Vacation rentals in Glenoak Hills

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Glenoak Hills

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

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, 147 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

A cozy cabin exterior is shown, featuring a covered porch with a sturdy railing. The structure is painted in warm red with green accents, blending with the natural surroundings. Soft lighting emanates from the windows, hinting at a welcoming interior.

Tiny home in Palomar Mountain

4.94 out of 5 average rating, 155 reviews

Cranberry Cabin

Enjoy the lovely setting of this romantic cozy cabin on the top of the mountain. Newly updated and ready to be your basecamp for the Palomar adventures . This is a tiny home, 19' x 11' (the bedroom is 11x11ft). Max sleeping capacity: 2 adults and one child under age 5. No AC. Max 2 dogs stay free - disclose bringing them. $100 cat cleaning fee on top of our $50 cleaning fee, and we will charge $200 if you fail to disclose your cat(s). I'm highly allergic to cats and so might be other guests.

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, 431 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, 132 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 tiny house sits against a backdrop of rolling hills and a colorful sunset. Soft light emanates from its windows, illuminating the outdoor dining area, which features a table and benches. The surrounding landscape displays brush and shrubs typical of the region.

Tiny home in Aguanga

4.94 out of 5 average rating, 297 reviews

Luxury Off-Grid Desert Retreat: The Overlook

The Overlook sits perched above an untouched valley that stretches into textured hills and horizon beyond. Here, your tiny house awaits. Open the double doors and find all you need. A cantilevered bed above couch, 10’ kitchen counter, bathroom with fully tiled rain-shower and composting toilet, dining/work nook, and outdoor barbecue/seating area. Come step away. Reconnect. Cook. Read. Write. Lounge. Think. Come discover a slightly different way of doing things. Welcome to The Overlook.

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, 104 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

The private sanctuary is surrounded by lush greenery, with a wooden deck leading to the entrance. The cozy structure sits beneath a shade tree, blending harmoniously with the natural landscape, while distant mountains are visible against a partly cloudy sky.

Place to stay in Fallbrook

4.98 out of 5 average rating, 264 reviews

Sacred nature retreat with spectacular views

Our private nature sanctuary is nestled amongst mountains and undeveloped land with spectacular views and fresh, clean air. The cozy space has a huge deck with daybed, outdoor bathroom/shower, and kitchenette. Close by hiking trails, a running river, dark, star-filled skies, and quiet whispers of nature are amongst the magic that serves the soul at our special spot. Private on-site art experiences and healing sessions available to registered guests – please inquire after booking.

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, 254 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

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, 333 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

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

4.96 out of 5 average rating, 200 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.

Top guest favorite

A bright, open interior features a spacious bed with white linens and a minimalist design. A cozy area rug complements the terracotta tiled floor. A compact kitchenette is visible in the background, with shelves adorned with plants and decorative items creating a welcoming ambiance.

Guest suite in Hemet

4.9 out of 5 average rating, 254 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!

Top guest favorite

The living area is furnished with a cozy sofa adorned with decorative pillows and a sleek coffee table. A television is mounted on the wall, while a small desk sits in the corner. Natural light enters through a window, complemented by light curtains.

Guest suite in Murrieta

4.93 out of 5 average rating, 200 reviews

Welcome to the Private Suite in French Valley!

The quiet and stylish private suite located in the countryside-style boomtown of French Valley, within 30-min driving distance from Temecula vineyard and downtown or hours distance from Palm Spring, San Diego, or Los Angeles. The hostess used to host people from all over of the worlds, and will do the best to make the guest’s comfortable stay regardless for leisure or business.