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.

A Wine Country Comfort: In the heart of the valley

RivCo Ordinance #927 requires person responsible for making any AirBnB reservation be at least 25 yrs of age Nightly room rate is for TWO (2) adults & 2 night min Like other establishments, each additional guest (max 8)@ $30 extra per night & auto calculated when making the reservation Level 2 EV charger w/20' cord available We clean according to CDC guidelines NO smoking & NO pets Service Animal documentation required 100% Solar Powered 2-1/2 acres Most wineries and wedding venues within 15 min

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.

Temecula - A Modern Cabin, BBQ, Fire pit, w/ VIEWS

This unique place has a style all its own. Handmade rustic ceilings being the highlight of this beautiful cabin. You'll be entering a one of a kind space with doors that open up to the back patio and view. Catch the sunrise and sunsets, and stargaze to the thousands of stars at night. Kick your feet up on the patio with a glass of wine, take a bath in our vintage tub, do some bbqing to the view, or relax with 2.5 acres of Mountain View’s. A peaceful stay that creates memories for a lifetime.

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.

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

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!

Temecula Wine Country “The Cozy Tannin”

Welcome to The Cozy Tannin! Our property is perfect if you are looking for a quiet getaway in beautiful Temecula Valley Wine Country. We are on 2 1/2 acres in a gated property with views of Mount Palomar and the Calle Contento wineries. Also, you will be within a charming 5 minute Uber ride to over 15 wineries! NOTE: THE FIREPLACE IS INOPERABLE. GUESTS ARE MORE THAN WELCOME TO USE THE AREAS AROUND THE POOL BUT SWIMMING IS NOT ALLOWED DUE TO LIABILITY.

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.

Cozy Studio Near Temecula Wineries!

Come get away from it all at this private and cozy retreat in the heart of the gorgeous Temecula Wine County. This is a one bedroom, one bath guest studio detached from the main house with a private entrance. Wake up to the sound of birds chirping with an amazing view of the sunrise. Enjoy a hot cup of coffee and watch as the hot air balloons fill the backyard above. Shared pool area in backyard, no hot tub use. PERMIT #003430

A-Frame in the Clouds

Remote A-Frame off-grid cabin with expansive ocean and mountain views. On a clear day, enjoy an expansive view of the Pacific Ocean. The A-Frame is located in a former avocado grove that is slowly being re-established with diverse permaculture. Everything is provided for cooking and eating, as well as a hot shower and composting toilet. The bed will be made for you with clean bedding.