Vacation rentals in Glenoak Hills

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Top-rated vacation rentals in Glenoak Hills

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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
4.93 out of 5 average rating, 165 reviews

Cranberry Cabin

Enjoy the lovely setting of this romantic cozy cabin on the top of the mountain. A basecamp ready for your 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. Valley views are from guest accessible property, not directly from the cabin porch. 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).

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, 154 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 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, 135 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 cozy living area features a reclining loveseat adorned with a soft blanket. A dining table with black chairs is set near a small refrigerator. Artwork hangs on the walls, and natural light filters through the window with white blinds.
Cottage in Temecula
4.9 out of 5 average rating, 119 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.

Top 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, 308 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.

Top guest favorite
The exterior features a well-maintained, artificial putting green surrounded by lush greenery and flowering plants. A spacious deck extends along the home, which is highlighted by warm sunset colors in the sky. The serene landscape exemplifies a tranquil outdoor space.
Home in Temecula
5 out of 5 average rating, 44 reviews

Convenient Wine Country Escape

Updated 2 bedroom 2 bath home on 2.5 acres in the heart of Temecula wine country. 40 wineries within 4 miles! Bring your family or friends and enjoy the beautiful views, and amazing location. Fill your day with wine tasting, gourmet dining, or play at local golf courses. Enjoy the spa, play Ping Pong, horse shoes or play on the putting green. Horseback, hiking & biking trails. Take a hot air balloon ride. Three lakes are nearby for fishing/boating. Try your luck at nearby casinos.

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
4.91 out of 5 average rating, 110 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
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
4.96 out of 5 average rating, 344 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
Tiny home in Fallbrook
4.9 out of 5 average rating, 21 reviews

Tiny One at So Cal Campground

Tiny Home, Big Adventure in Fallbrook! Welcome to our brand-new tiny home, hosted at the beautiful So Cal campground, where nature is truly at your door. Breathe fresh, cozy up by the fire, and stare off in the Milky Way. When you’re done, come inside for some AC, TV, Starlink, and the privacy of your own tiny home. We’re pet-friendly too 🐕 just keep tails wagging and neighbors happy. This isn’t “glamping.” This is a tiny vacation destination.

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
4.95 out of 5 average rating, 215 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.

Superhost
A spacious bedroom features a queen size bed with decorative pillows and a light blanket. Two lamps provide soft lighting, while natural light enters through a window with horizontal blinds. A small desk and chair are situated nearby, contributing to a functional layout.
Guest suite in Murrieta Hot Springs
4.84 out of 5 average rating, 73 reviews

Golf course guest suite, near hot spring & winery

Our place is walking distance to Murrieta hot springs resort, the Rancho California golf course, and many restaurants. You are welcome to enjoy the stunning golf course views from our backyard or access the golf course from our property. We are conveniently located just 10 minutes away from Temecula wine county with its 40+ wineries. Wilson Creek Winery or Doffo Winery is 12 minutes away. Moreover, Temecula old town is 13 minutes away~

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, 258 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!

Popular amenities for Glenoak Hills vacation rentals