
Family-friendly holiday rentals in Crestline
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Crestline

Total holiday rentals
Explore 270 holiday rentals in Crestline

Nightly prices starting at
Crestline holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 19,520 verified reviews to help you choose

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
260 of Crestline holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Crestline rentals

4.9 Average rating
Crestline stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated family-friendly rentals in Crestline
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Miner Style/Tri-Level/9:AM Check-In/3:PM Ch-Out
(NOTE: SELF CHECK-IN: 9:00AM; SELF CHECK-OUT: 3:00PM) Welcome to WINNTERHAVEN!Come experience our tranquil Rustic Miner Tri-Level Treetop Pine Cabin. View the stars from the front deck! FREE WIFI! Mini-Home Theater included! Cabin Telephone is connected to local EMS. Private driveway parking: 2 cars. Will need chains and/or 4x4 during Winter, PLEASE check local weather conditions before coming to Crestline. Security cameras at all 3 entry/exit doors. County Permit CESTRP-2021-02220 Questions?:)

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.

Magical Mid-Century Cabin Epic Views & Fireplace
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 the 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 Airbnbs 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.

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

Designer Cabin at LAKE Gregory- walk to shops!
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.

Breathtaking Lakefront Home
My husband and I are nature enthusiasts who love the mountains and the lake. We fell in love with this beautiful place the moment we arrived. Dalat Homestay was truly love at first sight. Designed to feel simple and cozy like home, it’s where our family comes to relax, unwind, and reconnect with nature. Perfect for a family vacation, romantic getaway, or quiet escape from the city. Everything is close by: • 1-mile walk to the lake • Local café & grocery – 1.5 miles • Lake Arrowhead – 8 miles

Mountain A-Frame | Hot Tub+Views | 90 Min from LA
2 hours from Los Angeles, this is the weekend reset you come to the mountains for - morning coffee on the deck above the trees, wildflower excursions on the trails, and nights in the hot tub under a starry sky. Our Cabin in the Sky is a 1960s A-frame for groups/couples who want a quiet, extraordinary cabin experience . Separate 1 bdrm apt avail for extra fee for guests of main house. Perfect for in-laws, teens or groups who need extra space: separate kitchen, queen bedroom & full bathroom.

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.

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)

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!

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!

Fairy Forest Cabin - Walk to Lake, Dog-Friendly
Escape to our charming Crestline cabin, a secluded mountain retreat just a 10-minute walk to Lake Gregory and town. Enjoy an expansive deck, fenced dog-friendly yard, and cozy fire pit. Inside, whimsical forest-inspired bedrooms bring the outdoors in. Near Crestline shops and dining, with Lake Gregory boating, fishing, and swimming nearby, plus easy access to hiking trails, Big Bear ski resorts, and year-round San Bernardino mountain adventures.
Popular amenities for Crestline family-friendly rentals
Family-friendly home rentals with a hot tub

Log Cabin w/Gorgeous Views, Hot Tub+King Beds

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

Modern Swiss Chalet | Sweeping Views | Hot Tub

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

Unique mountain lake pink bedroom private cabin

@wild_olive_den • Serene Mountain Getaway Cabin

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

Hot Tub ~TESLA LVL2 Charger ~ Modern 2Br 2Bth ~ AC
Family- and pet-friendly home rentals

100-Mile View | Romantic Chalet • Dogs Welcome

Running Wolves Lodge: Slope Views, Gym, Spa, Pets

Dog Friendly A-Frame in the Treetops w firepit

The Capricorn Cabin

Calming Cottage w/ Breathtaking View Near Lake!

Mountain Lake A-Frame | Forest, AC, Auto-Generator

Enclosed Backyd; Walk2 Lake; Fire Pit, EV Charger

Private Cabin in the Woods
Family-friendly home rentals with a pool

Log Cab-Inn | Authentic w/ Modern Luxuries & Spa!

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Lakefront Walk 2 Village, Dock Access & Pets

Adorable Cozy Cottage, base of Beautiful Mountains

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

Feet Away From Slopes Modern Snow Summit Cabin

Boulder Bay Fun Retreat, Steps to the Lake & SPA
When is the best time to visit Crestline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £146 | £139 | £141 | £131 | £131 | £131 | £136 | £131 | £124 | £133 | £146 | £170 |
| 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 |
Destinations to explore
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- Rentals with a washing machine and dryer Crestline
- Rentals with lake access Crestline
- Rentals with outdoor seating Crestline
- House rentals Crestline
- Rentals with a hot tub Crestline
- Cabin rentals Crestline
- Rentals with a patio Crestline
- Rentals with pools Crestline
- Rentals with a fireplace Crestline
- Fitness-friendly rentals Crestline
- Pet-friendly rentals Crestline
- Rentals with a firepit Crestline
- Family-friendly rentals San Bernardino County
- Family-friendly rentals California
- Family-friendly rentals United States
- Disneyland Park
- Knott’S Berry Farm
- Disney California Adventure Park
- National Orange Show Events Center
- Anaheim Convention Center
- Big Bear Mountain Resort
- Disneyland Resort
- Mountain High
- Angel Stadium of Anaheim
- Honda Center
- California Institute of Technology
- Bear Mountain Ski Resort
- Palm Springs Aerial Tramway
- Yaamava' Resort & Casino
- Glen Ivy Hot Springs Spa
- Snow Summit
- The Huntington Library
- Irvine Spectrum Center
- Snow Valley Mountain Resort
- Chino Hills State Park
- Great Park
- Whitewater Preserve
- Morongo Casino Resort & Spa
- Chapman University





