
Family-friendly vacation rentals in Crestline
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Crestline
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Little Bear Cabin
Tiny romantic 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. Fully equipped kitchen, dining outdoors under string lights, and evening hangs around the fire-pit. Take a drive to the local lakes for outdoor recreation activities! Less than 15 minutes to Lake Gregory and 20 minutes to the Lake Arrowhead Village. Popular hiking and off-road trails nearby too!!

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.

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!

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!

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)

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.
Popular amenities for Crestline family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Swiss Chalet | Sweeping Views | Hot Tub

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

Vintage Curated Design Cabin w/ Hot Tub

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

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

Beary Romantic Jacuzzi Cabin in the Woods

Star Gazer Lodge- A Frame with Spa

Little Mountain Cabin-Hot Tub/Central AC/Fire Pit
Family- and pet-friendly home rentals

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

The Best Views and Vintage Cozy Cabin!

Wilderness Road A Frame Mountain Cabin

Cozy Crestline Cabin

RetroRainbowAframe-Walk to the Village&Lake Trail!

Rustic Modern Lake Gregory Cabin Dogs OK

Cozy Treetop A-Frame• Fireplace •Arcade •King Bed•

Little House on the Forest
Family-friendly home rentals with a pool

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

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

The Blue Cabin

Casita Condo | Jacuzzi | 3mi to slopes
Modern Farmhouse Condo steps from Lake | Jacuzzi

Luxury Tropical Modern Pool Estate/NO PARTIES

Dreamy Escape Private Entrance /pool/near Yaamava

Lake View Mountain Getaway in the Village/Pool/Spa
When is the best time to visit Crestline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,893 GYD | G$40,476 GYD | G$37,346 GYD | G$36,512 GYD | G$36,512 GYD | G$36,512 GYD | G$39,015 GYD | G$38,181 GYD | G$37,763 GYD | G$37,555 GYD | G$39,850 GYD | G$43,605 GYD |
| Avg. temp | 8°C | 9°C | 12°C | 15°C | 20°C | 24°C | 28°C | 28°C | 24°C | 18°C | 11°C | 7°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$8,346 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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- Family-friendly rentals San Bernardino County
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- Family-friendly rentals United States
- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- 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
- Chino Hills State Park
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