Family-friendly holiday rentals in Crestline

4.96 out of 5 average rating, 140 reviews

MODERN MOUNTAIN CABIN IN THE TREES

Kick back and relax in this stylish cabin in the San Bernardino Mountains: minutes from downtown Crestline, Lake Gregory and Lake Arrowhead. Just 74 miles from downtown Los Angeles. window AC units installed May- Sept for summer cooling needs. Each of the two bedrooms features a King bed and cozy bedding. Fully Equipped updated kitchen includes a dishwasher, filtered water tap, and Nespresso. Samsung Frame TV with Hulu, Netflix. Gas Fireplace and plenty of games and records to enjoy your stay.

Indoor spacesKitchenLaundry

4.98 out of 5 average rating, 493 reviews

A comfortable seating area features a large leather chair and ottoman, positioned in front of a modern gas fireplace, which is glowing warmly. Floor-to-ceiling windows reveal scenic views of the outdoors, and subtle lighting from above creates a cozy ambiance.

Chalet in Crestline

Magical Mid-Century Cabin Epic Views & Fireplace

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 the 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 Airbnbs 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.

FamilyKitchenCleanliness

Superhost

An outdoor hot tub is illuminated with purple lights, creating a serene atmosphere as twilight approaches. The surrounding deck is visible, with trees silhouetted against the fading light of dusk.

4.83 out of 5 average rating, 136 reviews

Hot Tub ~TESLA LVL2 Charger ~ Modern 2Br 2Bth ~ AC

🏠 Newly renovated home - Everything is new! ♨ Outdoor Hot Tub Spa! 🔌 Tesla Level 2 charger 🛏 King bed in the master bedroom 🛏 Two twins in the 2nd bedroom, one of them is a trundle bed. 🏞 Ample deck to enjoy the outdoors 🔥 Outdoor Firepit ⛵️ 3 minute drive to Lake Gregory ⚡️Lightning fast internet 📺 55” Roku TV in living room and 43” Roku TV in master Bedroom 🙋🏼‍♀️ Alexa connected Apple Music in living room and bedroom 🔥 Gas grill 🐶 Support animals require documentation + $100 fee

KitchenIndoor spacesHospitality

The kitchen area displays white cabinetry and a marble countertop, complemented by rustic wooden beams on the ceiling. A cozy living space with a comfortable sofa is visible, along with doors leading to the outdoor deck that showcases greenery.

5 out of 5 average rating, 132 reviews

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

Enjoy a cozy experience at this centrally-located remodeled cabin. Furnished with stylish decor and a beautiful backyard deck with hot tub make this the perfect getaway. Located in Top Town, just a quick walk to restaurants, bars & shopping. On a route that is plowed during the winter months and just a short drive to Lake Gregory, hiking, large grocery store and restaurants. The home is a cozy 645 sq. feet and it is very functional. Rental agreement and photo ID may be required before check in.

Indoor spacesFamilyCheckout

An inviting living space features large windows that provide expansive views of the mountains and sunset. A cozy seating arrangement includes a plush sofa and an accent chair. Natural light fills the room, with warm tones from wooden beams and decor creating a relaxing atmosphere.

4.99 out of 5 average rating, 140 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, cozy central heat, AC, fully stocked kitchen, & pet friendly, we 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! CESTRP-2022-01285

FamilyIndoor spacesComfort

The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.

4.95 out of 5 average rating, 216 reviews

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.

Indoor spacesFamilyAir conditioning

4.93 out of 5 average rating, 148 reviews

Breathtaking Lakefront Home

My husband and I are nature enthusiasts who love the mountains and the lake. We fell in love with this beautiful place the moment we arrived. Dalat Homestay was truly love at first sight. Designed to feel simple and cozy like home, it’s where our family comes to relax, unwind, and reconnect with nature. Perfect for a family vacation, romantic getaway, or quiet escape from the city. Everything is close by: • 1-mile walk to the lake • Local café & grocery – 1.5 miles • Lake Arrowhead – 8 miles

FamilyIndoor spacesAccuracy

4.88 out of 5 average rating, 387 reviews

Mountain A-Frame | Hot Tub+Views | 95 Min from LA

95 mins from Los Angeles, this is the weekend reset you come to the mountains for - morning coffee on the deck above the trees, wildflower excursions on the trails, and nights in the hot tub under a starry sky. Our Cabin in the Sky is a 1960s A-frame for groups/couples who want a quiet, extraordinary cabin experience . Separate 1 bdrm apt avail for extra fee for guests of main house. Perfect for in-laws, teens or groups who need extra space: separate kitchen, queen bedroom & full bathroom.

