Holiday rentals in Deer Park

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Top-rated holiday rentals in Deer Park

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Guest favourite
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.
Guest house 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!

Top guest favourite
A comfortable living room is displayed, featuring a leather sectional couch complemented by decorative cushions. A television is positioned nearby, with a stylish wooden coffee table in front. Warm light filters through a large window, illuminating the open kitchen area with modern appliances.
Home in Glen Ellen
4.97 out of 5 average rating, 129 reviews

Fireside Sips & Oak Dreams in Sonoma Valley

Ultimate wine country escape! Stylish 3-bedroom, 1-bathroom oasis nestled in serene Sonoma Valley. Charming getaway features an equipped kitchen, inviting outdoor patios, BBQ grill, outdoor games, and cozy fire pit, perfect for enjoying stunning wooded backdrop. Unwind on the Peloton bike or indulge in board games. Ideal destination! Downtown Glen Ellen and Kenwood wineries are just a five-minute drive away. A perfect balance of seclusion and convenience await you. Pets are allowed, with fee.

Guest favourite
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.

Guest favourite
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 favourite
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 favourite
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 favourite
The exterior showcases a landscaped garden featuring diverse greenery, decorative rocks, and a serene stone pathway. A gazebo is positioned in the garden, complementing the house’s two stories, which are framed by trees and plants. The scene is illuminated by soft natural light.
Home in Santa Rosa
4.97 out of 5 average rating, 241 reviews

Elegant & Spacious Luxury Wine Country Estate

The perfect place for your group to stay in Wine Country! Featuring two large entertaining areas and an additional dining room, this is a great place for fun and relaxation! Play ping pong, pool or poker in our game room, or dine on our spacious patio under the pergola! Relax and soak in our hot tub and enjoy the zen gardens and tranquil water feature, or sip on a glass of wine by the outdoor fire pit. Close to the Sonoma County Airport, wineries, and world-class dining. Welcome home!

Guest favourite
The charming cottage features a light-colored exterior with decorative trim. A welcoming front porch is adorned with planters, while a large window allows natural light to fill the space. Lush greenery surrounds the home, providing a serene atmosphere.
Home in St. Helena
4.78 out of 5 average rating, 107 reviews

Heart of Napa Valley - 2BR Retreat

City of St. Helena Permit #2012-27 Welcome to our charming two bedroom cottage in St. Helena, the heart of the Napa Valley. Our home is just steps from downtown restaurants, grocery store, shops, movie theatre, and wineries. Enjoy all the famed Napa Valley wine country has to offer. Choose to spend the day tasting at some of the world's premier wineries or visit the shops of St. Helena, Yountville, Calistoga and Napa. You may even want to visit the Outlet Stores in Napa.

Top guest favourite
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.

Guest favourite
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.

Guest favourite
Home in St. Helena
4.94 out of 5 average rating, 17 reviews

Luxury Napa Valley Estate Vineyard Views St Helena

Architectural Napa Valley estate in the heart of St Helena with panoramic vineyard views, soaring cathedral ceilings and steel frame glass walls. Three stunning bedrooms including two open loft suites, spa caliber bath, chef kitchen with professional gas range, fire pit terrace with vineyard views and Peloton style bike. Minutes from Beringer, Hall, Duckhorn, Frank Family and Stag's Leap.

Guest favourite
A charming cottage exterior showcases a light-colored façade contrasted by dark window frames and a blue door. Potted plants adorn the entrance, and a pathway leads to the door, surrounded by gravel and landscaped areas. Vineyards are visible in the background under a clear blue sky.
Home in St. Helena
4.97 out of 5 average rating, 35 reviews

Downtown St. Helena Vineyard Cottage

Escape to our serene cottage nestled in one of St. Helena’s finest vineyards. Our unique property is located in the heart of downtown St. Helena, walking distance to restaurants, wineries, shops and more. Whether you are here for a romantic getaway or a wine filled adventure, our cottage promises an unforgettable experience amidst the beauty of the Napa Valley.

Popular amenities for Deer Park holiday rentals