Vacation rentals 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

Lakefront Oasis Short&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

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

Luxury Wine Country Retreatl Pool Spa & Game Room

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.

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.

Private Palm Tree Home with Huge Gated Yard!

🌿 Private rural home with a large gated yard and wide-open space. Located in a quiet country setting with easy access to the 215 freeway. The property offers plenty of parking for multiple vehicles, including RVs, boats, trailers, and work trucks. About 10 minutes from Menifee Town Center with shopping, dining, and essentials nearby. A simple, spacious stay with privacy, convenience, and room to park and relax.

Vineyard Poolside Retreat

PLEASE NOTE THAT WHLE YOU'LL ENJOY THE PRIVACY OF YOUR OWN SPACE. THE HOUSE IS ATTACHED TO A SEPARATE APARTMENT WITH ITS OWN RESIDENTS. YOU'LL SHARE THE FRONT STEPS AND DRIVEWAY BUT THE BACKYARD IS EXCLUSIVELY FOR YOUR USE. THEY DO NOT HAVE ACCESS TO YOUR AIRBNB SPACE. WE STRIVE TO MAINTAIN A QUIET ENVIRONMENT. FOR GUESTS WHO HAVE ONLY ONE OR NO REVIEWS WE REQUIRE A FULL REFUNDABLE SECURITY DEPOSIT OF $350.

Wine Country Resort - Close to Wineries

Stunning 5 Bedroom, 3 Bathroom Luxury Home with Resort Style Backyard. Step into your own private retreat with this incredible 5 bedroom, 3 bathroom home, designed for both relaxation and entertainment. Nestled in a serene setting, this residence offers the perfect blend of luxury living and outdoor enjoyment, making it ideal for families, groups of friends, or anyone seeking a spacious high-end getaway.

6BR｜Pool&SPA｜Mini Golf｜Sauna｜10 Min to Winery

🌸 𝒫𝒾𝓃𝓀 𝒟𝓇𝑒𝒶𝓂 𝐸𝓈𝒸𝒶𝓅𝑒 – 𝐹𝓊𝓃, 𝒮𝓉𝓎𝓁𝒾𝓈𝒽, & 𝒰𝓃𝒻𝑜𝓇𝑔𝑒𝓉𝓉𝒶𝒷𝓁𝑒! 💖 Welcome to Winchester's most unique pink-themed retreat! This vibrant home is designed for fun, relaxation, and picture-perfect moments. 📍 Great location in Winchester—within a short 10-minute drive to shopping, dining, and Top winery！ 𝐵𝑜𝑜𝓀 𝓃𝑜𝓌 𝒶𝓃𝒹 𝑒𝓍𝓅𝑒𝓇𝒾𝑒𝓃𝒸𝑒 𝓅𝒾𝓃𝓀 𝓅𝒶𝓇𝒶𝒹𝒾𝓈𝑒!💕

Resort Pool & Spa. Temecula Wine Country Close.

Private resort living without leaving home. Swim under the sun, soak under the stars, and unwind in a spacious, design-forward home just 15 minutes from Temecula Wine Country. With a glowing pool, spa, firepit lounge, and multiple gathering spaces. This four-bedroom spa-inspired home is where you, your friends, and family can come to relax and enjoy a place away from it all.