FamilyKitchenSleep quality

A spacious wooden deck features multiple black outdoor chairs arranged around a circular firepit. The setting sun casts a warm glow, with trees visible in the background, enhancing the serene atmosphere of the space.

4.95 out of 5 average rating, 177 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)

FamilyIndoor spacesLayout

An open-concept living area with high wood ceilings and large windows that provide ample natural light and views of the surroundings. A stone-accented fireplace serves as a focal point, with comfortable seating arranged around a decorative rug. A TV is mounted above the fireplace.

4.98 out of 5 average rating, 215 reviews

Lakeview Cabin in the Woods (Spectacular View)

Welcome to the Lakeview Cabin! Kick back and relax in this peaceful and stylish cabin with stunning lake and mountain views! The interior boasts soaring high wood ceilings, a stone-accented fireplace, and a cozy loft. The open floor plan let's you prep a meal while chatting with your guests. You can also enjoy BBQing and lounging on the deck while watching the sunset and stargazing. After a fun-filled day, read a book or enjoy snuggling by the fire. Truly a gem!

KitchenFamilySleep quality

A spacious deck is shown with comfortable seating arranged to enjoy expansive views of the landscape. The area is surrounded by tall trees, allowing natural light to filter through and offering a serene outdoor escape.

4.97 out of 5 average rating, 144 reviews

IncredibleCityView- Pet&FamFriendly PoolTble-games

Great View Chalet truly has a one-of-a-kind view! This 100 year old cabin boasts a modernized kitchen with a Pool and Ping Pong table for added family fun! Our cozy Chalet has an oversized bedroom with a King sized bed and soaking tub, an additional bathroom provides a shower. Close to downtown Crestline, 1 mi. to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our cabin!

FamilyIndoor spacesBathroom

An expansive deck features a circular gas fire pit surrounded by four lounge chairs. String lights are hung above, creating a soft glow. Tall trees are visible in the background, enhancing the outdoor setting.

4.99 out of 5 average rating, 115 reviews

Fairy Forest Cabin - Walk to Lake, Dog-Friendly

Escape to our charming Crestline cabin, a secluded mountain retreat just a 10-minute walk to Lake Gregory and town. Enjoy an expansive deck, fenced dog-friendly yard, and cozy fire pit. Inside, whimsical forest-inspired bedrooms bring the outdoors in. Near Crestline shops and dining, with Lake Gregory boating, fishing, and swimming nearby, plus easy access to hiking trails, Big Bear ski resorts, and year-round San Bernardino mountain adventures.

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Popular amenities for Crestline family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 130 reviews

Log Cabin w/Gorgeous Views, Hot Tub+King Beds

FamilyIndoor spacesCheck-in

The living area is adorned with a leather couch and two stylish chairs, set on a patterned rug. Large windows allow natural light to fill the space, highlighting the wood-paneled ceiling. The kitchen area is visible in the background, creating an open layout.

5 out of 5 average rating, 103 reviews

Mountain Sun Cabin w/Hot-Tub & EV Charging

KitchenFamilyCleanliness

A bright living area features a white brick fireplace with a warm fire. A light wood chair is positioned nearby, facing a large flat-screen TV. Natural light enters through the windows, complementing the wooden beams and cozy decor.

4.99 out of 5 average rating, 136 reviews

Wild Olive Lodge ° Stylish & Comfy Family Getaway

FamilyIndoor spacesCleanliness

A comfortable living area showcases a stone fireplace as its focal point, complemented by light-colored sofas and wooden accents. A flat-screen TV is mounted above the fireplace, and a decorative rug with geometric patterns covers the floor, enhancing the cozy ambiance.

4.98 out of 5 average rating, 177 reviews

Little Mountain Cabin-Hot Tub/Central AC/Fire Pit

KitchenIndoor spacesQuiet

A charming cabin is nestled among trees, featuring a warm exterior and large windows. A wooden deck surrounds a circular hot tub, ready for relaxation. The setting sun casts a soft glow, highlighting the natural landscape surrounding the home.

4.97 out of 5 average rating, 416 reviews

Glen Oak Rim | Hot Tub · Game Room · Epic Views

FamilyIndoor spacesCondition

4.97 out of 5 average rating, 147 reviews

Cabin in Lake Arrowhead

Secluded A-Frame, Hot Tub, Lake Access

Indoor spacesKitchenLocation

The cabin features a three-story structure with a red and white exterior, nestled among pine trees. Multiple decks are visible, with outdoor seating arrangements. Large windows allow for natural light, highlighting the inviting architectural design set against the lush greenery.

