Holiday rentals with outdoor seating in Highland

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!

The Lookout – Mid Century Charm Among the Trees

A dreamy cabin nestled in the trees. This thoughtfully mid century inspired in Arrowhead features floor-to-ceiling windows and serene forest views. Every corner is curated for cozy vibes and calm. Located on a quiet street but only minutes from hiking trails, mountain activities, local shops, and great restaurants. Enjoy your morning coffee on the deck, relax by the fireplace, or explore the outdoors. Perfect for couples, solo travelers, or families who want to relax and enjoy nature.

A-Frame Apogee | Hot Tub · Epic Views · Swing Set

Couples, Families & Mountain Peace Seekers only, please. Perched on stilts and boasting unrivaled mountain and valley views, sits this incomparable A-Frame. Since 1964, this gorgeous example of Mid-Century A-Frame architecture has graced the Arrowbear Lake Valley. In 2022, it completed a full restoration and has since become the standard by which all other A-Frames are measured. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

LUX 4BR near NOS & Yaamava w Private Backyard

Nestled on the foothills of the San Bernardino Mountains is our luxurious 4BR house, boasting a professionally designed interior that will capture your heart immediately! Only 5-minute drive to downtown, while the top destinations of Lake Arrowhead, Disneyland, and Palm Springs are within an hour's journey. 2300 sq. ft. of space awaits – a 55” HDTV, a foosball table, ultra-fast 500 MB/s Wi-Fi, and access to a private backyard with jacuzzi and BBQ (extra fee need to apply).

Romantic A-Frame Cabin | Hot Tub, AC, Fire Pit

❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings, high-end linens, luxury details ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso Vertuo coffee & espresso ★ 55" TV, WiFi, games ★ Gas grill ★ 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

Hot Tub, Fire Pit/Game Room/ Near NOS Center

Welcome to our meticulously clean three-bedroom, two-bath haven in San Bernardino! This gorgeous house is designed for comfort and entertainment. Unwind in the game room with a pool table or gather around the patio's fire pit. Experience the charm of our outdoor space, featuring a second fire pit in the grass area. Create lasting memories surrounded by freshly painted murals near the inviting pool and brand-new Jacuzzi – perfect for starlit evenings with friends and family.

2-King size bed: Hidden Gem

Join the fuss, come and relax in this NEW lively & stylish rear space. Here you have one master bedroom with a king-size bed and its private restroom, TV with Netflix so you can chill. Send your guest to the second bedroom also king size bed & TV, and leave that one friend to sleep in the sofa bed joined by another TV ◆15 minute drive to Yaamava' Resort & Casino ◆9 minute drive to National Orange Show (NOS) Center

Entire home near campus - private yard

Entire house with private yard and parking 1/4 mile from the U of Redlands. Built in 2022, this home with no shared walls offers two bedrooms, 1.5 bathrooms + a hot/cold outdoor shower, a fully equipped kitchen, and a washer/dryer. 50 AMP outlet for EV charging onsite. The home is 2 miles from downtown Redlands, 1.2 miles from Casey Orchards and The Grove, and 2 miles from Hanger 24 Craft Brewery.

Mountain Oasis: Pool Home Sleeps 10 People

Welcome to our exquisite 4-bedroom, 3-bath, 2-story retreat with a refreshing pool—ideal for up to 10 guests. Minutes from NOS Center, Cal State SB, Redlands, Yamava Casino, and the San Bernardino Mountains, our fully-equipped haven offers modern comforts. Pet friendly (fee applies). No parties/events. Pool isn’t heated. Bring your own propane for BBQ.