Vacation rentals in Deer Park

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Top-rated vacation rentals in Deer Park

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Guest favorite
Aerial view of a serene property surrounded by lush greenery and landscaped gardens. Two distinct structures are visible, featuring modern architecture and a stone retaining wall. Tall cypress trees line the pathway, adding to the tranquil, private atmosphere.
Guesthouse in St. Helena
4.95 out of 5 average rating, 137 reviews

Romantic Napa Valley Cottage

Looking for the perfect getaway? This modern studio nestled among California oaks is serene, private and gorgeous. Just minutes from downtown St Helena, enjoy easy access to Napa's best wineries and restaurants. With over 375+ wineries, you'll never be bored! Relax on the huge deck outside your door in between your adventures or get the green thumb going in the garden with more than 1,000 trees, flowers, and shrubs. Ask about host's insider tips to get the most out of your stay in Napa Valley!

Guest favorite
The villa is set against a colorful sunset, highlighting its two-story structure. A large pool reflects the warm hues of the sky, while well-maintained landscaping surrounds the outdoor area. Soft lighting from the home creates an inviting ambiance.
Villa in Santa Rosa
4.91 out of 5 average rating, 195 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!

Guest favorite
A serene outdoor seating area features a modern wooden couch adorned with a cozy blanket, situated on a stone patio. A small wooden coffee table sits in front. Sunlight streams through the glass railing, illuminating the picturesque backdrop of lush trees and distant mountains.
Home in Santa Rosa
4.91 out of 5 average rating, 34 reviews

Luxurious Wine Country Retreat

“Welcome to your luxury wine country retreat nestled in the Mayacamas Mtns. This home comfortably fits up to 6 guests and its top of the line features are sure to stun your party. Grab a blanket and sip your wine overlooking the redwoods on the custom deck. Cozy up on the main living area watching a bold fire and enjoy the top of the line kitchen deemed for any chefs delight. Embrace the warmth of the sun coming through the homes windows, allowing nature and modern living to join effortlessly.

Luxe
Home in Santa Rosa
5.0 out of 5 average rating, 40 reviews

Private 2-Acre Sonoma & Napa Retreat + Hot Tub

Escape to a gated 2-acre private estate nestled among peaceful hills, minutes from Sonoma Valley, Napa Valley, and downtown Santa Rosa. Relax in the hot tub, enjoy expansive lawns, a children's play area, and complete privacy—a rare find in Wine Country. Explore 250+ wineries, hot springs, beaches, rivers, and redwood forests within 30 miles, with shopping, dining, and everyday conveniences just 10 minutes away. Perfect for Wine Country getaways, wedding weekends, remote work, and staycations.

Guest favorite
Villa in St. Helena
4.96 out of 5 average rating, 92 reviews

Boutique Compound on Vineyard, with Guest House

Mille Vigne is a designer boutique compound on a vineyard tucked in the St. Helena mountains. Wrap-around terraces offer panoramic vineyard views. Primary villa features two bedrooms with private baths, cook's kitchen, living room, dining room, and loft with day bed. Private guest house has large terrace with vineyard views, dining room, fireplace, kitchenet and large bathroom. Grounds include manicured gardens complete with paths, romantic nighttime lighting and a hot tub on the vineyard.

Top guest favorite
A modern living area features a large dark green sofa complemented by a cozy white chair and a stylish coffee table. Natural light streams through multiple windows, illuminating a patterned area rug. A dining area and kitchen are visible in the background.
Home in Calistoga
4.97 out of 5 average rating, 124 reviews

Calistoga Tejas Trails

Welcome to Tejas Trails, your country getaway nestled in Calistoga's mountain vistas, just 10 minutes from downtown. This new home (2023) is easy to share with friends or family. Enjoy refreshing mountain sunrises, dinners on the huge deck, watch sunsets sipping wine by the firepit, swing under a large oak tree, and take tranquil walks on the country road. This is the perfect place to leave the hustle and bustle behind, while still minutes from Napa Valley’s finest restaurants and wineries!

