Cabin holiday rentals in Upland

Stylish Forest Stay| Quiet & Private Outdoor Space

Nestled among the trees in Lake Arrowhead, this serene retreat features floor-to-ceiling windows, cozy interiors, and peaceful forest views. Designed for calm and connection, every corner is thoughtfully styled for a warm and inviting stay. Located on a quiet street just minutes from hiking trails, mountain activities, local shops, and great restaurants, you’ll have the best of nature and convenience. Perfect for couples, families, group or solo travelers who want to relax and recharge in nature

The Acorn Cottage

Escape to the mountains and cozy up at The Acorn Cottage, a tiny oasis located near beautiful Lake Arrowhead. Featuring breakfast seating, living room for watching TV or playing games, one full-bath, a roomy bedroom upstairs, a gas fire pit and bbq on the deck with comfy seating and dining. This is the perfect little getaway! Sit outside in the morning with your cup of coffee on our beautiful patio and sit by the fireplace at night with a glass of wine or cup of tea after your daily activities.

Designer cabin at LAKE Gregory- walk to town

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.

Luxury Retreat W Cedar Hot Tub, Sun Deck & Firepit

A-Frame gem with Lake rights tucked away in the trees of Lake Arrowhead on an acre of land. Newly renovated with modern features and stylish decor. Close to the lake, hiking, restaurants & shopping. Ideal loc for all your Summer & Winter adventures. Cozy up by the wood burning fireplace in winter or open the doors to the deck in summer. AC in all rooms. This cabin is a soulful 5-star resort level top to bottom. Our Airbnb manager or myself will be avail if you need assistance during your stay.

Treetop Modern Cabin Close to Village and Sky Park

Unwind in this cozy, modern Lake Arrowhead cabin with treetop views and a peaceful setting. Perfect for a relaxing retreat, this stylish getaway features all-new appliances, a fully stocked kitchen, comfy queen beds with pillow-top mattresses, luxury linens, down-alternative pillows, and plush blankets. Stay cozy with a Nest thermostat. Nestled in a quiet location with gorgeous views yet close to Lake Arrowhead Village, hiking trails, and local attractions—your perfect mountain escape awaits.

Cozy Cabin | Large Deck & Firepit Near Attractions

✨ Why You’ll Love It: 🔥 Wood-burning fireplace for cozy nights ☕ Large deck for morning coffee & sunset views 🛋 Stylish, open-concept living space with natural light 📍 Perfect Location: 🏞 1 mile – Lake Gregory (boating, fishing, swimming) 🍽 1 mile – Crestline’s best dining & shopping 🥾 10 mins – Heart Rock Trail (scenic waterfall hike) 🌲 15 mins – Sky Forest (charming alpine village) 🚤 20 mins – Lake Arrowhead (shopping & boat tours) ⛷ 35 mins – Snow Valley (skiing & snowboarding)

Dog Friendly A-Frame in the Treetops w firepit

Welcome to the Flying W. Embrace the tranquility of mountain living in this unique, mid-century gem. Take a morning stroll around the golf course and enjoy a cup of coffee or a glass of wine on the back deck. This storybook A-frame offers panoramic windows that flood the space with mountain light, bringing the forest into the house. Enjoy vintage details with modern comforts at this 3 bdrm retreat that is perfect for friends or couples who want to escape to the mountains.

Upscale Modern A-Frame with Vintage Charm

• Fully renovated cabin with luxury amenities • Free/Easy PARKING fits 2 standard cars • Sleeps 4 comfortably: Two semi-private rooms each with Queen beds. 1 bedroom in the loft and 1 is downstairs. • Main floor includes kitchen, living room with balcony & forest views, TV, gas fireplace and a full bathroom. • Kitchen has a stove and oven, small fridge, a microwave, toaster and plenty of cookware. • 3 Floors, stair use required.

Mile High Haus, by @To_Dwell_Here

Will it be the views or the architecture that wows you more? Both are stunning. This premier property (built in 2019 by the mountain area's top builder) is unmatched in all Lake Arrowhead. We cannot wait for you to fully escape real life by grilling on the deck, reading by the wood burning Malm fireplace, swinging in the hammock, or soaking in the tub. Before you even depart, you'll be planning you next getaway to the Mile High Haus.