Family-friendly holiday rentals in Crestline

4.95 out of 5 average rating, 124 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.

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, 120 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

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, 121 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.

4.95 out of 5 average rating, 172 reviews

Cozy Mountain 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.

4.92 out of 5 average rating, 240 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.

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.

4.88 out of 5 average rating, 137 reviews

Remodeled Crestline Cabin By Lake Gregory & Creek

You can relax in a Peaceful Cabin with everything inside New & Comfortable! Cabin is tucked between trees in area with Running Creek. You can walk to Lake Gregory or drive to nearby Lake Arrowhead. Enjoy a Full Kitchen with 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 & watch Blue Jays and Silver Squirrels. BBQ Grill & Parking for 2 cars.

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.

4.93 out of 5 average rating, 274 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 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.

4.98 out of 5 average rating, 111 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.

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, 147 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 the cabin features a charming wood-paneled facade with a covered porch. Two adirondack chairs are positioned on the porch, surrounded by a tranquil forested setting. A stone pathway leads to the entrance, enhancing the rustic atmosphere.

4.95 out of 5 average rating, 366 reviews

The Little Bear Cabin: Peaceful & Charming Escape

Tiny romantic hunting 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. -Peaceful & charming experience -Fully equipped kitchen -Cozy & unique spaces -Dining outdoors under string lights -Evening hangs around the fire-pit -Less than 15 minutes to Lake Gregory & 20 minutes to the Lake Arrowhead Village -Popular hiking & off-road trails nearby too!!

5 out of 5 average rating, 104 reviews

Cabin in Twin Peaks

~ The Enchanted Hideaway 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: there are no kitchen facilities in the cabin (but there is a mini-fridge). Our restaurant is open for dinner and there's a little market open late just next door!

4.99 out of 5 average rating, 341 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

Welcome to Hillside House Boutique themed couples retreat in the mountains Here you will find everything you need for the perfect luxury getaway for two or the ideal writers/artist/solo peaceful vacation Every element has been carefully curated to create an unforgettable experience Featuring victorian inspired living room, huge bedroom with claw foot bath and secluded back yard with private hot tub Take a look at our insta page @hillsidehouseca

Popular amenities for Crestline family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.78 out of 5 average rating, 242 reviews

A spacious living area is defined by vaulted ceilings and a wall of glass that invites natural light. A green sectional sofa is positioned in front of a small coffee table. The kitchen area features bar seating, visible through large windows overlooking a deck.

Cabin in Lake Arrowhead

Stunning A-frame | hot tub, game room, A/C

4.97 out of 5 average rating, 477 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

5 out of 5 average rating, 207 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

The exterior of the farmhouse is presented, showcasing a blue facade with white trim and accents. A tall flagpole holds an American flag, while the inviting entrance features a covered porch with decorative railings. Lush greenery and natural stone borders enhance the outdoor area.

4.97 out of 5 average rating, 103 reviews

Spa and Fenced Yard/Sleeps 8|5 Minutes to Lake

Guest house in Lake Arrowhead

5 out of 5 average rating, 299 reviews

Arrowhead Cottage For 2 +Jacuzzi & Wine

4.95 out of 5 average rating, 491 reviews

The spacious living area features a vibrant orange sectional sofa, complemented by wooden cathedral ceilings and a large window overlooking the outdoors. Decorative elements include mounted deer heads and a selection of records on a wooden shelf, creating a cozy atmosphere.

Cabin in Rimforest

Fort Black Bear w/ Hot Tub - Lake Arrowhead

4.9 out of 5 average rating, 213 reviews

The exterior showcases a charming vintage cottage set against a backdrop of trees. A patio area features a round dining table surrounded by woven chairs and a patterned rug. The stone pathway leads to a modern glass-enclosed living space, enhancing the inviting atmosphere.

Cottage in Twin Peaks

Romantic 1925 Cottage - Cedar Hot Tub, Fireplace

4.96 out of 5 average rating, 123 reviews

Cabin in Lake Arrowhead

Secluded A-Frame, Hot Tub, Lake Access

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 143 reviews

Home in Lake Arrowhead

Birchwood A-Frame (walk to village/lake/brewery)

4.99 out of 5 average rating, 254 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

100-Mile View | Romantic Mountain Hideaway

Cabin in Green Valley Lake

An open-concept living area is presented, featuring a spacious sofa facing the kitchen. A wooden spiral staircase leads to the loft above. The cabin's wooden walls and ceiling add rustic charm, while the layout allows for easy access between the kitchen and living space.

4.95 out of 5 average rating, 270 reviews

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

4.91 out of 5 average rating, 176 reviews

A unique barrel sauna is positioned on a stone path, surrounded by tall trees. Softly glowing string lights are hung above, illuminating the area near the entrance. The structure features a wooden exterior with a welcoming entryway, providing a serene atmosphere for relaxation.

Home in Running Springs

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

5 out of 5 average rating, 261 reviews

The vintage cabin features a welcoming exterior with a wooden porch, large windows, and a flag displayed prominently. Surrounded by lush greenery and tall trees, the entrance is accessible via a small set of steps leading to the front door.

Cabin in Lake Arrowhead

1929 Vintage Arrowhead Villas

Guest suite in Lake Arrowhead

A spacious living area features a gas fireplace and a flat-screen TV mounted above a wooden mantel. A well-equipped kitchenette is visible with wood cabinetry. Comfortable seating includes a blue sofa bed and a day bed, providing ample space for relaxation.

4.94 out of 5 average rating, 497 reviews

Cozy Studio at the Summit! Longer Stay OK!

4.93 out of 5 average rating, 151 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

4.78 out of 5 average rating, 154 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

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.

4.95 out of 5 average rating, 114 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.

4.9 out of 5 average rating, 200 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

4.86 out of 5 average rating, 549 reviews

Cabin in Big Bear Lake

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

4.96 out of 5 average rating, 280 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

4.95 out of 5 average rating, 241 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, 221 reviews

Snow Summit Townhouse Unit 41

The bedroom features a queen bed with a red and black checkered blanket. A mirror wardrobe is visible, reflecting light from the nearby window. Wooden floors add warmth, and a wooden side table holds two lamps. A rustic decorative element is mounted on the wall above the bed.

4.91 out of 5 average rating, 211 reviews

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

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.