Family-friendly holiday rentals in San Bernardino

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

Located in canyon country near the Cajon Pass, where rural serenity meets comfort, charm & luxury, all enhanced by the DMO's famous top-tier privacy, views and quiet surroundings. The Suite's Double French Door entry is accessed within a guest only area where a scenic, 5-star resort type setting, that includes a private patio, Deck, Gazebo, Pool & Spa. Inside is a Queen Bed, Queen sofa, kitchen, dining table, games, 75" TV, and a Luxurious 5-star bath. The separate Bedroom includes a King bed.

Hilltop Retreat | Heated Pool + Spectacular Views

Welcome to The Vibe Estate 🌴✨ A hilltop retreat designed for meaningful moments with family and friends. Enjoy breathtaking views 🌄, a heated cocktail pool 💧, and a spacious home perfect for meals, games 🎲, and connection. A peaceful escape to unwind, recharge, and create unforgettable memories together 💛. 🆓 Enjoy the Heated Pool and Propane BBQ Grill free of charge. Everything is set up to help families and friends spend quality time together. Please message host with special requests.

All New cozy SUITE in Arrowhead Country Club!

SPACIOUS, BRAND NEW, INDEPENDENT SUITE in the luxurious and peaceful Arrowhead Country Club. Independent with self-check in. 1 California bed plus 1 additional bed, kitchenette and huge shower. 500 sqft by the Golf course and 20 min. away from LAKE ARROWHEAD! Great for all seasons. Trees all around, all markets and restaurants you may need. Also 10 min. from San Manuel Casino. Close to Riverside and Redlands! We will only consider bookings for Registered ID Guests with reviews. Thank you!

#2 Cozy Tinyhouse"Route 66" Container- private

Longterm rental, peaceful, rural neighborhood, if you’re looking to get just outside of the city. No smoking , NO animals due to health conditions. 1.5 hour or less to Santa Monica, Venice Beach, less than 2 hours from San Diego, & 3 hours to Las Vegas. 5 min from the world famous motocross track! Glen Helen amphitheater, Route 66, and hot spot for paragliding is just 5 minutes away! CozyTiny Container home is private, with all comforts. Relax at the foot of the mountains with 1 parking spot.

Lux Suite with Private Entrance

Private Suite with a breathtaking view from the balcony, Roku TV, private bath and a kitchen with cooktop, microwave, countertop Cuisinart air fryer oven, Keurig, toaster, and full size fridge. Located north of 210 with access to all major freeway including the 15 freeway. The stand alone air system only serves the Suite. We are a 3-minute drive to Ralph’s Shopping Center which also consist of stores such as Starbucks, Wells Fargo, UPS, and Enterprise. 15 minute drive to Ontario Airport.

Guesthouse with Loft & ICE COLD AC

This private and stylish guest house is perfect for group trips or the single traveler. Will sleep 4 adults and 1 kid with a Q bed, Q leather sofa fold out and a D futon. Quality bedding and pillow top mattress are very comfortable. K-Cups of coffee are provided along with bath sheets. Work at the desk or watch the game on the 50" big screen. Close to Yaamava Casino, Glen Helen Amphitheatre, Crestline, and three major hospitals. It's quiet and peaceful. Smoke outside only. Ice-cold A/C

(2) Downtown Redlands Retreat: Cozy Master Suite

This is a nice master bedroom, converted to a guest suite. The room has a private entrance, and private bathroom. Walls were recently torn down & made sound proof so as to not disrupt our guest with noises inside the house. This house has a lot of history, it’s over 120 years old. It’s perfectly situated about a minute away from the freeway is a central locations, in the beautiful & historic city of Redlands. Security cameras recording at all times all around the outdoors of the property.

The Blue Cabin

Relax at this unique, tranquil, and comfortable mini home in our backyard. Surrounded by a beautiful garden with a wide variety of succulents and a relaxing pool. With a space to enjoy reading or listening to music. Equipped with microwave, Keurig coffee machine, mini refrigerator, toaster, blender, washer/dryer, and tableware. The mini home has air conditioning and heating system for comfort and a smart TV. No parties allowed.(SPACE EQUIPPED ONLY FOR 2-3 PEOPLE *no more than 3 fit*)

Amazing Large 1 Bedroom, No Chores Home

Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

Paradiso RETREATwith private PATIO/VIEWS

Step inside this beautiful, private guest suite with large patio to enjoy spectacular views. Just minutes away from Downtown Riverside and direct access to Mount Rubidoux many hiking trails. Due to COVID-19, we are taking extra care to disinfect the Suite between reservations with our enhanced cleaning routine. We are within 1 hr drive to : * Palm Springs * Hollywood * San Diego * Laguna Beach * Joshua Tree National Park * Indio/Coachella * Big Bear Ski Resort

Serene Escape Tiny House Living/pool/near Yaamava

We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Lux Suite In A Mansion With Private Entrance

The private suite is located on half acre of landscaped property, huge back yard for you to relax and enjoy, with a lots of fruit trees, beautiful Mountain View and city view. We are in an upscale residential area, it’s quiet, safe and beautiful. You can hike up to the mountain to enjoy the great city view and half mile to the heritage park. We are located 15 mins from Ontario Int. Airport (ONT) which connects to Los angles, Las Vegas and San Diego.