Vacation rentals in Glenoak Hills

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Top-rated vacation rentals in Glenoak Hills

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Guest favorite

Cottage in Temecula

4.99 out of 5 average rating, 351 reviews

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.

Guest favorite

Cabin in Temecula

4.98 out of 5 average rating, 121 reviews

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.

Superhost

Home in Temecula

4.82 out of 5 average rating, 109 reviews

Vistas Bellissimo 2 BR home Temecula Wine Country

Two bedroom, one and one-half bath home located on nearly 3 acres gated estate shared with two other homes. Our home offers beautiful views of surrounding wine country and breath taking sunrises and sunsets the morning sky is frequently filled with hot air balloons. Lovely pool has a baja shelf and hot tub surrounded with palm trees. There are THREE HOMES on the property if they are rented the POOL/HOT TUB is shared. Outdoor seating areas offer alfresco picnicking. Exclusively for GUESTS ONLY!

Guest favorite

Farm stay in Temecula

4.96 out of 5 average rating, 117 reviews

Charming rustic camper on a 22 acre private ranch

Welcome to this thoughtfully remodeled camper located just east of wine country in Temecula. Bring your kids, or have a romantic getaway to enjoy the scenery, and feed the rescue farm animals. While this farmhouse styled camper is the perfect private retreat in the country, it's conveniently located close to wineries, horseback riding, and Old Town Temecula. All of our profits go back to the animals. You are only: 5-10 mins to wineries 10 mins to horseback riding 25 mins to Old Town Temecula

Guest favorite

Guest suite in Temecula

4.98 out of 5 average rating, 389 reviews

Celestial Moments of Temecula - Casita Cosmos

At Casita Cosmos, you will enjoy the pastoral valley and rolling hills from the private patio outside your entrance, highlighted by the Palomar Mountains and the Observatory domes in the distance. This is the the inspiration for the Space related wall decor throughout the casita, which is set up for comfort and relaxation. It's a short drive to Temecula Wine Country and event venues, and a great jumping off spot for other attractions, but note that Old Town & shopping can take 20+ minutes...

Guest favorite

Guesthouse in Temecula

5 out of 5 average rating, 144 reviews

Adorable guest house in the heart of wine country!

This guest house is perfect for couples or friends who want to experience rural farmhouse charm. This 450 sq. ft. space has been totally renovated. The bedroom has a queen size bed and the living area has Roku TV and large couch. There is a full working kitchen and dinette. In the early AM hot air balloons can usually be spotted depending on the weather. The property is next door to a winery which often hosts music on weekend afternoons and weddings. Walk over and enjoy yourself!

Guest favorite

Ranch in Hemet

4.97 out of 5 average rating, 225 reviews

Cabin Retreat at BigD'sX2 Ranch

Enjoy the view and relax at this unique-tranquil glamping cabin getaway. Located in Sage 17 miles from Temecula wineries, local lakes include, Diamond Valley, Skinner, and Hemet Lake. Local casinos, Romona Bowl, hiking, horse trails & room for RV parking. Relax on the deck or covered patio with a beautiful view, or head to your favorite activity. No guest service fee(s), no cleaning fees, and farm fresh eggs included. Nightly discounts when booking 2 or more nights.

Guest favorite

Home in Temecula

4.97 out of 5 average rating, 182 reviews

The Arena in Temecula Wine Country

This single-family home, on the eastern edge of wine country, sits on a 5-acre piece of property, on a hill in a quiet neighborhood with a beautiful view of the countryside, San Jacinto, and San Bernardino mountains. Close to the wineries, but secluded. A nice quiet, relaxing property. This is the perfect house for work from home or a weekend getaway. There is a Starlink satellite dish for Wi-Fi and Netflix, but no local TV. The house has everything you'll need.

Guest favorite

Guest suite in Temecula

4.95 out of 5 average rating, 277 reviews

Cozy casita in the heart of wine country

Take a break and relax in this rural oasis in the heart of wine country. You will enjoy the sounds of nature, the balloons drifting above and the sunsets over the vineyard. Stroll by the barn toward the corrals under the majestic eucalyptus trees while enjoying the view of the neighboring vines. Walk, bike, drive or Uber to dozens of nearby wineries. Enjoy the sights, sounds and smells of everything that Old Town Temecula has to offer. (Certificate # 000256)

Guest favorite

Home in Temecula

5 out of 5 average rating, 104 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 fish pond, succulent garden and fire pit. For extra fun, play a game of Pickleball, horseshoes or cornhole.

Superhost

Villa in Temecula

4.83 out of 5 average rating, 179 reviews

De Portola Vineyard and Retreat House

- Located on De Portola Wine Trail in the heart of Temecula Wine Country with 8 acres of Italian varietal mature grape. - adjacent to Cougar Winery & Frangipani Estate Winery - Pool and Spa with vineyard view. - Gentle slope upward creating the most amazing views from the hilltop estate built in 2015 - 3,800 square feet of living space and an additional 1,573 square feet of covered outdoor living and entertaining space - 5 Bedrooms 4.5 Bath & 7 beds

Guest favorite

Guest suite in Hemet

4.9 out of 5 average rating, 230 reviews

Sycamore Hill Casita on 80 acre Horse Ranch

This quaint casita is located on an 80 acre horse ranch in the rural community of Sage. Quiet and peaceful but just a 15 minute drive to the very popular Temecula Wine Country and 25 minutes to Old Town Temecula. Old town Temecula has great restaurants, bars & a fun night life. The ranch as well as the casita patio have views that are unbelievable from every angle. You are also welcome to bring your horse to stay in a stall or pasture!