Family-friendly holiday rentals in Crestline

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.

4.88 out of 5 average rating, 112 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

A private hot tub is situated on the upper deck, surrounded by lush trees. The serene landscape includes a sunset sky with soft clouds, creating a tranquil atmosphere for relaxation.

4.95 out of 5 average rating, 262 reviews

GenevaChaletHOT TUB! WlkLakeGreg,Family&PetFrndly

The finest views in Crestline from Geneva Chalet. Newly modernized accommodation in private 2-level mountaintop cabin with picturesque tree-top views! Unwind in our hot tub on the deck amongst the trees! Our Family Friendly 2 bedroom, 2 bathroom Chalet comfortably sleeps 6 guests. Close to downtown Crestline, 1 mi. walk to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our family friendly cozy cabin!

4.98 out of 5 average rating, 452 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 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!

The living area features a leather couch adorned with decorative pillows and a cozy blanket. A circular mirror hangs above a circular coffee table on a textured area rug. Natural light filters through nearby windows, complementing the wooden ceiling beams and rustic fireplace.

4.87 out of 5 average rating, 121 reviews

Remodeled Crestline Cabin near Creek & Lake

You can relax in a Remodeled Cabin with everything inside Totally New & Comfortable! Cabin is tucked between trees in area with Running Creek, You can walk to Lake Gregory or drive to Lake Arrowhead. House has Full Kitchen, Dining Table, Living Room with Roku TV, Single level, 1 Large Bedroom with King Bed, Leather Couch Sleeper & Bathroom with Marble Pebble Shower Wall. You can relax on the Front deck with lounge chairs to watch Blue Jays and Silver Squirrels. BBQ Grill & Parking for 2 cars.

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, 134 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.

4.93 out of 5 average rating, 214 reviews

The exterior of the cottage is nestled among tall trees, showcasing wooden siding and warm lighting. Stairs lead up to a deck area, while a stone pathway connects to outdoor seating. The property reflects a blend of rustic charm and cozy ambience within a natural setting.

Cabin in Blue Jay

Enchanted Cabin with Treehouse Vibes near Lakes

Come and stay at this enchanted tiny cottage where you can relax in the shade of the giant trees with a cold drink or explore the hiking trails in the back yard. Conveniently located off Highway 189, just a few minutes to swimming, hiking, shopping, and other outdoor activities. The cottage sits high on the mountainside among the old trees. It has an authentic rustic charm with all the modern conveniences you will need regardless of season. It's a perfect retreat for a couple or small family.

4.99 out of 5 average rating, 240 reviews

A person sits at a table with a small vase of flowers, enjoying a scenic view of rolling green mountains and a clear blue sky. The lush landscape extends into the distance, with varying shades of green and hills melting into the horizon.

Guest suite in Crestline

Breathtaking Mountain Views | Romantic Hideaway

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

A welcoming cabin is nestled among tall pine trees, showcasing a blend of natural wood and a charming brick exterior. A front deck with a simple railing invites relaxation, while a California flag hangs nearby, enhancing the rustic feel of this peaceful retreat.

4.96 out of 5 average rating, 250 reviews

Perfect Hideaway near the lake, Lots of parking

Nestled on the best street in Crestline, our sweet cabin is a perfect hideaway! Our property is surrounded by pine trees and makes you feel like you are separated from the world! Only a 15 minute beautiful walk to the lake but you may not want to leave the hideaway! We have everything you need to stay in or adventure out! Feed the birds with your morning coffee on our deck, grab a flashlight for an evening stroll or play games by the fireplace. Plenty of flat land for play n parking!

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.

4.96 out of 5 average rating, 134 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)

4.87 out of 5 average rating, 340 reviews

A calm lake is surrounded by lush green trees and distant hills under a clear blue sky. The landscape features a mix of vibrant foliage, reflecting the changing seasons, creating a serene natural setting. Water gently ripples in the foreground.

