Holiday houses in Silverwood Lake

4.95 out of 5 average rating, 320 reviews

The Little Bear Cabin

Tiny romantic cabin in the woods! Built in 1937, this hunting cabin was remodeled with modern amenities. Surround yourself by the forest, enjoy the fresh air and wake up to the warm glow of the sunrise. Fully equipped kitchen, dining outdoors under string lights, and evening hangs around the fire-pit. Take a drive to the local lakes for outdoor recreation activities! Less than 15 minutes to Lake Gregory and 20 minutes to the Lake Arrowhead Village. Popular hiking and off-road trails nearby too!!

4.98 out of 5 average rating, 440 reviews

Chalet in Crestline

Magical Mid-Century Chalet Breathtaking Views!

Nestled just a short distance from LA, embrace the idyllic landscape of picture-perfect sunsets from the balconies and awe-inspiring views from the house. Discover an orchestra of ravens and crows while savoring your morning coffee or get lost in a book by the fireplace. Featured in Fodor’s Travel “Best Airbnb’s and cabins of the year”! A 4-minute drive to Lake Gregory, 12 minutes to Lake Arrowhead, & 45 minutes to Big Bear. So much to explore or stay cozy inside, you will enjoy your time here!

4.94 out of 5 average rating, 104 reviews

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.

4.98 out of 5 average rating, 111 reviews

Mid-Century A-Frame Retreat w/ Mountain Views

The Oso A-Frame cabin has been fully remodeled to provide a serene mountain experience. A quick 5-minute drive to Lake Gregory, the cabin sits perched on a hillside, allowing private, expansive views of the sunset. Brand new bathrooms, ice cold AC ❄️and fully stocked kitchen invite you to enjoy time with family and friends. Remote workers welcomed with ultra-fast wifi. If you are looking for a quiet retreat to recharge, this is the place for you! Find us on IG @osoaframe CESTRP-2022-01285

4.99 out of 5 average rating, 238 reviews

Guest suite in Crestline

100 Mile Views | Romantic & Peaceful Retreat

Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patios and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic

4.96 out of 5 average rating, 111 reviews

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)

4.91 out of 5 average rating, 117 reviews

Vintage Curated Design Cabin w/ Hot Tub

*Electrical upgraded Jan 24’ Sweet Valley Pines is located on a small cul-de-sac, surrounded by friendly neighbors, but the cabin is below street level and almost fully fenced in for added privacy. Once you enter the grounds you feel like the only one around for miles. We have spent time curating this space to be unique and inspiring with all the comforts. Crestline is home to Lake Gregory, which has water activities. Our cabin is less than 2 miles from restaurants, gas stations, bars.

5 out of 5 average rating, 130 reviews

Cabin in Running Springs

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

4.92 out of 5 average rating, 102 reviews

Breathtaking Lakefront Home

Enjoy a beautiful lake view in one of the best locations at Lake Gregory. This charming cabin is the perfect retreat for the entire family, just minutes from Lake Arrowhead. Our cozy home features a fully equipped kitchen, plush blankets, comfortable beds, and all the amenities you need for a relaxing, stress-free getaway. Ideal for family vacation, getaway. Few minutes away from these locations: Local Cafe, grocery: 2 miles Lake Arrowhead: 8 miles Big Bear: 30 miles

4.89 out of 5 average rating, 123 reviews

Woods retreat with hot tub & fire pit

Escape, kick back and relax in this calm, stylish two story home in the middle of the woods. Beautiful multiple level decks surrounded by lush pine trees which feels like a tree house, perfect for BBQs and outdoor relaxation. Hot tub and both outdoors and indoors fire place for cozy nights. Fully equipped kitchen with coffee machine with latte and capuchino options. 42” screen tv . 5 minutes from Lake Gregory, shops, restaurants and Market.

4.98 out of 5 average rating, 250 reviews

Cabin in Lake Arrowhead

Scenic Glass-Wall Cabin | Cozy, Stylish & Peaceful

A dreamy cabin escape tucked into the trees. This design-forward A-frame cabin is perched high in the mountains, wrapped in floor-to-ceiling windows and forest views. Whether you’re soaking in a freestanding tub after a l hike or swinging beside panoramic windows with a warm drink, every corner was curated for cozy vibes and calm. Perfect for couples, solo travelers, or small families looking to recharge and reconnect with nature.

4.95 out of 5 average rating, 226 reviews

Beautiful Light-Filled Cabin in Crestline Woods

This tranquil, light-filled cabin located in the San Bernardino National forest is surrounded by pine trees, fresh mountain air and gorgeous views. Curl up by the fireplace with a good read or play records from the LP collection. The large back deck has the best view where you can enjoy drinks, meals or sitting by the gas run fireplace. Thrifts stores, family run shops, walk along Lake Gregory, it's all here for your enjoyment.

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Other great holiday rentals in Silverwood Lake

5 out of 5 average rating, 15 reviews

Belle Sky Chalet Hot tub, Amazing Views

MelissaRating, 5 stars1 month ago

We have returned twice now to this amazing cabin. It’s 5 stars all the way, and we highly recommend it! The hosts are responsive, the jacuzzi is amazing, the views are stunning, and the cabin itself is wonderful! Don’t hesitate to book this property!

4.98 out of 5 average rating, 58 reviews

Guest suite in Crestline

Little Blue Cottage

SamRating, 5 stars2 weeks ago

Was an amazing host and gave us a few ideas on what to do in the town!

4.99 out of 5 average rating, 79 reviews

Cozy A-Frame in The Tree Tops

CynthiaRating, 5 stars4 weeks ago

We had such a lovely time at this Crestline retreat. The home was peaceful, surrounded by trees, and had a cozy charm that made us feel right at home. A perfect escape — we’d love to return!

4.94 out of 5 average rating, 67 reviews

Home in Crestline

Lake Gregory Adventure Cabin

AlexRating, 5 stars1 week ago

Excellent value. Very cute cabin in a great location - very quiet and relaxing. Nearby lakes are gorgeous. Very well equipped space - has everything I could’ve needed. If driving in during a heatwave, consider bringing an extra fan along as it can get just a little toasty, but never got too bad.

5 out of 5 average rating, 72 reviews

Fairy Forest Cabin - Walk to Lake, Dog-Friendly

AnnaRating, 5 stars1 week ago

We had a great stay, the place is very cute and comfortable.

5 out of 5 average rating, 24 reviews

bluRetreat

ShavonneRating, 5 stars2 days ago

we really enjoyed our stay , everything met our expectations. Thank you for your hospitality and cleanliness. We definitely will be returning soon

5 out of 5 average rating, 10 reviews

Mountain Breeze Getaway-Breathtaking View-Hot Tub

BrianRating, 5 stars1 month ago

What an amazing location in the mountains, surrounded by large pine trees and mountain views. So many birds to watch and abundant wildlife. Perfect place for us to unwind after work. Loved the pellet stove for ambience and heat, and can't say enough about the views. Very private location. The drive up to Crestline is a winding uphill climb, but so worth it.