Vacation rentals in Glenoak Hills

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Top-rated vacation rentals in Glenoak Hills

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Top guest favorite

A welcoming entrance to the cabin is illuminated by soft outdoor lighting, highlighting the rustic wooden facade and gabled roof. Two large windows frame the door, and a porch features wooden seating, all set against a serene night sky.

Cabin in Temecula

4.98 out of 5 average rating, 139 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.

Guest favorite

The tiny home is illuminated by warm lighting, showcasing a spacious deck surrounded by desert plants. A fire pit is visible in the yard, and a sauna structure is nearby. The starry sky creates a serene ambiance over the boulder-strewn landscape.

Tiny home in Aguanga

4.91 out of 5 average rating, 188 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

The A-frame cabin is nestled among lush greenery and trees, with a mix of snow and foliage in the foreground. Sunlight streams through the trees, casting a warm glow on the property, while the vaulted structure stands prominently against the clear blue sky.

Cabin in Banning

5 out of 5 average rating, 125 reviews

Boulderland A-frame on 8 acres / 4 miles from Town

Welcome to our cozy A-frame cabin nestled on the outskirts of Idyllwild California. This secluded retreat is the perfect place to escape the hustle & bustle of the city and reconnect with nature. The open-plan living area features a fully equipped kitchen, comfortable seating, and a wood-burning stove, perfect for cozy nights in. Step outside & you'll be greeted by the beautiful natural surroundings. Relax on the spacious deck & take in the views of the surrounding trees, valley & mountains.

Guest favorite

Farm stay in Temecula

4.96 out of 5 average rating, 146 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

Top guest favorite

A vast night sky is filled with countless stars, showcasing a clear view of celestial patterns. The silhouette of trees is visible along the horizon, and distant lights hint at nearby structures. The tranquil scene emphasizes the rural setting, ideal for stargazing.

Guest suite in Temecula

4.98 out of 5 average rating, 417 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

Guesthouse in Temecula

5 out of 5 average rating, 119 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.

Superhost

A spacious front porch is presented with two black chairs overlooking a vast landscape. The sun sets in the distance, casting warm light across the natural surroundings, which feature palm trees and an open field. The area appears tranquil and inviting.

Cottage in Temecula

4.89 out of 5 average rating, 103 reviews

Rejuvenation Cottage -Wine Country Tranquility

Rejuvenate your spirit at this newly renovated cottage with privacy and tranquility on a large lot in the heart of the wine country, right behind Wilson Creek and Monte de Oro winery. Whether it's a spirit rejuvenation or a romantic getaway, this is the ideal place. Wake up and see the hot air balloons flow by, or enjoy the tranquility with a glass of wine on the front porch in the afternoon. With only one other house on this massive 4.6-acre lot, this is an experience unlike any other.

Guest favorite

A charming white studio featuring large black-framed double doors flanked by tall potted plants. Three gabled windows sit above, allowing natural light to fill the interior. The building is surrounded by green landscaping, with distant rolling hills visible in the backdrop.

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!

Guest favorite

Home in Temecula

4.97 out of 5 average rating, 190 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.

Top guest favorite

Two colorful hot air balloons are visible above a cluster of eucalyptus trees. The vibrant red balloon, featuring a playful design, contrasts with the softer tones of the surrounding landscape, while a blue balloon floats in the background against a clear morning sky.

Guest suite in Temecula

4.96 out of 5 average rating, 321 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 bright blue Pickleball court is shown, surrounded by green landscaping and a white fence. The court features equipment on both ends, alongside seating options. A clear blue sky can be seen above, highlighting the manicured grounds and nearby trees.

Home in Temecula

5 out of 5 average rating, 136 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.

Guest favorite

Guesthouse in Temecula

4.97 out of 5 average rating, 164 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.

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Other great vacation rentals in Glenoak Hills

Guest favorite

A spacious living room is furnished with comfortable light gray sofas and armchairs, arranged around a central coffee table. A decorative area rug covers the wooden floor, while large windows with shutters allow natural light to illuminate the room.

