House holiday rentals in Highland

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.

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Balsam Bungalow is a Mid-century bungalow, nestled on a piney hillside, with state forest and Lake views, in the exclusive & charming Moonridge neighborhood. Walk/drive to Big Bear slopes located .3 miles away. Snow Summit 9 min drive. State Forest Hiking trails 2 blocks away. Snuggle by the masonry fireplace & take in the picturesque view w/ ceiling to floor windows. Enjoy the wooded yard with wrap around deck, fire pit, BBQ, eating area & scenic hot tub- that is serviced after each guest.

Cottage Grove Haus

Kick back and relax in this stylish space, vintage cabin. Luxurious amenities include: 1. Fully prepped kitchen with Le Crueset pots and pan, Kitchenaid appliance and many more. 2. Comfortable and stylish living room with Sonos sound system and television with soundboard & subwoofer. 3. Large and sophisticated dining room to enjoy a gourmet meal or to useas an office space. 4. One third acre of property surrounded by forest and privacy. 5. Large outdoor patio to have a meal with nature.

Birchwood A-Frame (walk to village/lake/brewery)

You can search far and wide, and not find an A-frame as impeccably designed as this one. It's one-of-a-kind for Lake Arrowhead and we can't wait for you to experience this gem in person. The beauty of nature surrounding the home perfectly complements the natural elements used within the home. You'll love the feeling of complete tranquility from the moment you walk through the door. We invite you to be our guest and come relax in the mountains. We do not allow fires in the blue fireplace.

Ray of sunshine Cottage.

Cozy and centrally-located home to relax, work, go to the casino, attend concerts or events near by. Down the street (1.2 miles) from Yaamava Resort & Casino. 14 min (6.8 miles) from National Orange Show Event center (NOS). 9 min (4.3 miles) from San Bernardino International Airport. 25 min (25 miles) from Ontario International Airport. Conveniently located as it’s at walking distance to restaurants, Starbucks, retail store; as well as food market, fast food places and more!

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.

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.

Magical lake house with spectacular views

Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

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

Spacious 4 bedroom home in the heart of town!

Your entire group will enjoy easy access to everything from this centrally located home. Only one mile to the University of Redlands, and less than a mile to all the great restaurants, bars, and shopping boutiques on State St. Easy access to both on and off-ramps of the 10 freeway. Almost everything inside the house is new! With over 2 years of ALL 5-star reviews, this is hands down the best place to stay in Redlands! Don't hesitate, we book up fast.

Unique mountain lake pink bedroom private cabin

Welcome to Hillside House Boutique themed couples retreat in the mountains Here you will find everything you need for the perfect luxury getaway for two or the ideal writers/artist/solo peaceful vacation Every element has been carefully curated to create an unforgettable experience Featuring victorian inspired living room, huge bedroom with claw foot bath and secluded back yard with private hot tub Take a look at our insta page @hillsidehouseca

Charming 3 BR Home - Near NOS Center/Mountains

Welcome to this beautifully renovated 900 sq. ft. home, carefully designed to be your home away from home. Inside you will find a full kitchen, washer/dryer, and three bedrooms (full beds, TVs, desks). Only 10–15 mins to NOS Event Center, plus easy drives to Big Bear, Palm Springs, and beaches. For your peace of mind, the property has 3 exterior cameras which actively record audio/video and are monitored 24/7 for security.