Airbnb your place

Family-friendly holiday rentals in Lake Gregory

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lake Gregory

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

%{current} / %{total}1 / 1
Top Guest favourite
The dining area features a round table surrounded by four chairs, situated on a textured area rug. A modern light fixture hangs above the table. Large sliding glass doors open onto a balcony, with natural light illuminating the space against a backdrop of wooden ceiling beams.
Cabin 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.

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.
Cabin in Crestline
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

Top Guest favourite
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.
Cabin in Crestline
4.95 out of 5 average rating, 285 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!

Top Guest favourite
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, 132 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

Top Guest favourite
The exterior of the cabin features a welcoming front porch with a swing and a wooden beam structure. Framed by tall trees, the white facade and large windows complement the natural surroundings, creating a serene entryway for guests.
Cabin in Twin Peaks
4.99 out of 5 average rating, 331 reviews

The Acorn Cottage

Escape to the mountains and cozy up at The Acorn Cottage, a tiny oasis located near beautiful Lake Arrowhead. Featuring breakfast seating, living room for watching TV or playing games, one full-bath, a roomy bedroom upstairs, a gas fire pit and bbq on the deck with comfy seating and dining. This is the perfect little getaway! Sit outside in the morning with your cup of coffee on our beautiful patio and sit by the fireplace at night with a glass of wine or cup of tea after your daily activities.

Guest favourite
Cabin in Crestline
4.95 out of 5 average rating, 168 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.

Guest favourite
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, 136 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.

Superhost
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.
Cabin in Crestline
4.93 out of 5 average rating, 272 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!

Top Guest favourite
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
4.98 out of 5 average rating, 108 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.

Guest favourite
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.
Cabin in Crestline
4.96 out of 5 average rating, 145 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)

Top Guest favourite
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, 217 reviews

Magical lake house with spectacular views

Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

Top Guest favourite
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.
Cabin in Crestline
4.98 out of 5 average rating, 193 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!

Popular amenities for Lake Gregory family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
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
4.78 out of 5 average rating, 241 reviews

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

Top Guest favourite
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, 119 reviews

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

Top Guest favourite
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
4.97 out of 5 average rating, 116 reviews

Cottage Grove Haus

Guest favourite
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, 474 reviews

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

Top Guest favourite
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
4.99 out of 5 average rating, 339 reviews

Unique mountain lake pink bedroom private cabin

Guest favourite
A modern fireplace in turquoise and black stands at the corner of a wooden room, contributing to a cozy ambiance. A comfortable chair, adorned with decorative pillows, is placed nearby, with a textured pouf positioned on the floor. Large windows provide a view of the surrounding trees.
Cabin in Big Bear Lake
4.95 out of 5 average rating, 129 reviews

NEW! ModernRusticLogCabin-RARE SkiView-Spa-Firepit

Top Guest favourite
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.
Cabin in Crestline
4.98 out of 5 average rating, 157 reviews

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

Guest favourite
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 Lake Arrowhead
4.9 out of 5 average rating, 213 reviews

Romantic 1925 Cottage - Cedar Hot Tub, Fireplace

Family- and pet-friendly home rentals

Superhost
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
4.91 out of 5 average rating, 174 reviews

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

Top Guest favourite
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
5 out of 5 average rating, 259 reviews

1929 Vintage Arrowhead Villas

Top Guest favourite
The architectural design of the cabin is showcased with a unique flying W roofline. Surrounded by tall trees, outdoor decks are visible with lounge areas and rattan swings, inviting relaxation in a serene forest setting.
Cabin in Lake Arrowhead
4.98 out of 5 average rating, 171 reviews

Dog Friendly A-Frame in the Treetops w firepit

Top Guest favourite
A spacious living area showcases high vaulted ceilings and large floor-to-ceiling windows framing expansive views of the mountains. A leather sofa sits atop a light-colored rug, adjacent to a stone fireplace with a warm glow. Rustic chandeliers provide soft ambient lighting, enhancing the inviting space.
Cabin in Lake Arrowhead
4.96 out of 5 average rating, 105 reviews

Modern Cabin with Stunning Views, Outdoor Firepit

Top Guest favourite
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.
Cabin in Crestline
4.93 out of 5 average rating, 153 reviews

Cozy Crestline Cabin

Top Guest favourite
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, 191 reviews

Sunshine Peak at Twin Peaks, 3bd Lake Arrowhead

Guest favourite
Villa in Crestline
4.91 out of 5 average rating, 101 reviews

Crestline Villa for 8 Guests + Add-On Suite for 4

Top Guest favourite
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, 135 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

Family-friendly home rentals with a pool

Guest favourite
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, 199 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Superhost
Cabin in Big Bear Lake
4.86 out of 5 average rating, 544 reviews

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

Top Guest favourite
A cozy living area is designed with a stone fireplace as a focal point. Modern furnishings include a sectional sofa and a coffee table. Large windows provide natural light and views of the snowy landscape. A wall-mounted TV is positioned above a white media console.
Cabin in Big Bear Lake
5 out of 5 average rating, 101 reviews

First Class Location

Guest favourite
Condo in Big Bear Lake
4.86 out of 5 average rating, 152 reviews

Next to Lake. Close to Village and Slopes. BBQ.

Top Guest favourite
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, 276 reviews

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

Top Guest favourite
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, 239 reviews

The Blue Cabin

Top Guest favourite
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, 216 reviews

Snow Summit Townhouse Unit 41

Guest favourite
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, 183 reviews

Casita Condo | Jacuzzi | 3mi to slopes

Destinations to explore