
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.

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.
4.93 out of 5 average rating, 149 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!
4.91 out of 5 average rating, 198 reviews
5-Bedroom Creekside Wine Country Retreat
Welcome to our spacious and luxurious 5-bedroom, 3-bathroom home in the heart of Sonoma County's Wine Country! With a sparkling pool, relaxing spa, cozy fire pit, and stunning backyard, this impeccably designed home is the perfect vacation home for families or groups of friends looking to experience Wine Country in style. Our Creekside Retreat is located in one of Santa Rosa's most desirable neighborhoods - close to nature and just minutes away from the area's top destinations and attractions.
4.96 out of 5 average rating, 102 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!
4.96 out of 5 average rating, 216 reviews
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
4.87 out of 5 average rating, 126 reviews
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
4.97 out of 5 average rating, 112 reviews
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
4.94 out of 5 average rating, 269 reviews
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.
4.94 out of 5 average rating, 117 reviews
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
5.0 out of 5 average rating, 727 reviews
Pool, Hot Tub, Ent Barn, Fire Pit, Apple Orchard
Welcome to Green Hill Retreat. Swim in the solar-heated pool, soak in the 6-person hot tub, or lounge poolside on the spacious wood deck with stunning views of the outdoor space. Stargaze at the dark sky among the apple trees or by the wood fire pit. Head to the entertainment barn for a wet bar, air hockey, big-screen TV projector, darts, and cornhole. The main house features TVs in every room and a new open-concept kitchen. Pet- and family-friendly, EV charging, and fast WiFi.
4.98 out of 5 average rating, 127 reviews
Private Pool, Hot tub, lakeview w/family & friends
Relax with the whole family or friends at this peaceful private unique place to stay. Have fun or just enjoy quiet time. Swim or hang by the pool or hot tub. BBQ or cook in the kitchen and eat while you look at the lake view! There are smart phone jacks in each room, plenty of parking, a private fenced in yard and screen room. This property has all the added modern comforts of a forced air heating and cooling system, washer/dryer and safe play area for the kids!!
4.95 out of 5 average rating, 173 reviews
Historic Home; Walk to Cyrus, Diavola, Catelli's
This remodeled historic home is a Sonoma County Historic Landmark, called "The Bosworth, 1904," after the family who built it at the turn of the century. Beautifully restored, this 4 bed/4 bath home is two blocks from Geyserville's restaurants and wineries and a 10 minute drive from downtown Healdsburg and all the wineries the Anderson Valley and Dry Creek have to offer. TOT# 2463N
4.98 out of 5 average rating, 122 reviewsPopular amenities for Cobb rentals with a pool
House rentals with a pool

Wine Country Luxury Retreat - Pool Sauna Spa Views
4.99 out of 5 average rating, 141 reviews
Wine Country Escape: Pool & Hot Tub. Fast WiFi
4.93 out of 5 average rating, 193 reviews
Eco-Chic Sunset Glidehouse-hottub, mountain views
4.96 out of 5 average rating, 324 reviews
Wine Country Retreat- Privacy-Spa/Pool/Games
4.98 out of 5 average rating, 137 reviews
Wine Country Retreat | Pool, Hot Tub + Vibes
4.97 out of 5 average rating, 236 reviews
Verona: Awesome Views, Pool, Vineyard, Hot Tub!
4.93 out of 5 average rating, 333 reviews
Pool - Hot Tub - Sauna | Wine Country Oasis Views
4.97 out of 5 average rating, 105 reviews
Vineyard Vista, Modern Farmhouse Cottage with Pool
4.93 out of 5 average rating, 134 reviewsApartment rentals with a pool

Resort Living w/ Pools - 2 Bdm Condo Slps 6
4.92 out of 5 average rating, 106 reviews
Great Wine Country and Golfing Resort Getaway!
4.95 out of 5 average rating, 98 reviews
2 Separate 3BR Apts with Resort Amenities
5.0 out of 5 average rating, 5 reviews
Windsor, CA, 1 Bedroom SN #1
5.0 out of 5 average rating, 12 reviews
WM-Clear Lake-1BD nature - 1BD

Windsor, CA, 3-Bedroom #1

Nice, CA. - Clear Lake Resort - 2Bd (6)

WorldMark Clear Lake Two-Bedroom Suite
4.82 out of 5 average rating, 169 reviewsOther holiday rentals with a pool

Private 1+ acre, Bocce, Waterfall, Free Pool Heat
4.97 out of 5 average rating, 161 reviews
Pool & garden getaway in beautiful Sonoma Valley!
4.99 out of 5 average rating, 275 reviews
Pony Ranch Vineyard Estate with Pool
4.93 out of 5 average rating, 484 reviews
2 Wine Country Gem 2 Bedroom Upstairs
4.89 out of 5 average rating, 248 reviews
Stylish & Cozy ~ Stunning Lake Views ~ ♛Royal Beds
4.91 out of 5 average rating, 90 reviews
Alta Mayacama | Views, Hot Tub, Plunge Pool
5.0 out of 5 average rating, 13 reviews
Mountain Escape · Pool · Near Harbin & Calistoga
4.91 out of 5 average rating, 23 reviews
ALBA | A modern luxury retreat in Healdsburg
4.97 out of 5 average rating, 31 reviewsDestinations to explore
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- Lake Berryessa
- Jenner Beach
- Goat Rock Beach
- Doran Beach
- Johnson's Beach
- Armstrong Redwoods State Natural Reserve
- Safari West
- Iron Horse Vineyards
- Jack London State Historic Park
- V. Sattui Winery
- Sonoma Coast State Park
- Lawsons Landing
- Charles M. Schulz Museum
- Trione-Annadel State Park
- VJB Vineyard & Cellars
- Healdsburg Plaza
- Harbin Hot Springs
- Salt Point State Park
- Sugarloaf Ridge State Park
- Ledson Winery & Vineyards
- Sonoma State University
- Oxbow Public Market
- Francis Ford Coppola Winery
- Chateau St. Jean





