Vacation rentals in Glenoak Hills

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.

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.

Animal Lover’s Farm Stay Mini Donkeys & Alpacas

Escape to our bright, modern farmhouse retreat for 4-6 guests, minutes from local wineries. This pet-friendly home features stunning mountain views, a unique indoor-outdoor living space, and access to a working farm with friendly animals. Perfect for romantic getaways or a tranquil country escape, enjoy serene sunsets and the charm of farm life.Guests enjoy their own private backyard, separate from the common farm areas, creating a peaceful space to relax, unwind, or enjoy a private fire pit.

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.

Spacious casita in the heart of Wine Country

Get comfortable and enjoy plenty of extra room in this spacious casita. This large space is family friendly with plenty of room for two adults and one or two young children. It features a queen bed, futon, kitchenette, eating area and attached bath. Stroll the 4.36 acre property, enjoy the views of neighboring vineyards and balloons floating above. Walk, drive or Uber to dozens of nearby wineries. Enjoy the sights, sounds, restaurants, and shopping in Old Town Temecula. (Permit #000256

♥ 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.

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

The Cottage Overlooking Wineries-Panoramic Views

Welcome to The Cottage at Mira Bella Ranch! Sit back and enjoy panoramic views of beautiful Temecula Wine County from the guesthouse on this 10 acre, off-grid, family ranch. Located within 0.8-1.5 miles of 7 of the most popular wineries along the De Portola Wine Trail. Also within a 10 mile radius of Old town Temecula, Pechanga, Vail Lake, and Lake Skinner. Experience all the charm and serenity of countryside living without sacrificing convenience.

Private European Vineyard𖡼BEST Views𖡼 Wine Country

Welcome to Château des Lucioles. Your journey begins with a drive up a winding and enchanted hill where you’ll be greeted with rows of fresh lemon trees, foliage, and our twinkling fireflies lighting the way. Perched at the peak of Temecula Wine Country, this luxurious 4,000 sq. ft home sits atop 10 acres of stunning natural landscape and countryside views allowing for the ultimate experience of privacy, peace, and serenity.

Rescue Farm Glamping – Temecula Wine Country

Your stay changes lives! Our charming farmhouse-style camper sits on a 501(c)(3) rescue farm where every booking helps feed and care for rescued animals. Wake up to peaceful country views, meet the animals, and explore Temecula’s wineries just 5–10 mins away. Horseback riding is 10 mins, Old Town is 25 mins. A cozy escape that makes an impact for those who need it most.

Vineyard Escape-located within mins to wineries

Welcome to the Vineyard Escape. A newly updated guest house in the heart of wine country. Enjoy the astonishing views from the patio while drinking coffee in the morning (or wine in the evening). Conveniently located approximately 5 minutes to the wineries and 20 minutes from Old Town Temecula.