
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.

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!

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.

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!

Christmas 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.

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, ice cold AC ❄️and 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

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

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 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!!

Modern & Cozy Mountain Escape Near LA
Modern Forest Getaway less than 2 hours from LA & OC. *Discounts on 2+ nights *Simplified Pricing, Airbnb service fees are included Modern & cozy mid century cabin nestled up in the trees near Lake Gregory & Lake Arrowhead. Enjoy unobstructed forest views from the large deck or gaze at the trees and wildlife through the large picture windows. Relax by the wood burning fireplace and browse the section of art, music and fashion books or work remotely with high speed cable internet.

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.

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

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

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

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

Beary Romantic Jacuzzi Cabin in the Woods

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

Star Gazer Lodge- A Frame with Spa

Upscale cabin, spa, treehouse, pool table, firepit

Arrowhead, A/C, Spa, Big Fenced Back Yard, Dogs ok
Family- and pet-friendly home rentals

1929 Vintage Arrowhead Villas

Wilderness Road A Frame Mountain Cabin

Calming Cottage w/ Breathtaking View Near Lake!

Magical lake house with spectacular views

Private Cabin in the Woods

Rustic Modern Lake Gregory Cabin Dogs OK

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

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

ZenDen -perfect Joshua Tree couples desert getaway

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

The Blue Cabin

Snow Summit Townhouse Unit 41

Casita Condo | Jacuzzi | 3mi to slopes

Indigotopia Joshua Tree- Pool, Soundbath, hiking
Modern Farmhouse Condo steps from Lake | Jacuzzi
Ski-In/Ski-Out Cozy Property at Snow Summit
When is the best time to visit Crestline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $270 CAD | $267 CAD | $246 CAD | $241 CAD | $241 CAD | $241 CAD | $251 CAD | $241 CAD | $229 CAD | $248 CAD | $263 CAD | $288 CAD |
| 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 $55 CAD 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

Wifi availability
280 of Crestline vacation rentals include wifi 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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