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, 380 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, 146 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

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 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, 130 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.

Top guest favorite

An RV is positioned on a gravel area, surrounded by a semi-enclosed turf patio with decorative planters. The power awning is extended, providing shade. Lush green hills are visible in the background under a clear blue sky, enhancing the serene rural setting.

Camper/RV in Temecula

4.98 out of 5 average rating, 128 reviews

Celestial Moments of Temecula - Highland Hideaway

Our cozy and comfy "Highland Hideaway" is very close to Temecula Wine Country and convenient for tours, weddings, and meals. You will love the serenity and privacy, as well as the rural setting and awesome night skies. Great retreat for a couple, solo adventurers, and even business travelers. It is also a great staging point for hiking, horseback riding, hot air ballooning, and trips to Idyllwild and Palomar. Note that it is a 20-30 minute drive to shopping, Old Town, and casinos however...

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

4.89 out of 5 average rating, 111 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 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, 296 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

The entrance to the casita features a welcoming white door flanked by potted plants and a decorative wreath. A wooden porch with two chairs provides a cozy outdoor seating area, while a mat lies in front of the door, inviting guests to step inside.

Guest suite in Temecula

4.99 out of 5 average rating, 275 reviews

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

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, 103 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, 253 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.

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, 198 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.

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!