
Vacation 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.

Tropical Oasis with Pool & Hot Tub 30min to Sonoma
This tropical oasis is located right in the heart of wine country, featuring 4 bedrooms, 4 full bathrooms, an in-ground pool, hot tub, waterfall with a fire pit, beautiful fireplace in the living room, and an open floor plan perfect for spending time with family and friends. Located just down the road from Anadell State park and the local Bennet Valley golf course; just minutes to downtown Santa Rosa featuring restaurants, bars, shopping and more. Only 30 min to Sonoma and 20 min to Healdsburg.

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

Modern Log Cabin w/ Pool, Spa & FP Near DT & River
Sunny fully fenced modern log cabin, 3BR/2BA with private pool and SPA in a quiet neighborhood. Surrounded by 380 degrees of lush trees, allowing peaceful tranquility. Impeccably maintained, well-appointed, newly refurbished interior exudes comfort and style. Rich wood flooring throughout, combined with gas fireplace, central air + heat supports absolute comfort. One mile walking distance from downtown Guerneville, the river, restaurants, bars and wineries. 2-Car attached garage ToT#4148

Happy House Getaway - Pool, Hot Tub & Wine Country
Happy House – Year-Round Sonoma County Getaway with Pool & Hot Tub Welcome to Happy House, a comfortable, clean, and welcoming home—perfect for a Sonoma County getaway any time of year. Ideal for wine tasting, visiting local breweries, hiking, mountain biking, plus weekend escapes, or remote work. 🌿 Private Backyard Large yard with pool, hot tub, and easy parking. 🍽 Fully Stocked Chef’s Kitchen 🛋 Seasonal note: Outdoor cushions/umbrellas stored late Oct–mid May. Permit # SVR25-160

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.

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

2 Wine Country Gem 2 Bedroom Upstairs
Looking for a place to stay in Santa Rosa that offers comfort, convenience, and charm? Look no further than our cozy guest house, located in a private gated property. You’ll have your own entrance and access to a shared laundry room with supplies. Enjoy the use of our pool, barbeque, and outdoor kitchen and seating area, where you can relax and soak up the sun. And as a special treat, you’ll get to savor our private tiffin service that delivers delicious home-cooked meals too.

Nice home, wineries, heated pool, hottub fire pit
This newly remodeled home is your perfect vacation rental. It features a heated pool for you to enjoy year round! There is also a brand new hot tub for an extra dose of relaxation. Enjoy your meal outside around the fire pit table or in the large open kitchen area of the home. If you want a little more privacy, there is an additional side yard with its own fire pit for you to sneak away to. With its prime location (only 20 min to Sonoma) this is the Wine Country home for you!

Luxury home (+ pool house) with views, pool & spa
This wine country luxury retreat is a perfect venue for a family or small group escape. Includes a 2 level main house with 3 bedrooms, a large pool, hot tub and separate pool house. Plus wine cellar/game room, work area, family room, gourmet kitchen, five gorgeous stone fireplaces, and a patio kitchen with a gas range & dining area. This beautiful property feels like your own private resort, set on nearly 4 acres including gardens and spectacular views of Mt St Helena.

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!!

Cozy Country Cottage- Ukiah, CA
Charming....three bedrooms, two bath vineyard cottage has everything you need to make your wine country vacation comfortable and memorable. Enjoy your days basking in the sun, and your nights on the patio stargazing. Expect a warm welcome. Located minutes from wineries, museums, and other famous Northern California attractions. In regards to the pool please check with host to make sure it’s available. The pool at times may be shared with other guest on the property.
Popular amenities for Cobb rentals with a pool
House rentals with a pool

Farpoint: Heated Infinity Pool, Mountain Views

Historic 1880's Craftsman Style Home with Pool.

Wine Country | Pool & Spa | Park Views | Fast WiFi

Wine Country Retreat- Privacy-Spa/Pool/Games

STAY AWHiLE Hot Tub Walk 2 Guerneville Yard

6 beds•Pool•Spa•10 min to Wine•Fire Pit•Ping Pong

Cozy Home w/ Hot Tub/Pool- near Shops, Wine, Food

Lakefront family retreat!
Condo rentals with a pool

1bdm-Condo Windsor WorldMark Resort

WorldMark Windsor, CA

WM-Clear Lake-1BD nature - 1BD

2 Separate 3BR Apts with Resort Amenities

Nice, CA- Clear Lake Resort- Studio

Sip, Taste, Hot Tub - Repeat - 2 Bdrm Condo-Slps 6

Windsor, CA, 3-Bedroom #1

The Country Condo
Other vacation rentals with a pool

Luxurious 3-Bedroom Home in Healdsburg

Magical Hillside Manor,2BR,Pool, Hotub,Pot Tasting

Wine Country Farmhouse with pool & spa

Heated Pool, Early Check-in, Hot tub, Sauna & more

Adventures surround this charming 2bedroom home.

LAKEFRONT•GameRoom •Dock•Kayak•PedalBoats •Pool

[Egg Farm Ranch] Heated Pool-Water Slide-Hot Tub

Ozland Airstream Two
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- Lake Berryessa
- Jenner Beach
- Goat Rock Beach
- Doran 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
- Jack London State Historic Park
- Charles M. Schulz Museum
- Napa Valley Wine Train Wine Shop
- Sugarloaf Ridge State Park
- Harbin Hot Springs
- Iron Horse Vineyards
- Healdsburg Plaza
- Salt Point State Park
- VJB Vineyard & Cellars
- Sonoma State University
- St. Francis Winery and Vineyard
- Bodega Head
- Francis Ford Coppola Winery




