
Vacation rentals in Oak Glen
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Top-rated vacation rentals in Oak Glen
Guests agree: these stays are highly rated for location, cleanliness, and more.

Vibey Designer A-Frame w/View of LilyRock & HotTub
Welcome to the MoonCreek Cabin. This designer cabin is tucked in a quiet area surrounded by majestic trees w/ its very own seasonal stream, and a sweeping view of Lily Rock. This cabin opens up with vaulted ceilings, skylights to stargaze, large windows with amazing views, a fireplace with a warm ambiance in splendid isolation. Outside we have a huge wrap around deck w/ a hot tub. Let that mountain air filter out your stress, relax, rejuvenate and cuddle by the fire after a long day of play.

Secluded & Quiet Guest House-Cherry Valley-Morongo
Enjoy the lovely setting of this romantic spot in nature. Secluded and located in a farm area overlooking the San Gorgonio/San Bernardino National Forest/Big Bear mountains and yet just two miles away from the freeway 10. You will love the darkness and tranquility of rural life at night. Close to Oak Glen, Yucaipa, Redlands, Beumont, Banning, San Jacinto wedding venues and outdoor activities. No more CA blackouts with our Tesla battery back up. Free 2-220v level-2 EV charging at your convenience

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Skiing
❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings and high-end linens ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso espresso, coffee ★ 55" TV, WiFi, games ★ Gas grill ★ 7 min to Snow Valley ★ 5 min to Running Springs ★ 13 min to Sky-Park ★ 19 min to Lake Arrowhead ★ 25 min to Big Bear Lake ★ We welcome people from all backgrounds No pets permitted

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.

The Best Views and Vintage Cozy Cabin!
The most stunning sunset you have ever experienced with a scenic view of Lake Arrowhead in the distance! This rustic cabin sits on the edge of the San Bernardino Mountains, and has everything you need to get away. Green Valley Lake is located at 7200 feet making it the highest village, meaning more snow in winter and cooler temps in the summer. There is a swimming beach w/ lifeguards, boats to rent, and a well-stocked fishing lake 5 minutes away. We’re close to the ski slopes and hikes too.

Vineyard Retreat, Pool & Amazing Views!
Experience luxury in this 6-bedroom vineyard estate with a grand pool, hot tub, and breathtaking views. Perfect for family gatherings or quiet retreats, our home offers a wheelchair accessible King suite, a music room with a grand piano, a dining area and billiards. Minutes from Serendipity Garden and historic Yucaipa Uptown, this property also features a full kitchen, outdoor BBQ and a full living room with 80" TV. Event chairs and tables available—ideal for celebrations or serene getaways!

A-Frame Cabin, 360 degree mountain views, hot tub
Just 15 minutes from Palm Springs, you'll find Whitewater Cabin. Seen in Travel & Leisure and on Discovery Plus, this architectural marvel is a magical retreat in the beautiful Whitewater preserve. Massive hand-carved cedar timbers form a bucolic A-frame exterior, while luxurious décor sets an ideal atmosphere for romance…or simply escaping the hustle and bustle. Explore Whitewater Preserve, enjoy a desert hike, plunge into the oasis pool and then settle in for some remarkable stargazing.

Chic Cozy A-Frame w/ Lake views & 5 min to skiing
Nestled at 7,400 feet elevation above Big Bear Lake with incredible ski slope and lake views, Chalet 7400 is the perfect curation of mid century modern meets rustic farmhouse design. Revel in the luxury bedding, new mattresses and fully equipped kitchen. Soak in this breathtaking modern A-Frame that merges comfort and style with no detail left to chance. Outfitted with modern features throughout ensuring that every moment spent inside is just as unforgettable as the scenery outside.

Cozy Suite w/ Kitchen 8 min to Casino & 10-Freeway
Welcome to our stunning studio retreat in the heart of Banning! Immerse yourself in relaxation and luxury in this cozy one-bedroom. The studio features a private layout, with a kitchen, dining table, and its own bathroom. All supplies needed to cook, with spices, pans, cups, plates and more. Near the city of Banning you'll find: 10-Freeway 5 min Cabazon Outlet 8 min Morongo Casino 11 min Palm Springs 31 min Joshua Tree Park 56 min Agua Caliente Casino 31 min Riley’s Farm 23 min

Casa Blanca- Arcade, Theatre, GameRoom, RV Parking
We invite you, your family, and friends to enjoy our newly updated gorgeously decorated Modern Contemporary Oasis conveniently located near Wedding Venues, various National Parks and Preserves, Morongo Casino & Spa, Premium Clothing Outlets, Palm Springs, Off Roading Trails, and Tesla/EV Charging Stations! Includes an Arcade Room, Theatre Room, Game Room, and Double RV Parking upon request! Large fully fenced home comfortably sleeps 10 with a double driveway and plenty of parking!

Wooded Bliss @ Maple Mid century Lake open May 10
Welcome! We're excited to have you stay in our 1,042 sq ft 1960's cabin! Hiking trails to explore and skiing, snow tubing; 15 min to SNOW VALLEY Complimentary Smores & whiskey. Cabin is 3 min walk to Lake. You can fish for trout, swim at beach and boat. Lake open May 10 to October 31 2025 for boats. Complimentary use of snowplay sleds and snowball maker. We will snowplow the driveway for your arrival. Check weather conditions and roads as chains or 4WD may be required.

Forest Falls Creek side hot tub & vintage Cabin
Located at 6000 feet on a remote dirt road, you will need 4 wheel drive or all wheel drive and chains to get here if there is snow. Location is phenomenal on a freshwater creek. 1939 rustic original Vintage Cabin with stone fireplace. Deck with hot tub overlooking creek and outdoor shower. Very simple camp stove, rustic feel. TV only plays DVD’s. Verizon cell phone w/wifi hotspot. Another cabin across the road to rent: airbnb.com/h/vintage-mountain-cabin-with-hot-tub
Popular amenities for Oak Glen vacation rentals
Other great vacation rentals in Oak Glen

Casa Oasis in Banning:Near Morongo & Palms Springs

Backyard pickleball with a modern twist!

Authentic Mexican Casita, Pool, Spa, Fire, WIFI

Luxury Mid-Century A-Frame Cabin Retreat

Mountain Sun Cabin w/Hot-Tub & EV Charging

The Gambrel: Designer Retreat Steps to Lake

Romantic Cabin with Epic Views!

SoCal’s Pet Friendly Luxury Family Pool spa Resort
Quick stats about vacation rentals in Oak Glen

Total vacation rentals
Explore 10 vacation rentals in Oak Glen

Nightly prices starting at
Oak Glen vacation rentals start at € 87 per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oak Glen vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oak Glen rentals

4.9 Average rating
Oak Glen stays are highly rated by guests—averaging 4.9 out of 5!
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