Top guest favorite
The exterior of a beautifully designed house is presented, showcasing a light-colored facade with decorative shutters and a newly paved pathway. A stone fountain serves as a focal point amidst landscaped greenery, highlighting the inviting entrance and two stories of windows.
Home in Santa Rosa
4.97 out of 5 average rating, 110 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

Top guest favorite
A two-story home features a warm-toned exterior with a mix of stucco and stone accents. Large windows are adorned with grilles, allowing natural light to illuminate the interior. The landscaped front yard includes a variety of plants and a small tree, enhancing the inviting curb appeal.
Home in St. Helena
5.0 out of 5 average rating, 31 reviews

Urban Retreat in the Heart of Napa Valley!

Our home is located just steps from downtown St. Helena. It is walking distance to wineries, a health spa, world-class restaurants, a movie theater and shopping. It is in the perfect location to enjoy a great bottle of wine (or two) at one of our fabulous restaurants. Just stroll down Main Street to enjoy great restaurants like Archetype, Charter Oak, Cindy’s Backstreet Kitchen, Cook, Farmstead, Goose & Gander, Harvest Table, Market, and St. Helena Bistro. No need for a designated driver.

Top guest favorite
Home in Kenwood
4.93 out of 5 average rating, 122 reviews

Modern Luxury in Sonoma's Valley of the Moon

Experience an amazing stay in this luxury vacation rental with hardwood floors, custom high end furnishings, stone counters and much more. Ideally suited for the sophisticated traveler who desires high quality modern accommodations. Relax in the private backyard overlooking a vineyard and seasonal creek. Relax and enjoy dinner on the 650 SQ. foot deck. Take a stroll through the Zinfandel & Petite Syrah vineyard and end the evening lounging by the warmth of the firepit.

Top guest favorite
Cottage in Santa Rosa
4.97 out of 5 average rating, 265 reviews

Wine Country Farmhouse with Hot Tub

Cozy Wine Country Farmhouse: Hot Tub, Fireplace & Views Escape to a serene 3-bedroom farmhouse in Sonoma wine country! Perfect for families and friends, this pet-friendly retreat features a hot tub, fireplace, and a private fenced garden. Surrounded by oaks and an heirloom orchard, it offers rustic elegance with modern comforts like high-speed internet and an EV charger. Enjoy easy access to both Sonoma and Napa wineries for an unforgettable getaway.

Superhost
A spacious deck offers wooden seating and a table, shaded by a large umbrella. Lush trees create privacy while the view reveals rolling vineyards and distant mountains under a bright sky, allowing for a tranquil outdoor experience.
Cottage in Calistoga
4.86 out of 5 average rating, 260 reviews

Private cottage with amazing views

Conveniently located just off Hwy 29, this charming, private cottage has views to astound. 2 bedrooms, 2 baths, plus a loft. 1 bedroom, 1 bath on 1st fl, 1 bedroom 1 bath on 2nd fl, loft on the 3rd level. From the spacious deck gaze out over vineyards & mountains. 5-10 minute drive to Calistoga and St Helena. NO wifi, NO cable, NO local TV stations. Cell reception is generally good and you can use your mobile device for internet access if needed.

Guest favorite
Aerial view of a modern farmhouse villa surrounded by lush, rolling hills. Vibrant flowering trees line the property, alongside a grassy landscape that slopes gently upward. The natural setting offers a sense of seclusion, with trees creating a backdrop against clear blue skies.
Villa in Santa Rosa
4.98 out of 5 average rating, 130 reviews

Farmhouse Villa w/ Captivating Views & Hot Tub

Experience the ultimate Wine Country escape. The property sits on 11 private acres, offering complete privacy, peaceful surroundings, and stunning 360-degree views, including the iconic Mount Helena. Ideally located near Calistoga (15 minutes) and Healdsburg (20 minutes) and surrounded by top-rated wineries. Whether you’re here for wine tasting, relaxation, or a scenic getaway, this property delivers space, comfort, and unforgettable views.

Popular amenities for Deer Park vacation rentals