4.96 out of 5 average rating, 226 reviews

Forest View Cabin with Jacuzzi & Game Room

FamilyKitchenValue

A spacious bedroom features a large bed with a dark patterned blanket, complemented by a decorative yellow cushion. Light streams through a window with angled wood beams accentuating the high ceiling. Two white side tables are positioned on either side of the bed.

4.97 out of 5 average rating, 224 reviews

Mountain View | A/C | Hot Tub | Fire Pit | Charger

FamilyIndoor spacesHot tub

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 267 reviews

Guest suite in Crestline

100-Mile View | Romantic Chalet • Dogs Welcome

KitchenFamilyCondition

5 out of 5 average rating, 119 reviews

Cabin in Big Bear

The Capricorn Cabin

Indoor spacesKitchenCheckout

4.96 out of 5 average rating, 113 reviews

Cottage in Crestline

Calming Cottage w/ Breathtaking View Near Lake!

Indoor spacesKitchenParking

4.94 out of 5 average rating, 188 reviews

An A-frame living area features a large sectional sofa, accented with decorative pillows. A stone fireplace and wooden ceiling beams provide a cozy touch. A round chandelier hangs above a coffee table, while large windows offer views of the surrounding trees, allowing natural light to fill the space.

Cabin in Twin Peaks

Our Place: A-Frame

KitchenIndoor spacesQuiet

A quaint cabin is set amidst towering trees, showcasing a green exterior with white accents. A sloped path leads up to the entrance, flanked by a red railing, highlighting the natural greenery and sunlight filtering through the branches.

4.84 out of 5 average rating, 262 reviews

Private Cabin in the Woods

Indoor spacesKitchenHospitality

The exterior of the cabin is surrounded by trees and features a wooden deck leading to the entrance. A propane grill is positioned nearby, and two lounge chairs are visible on the deck, with a clear view of the natural landscape beyond.

4.95 out of 5 average rating, 148 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

FamilyKitchenHiking

4.79 out of 5 average rating, 159 reviews

The exterior of the home is showcased with a landscaped area featuring green shrubs and trees. A set of stairs leads to the entrance, which is framed by a wooden balcony and overhanging roof. The structure is set among a natural backdrop of foliage.

Home in Crestline

LAKEVIEW CABIN !! AIRCONDITIONED !! 10%-20% OFF

Indoor spacesFamilyComfort

4.92 out of 5 average rating, 108 reviews

A multi-level home is nestled among trees in a serene outdoor setting. A flat, well-kept grass area is visible, set against a backdrop of lush greenery. A red umbrella provides a pop of color on the deck, enhancing the outdoor living space.

Home in Crestline

Walk to Lake|Fenced Yard|Sleeps 8!

FamilyIndoor spacesAmenities

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 236 reviews

An inviting living area features a large, down-filled sofa adorned with decorative pillows and a cozy throw. A stone fireplace is central, with a fire burning brightly. A smart TV is positioned on a console, while natural light filters through the windows, highlighting wooden beams and rustic decor.

Cabin in Big Bear

Log Cab-Inn | Authentic w/ Modern Luxuries & Spa!

FamilyIndoor spacesBathroom

4.9 out of 5 average rating, 211 reviews

An open kitchen features modern cabinetry and stainless steel appliances, including a microwave and refrigerator. A breakfast bar with four stools provides seating. Pendant lights hang above the counter, while a wooden shelf displays potted plants. Light colors and wood accents create a welcoming atmosphere.

Condo in Big Bear Lake

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

FamilyKitchenHeating

Townhouse in Big Bear Lake

4.86 out of 5 average rating, 132 reviews

Lakeside Condo with Pool, Hot Tub and Lake View!

KitchenIndoor spacesGetting around

Cottage in San Bernardino

4.95 out of 5 average rating, 348 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

KitchenFamilyView

4.94 out of 5 average rating, 196 reviews

A comfortable living area features a brown sofa and two green chairs arranged around a circular black table. Light streams through sheer curtains, enhancing the warmth from a fireplace. Decorative plants and a subtle lamp complete the inviting space.

Condo in Big Bear Lake

Casita Condo | Jacuzzi | 3mi to slopes

KitchenFamilyCheckout

Superhost

Cabin in Big Bear Lake

4.9 out of 5 average rating, 365 reviews

Feet Away From Slopes Modern Snow Summit Cabin

Indoor spacesFamilySleep quality

4.94 out of 5 average rating, 171 reviews

Guesthouse in Highland

Dreamy Escape Private Entrance/pool/near Yaamava

FamilyKitchenNearby