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Family-friendly vacation rentals in Crestline

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Top-rated family-friendly rentals in Crestline

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
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.
Cabin in Crestline
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

Guest favorite
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
4.98 out of 5 average rating, 460 reviews

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!

Guest favorite
A wooden dining table is surrounded by four rustic chairs. A woven bowl filled with decorative items is centrally placed, while blue circular placemats are neatly arranged beneath each setting. Natural light filters through the window, highlighting the warm wood paneling of the room.
Cabin in Crestline
4.93 out of 5 average rating, 175 reviews

Cresta Moon Cabin

Welcome to Cresta Moon Cabin- a great place to bring the family, get away for a romantic weekend or just spend time with friends. Rustic Miners Cabin, 2 Large bedrooms with plenty of space. Relax on the treetop deck and watch the squirrels and blue jays play. Beautiful Dogwood and Pine Trees to enjoy. Fenced back yard. Short drive to Lake Gregory, 15 min to Lake Arrowhead or Santa's Village, 30 min to Snow Valley for Skiing and Snowboarding. Hiking, Fishing, Shopping, Hang Gliding - lots to do.

Top guest favorite
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.
Cabin in Crestline
4.98 out of 5 average rating, 127 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

Guest favorite
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.
Cabin in Crestline
4.88 out of 5 average rating, 128 reviews

Christmas Crestline Cabin near Creek & Lake

You can relax in a Peaceful 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. 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.

Guest favorite
Cabin in Crestline
4.94 out of 5 average rating, 155 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.

Top guest favorite
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.
Cabin in Crestline
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.

Top guest favorite
Cabin in Crestline
4.96 out of 5 average rating, 141 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)

Guest favorite
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
4.85 out of 5 average rating, 255 reviews

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.

Top guest favorite
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.
Cabin in Crestline
4.96 out of 5 average rating, 114 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!

Guest favorite
An open-concept living area features natural wood accents and warm tones. A spacious leather sofa and elegant armchairs surround a wooden coffee table, offering a cozy space. Large sliding doors reveal views of the outdoor deck, enhancing the connection with nature.
Cabin in Twin Peaks
4.98 out of 5 average rating, 108 reviews

Serene Designer Cabin +EV Charger, Kids’ Bunkbeds

Peaceful, serene, Japandi-style, newly renovated cabin perched atop a hill nestled minutes between Lake Arrowhead and Lake Gregory. Elysian Hill is named for its calming, peaceful living space inviting guests to feel welcomed and to embrace slow-living and simplicity of the mountains. ✦ A welcoming home for families, adventurers and homebodies alike. @elysianhilltwinpeaks (IG & TikTok) No early check in/late check out. No exceptions.

Popular amenities for Crestline family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
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.
Cabin in Crestline
5 out of 5 average rating, 113 reviews

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

Top guest favorite
The exterior of a mid-century A-frame cabin is flanked by tall trees, showcasing a modern design with large glass windows. A wooden deck leads to the entrance, creating a welcoming path amidst the natural surroundings. Warm lighting glows from within, hinting at a cozy interior.
Cabin in Running Springs
4.95 out of 5 average rating, 287 reviews

Cozy Mid Century A- Frame Cabin Romantic + Hot tub

Guest favorite
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
4.84 out of 5 average rating, 484 reviews

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Top guest favorite
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.
Cabin in Crestline
4.91 out of 5 average rating, 132 reviews

Vintage Curated Design Cabin w/ Hot Tub

Guest favorite
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
4.97 out of 5 average rating, 465 reviews

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

Top guest favorite
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
4.98 out of 5 average rating, 329 reviews

Unique mountain lake pink bedroom private cabin

Top guest favorite
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
5 out of 5 average rating, 192 reviews

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

Top guest favorite
The exterior of the cabin is showcased, featuring an A-frame design with large windows that provide natural light and views of surrounding trees. A private hot tub is visible on the deck, along with a wooden table and chairs, creating a relaxing outdoor space.
Cabin in Lake Arrowhead
4.93 out of 5 average rating, 183 reviews

*Hot Tub•EV•Kid Friendly•Arcade Game•Fire Pit•BBQ*

Family- and pet-friendly home rentals

Top guest favorite
Cabin in Running Springs
4.89 out of 5 average rating, 419 reviews

Wilderness Road A Frame Mountain Cabin

Top guest favorite
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
4.97 out of 5 average rating, 102 reviews

Calming Cottage w/ Breathtaking View Near Lake!

Top guest favorite
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
4.97 out of 5 average rating, 212 reviews

Magical lake house with spectacular views

Top guest favorite
A brightly decorated bedroom features wood-paneled walls and a daybed layered with gray bedding. Colorful accents include a Captain America shield pillow and superhero-themed artwork. Soft lighting highlights a playful neon blue design, while a vintage popcorn machine adds a whimsical touch to the space.
Cabin in Big Bear
4.97 out of 5 average rating, 185 reviews

10 mins to Ski Resorts, Spa Firepit Hammock Dogs

Guest favorite
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.
Cabin in Crestline
4.83 out of 5 average rating, 249 reviews

Private Cabin in the Woods

Top guest favorite
A cabin nestled among trees displays a well-structured exterior with a spacious deck leading to the entrance. Soft lighting illuminates the doorway, while adjacent seating enhances the outdoor space. The natural surroundings provide a sense of seclusion, highlighting a peaceful retreat setting.
Cabin in Twin Peaks
4.97 out of 5 average rating, 184 reviews

Sunshine Peak at Twin Peaks, 3bd Lake Arrowhead

Top guest favorite
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.
Cabin in Crestline
4.95 out of 5 average rating, 132 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

Guest favorite
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
4.77 out of 5 average rating, 150 reviews

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

Family-friendly home rentals with a pool

Guest favorite
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.
Condo in Big Bear Lake
4.95 out of 5 average rating, 111 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

Guest favorite
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
4.89 out of 5 average rating, 194 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

Top guest favorite
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
4.96 out of 5 average rating, 266 reviews

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

Top guest favorite
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
4.96 out of 5 average rating, 270 reviews

Serene Escape Tiny House Living /pool/near Yaamava

Guest favorite
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
4.95 out of 5 average rating, 230 reviews

The Blue Cabin

Top guest favorite
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.
Townhouse in Big Bear Lake
4.9 out of 5 average rating, 210 reviews

Snow Summit Townhouse Unit 41

Guest favorite
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
4.94 out of 5 average rating, 176 reviews

Casita Condo | Jacuzzi | 3mi to slopes

When is the best time to visit Crestline?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,005 GYDG$40,586 GYDG$37,448 GYDG$36,611 GYDG$36,611 GYDG$36,611 GYDG$38,076 GYDG$36,611 GYDG$34,729 GYDG$37,658 GYDG$39,959 GYDG$43,725 GYD
Avg. temp8°C9°C12°C15°C20°C24°C28°C28°C24°C18°C11°C7°C

Quick stats about vacation rentals that are family-friendly in Crestline

  • Total vacation rentals

    Explore 280 vacation rentals in Crestline

  • Nightly prices starting at

    Crestline vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 18,740 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    280 of Crestline vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Crestline rentals

  • 4.8 Average rating

    Crestline stays are highly rated by guests—averaging 4.8 out of 5!

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