Vacation rentals in Glenoak Hills

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Top-rated vacation rentals in Glenoak Hills

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Top guest favorite

A bright living area features a yellow sofa adorned with colorful cushions. Natural light enters through multiple windows, illuminating the wooden floors and a cozy stone fireplace. A wooden coffee table is surrounded by art pieces, creating a welcoming space for relaxation.

Cottage in Temecula

4.99 out of 5 average rating, 379 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.

Top guest favorite

A cozy red cabin is showcased with a covered porch and wooden steps leading up. Two black adirondack chairs sit on the porch, complemented by a small table. Large windows provide natural light, while surrounding oak trees offer shade and a serene setting.

Cabin in Temecula

4.99 out of 5 average rating, 143 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.

Top guest favorite

An open-air deck frames sweeping views of the surrounding hills and mountains. The space features wooden beams, a barbecue grill, and seating areas, with soft natural lighting illuminating the terrace. Details of the rocky landscape can be seen in the distance.

Tiny home in Aguanga

4.92 out of 5 average rating, 207 reviews

High Desert Tiny Home w/ Sauna

The Rambler is tucked amidst boulder strewn hills in the high desert with sweeping views of the hills and mountains beyond. With 12’ ceilings and thoughtful layout, this tiny home provides 2 sleeping areas (queen/twin), open concept living+kitchen, bathroom w/composting toilet, and a 10’ counter perfectly positioned to enjoy the peaceful scenery. This is paired with a spacious deck, bbq, and sauna. Step away. Reconnect. Come discover a different way of doing things. Welcome to The Rambler.

Top guest favorite

A private patio area is presented with a round table and two chairs, surrounded by potted greenery. Double glass doors provide entrance to the interior, with light-colored walls complementing the outdoor space. The setting is open, featuring a clear sky in the background.

Guest suite in Temecula

4.98 out of 5 average rating, 429 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...

Top guest favorite

A colorful hot air balloon hovers above a spacious villa with a stone-accented entrance. The structure features a tiled roof, arched windows, and a sandy driveway, set against a clear blue sky.

Guesthouse in Temecula

5 out of 5 average rating, 127 reviews

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.

Guest favorite

A stylish studio interior features a modern bathroom area with a vessel sink and illuminated mirror. The cozy sleeping space includes a spacious bed adorned with white linens, while natural light flows through the black-framed glass doors leading to the outside.

Guesthouse in Temecula

4.9 out of 5 average rating, 101 reviews

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!

Top guest favorite

A charming cabin is set in an open landscape, featuring a spacious deck with wooden railings and steps leading up to it. The exterior is constructed of wood, with large windows allowing natural light to enter. Surrounding vegetation and a gravel path enhance the rustic feel.

Ranch in Hemet

4.98 out of 5 average rating, 251 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 3 or more nights.

Top guest favorite

The guest suite features a spacious bed adorned with decorative pillows and a patterned coverlet. A cozy seating area includes two armchairs and a circular coffee table. French doors provide access to a private outdoor space, allowing natural light to enhance the inviting environment.

Guest suite in Temecula

5 out of 5 average rating, 108 reviews

Lux Vineyard Escapes-Romantic Guest Suite

Romantic Guest Suite with luxurious finishes and charming outdoor spaces for you to explore and enjoy! We are located in the heart of Wine Country on 4 acres and within walking distance from two of our favorite wineries, Lorenzi and Palumbo. A little further maybe a hike or short bike ride are; Monte De Oro, Wilson Creek, Weins, Ponte, South Coast, Danza Del Sol, Leoness, Oak Mtn, Frangipani, and Cougar. In any case all 42 wineries are a few minutes away by car.

Top guest favorite

A welcoming covered porch features wooden decking and a metallic red roof. A white door leads into the property, complemented by a small window. Seating is provided by a wicker chair and a side table adorned with a plant. Decorative pots line the railing.

Guest suite in Temecula

4.95 out of 5 average rating, 329 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)

Top guest favorite

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.

Home in Temecula

5 out of 5 average rating, 141 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.

Top guest favorite

A bright bedroom features a spacious bed with a wooden headboard and crisp white linens. Natural light enters through multiple windows adorned with plantation shutters. A chair is positioned in one corner, and bedside tables with lamps are placed on either side of the bed.

Guest suite in Murrieta Hot Springs

4.96 out of 5 average rating, 534 reviews

Lovely 2bd/1ba close to wineries

A completely private, clean, comfortable suite attached to the main house but with your own entrance. Enjoy two large bedrooms with a queen bed in each room. The suite has with wifi and a 32" tv in each room. The bathroom is spacious with a double vanity and lots of counter space. There is also a coffee cart with fridge, coffee maker and microwave. Guests also have use of the courtyard patio area for lounging. We are a NO SMOKING of ANY KIND property.

Guest favorite

A cozy outdoor fire pit area is surrounded by light-colored Adirondack chairs, set on a gravel surface. A small patio with a table and umbrella is visible, and the cottage in the background features large glass doors that lead to a picturesque hillside.

Guesthouse in Temecula

4.97 out of 5 average rating, 191 reviews

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.