Private room in Murrieta

4.81 out of 5 average rating, 119 reviews

House of mountains and stars

KianaRating, 5 stars2 days ago

Fred was very friendly and the house was very nice and clean. It was also beautifully decorated and the shared spaces were pleasant to use.

A spacious game room features a large billiard table at the center, surrounded by sleek flooring. Natural light streams in through expansive glass doors that open to an outdoor space, while stylish lighting fixtures hang above, illuminating the space and enhancing the inviting atmosphere.

Villa in Temecula

4.52 out of 5 average rating, 33 reviews

Valley Views|Spa | BBQ | New Management 38975

DimitryRating, 5 stars1 week ago

Excellent large home with plenty of space and bedrooms and restrooms. An amazing location with an absolutely million dollar view. Very recommended extremely responsive host. We had a few issues that were taken care of right away .

Guest favorite

Home in Temecula

4.95 out of 5 average rating, 38 reviews

Charming Temecula Home w/ Hot Tub, Mountain Views!

MiaRating, 5 stars4 weeks ago

We absolutely loved our stay here, the house is beautiful and immaculate. There was plenty of space for our guests to feel accommodated on this trip. We had the best time and the host was so responsive! Would stay here again

Guest favorite

An open living area features natural wood walls and a ceiling with exposed beams. Two trees extend through the space, enhancing the connection to nature. String lights add subtle illumination, while a comfortable seating area includes a sofa and a small table set for relaxation.

Treehouse in Temecula

5 out of 5 average rating, 22 reviews

Treehouse by Pechanga reservation

PaolaRating, 5 stars2 weeks ago

Very beautiful stay away from the city! We were really surprised by the views and how you can stargaze at night. At night, we did see a coyote nearby and a rodent ran by inside its what we expected based on the location and surrounding area. Overall. It was very peaceful and the amenities were also very useful.

Top guest favorite

Two goats are seen standing on a wooden picnic table. The goat on the left has a predominantly black coat with white markings on its legs, while the smaller goat on the right displays a light gray and brown coat. A sunny blue sky is visible in the background.

Camper/RV in Winchester

4.99 out of 5 average rating, 84 reviews

Beautiful RV on animal sanctuary in wine country

MariRating, 5 stars1 week ago

If you love peace & quiet with a farm vibe, then this is the place for you! The RV is clean & welcoming. The yard is fenced in with multiple seating options. My stay was very relaxing which was the goal for this trip. My daughter enjoyed petting the animals within the property. I also met beautiful friendly dogs which made my day. Oh, and the owner was very friendly and responsive. I really enjoyed my stay❤️❤️❤️

Guest favorite

A kitchen space is shown with a light granite countertop. A decorative bowl containing corks is placed next to a power outlet, equipped with additional charging ports, for convenience. In the background, kitchen items such as paper towels and a coffee maker are visible.

Private room in Winchester

4.95 out of 5 average rating, 22 reviews

Private room/shared bath

JamesRating, 5 stars2 weeks ago

If you’re looking for a great deal and value, this is the place to go. Winchester is small, but close to surrounding towns. Very responsive host, and she was very nice and helpful. Everything was clearly outlined and obvious. Thanks again

Top guest favorite

The kitchen features modern stainless steel appliances, including a microwave and stove. Gray cabinetry contrasts with decorative tile backsplash. A window offers natural light, while countertops provide ample workspace. Essential cooking tools and a coffee maker are conveniently organized.

Apartment in Temecula

5 out of 5 average rating, 18 reviews

Hilltop Hideaway in Temecula Wine Country

DanielleRating, 5 stars2 weeks ago

The home was extremely clean and welcoming. We enjoyed having coffee on the back patio in the morning and wine at the fire table out front during the evening. Beautifully set on a hill with panoramic views and surrounded by lovely plants. Quiet and peaceful all day and evening. Thank you for the fresh eggs and wonderful stay!

Guest favorite