Holiday houses in Winchester

Temecula Wine Country Home with Pool, Spa, & more!

Escape to our stunning and modern Temecula wine country home designed for comfort and relaxation! Located minutes from top wineries, this 3 BD/2.5 BA oasis offers a pool, spa, game room, and more! Perfect for wine tasting weekends, family reunions, or a relaxing getaway! The Highlights -Minutes from top Temecula wineries -Saltwater pool, hot tub, grill, fire pit -Open-concept layout with high-end furnishings, game room and fully-equipped kitchen -Comfortable bedrooms perfect for a restful stay

TaTa Darling Luxury Wine Country Retreat Near Lake

Welcome to Ta-Ta Darling 🍷✨ Your Wine Country escape near Temecula wineries, Old Town & Pechanga. Perfect for couples & small groups. Enjoy a stylish, cozy space, dedicated workspace, kitchenette, and outdoor patio with BBQ & fire pit. Spend your days wine tasting, then unwind in comfort. Ask about our Private Photo Experience—perfect for couples, birthdays & girls’ trips. Curated for a refined, relaxing stay with elevated wine country luxury. Minutes to top wineries like Wilson Creek & Europa

Lakefront OasisNearSkydivePerrisShort&Mid-TermRent

Private furnished single level home in a gated community in Menifee! Perfect home away from home. 1st room has an adjustable & massaging king bed, private full restroom, walk in closet, smart TV with surround sound. 2nd room has a King bed and TV with surround. 3rd has a Queen bed with work space. Gourmet Kitchen w double oven, gas stove lots of utensils and dishes. Amazing living room with 100 " TV and theater grade surround sound. Laundry has washer & dryer combo and steam closets, EV Charger

Getaway to Temecula wineries w/ spa and pool table

Welcome to your Pool Paradise in the heart of Temecula Wine Country! This charming Airbnb home is a wine lover's dream, located just minutes away from the region's renowned wineries. Relax and unwind in this beautifully appointed property that offers a private pool for a refreshing dip on warm California days or a jacuzzi to relax. Sip your favorite local wines while soaking up the sun on the spacious patio, or take a leisurely stroll to nearby wineries for tastings and vineyard tours.

La Casa Bonita: Stay in Style

Welcome to your cozy escape in the heart of Menifee! Our modern, stylish apartment is perfectly located near Temecula Wine Country, Diamond Valley Lake, and local dining spots. Relax in the spacious living area, cook in the fully equipped kitchen, or enjoy the serene views from the private patio. Perfect for couples, families, or business travelers, our pet-friendly space offers thoughtful amenities and easy access to nearby attractions. Your perfect Southern California getaway awaits!

Stunning Temecula Wine Country Oasis|Pool|Gameroom

Welcome to our exquisite Airbnb retreat in Temecula Wine Country. With a new pool, fully remodeled interior, all new mid-century modern furniture, including memory foam mattresses, exterior BBQ, pool table, and spa, Conveniently located minutes from wineries, Enjoy a glass of wine, or cook an exquisite meal in the backyard.Relax, unwind, and create unforgettable memories in your own slice of paradise. Book your stay with us today and embark on an extraordinary wine country adventure.

Wine Country Oasis Retreat - Close to Wineries

This private single level home is a stylishly decorated resort style oasis for your next Southern California vacation in the heart of Temecula Wine Country. The inviting and open floorplan is the perfect retreat getaway for entertaining family and friends and is just a couple miles from all the local wineries and award winning restaurants. Come lounge, relax, and enjoy your favorite beverage in the comfort and privacy of this unique tropical themed pool and spa oasis.

The Roadhouse Follow us at @roadhousewinecountry

The RoadHouse! A cozy, stylish spot smack dab in the middle of wine country. You can walk to many wineries from our location, really! Or stay on site and enjoy the private jacuzzi spa (always hot!), have a round of mini golf or just relax on the deck. Located on a fully fenced property The Roadhouse has everything you need for a fantastic wine country getaway. Don’t forget to get up early and check out the hot air balloons. They land outside our fence most days!

Tuscan Retreat: Private yard & Mountain views

Welcome to The Cozy Charmer, your ultimate home-away-from-home! Spacious and Tastefully Decorated: Featuring 25-foot ceilings upon entry, this large 4-bedroom, 3-bathroom home is perfect for families, friends, or a work retreat. Stunning Outdoor Space: Enjoy sunsets and mountain views from the expansive backyard - perfect for a coffee or refreshing beverage. Book your stay today for an exceptional experience combining tranquility and adventure!

The Wine Down Courtyard

Escape to Wine Down Court Yard in Winchester, just minutes from Temecula wineries! This ADU offers: Bedroom with Plush King bed Living Room with pull-out queen sofa Private Bathroom with essentials Kitchenette for light meals Close to wineries, shopping, dining, and Old Town Temecula. Enjoy free WiFi, smart TV, AC, and parking. Perfect for wine lovers, couples, or families. Relax, unwind, and “wine down” in this cozy retreat!

Ranch/Separate Private 2 Bdrm Suite w/Patio

Very private suite of 2 bedrooms that sleeps 5 people, your own private bath, a sitting area, and your own patio on a horse ranch with its own separate entry. Just 25 minutes drive from northern most end of the Temecula Wine Country. Guests enjoy use of an outdoor patio with mountain and ranch views, mini fridge, coffee maker and microwave. Suite is connected to our home but private. Families are especially welcome --

Carter's Wine Country Luxury Casita

This luxurious casita includes a queen bed and is the perfect retreat for the traveler wanting an opulent experience on an affordable budget. It has a private entrance with no common walls to the main home. There's a dedicated walk-in closet with washer and dryer. It also has a private bath and private courtyard entrance. This casita is located minutes from the Temecula wineries, and in a peace and quiet neighborhood.