Condo Slps 6

Great Wine Country and Golfing Resort Getaway!

2 Separate 3BR Apts with Resort Amenities

Windsor, CA, 1 Bedroom #1

WM-Clear Lake-1BD nature - 1BD

Windsor, CA, 2-Bdrm Twin #1

Nice, CA- Clear Lake Resort- Studio

WorldMark Clear Lake Two-Bedroom Suite
Other holiday rentals with a pool

2 Wine Country Gem 2 Bedroom Upstairs

Islands in the Sky, Views, Pool, Jacuzzi & Sauna

ALBA | A modern luxury retreat in Healdsburg

Luxury Container Home w Infinity Pool + 360 Views

Alta Mayacama | Views, Hot Tub, Plunge Pool

Lazy Coyote Ranch 3BR, 2BA pool, hot tub, 42 acres

Stylish & Cozy ~ Stunning Lake Views ~ ♛Royal Beds

Casa Pavone, by Vinifera Homes
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- Lake Berryessa
- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- V. Sattui Winery
- Iron Horse Vineyards
- Sonoma Coast State Park
- Jack London State Historic Park
- Lawsons Landing
- Charles M. Schulz Museum
- Harbin Hot Springs
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Trione-Annadel State Park
- Salt Point State Park
- Sugarloaf Ridge State Park
- Sonoma State University
- Ledson Winery & Vineyards
- Oxbow Public Market
- Francis Ford Coppola Winery
- Chateau St. Jean





