Villa vacation rentals in Kenwood

Farmhouse Villa w/ Captivating Views & Hot Tub

Welcome to your perfect retreat in the heart of wine country! This newly renovated modern farmhouse villa offers 11 acres of private serenity, surrounded by nature and breathtaking 360-degree views, including the majestic Mount Helena. Perfectly situated between the cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by amazing wineries, this is the perfect place for you and your friends/families to decompress. Book your stay today and experience the magic for yourself!

Private Pool & Large Deck: Modern Cotati Villa!

Solarium | 3 Outdoor Dining Areas w/ Umbrellas | Mountain Views A truly high-end escape awaits at this stunning 4-bedroom, 3-bath Cotati vacation rental in the California Wine Country. Take a dip in the private pool, then prepare a delicious meal in the elegant kitchen and dine in the scenic solarium or out on the villa’s spacious deck. Use Greetwell's concierge services to book luxury experiences like private cooks and home massages before touring Korbel Winery or hiking in Armstrong Woods.

Mountain Villa with Hot Tub

This unique spot in the mountains between Napa & Sonoma Valleys is 10 minutes from Calistoga & 13 minutes from highway 12 through Sonoma Valley. You’ll have fantastic views of the mountain forest and constellations in the night sky, while sharing the property with deer & other wildlife. You will immediately notice the quiet nature & the smell of trees. There are many attractions nearby, including Russian River, Safari West, Petrified Forest, various hot springs, & wineries galore to explore.

Master Suite (the Elephant) on Private Vineyard

Contemporary farmhouse chic - the Elephant Suite is a large, airy and bright getaway. Enjoy your own private master bedroom suite with private entryway and parking, private patio as well as a peaceful sitting room and stunning bathroom. Self-check in. We maintain clean and sterilized environments using current industry standards for sterilizing hard surfaces, appliances and guest areas. We are a licensed short term rental. Ask about our other Napa listings if the dates here are booked.

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Russian River Artist Cabin, Private Forest+Jacuzzi

Nestled in 8 private acres of forest near the Russian River and Sonoma wine country, KORSI is a hidden paradise where art, nature, and magic collide. A boutique retreat crafted for intimate luxury, it features a hot tub under the stars, handcrafted interiors, and panoramic forest views. Every corner designed to inspire awe and connection. If you crave nature, beauty, magic and want to create unforgettable memories with your loved ones, KORSI is where you belong. Certificate No: 4684N

Spacious wine country villa with pool

Relax with your whole family in this spacious Sonoma wine country villa, with beautiful greenery all around, scenic vistas, and easy short drives from great family-friendly wineries, hiking trails and conveniences. No matter your preference - either a relaxed stay far away from civilization, or a roomy place for family get-togethers, this place has it all. Pool is heated from June - September only. TOT #3719N

Hilltop Vista Villa

Nestled on a serene acre beside the scenic Fitch Mountain Park & Open Space Preserve, Hilltop Vista Villa offers a private sanctuary with sweeping views of world-class vineyards. Enjoy direct access to tranquil hiking trails and close proximity to the Russian River’s inviting beaches. This bright and welcoming single-level retreat features an open-concept floor plan filled with natural light.

Vineyard Villa: Pool | Spa | Games Room | EV Char.

★ PROPERTY HIGHLIGHTS ★ ✔ Swiming Pool: Enjoy swimming or relaxing on the chaise lounges at the private pool. ✔ Hot Tub: Marvel at the night sky while relaxing in the sunken hot tub. ✔ Games: Challenge other guests to a game of Pool, Foosball, or Basketball. ✔ BBQ: Dine al fresco while eating a delicious BBQ lunch. ✔ Views: Enjoy spectacular views of vineyards and the surrounding mountains.

When in Glen Sonoma Panoramic Views 3bed 3bath

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 grill with a view. This thoughtfully designed home offers brand-new appliances and quality furnishings. No pets.

Vineyard Villa: Pool/Spa | Pickleball/Tennis | Dog

★ PROPERTY HIGHLIGHTS ★ ✔ Pool/Spa: Enjoy the vineyard setting from the pool or sunken spa. ✔ Tennis/Pickleball: One of the very few properties with both! ✔ Bocce Ball Court: Have fun with friends/family playing Bocce. ✔ BBQ: Dine al fresco while eating a delicious BBQ lunch. ✔ Fire pit: The perfect spot to relax and enjoy wine with friends.

Charming Home in Penngrove

Whether you plan on touring wine country, or hosting a gathering, this enchanting home will make your stay truly memorable. Nestled in a serene garden, within miles of your favorite wineries, featuring vaulted ceilings, Marvin windows, energy efficient fireplaces, chefs kitchen with Wolf Range and private entrances to each bedroom.