
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.

Log Cabin w/Gorgeous Views, Hot Tub+King Beds
Charming Authentic Log Cabin with Mountain Views+Hot Tub This cozy 2br/1ba authentic log cabin offers ultimate relaxation with 2 king beds, plush blankets and cozy spaces to unwind. Enjoy beautiful mountain views from a 4-seater hot tub under the trees or from the private small deck below. The family room has a 65" 4K TV hanging over the log-burning fireplace (firewood sold nearby). Backing straight up to the SB national forest, this cozy retreat promises peace, comfort, and unforgettable views

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Hiking
❤️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

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

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.

Cozy Cabin at LAKE Gregory- walk to shops and lake
A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

Yucaipa's Cottage on a Hill
Welcome to our quiet country cottage located on top of a hill overlooking the canyon and City of Yucaipa. With all the amenities you'll need during your stay, you will feel right at home. Less than five minutes to the freeway, your home away from home will be the perfect place to rest your head at the end of the day. The Cottage is the central location to LA, the beaches, Disneyland, Palm Springs, San Diego and the mountains. And if you don't want to leave, there's plenty to do right here!

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!

Acres of Mid-Century Seclusion at The Mallow House
The Mallow House is a fully restored 1952 mid-century estate at the end of a private drive, bordering 100s of acres of Sand to Snow Monument. This premier home rests on 5 private acres of pristine desert land, complete with vintage furnishings and modern upgrades including a hot tub, EV Supercharger, and separate studio space. Enjoy breathtaking views of San Jacinto and the valley floor. Explore hiking and biking trails from the property. Close to Palm Springs & Joshua Tree National Park.

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

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

Quiet Vineyard View 2-bedroom Home Near Oak Glen
This 1700sqft spacious vineyard-view home is nestled on Yucaipa's North Bench in a peaceful, rural cul-de-sac. Close proximity to Oak Glen and Yucaipa's dedicated open space make this home a perfect landing spot for comfort and safety. Beautiful views of the mountain and vineyards. Centrally located to Oak Glen, Big Bear, Palm Springs. Bedroom 1: CalKing Bed Bedroom 2: Queen Bed Additional Beds: (2) Twins and pack-n-play upon request No parties/events are permitted

Quiet and cozy guest suite
Our private suite is clean & welcoming with a private studio-like floor plan with its own entrance. My wife and I are working professionals who love to host and meet new people. Our home is located within one hour of 36 hospitals & one hour to several universities including Riverside, Redlands, and CBU. Cabazon shopping outlets are 15 minutes away. Lovely Palm Springs about 38 minutes. Golfing, shopping, desert, mountains, food and more is at your fingertips!
Popular amenities for Oak Glen vacation rentals
Other great vacation rentals in Oak Glen

A-Frame Lodge • Creek & Mtn Views •Wall of Windows

Cozy, Romantic Cabin for Two | The Squirrel House

Unexpected By Homestead Modern

Cozy Retreat Apartment

The Capricorn Cabin

Bungalow Studio with Jacuzzi + Fire Pit + BBQ

Shag Chalet | Speakeasy Game Room/Theater& Firepit

Palo Verde Casa | Spa | Joshua Tree & Palm Springs
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 G$20,917 GYD per night before taxes and fees

Verified guest reviews
Over 380 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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