
Family-friendly holiday rentals in Lake Gregory
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Top-rated family-friendly rentals in Lake Gregory
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

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!

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.

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.

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.

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.

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

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!

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)

Private cabin w wraparound deck at Lake Gregory
Our bright and spacious chalet nestled in the San Bernardino National Forest offers peace and seclusion within a mile from Crestline Village and Lake Gregory. 15 minutes from Lake Arrowhead and Santa's Village, 20 min from Snow Summit, 40 min from Big Bear, and walking distance to Lake Gregory Water Park in spring and summer! Crestline offers amazing thrifting and antiquing, biking, hiking, boating, fishing, or just take in nature at its best from the comfort of this cozy retreat.

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.

· 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!
Popular amenities for Lake Gregory family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

Vintage Curated Design Cabin w/ Hot Tub

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

Snow Valley Retreat W/ Spa!

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

Unique mountain lake victorian pink bedroom house

Beary Romantic Jacuzzi Cabin in the Woods

Secluded A-Frame, Hot Tub, Lake Access
Family- and pet-friendly home rentals

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

The Best Views and Vintage Cozy Cabin!

1929 Vintage Arrowhead Villas

Wilderness Road A Frame Mountain Cabin

Autumn Mountain Escape – 3 Nights for $499

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

Rustic Modern Lake Gregory Cabin Dogs OK

Twin Pines A-Frame Cabin - Scenic Forest Views
Family-friendly home rentals with a pool

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

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

The Blue Cabin

Lakeside Condo with Hot Tub, Fireplace, Lake View!

Feet Away From Slopes Modern Snow Summit Cabin
Modern Farmhouse Condo steps from Lake | Jacuzzi

Dreamy Escape Private Entrance/pool/near Yaamava

Lake View Mountain Getaway in the Village/Pool/Spa
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- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Snow Summit
- Disney California Adventure Park
- Honda Center
- Angel Stadium of Anaheim
- California Institute of Technology
- The Huntington Library
- Alpine Slide at Magic Mountain
- Palm Springs Aerial Tramway
- Dos Lagos Golf Course
- Mountain High
- Big Morongo Canyon Preserve
- Chino Hills State Park
- Big Bear Alpine Zoo
- Mt. Baldy Resort
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- Whitewater Preserve
- Discovery Cube Orange County
- Mt. Waterman Ski Resort
- Black Gold Golf Club
- Buckhorn Ski and Snowboard Club
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