Guest suite in Crestline

Peaceful Cabin Near Lake Gregory & Hike Trails

Welcome to Your mountain escape at Crestline- Little Switzerland - home of Lake Gregory Tucked beneath towering cedar pines and just a 7-minute drive from the shimmering shores of the Lake, our cozy cabin offers the perfect blend of romantic or family-friendly charm. Whether you're sipping coffee at the back porch, watching the fog roll through the trees, or stargazing under crisp mountain skies, this peaceful place has everything you need to slow down and reconnect.

4.99 out of 5 average rating, 139 reviews

A charming cabin entrance is framed by tall trees, featuring a wooden ramp with decorative diamond cutouts for easy access. The stone façade adds character, while the inviting front doors are flanked by large windows, allowing natural light to brighten the space.

Cabin in Twin Peaks

· Under the White Fir at The Twin Peaks Lodge ·

A short walk to the National Forest and a 10-minute drive to both Lake Arrowhead and Lake Gregory, the historic Twin Peaks Lodge offers 21 unique cabins with a top-rated restaurant on site. Our 3 rules: no smoking no pets (sorry, no exceptions) no grilling or bonfires (we're surrounded by trees!) Some things to note: we have a microwave & small fridge at the cabin, and our restaurant is open for dinner and there's a little market open late just next door!

4.99 out of 5 average rating, 162 reviews

An aerial view captures the cabin's outdoor deck illuminated by soft string lights. A cozy firepit is surrounded by chairs, creating an inviting space for gatherings. The surrounding trees add to the serene mountain atmosphere.

Cabin in Twin Peaks

Central A/C, Gated Yard, EV Charger, Kid-Friendly

Welcome to The Orange Lake House! Follow @TheOrangeCabins for our guidebook & upcoming events! Newly renovated luxurious cabin only minutes away from the Lake Arrowhead Village, SkyPark (our guests get a discount) & the waterpark at Lake Gregory! Central A/C throughout (rare in mountain homes), & stocked chef’s kitchen. Kid & dog-friendly with fenced-in backyard. Level 2 EV charger.

Popular amenities for Crestline family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The entrance of the cabin is framed by rustic stone and wood accents, showcasing a welcoming atmosphere. Two individuals are positioned by the door, with greenery surrounding the area. Warm light from inside hints at a cozy interior, inviting guests to explore further.

4.9 out of 5 average rating, 125 reviews

Vintage Curated Design Cabin w/ Hot Tub

4.96 out of 5 average rating, 252 reviews

A serene outdoor space features a well-maintained pool surrounded by lounge chairs and umbrellas. Stone steps lead to a home with a large patio. A gazebo is visible, enhancing the setting with additional outdoor seating.

Guest suite in Oak Hills

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

4.97 out of 5 average rating, 452 reviews

The exterior of Bear Hugs is highlighted by a rustic facade with wooden siding and a charming red accent. A set of stairs leads to the front deck, which features a red umbrella, surrounded by tall pine trees that provide a natural backdrop.

Cabin in Big Bear Lake

Open Concept w Hot Tub, Kayaks, & Mountain View’s

An A-frame cabin stands amidst lush trees, illuminated by evening lights. A cedar hot tub, surrounded by natural boulders, emits steam, inviting relaxation. The exterior features large windows that bring the outdoors in, while a seating area is positioned nearby for enjoying the serene atmosphere.

5 out of 5 average rating, 168 reviews

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

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.

4.96 out of 5 average rating, 370 reviews

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

4.95 out of 5 average rating, 101 reviews

Cabin in Lake Arrowhead

Secluded A-Frame, Hot Tub, Lake Access

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.

4.95 out of 5 average rating, 193 reviews

Forest View Cabin with Jacuzzi & Game Room

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, 194 reviews

Modern Mountain Cabin | Hot Tub | EV Charger | A/C

Family- and pet-friendly home rentals

Cabin in Green Valley Lake

An A-frame log cabin is nestled among tall pine trees, with warm light glowing from the windows. A wooden deck with steps leads to the entrance, while a gas barbecue is positioned nearby, providing inviting outdoor cooking options.

