House holiday rentals in Winchester

4.89 out of 5 average rating, 123 reviews

Amazing Privacy, Views, Group Haven, Pool, Games

Total privacy and no tip-toeing like a ninja. We keep it classy, not rowdy-just a few main rules (not a party house): ✔ No glass outdoors ✔ No DJs.Reasonable music anytime ✔ Occupancy by approval. Extra fee for extra guests over 10 Why pay $1000+ for catering? *For $249, a private taco chef serves up to 10 guests—three tacos and a non-alcoholic drink each, then à la carte (can cook other foods). No shopping, cooking, or cleanup. Just check in, relax, and enjoy. Book now. SUBJECT TO AVAILABILITY

The backyard features a well-lit saltwater pool, surrounded by lounge chairs and illuminated by string lights. A covered patio provides additional seating, while playful pool floats add a whimsical touch to the tranquil setting, enhanced by palm trees in the background.

4.96 out of 5 average rating, 162 reviews

Temecula Wine Country Retreat w/ Saltwater Pool

Escape to the picturesque wine country and enjoy luxury living in our stunning vacation home, just minutes from Old-Town & Temecula wineries Features: Saltwater pool & spa - ask about pool heating! Pool table, shuffleboard, poker table, ping pong, giant jenga, corn-hole, Arcade… 4 TVs Rainfall showers in all bathrooms Roman tub in master bath Spacious layout for large groups Outdoor lounge area, BBQ island, fire pit Workspace Make unforgettable memories in this beautiful setting

A stone archway frames a view of rolling hills and mountains. The scene showcases a wooden deck extending outward, with greenery visible in the foreground and a clear blue sky above. The natural landscape emphasizes the tranquil setting of the getaway.

4.89 out of 5 average rating, 208 reviews

2Bedroom 2bath in-law unit with kitchen and washer

Take it easy at this unique and tranquil getaway, situated in an organic citrus farm on a 27-acre private land with mountain and valley view of citrus and avocados groves. This unit has its own private entrance and a private deck with outdoor sink, BBQ and dining area. The indoor living space is about 960 sf, and the deck area is about 800 sf. The house is powered by solar array and Tesla batteries, so we won’t have a blackout even during power outages as long as not a lot of AC being used.

4.98 out of 5 average rating, 118 reviews

Vineyard Vista | Modern • Renovated • Private

Follow us @vineyardvistavibes on i n s t a g r a m for a closer look at Vineyard Vista & Temecula Wine Country. Set atop a hillside overlooking the vineyards and mountains with a private pool, hot tub, multiple outdoor lounging spaces, and no immediate neighbors. Premium finishes and a modern Mediterranean aesthetic, you’ll enjoy a fully renovated, luxury home. 5 minutes to town in one direction and over 30 wineries in the other, with breathtaking views including our own private vineyards.

Superhost

The kitchen features modern appliances and ample cabinet space, complemented by a spacious granite countertop. Two wooden stools are positioned at the counter, providing a casual dining option. Under-cabinet lighting enhances the work area, creating a bright and welcoming atmosphere for meal preparation.

Home in Hemet

4.89 out of 5 average rating, 137 reviews

Welcoming & Cozy Mid-Century Home- Self Check-In

Entire Stylish Mid-Century home-Perfect for Cozy Getaway! Garage parking…2 BDRM w/ Fireplace & A/C. Nearby Attractions: Ontario International Airport-55 min SOBOBA Casino-10 min Morongo Casino-30 min Cabazón Outlets-31 min Lake Perris&Diamond Valley Marina-36 min Lake Elsinore-40 min Idyllwild Park-36 min Temecula Wine Country-36 min Aerial Tramway-50 min Nearby: Golf Rancho Bravo, Little Lake & 123 Farm;CA Route 62, Cabazon Dinosaurs, Hemet Theatre & Museum, Ramona Bowl Amphitheater.

Colorful hot air balloons are seen floating in a clear blue sky above a charming villa surrounded by lush greenery. Flower beds with vibrant blooms, palm trees, and an inviting outdoor seating area add to the tranquil atmosphere of the property.

4.89 out of 5 average rating, 383 reviews

Temecula Wine Country Villa So Cal

A 2 bedrooms 2 baths villa situated right in the Temecula Valley Wine Country, in Southern California. We are literally right in the middle of the wine country and surrounded by vineyards and all the famous Tamecula wineries on Rancho California. We are located on the ridge with sweeping views of the mountains, the vineyards & the valleys from the front of the main house. A home away from home for you and your group to have a quiet, relax time, while you are enjoying your stay here.

Superhost

A private backyard oasis is showcased, featuring a sparkling pool surrounded by palm trees and lush grass. Comfortable lounge chairs are positioned for relaxation. String lights illuminate the space, creating a cozy ambiance, while a mural reading 'Temecula Wine Country' adds a vibrant touch to the atmosphere.

Home in French Valley

4.88 out of 5 average rating, 138 reviews

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.

A serene outdoor area features a sparkling saltwater pool surrounded by palm trees and tropical landscaping. The pool area is complemented by a spa and patio space, with the main house visible in the background against a vibrant sky.

4.98 out of 5 average rating, 253 reviews

♥ Of Wine Country | Privacy+, Gazebo, BBQ, Jacuzzi

Private, 3-BR, single-level home on 5 acres in the heart of Wine Country is a resort-style paradise. Self check-in. If you're looking for a party or large gathering this home is NOT for you. • Grill + Seasonal Pool (saltwater) + Jacuzzi. Pool toys on site. • Gazebo • Smart TVs • Work stations in two bedrooms • Fully equipped + stocked kitchen • On-site washer + dryer • 5 min drive to most wineries • Ping pong table • Pets allowed, with notice and additional fee.

A porch area is shown with a small table and two chairs. The view reveals lush greenery and a spacious outdoor area, including trees and seating arrangements. Natural light fills the scene, highlighting the peaceful ambiance of the surroundings.

4.99 out of 5 average rating, 176 reviews

The Love Shack -Temecula Wine Country

This private cheerful 1-bedroom apartment is nestled in the Temecula wine country. This property is just minutes from over 40 Temecula wineries. Have a glass of wine and BBQ your favorite meal on the porch while watching the beautiful sunset. In the morning, have a cup of coffee and wave to hot air balloons flying overhead. Enjoy the grounds, with a fishpond, succulent garden and fire pit. For extra fun, play a game of Pickleball, horseshoes or cornhole.

A serene backyard oasis features a wrap-around saltwater pool, accentuated by a rock waterfall and built-in hot tub. A shaded seating area under a palapa offers relaxation, surrounded by lush greenery and palm trees, with a clear blue sky visible above.

5.0 out of 5 average rating, 202 reviews

Blue Lagoon Oasis - Close to Wineries - Fire Pit

This private single level home is a stylishly decorated resort style lagoon oasis for your next vacation in the heart of the Temecula Wine Country. The South Pacific is calling ! Come relax under Tahitian palapas in this tropical themed backyard and cool down in its wrap around salt water pool with splashing waterfalls and soothing spa/jacuzzi. Enjoy afternoon grilling on outdoor BBQ while sampling your favorite Tiki beverages.

4.9 out of 5 average rating, 312 reviews

A large paved driveway leads to a single-story house surrounded by a spacious grassy yard. A shaded swing hangs from a tree, offering a relaxing spot. Palm trees and well-maintained landscaping enhance the rural setting, creating a peaceful outdoor environment.

Home in Menifee

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.

The exterior of the home features a two-story structure with a smooth driveway leading up to a garage. Lush palm trees and vibrant landscaping create a welcoming entrance, framed by a clear blue sky and distant hills.