Family-friendly holiday rentals in Loma Linda

House & Barn Historic Beauty •Events & gatherings!

A block from downtown State street. Tall trees line the streets of the historical magic that is Redlands 🍊 ✨I have a sister house! Next door is The Olive Branch. This is perfect for larger parties An inground fire pit is the perfect way to get everyone together & cuddle. Or maybe just night under the stars as the sound from The Redlands Bowl Plays into the yard Spend the day playing poker downstairs in the Carriage house or make your way up the stairs and drift away in to hippie land.

Wild Olive Lodge ° Stylish & Comfy Family Getaway

★Featured in Condé Nast Traveler★ Relax and unwind in this calm, stylish, and clean Running Springs mountain cabin★Perfect for a family retreat or a romantic getaway★Newly renovated cabin offers a serene interior, vaulted A-frame loft, inviting decks & much more★IG @wild_olive_den for more • 10m to Snow Valley Ski Resort for great skiing • 15m to Lake Arrowhead • 30m to Big Bear • 10m to Sky Park & Skyforest Close to Arrowbear Lake, Lake Gregory, and Green Valley Lake. Priceless memories await!

Oasis in the canyon

This charming guest house is well lit located on a quiet neighborhood easy access from two mayor interstates and shopping a 15 min drive to Redlands and 7 min to Loma Linda hospital what ever the reason of your stay if you want peace and quiet and a fun place to enjoy the cool evenings this is it. Don’t forget the pool to relax during hot days of summer we have a piece of tropical paradise on our backyard also we are at the guest request only 30 feet and a knock on our back door! WE HAVE DOGS!

Cozy independent Studio in Arrowhead Country Club!

SPACIOUS, BRAND NEW, INDEPENDENT STUDIO 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!

Designer Cabin at LAKE Gregory- walk to shops!

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.

Spacious 3BR • Big Yard • Dog-Friendly • Superhost

Longer stay discounts. Spacious 3BR/2BA private home with Spanish stucco charm & hardwood floors. Entire house is all yours—ideal for longer stays, & dog owners. Full kitchen, washer/dryer, big yard, & pool table create a comfortable, lived-in space. Fast WiFi, 75" TV, TVs in every bedroom, central AC/heat, smart-lock entry, & private driveway parking. Located near Mission Inn, UC Riverside, & National Orange Show. Wheelchair-friendly. Quiet residential neighborhood. Level 2 EV charger avail.

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Peaceful Private Retreat In The Heart Of Town

Meticulously designer-renovated modern home “The Nest “is surrounded by mature tree and nestled beneath the mountains in South Redlands. Whether you’re looking to spend time with loved ones, vacationing or work remotely in a peaceful environment, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, with pleasant sparkling pool, grill and chill on the backyard, and explore nature right outside your front door. Conveniently located in Redlands!

Bright Modern 2-Bd House in Quiet neighborhood!

This bright modern house was recently remodeled and it's ready for you to enjoy! The home is situated in a very quiet and safe neighborhood at the end of a cul-de-sac in the foothills of the San Bernardino mountains. This house is the perfect place to use as a basecamp when exploring San Bernardino (Yaamava Resort and Casino, NOS, the first McDonald's museum, Big Bear, Lake Arrowhead, Joshua Tree, Palm Springs, Orange County (Disneyland, Knotts), LA and so many more places.

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.

Casa Mariposa: Airstream in Downtown Riverside

Step inside Casa Mariposa, a vintage Airstream thoughtfully redesigned for modern comfort while keeping its timeless charm. Whether you’re here for a weekend escape, a business trip, or a Riverside adventure, this cozy home-on-wheels offers the perfect mix of style, comfort, and convenience. Enjoy your own private retreat while still being just steps away from Riverside’s vibrant restaurants, coffee shops, and local attractions.

Woodland Cottage walk to shops/restaurants

Relax in the reading nook next to the fireplace, entertain or BBQ on the new deck, or work remotely in the dedicated office space. Convenient location, 15 minutes to Snow Valley, 20 minutes to Lake Arrowhead 20 minutes from the base of the. Walking distance to Groceries, Food, Farmers Mkt on Sat in summer. Parking on site, paved driveway has significant slope but parking is provided at base of driveway for snowy days.