Vacation rentals in Glenoak Hills

Red Cabin Ranch Temecula Wine Country

Welcome to Red Cabin Ranch! Our cozy retreat provides natures serenity nestled in a 300 year old oak grove for the ultimate get-away-from-it-all experience in the true heart of wine country. We are a 3 minute drive to De Portola Wine Trail near Cougar and Masia de la Vinya and just steps to Estate Vinyard 2156 with exclusive tours available with its award winning vintner, upon request. Miles of walking & bike trails await or enjoy a leisurely swing in the shade & a friendly game of horseshoes.

Coyote Crossing Casita

Welcome to Coyote Crossing Casita! We are a pet-friendly destination! Drive up the long driveway & enter your own carport to the right of the casita. Once inside you’ll see a large bedroom, bathroom and walk-in closet. Continue into the living room & kitchen while noticing an enclosed patio/dog run for your pets! Enjoy being minutes from Temecula’s Wine Trail w/ amazing wineries within 5-10 minutes! Visit the lower property to visit our 21 chickens and enjoy fresh eggs daily during your stay!

Romantic, private and surrounded by best Wineries!

Isolate in your hot tub overlooking a private vineyard in the heart of Wine Country! Wine theme decor throughout this cottage. Bedroom simulates a barrel room, sleep on unique bed of wine boxes and barrels. Full kitchen plus BBQ grill to create your own fine gourmet meals or visit local fine dining. Enjoy gazing at the magical starry Temecula skies from the comfort of a private custom cedar hot tub. Bring your horse for $50/night. Safe Driver discounts for same day bookings as schedule permits.

Private Guesthouse overlooking vineyards & hills

Rogers Ranch once a racing quarter horse ranch, is now a place where we welcome visitors to enjoy the spectacular views of the Temecula Valley. We recently remodeled the guest home inside and out. Within walking/biking distance of 11 of Temecula's finest wineries on the De Portola Trail, and also close to many wedding venues. You will wake up to a sky filled with hot air balloons, and enjoy peaceful evenings with only a coyote howl in the distance Great hiking in the nearby hills and vineyards.

Private 1 Bedroom Villa Overlooking the Vineyards

Enjoy the Quiet and Peaceful Serenity overlooking the Temecula Valley Wine Country in your Luxurious Private Villa with a Comfy Pillow Top King Size Bed, Fully Equipped Kitchen, Private Covered Patio and Unobstructed Views of the Wine Country and local mountain ranges. Located in the Glen Oaks Hills just a two minute drive from the De Portola Wine Trail and within 5 to 10 minutes from over 40 Wineries. Less than 10 minute Drive to CRC, Galway Downs and Green Acres and 15 minutes to Old Town.

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.

Glam Tiny House in the Country!

Unwind at this stunning Boho-Inspired studio under the stars! The studio was lovingly built with white shiplap, high ceilings, and modern details for a luxurious yet charming feel. Enjoy the stars and mountain views from our Bali-Inspired garden. The studio is located in the rural and peaceful hillside community of Rancho Spanish Hills, a quiet and serene setting for a couples getaway! Although the property feels peaceful and secluded, some of the best wineries are only 15-20 min away!

Serene Spanish Villa | Vineyard | Near Wineries!

Enjoy your Temecula adventures from this centrally-located, luxurious and professionally-designed spanish masterpiece home, complete with quality finishes, chef's kitchen, wine cellar, valley views, lush garden, Cabernet Sauvignon vineyard encircling the home, and seasonal fruit orchard (fruit not always available). Inviting and unique outdoor seating areas with propane fire pit will invite you to enjoy our beautiful Temecula sunsets or observing the sunrise hot air balloons.

Modern New Home •Quiet Escape with Panoramic Views

Discover a modern retreat set on Bonsall’s rolling hills, offering sweeping views, glowing city lights, and vivid fall/winter sunsets. This newly built open-concept home features floor-to-ceiling windows and a spacious deck ideal for taking in the breeze, sunbathing, or stargazing. Private, peaceful, and thoughtfully designed for families and friends. Secluded in feel yet minutes from freeways, Oceanside beaches, dining, shops, wineries, wedding venues, and Frontwave Arena.

♥ 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.

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.

Horned Owl Cottage | 5 Acre Hill Top Views | Deck

Horned Owl Cottage, atop a 5-acre parcel, offers stunning sunrise views! ★ "Perfect getaway cottage! Close to all the wineries!" ☞ Top wineries with a 5 min drive ☞ Fully equipped + stocked kitchen ☞ 2nd level deck + porch w/ sunset views ☞ Onsite, secured parking for 1 vehicle ☞ Lemon trees on property ☞ Onsite washer + dryer ☞ Smart TV + 150 Mbps ☞ Keurig coffee maker 5 mins → DT Temecula (cafes, dining, shopping etc.) 15 mins → Old Town Temecula