Family-friendly holiday rentals in Crestline

4.95 out of 5 average rating, 128 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.

4.98 out of 5 average rating, 477 reviews

A comfortable seating area features a large leather chair and ottoman, positioned in front of a modern gas fireplace, which is glowing warmly. Floor-to-ceiling windows reveal scenic views of the outdoors, and subtle lighting from above creates a cozy ambiance.

Chalet in Crestline

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.

The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.

4.95 out of 5 average rating, 188 reviews

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.

4.93 out of 5 average rating, 135 reviews

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

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.

4.93 out of 5 average rating, 282 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!

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.

4.98 out of 5 average rating, 119 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.

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.

4.96 out of 5 average rating, 157 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)

4.96 out of 5 average rating, 109 reviews

A spacious living room features a comfortable leather sofa and a wooden coffee table centered on a textured rug. Large windows offer expansive views of the surrounding trees, while natural light fills the room. A rock fireplace adds warmth, complemented by a soft armchair.

Cottage in Crestline

Calming Cottage w/ Breathtaking View Near Lake!

Welcome to Panoramic Pines! Rise above the stress in our calming, nature-themed cottage with a view that takes your breath away. Located just a 3 minute drive (15 minute walk) from the free side of Lake Gregory, Panaramic Pines is the perfect place to rejuvenate yourself. Hike, swim, stand up paddle board, kayak, fish, or stay in and enjoy the great outdoors from our giant wall of windows or the large balcony! You may not want to leave, and that's okay! You're welcome back any time!

A spacious deck features a round fire pit surrounded by comfortable armchairs. A woven basket holds a blanket, while a partially draped blanket adds color to one of the chairs. The surrounding trees create a natural backdrop, enhancing the inviting outdoor space.

4.95 out of 5 average rating, 140 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

Located above a quiet street and just 7 minutes to all Lake Gregory has to offer, Acorns of the Oaks is a secluded getaway tucked in the treetops of a natural forest environment. This private retreat is a perfect place to unpack, unwind & refresh or as a base camp for the many amenities that the local mountains have to offer such as skiing, mountain biking, hiking, and more. Seemingly remote, we are 15 minutes to Blue Jay and 20 minutes to Lake Arrowhead Village (weather permitting).

4.96 out of 5 average rating, 225 reviews

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

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.

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.

4.98 out of 5 average rating, 205 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!

A spacious deck is shown with comfortable seating arranged to enjoy expansive views of the landscape. The area is surrounded by tall trees, allowing natural light to filter through and offering a serene outdoor escape.

4.96 out of 5 average rating, 129 reviews

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!

Popular amenities for Crestline family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 182 reviews

A-Frame in the Sky - “Rim of the World” Views!

4.99 out of 5 average rating, 307 reviews

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

4.96 out of 5 average rating, 103 reviews

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

An outdoor seating area features a fire pit surrounded by two lounge chairs with yellow cushions. A large dining table is positioned under strung lights, with a stone pathway leading up to the main cabin, nestled among tall trees.

5 out of 5 average rating, 116 reviews

Single-Story Cabin with Hot Tub, EV Charger & Yard

The exterior of a mid-century A-frame cabin is flanked by tall trees, showcasing a modern design with large glass windows. A wooden deck leads to the entrance, creating a welcoming path amidst the natural surroundings. Warm lighting glows from within, hinting at a cozy interior.

4.96 out of 5 average rating, 312 reviews

Cozy Mid Century A- Frame Cabin Romantic + Hot tub

4.97 out of 5 average rating, 125 reviews

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

Cottage Grove Haus

An A-frame cabin stands amidst lush trees, illuminated by evening lights. A cedar hot tub, surrounded by natural boulders, emits steam, inviting relaxation. The exterior features large windows that bring the outdoors in, while a seating area is positioned nearby for enjoying the serene atmosphere.

5 out of 5 average rating, 225 reviews

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

4.95 out of 5 average rating, 499 reviews

The spacious living area features a vibrant orange sectional sofa, complemented by wooden cathedral ceilings and a large window overlooking the outdoors. Decorative elements include mounted deer heads and a selection of records on a wooden shelf, creating a cozy atmosphere.

Cabin in Rimforest

Fort Black Bear w/ Hot Tub - Lake Arrowhead

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 256 reviews

A fire pit, prominently featured in the foreground, glows warmly as flames dance above glowing embers. The backdrop reveals a panoramic view of the city, adorned with twinkling lights transitioning from dusk to evening, creating a serene ambiance.

Guest suite in Crestline

100-Mile View | Romantic Mountain Hideaway

Cabin in Green Valley Lake

4.94 out of 5 average rating, 165 reviews

The Best Views and Vintage Cozy Cabin!

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.

4.98 out of 5 average rating, 183 reviews

Dog Friendly A-Frame in the Treetops w firepit

4.85 out of 5 average rating, 231 reviews

An open-concept living space features a cozy blue couch and a wooden coffee table. Large glass doors lead to a deck, while a stone fireplace creates a central focal point. Light oak flooring and wooden walls enhance the cabin's rustic charm.

Chalet in Crestline

Private cabin w wraparound deck at Lake Gregory

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.

4.97 out of 5 average rating, 122 reviews

Modern Cabin with Stunning Views, Outdoor Firepit

4.93 out of 5 average rating, 166 reviews

An A-frame living area features a large sectional sofa, accented with decorative pillows. A stone fireplace and wooden ceiling beams provide a cozy touch. A round chandelier hangs above a coffee table, while large windows offer views of the surrounding trees, allowing natural light to fill the space.

Cabin in Twin Peaks

Our Place: A-Frame

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.

4.93 out of 5 average rating, 163 reviews

Cozy Crestline Cabin

A rustic wooden deck is shown leading to a red door framed by an A-frame cabin, surrounded by greenery. Natural light filters through the trees, creating a peaceful entryway into the cabin.

4.9 out of 5 average rating, 585 reviews

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

Family-friendly home rentals with a pool

The living room features a comfortable seating area with a natural stone fireplace and a media console. A large flat-screen TV displays a serene lake view. Natural light floods the space through sliding glass doors leading to a balcony with lakefront views.

4.95 out of 5 average rating, 118 reviews

Lakefront Walk 2 Village, Dock Access & Pets

4.86 out of 5 average rating, 564 reviews

Cabin in Big Bear Lake

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

4.96 out of 5 average rating, 293 reviews

A refreshing pool reflects the clear blue sky, surrounded by a spacious deck. Colorful lounge chairs and umbrellas provide shaded seating areas. Steps lead from the pool to a welcoming green building, framed by trees and decorative landscaping.

Guest suite in Oak Hills

Exclusive Private 1Bdr+Suite. Peaceful Luxury, Fun

Cottage in San Bernardino

4.94 out of 5 average rating, 340 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

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.

4.94 out of 5 average rating, 188 reviews

Casita Condo | Jacuzzi | 3mi to slopes

The kitchen features a spacious countertop with gold pendant lights above. White cabinetry complements the granite surface. Floating wood shelves display glassware, while a stone accent wall adds texture. A stainless-steel dishwasher and modern sink enhance functionality, and a mounted television is positioned nearby.

4.91 out of 5 average rating, 361 reviews

Modern Farmhouse Condo steps from Lake | Jacuzzi

4.93 out of 5 average rating, 167 reviews

Guesthouse in Highland

Dreamy Escape Private Entrance /pool/near Yaamava

A spacious living area features a cozy, light brown couch facing a stone fireplace. Complemented by a large mirror and dining area in the background, the room is enhanced by natural light from windows adorned with dark curtains.