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.

4.89 out of 5 average rating, 116 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, 275 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!

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, 113 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.

4.98 out of 5 average rating, 460 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!

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.

4.98 out of 5 average rating, 128 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, 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, 246 reviews

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. Enjoy expansive patios and a park-like garden setting. The true star of the show is the view: an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all 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.

4.94 out of 5 average rating, 157 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.

A bright living area features large windows allowing natural light to fill the space. A spacious sofa adorned with textured throw pillows and a cozy blanket is positioned next to a round coffee table. Rattan dining chairs surround a wooden table, complementing the warm interior design.

4.99 out of 5 average rating, 101 reviews

Cozy A-Frame in The Tree Tops

A COZY A-FRAME NESTLED IN THE TREETOPS *1 hour from LA *3 minutes to Lake Gregory *10 Minutes to Arrowhead Get away from it all and enjoy the peace and quiet. Lounge on two scenic decks and stylishly furnished interiors. Relax in the spacious bathroom featuring a large sink and a roomy walk-in shower for two. The queen bed offers a cozy retreat looking into tree tops. Stay connected with WiFi, unwind with Netflix on the smart TV, and make use of the full kitchen in this charming cabin.

4.96 out of 5 average rating, 142 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)

The exterior of a mid-century cabin is shown, featuring dark wood siding and a large deck surrounded by towering trees. Sunlight filters through the foliage, illuminating the deck area, which includes a railing and a large sliding door leading into the cabin.

4.94 out of 5 average rating, 218 reviews

Modern & Cozy Mountain Escape Near LA

Modern Forest Getaway less than 2 hours from LA & OC. *Discounts on 2+ nights *Simplified Pricing, Airbnb service fees are included Modern & cozy mid century cabin nestled up in the trees near Lake Gregory & Lake Arrowhead. Enjoy unobstructed forest views from the large deck or gaze at the trees and wildlife through the large picture windows. Relax by the wood burning fireplace and browse the section of art, music and fashion books or work remotely with high speed cable internet.

4.85 out of 5 average rating, 255 reviews

A cozy living room is highlighted by a stone fireplace with a wooden mantle, surrounded by comfortable seating. A patterned armchair and a dark couch are present, along with a wooden coffee table. Soft lighting enhances the warm ambiance, and a television is mounted nearby.

Guest suite in Crestline

1st Floor - 1 mile from San Moritz Lodge

Lake Gregory is known as the Swiss Alps of the West. Our Swiss chalet is a real mountain get away for you and your family! The remodeled cabin is a duplex among tower trees in a beautiful nature setting. Situated between 2 creeks, that are know to be a part of a wildlife trail. Our home is a mile from the lake and San Moritz Lodge. Our place is ideal for those enjoying weddings and events at the lodge, hiking and enjoying lake activities. We are 18 miles from skiing and snowboarding.

Superhost

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

4.87 out of 5 average rating, 342 reviews

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.

Popular amenities for Crestline family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 484 reviews

Natural light fills the living area through large glass doors, offering views of the surrounding trees and hills. A simple rug is placed on the floor, with two chairs and a bar area featuring tall stools visible in the space.

Home in Big Bear Lake

Balsam Bungalow - Lake View 1 min to ski - 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.

4.91 out of 5 average rating, 132 reviews

Vintage Curated Design Cabin w/ Hot Tub

4.96 out of 5 average rating, 106 reviews

A spacious living area is highlighted by a large sectional sofa, set against a backdrop of colorful wood paneling. Natural light streams through multiple windows, illuminating the room. A stone fireplace adds a cozy focal point, complemented by a circular coffee table and a flat-screen television.

Home in Lake Arrowhead

Cottage Grove Haus

4.97 out of 5 average rating, 465 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

4.98 out of 5 average rating, 330 reviews

The master bedroom features a soft pink color palette, complemented by elegant decor. A clawfoot tub is positioned beside the bed, while large windows allow natural light to illuminate the space. Luxurious bedding and coordinated furnishings enhance the cozy atmosphere.

Home in Crestline

Unique mountain lake pink bedroom private cabin

5 out of 5 average rating, 193 reviews

The exterior of a striking A-frame cabin is prominently displayed, framed by snow-covered ground and bare trees. Large front windows reflect the surrounding nature, while a balcony extends from the structure, providing a vantage point over the serene landscape.

Cabin in Running Springs

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

4.92 out of 5 average rating, 335 reviews

The cozy A-frame cabin is partially obscured by snow-covered pine trees, showcasing its distinct triangular roof. The clear blue sky provides a bright backdrop, highlighting the serene winter landscape surrounding the property.

Cabin in Running Springs

Star Gazer Lodge- A Frame with Spa

4.96 out of 5 average rating, 114 reviews

Cabin in Lake Arrowhead

Secluded A-Frame, Hot Tub, Lake Access

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.

4.95 out of 5 average rating, 261 reviews

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

4.89 out of 5 average rating, 419 reviews

Cabin in Running Springs

Wilderness Road A Frame Mountain Cabin

4.97 out of 5 average rating, 102 reviews

A spacious living room features a comfortable leather sofa and a wooden coffee table centered on a textured rug. Large windows offer expansive views of the surrounding trees, while natural light fills the room. A rock fireplace adds warmth, complemented by a soft armchair.

Cottage in Crestline

Calming Cottage w/ Breathtaking View Near Lake!

4.93 out of 5 average rating, 192 reviews

An outdoor area features a large checkered chessboard set up with oversized pieces. A cozy seating area with string lights overhead provides a welcoming ambiance. Tall trees surround the space, and a cabin-style structure can be seen in the background, illuminated by warm light.

Cabin in Big Bear

Rexford’s Retreat ~R&R~ Tinkerbell Ave

4.97 out of 5 average rating, 212 reviews

A spacious terrace extends alongside the home, offering unobstructed views of the lake and surrounding hills at sunset. Subtle lighting illuminates the area, while a pair of outdoor chairs provides a cozy spot to enjoy the serene backdrop.

Home in Crestline

Magical lake house with spectacular views

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.

4.83 out of 5 average rating, 249 reviews

Private Cabin in the Woods

4.77 out of 5 average rating, 150 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

4.91 out of 5 average rating, 624 reviews

A charming cabin is surrounded by tall pine trees, showcasing its rustic green exterior with red shutters. A gravel path leads to the front, with subtle greenery framing the windows and entrance, creating a serene forest setting.

Cabin in Rimforest

1930 Cozy One Bedroom Lake Arrowhead Cabin

Family-friendly home rentals with a pool

Apartment in Big Bear Lake

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.

4.95 out of 5 average rating, 111 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

Apartment in Big Bear Lake

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, 195 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Superhost

Cabin in Big Bear Lake

4.86 out of 5 average rating, 536 reviews

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

4.96 out of 5 average rating, 266 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

4.96 out of 5 average rating, 270 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.

Guest house in Highland

Serene Escape Tiny House Living/pool/near Yaamava

4.95 out of 5 average rating, 230 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.

Guest house in Fontana

The Blue Cabin

Townhouse in Big Bear Lake

A dining area features a large wooden table surrounded by eight chairs, highlighted by colorful flowers in a vase at the center. Textured stone walls add warmth and character, while a cozy seating area with a blue sofa is visible in the background.

4.9 out of 5 average rating, 210 reviews

Snow Summit Townhouse Unit 41