4.94 out of 5 average rating, 252 reviews

Majestic Log A-Frame | Lake Walk, Loft & BBQ Deck

Cabin in Green Valley Lake

A covered patio is displayed with a striped awning and a wooden table surrounded by colorful seating. A potted plant sits at the center of the table. The natural view of trees and distant mountains creates a serene outdoor environment.

4.93 out of 5 average rating, 146 reviews

The Best Views and Vintage Cozy Cabin!

The mid-century A-frame house is surrounded by tall trees, showcasing its distinctive triangular roof and large front window. A spacious deck extends from the house, providing a welcoming entrance, while a gravel driveway leads up to the property.

4.88 out of 5 average rating, 409 reviews

Wilderness Road A Frame Mountain Cabin

A comfortable living room is equipped with a sectional sofa and a wooden coffee table, positioned in front of a stone fireplace. A modern ceiling fan and a wall-mounted television enhance the space. The open layout leads to a dining area and a fully equipped kitchen visible in the background.

4.92 out of 5 average rating, 126 reviews

Cozy Crestline Cabin

4.97 out of 5 average rating, 119 reviews

The vintage A-frame cabin is nestled among tall pines and cedars. The exterior features a traditional wood facade with a large balcony, showcasing expansive glass windows that allow natural light to fill the space. The surrounding greenery creates a serene and rustic atmosphere.

Cabin in Lake Arrowhead

RetroRainbowAframe-Walk to the Village&Lake Trail!

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.

4.94 out of 5 average rating, 127 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

4.9 out of 5 average rating, 546 reviews

Cabin in Lake Arrowhead

Cozy Treetop A-Frame• Fireplace •Arcade •King Bed•

A light-filled living area features a large window offering views of the towering pines outside. A modern sofa is complemented by a cozy armchair and a wooden coffee table. Natural materials and warm colors enhance the inviting ambiance, while the wood-burning fireplace adds a focal point.

4.99 out of 5 average rating, 113 reviews

Twin Pines A-Frame Cabin - Scenic Forest Views

Family-friendly home rentals with a pool

The living room features a comfortable seating area with a natural stone fireplace and a media console. A large flat-screen TV displays a serene lake view. Natural light floods the space through sliding glass doors leading to a balcony with lakefront views.

4.94 out of 5 average rating, 105 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

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.

4.89 out of 5 average rating, 191 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

4.87 out of 5 average rating, 524 reviews

The living room features a comfortable sectional sofa with a neutral palette, facing a stone fireplace. Large glass doors allow natural light and provide a view of the outdoors. A wooden coffee table sits at the center, complemented by a cozy area rug.

Cabin in Big Bear Lake

Ski-In/Ski-Out Remodeled Property at Snow Summit

4.96 out of 5 average rating, 267 reviews

A charming guesthouse exterior is presented with a paved patio featuring potted plants. A comfortable seating area is visible, along with glass doors that allow natural light into the space. Lush palm trees surround the area, enhancing the inviting atmosphere.

Guesthouse in Highland

Serene Escape Tiny House Living /pool/near Yaamava

4.96 out of 5 average rating, 217 reviews

A two-story mini home is showcased beside a refreshing swimming pool, surrounded by a neatly landscaped garden filled with various plants. The clear blue sky enhances the peaceful outdoor atmosphere, while a palm tree rises above the structure.

Guesthouse in Fontana

The Blue Cabin

4.96 out of 5 average rating, 107 reviews

The mid-century estate features a pink exterior, set against a backdrop of snow-capped mountains. The surrounding desert landscape highlights the tranquility of the property, with rugged terrain and desert flora visible in the foreground, contributing to a serene desert ambiance.

Home in Morongo Valley

Acres of Mid-Century Seclusion at The Mallow House

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.

4.94 out of 5 average rating, 169 reviews

Casita Condo | Jacuzzi | 3mi to slopes

The kitchen features a spacious countertop with gold pendant lights above. White cabinetry complements the granite surface. Floating wood shelves display glassware, while a stone accent wall adds texture. A stainless-steel dishwasher and modern sink enhance functionality, and a mounted television is positioned nearby.