Family-friendly holiday rentals in Crestline

4.95 out of 5 average rating, 130 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, 481 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 kitchen area displays white cabinetry and a marble countertop, complemented by rustic wooden beams on the ceiling. A cozy living space with a comfortable sofa is visible, along with doors leading to the outdoor deck that showcases greenery.

5 out of 5 average rating, 126 reviews

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.

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, 193 reviews

Cozy Cabin at LAKE Gregory- walk to shops and lake

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.

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, 283 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, 121 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.

4.95 out of 5 average rating, 166 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)

The exterior of a mid-century cabin is shown, featuring dark wood siding and a large deck surrounded by towering trees. Sunlight filters through the foliage, illuminating the deck area, which includes a railing and a large sliding door leading into the cabin.

4.94 out of 5 average rating, 231 reviews

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.

4.96 out of 5 average rating, 226 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, 132 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!

An expansive deck features a circular gas fire pit surrounded by four lounge chairs. String lights are hung above, creating a soft glow. Tall trees are visible in the background, enhancing the outdoor setting.

5 out of 5 average rating, 104 reviews

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

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, 310 reviews

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

5 out of 5 average rating, 117 reviews

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.

Cabin in Lake Arrowhead

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

4.97 out of 5 average rating, 229 reviews

The A-frame chalet showcases large wall-to-wall glass doors, inviting natural light. A spacious deck with comfortable outdoor seating surrounding a bright orange fireplace offers views of the surrounding wooded landscape and boulders.

Cabin in Big Bear

Modern Swiss Chalet | Sweeping Views | Hot Tub

4.93 out of 5 average rating, 182 reviews

A welcoming living area features a stone fireplace as a central focal point, with a large television mounted above. A comfortable seating arrangement includes a leather sofa, poufs, and accent chairs. Natural light filters in through multiple windows, highlighting the light wood flooring.

Cabin in Lake Arrowhead

Charming Cabin, Amazing Mountain Views & Hot Tub

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, 234 reviews

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

4.95 out of 5 average rating, 199 reviews

A hot tub is positioned on a wooden deck, surrounded by tall trees and natural greenery. The bubbling water surface reflects the overcast sky, creating a tranquil atmosphere. The structure's beams and railing provide a rustic touch to the serene outdoor setting.

Home in Lake Arrowhead

Updated Mountain Home w/ AC, Hot Tub

A charming cabin is nestled among trees, featuring a warm exterior and large windows. A wooden deck surrounds a circular hot tub, ready for relaxation. The setting sun casts a soft glow, highlighting the natural landscape surrounding the home.

4.97 out of 5 average rating, 404 reviews

Glen Oak Rim | Hot Tub · Game Room · Epic Views

Family- and pet-friendly home rentals

The exterior of the cabin features a charming wood-paneled facade with a covered porch. Two adirondack chairs are positioned on the porch, surrounded by a tranquil forested setting. A stone pathway leads to the entrance, enhancing the rustic atmosphere.

4.96 out of 5 average rating, 378 reviews

The Little Bear Cabin: Peaceful & Charming Escape

4.99 out of 5 average rating, 258 reviews

Warm lighting enhances the outdoor patio area, featuring wooden decking and a string of illuminated bulbs. Two chairs are positioned on the deck, inviting relaxation amidst the surrounding trees at twilight.

Guest suite in Crestline

100-Mile View | Romantic Mountain Retreat

4.97 out of 5 average rating, 184 reviews

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.

Cabin in Lake Arrowhead

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

4.94 out of 5 average rating, 171 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, 166 reviews

Cozy Crestline Cabin

4.92 out of 5 average rating, 106 reviews

Villa in Crestline

Crestline Villa for 8 Guests + Add-On Suite for 4

The exterior of the cabin is surrounded by trees and features a wooden deck leading to the entrance. A propane grill is positioned nearby, and two lounge chairs are visible on the deck, with a clear view of the natural landscape beyond.

4.95 out of 5 average rating, 141 reviews

Rustic Modern Lake Gregory Cabin Dogs OK

Family-friendly home rentals with a pool

Apartment in Big Bear Lake

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, 121 reviews

Lakefront Walk 2 Village, Dock Access & Pets

4.94 out of 5 average rating, 100 reviews

An aerial view highlights the rustic cabin-style home surrounded by the expansive desert landscape. The property is set amidst rolling hills, showcasing the pool and outdoor areas. Dirt roads lead toward the house, emphasizing its secluded location in the Mojave Desert.

Home in Lucerne Valley

One In A Trillion • 32+ Private Acres!

4.96 out of 5 average rating, 297 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, 341 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

Apartment in Big Bear Lake

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

Apartment in Big Bear Lake

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

4.91 out of 5 average rating, 354 reviews

Cabin in Big Bear Lake

Feet Away From Slopes Modern Snow Summit Cabin