Holiday houses in Crestline

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Top-rated holiday rentals in Crestline

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Top Guest favourite
Cabin in Crestline
4.95 out of 5 average rating, 127 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.

Top Guest favourite
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
4.98 out of 5 average rating, 471 reviews

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.

Top Guest favourite
The exterior of the cabin features a welcoming front porch with a swing and a wooden beam structure. Framed by tall trees, the white facade and large windows complement the natural surroundings, creating a serene entryway for guests.
Cabin in Twin Peaks
4.99 out of 5 average rating, 336 reviews

The cozy Acorn Cottage

Escape to the mountains and cozy up at The Acorn Cottage, a tiny oasis located near beautiful Lake Arrowhead. Featuring breakfast seating, living room for TV watching or playing games, one full-bath, a roomy bedroom upstairs, a gas fire pit and bbq on the deck with comfy seating and dining. This is the perfect little getaway! Sit outside in the morning with your cup of coffee on our beautiful patio and sit by the fireplace at night with a glass of wine or cup of tea after your daily activities.

Guest favourite
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.
Cabin in Crestline
4.95 out of 5 average rating, 175 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.

Top Guest favourite
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.
Cabin in Crestline
4.98 out of 5 average rating, 112 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.

Top Guest favourite
A person sits at a table with a small vase of flowers, enjoying a scenic view of rolling green mountains and a clear blue sky. The lush landscape extends into the distance, with varying shades of green and hills melting into the horizon.
Guest suite in Crestline
4.99 out of 5 average rating, 255 reviews

100-Mile View | Romantic Mountain Hideaway

Holly Hill Chalet is curated for romantic interludes and peaceful retreats. While the interior is stylish and cozy, the true star of the show is the view: an ever-changing masterpiece that transitions from golden sunrises to cinematic sunsets. From our expansive patios and park-like garden, you have a front-row seat to the awe-inspiring expanse below. As twilight descends, the horizon transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of mountain magic.❤️

Top Guest favourite
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.
Cabin in Crestline
4.95 out of 5 average rating, 367 reviews

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!!

Guest favourite
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
4.85 out of 5 average rating, 231 reviews

Private cabin w wraparound deck at Lake Gregory

Our bright and spacious chalet nestled in the San Bernardino National Forest offers peace and seclusion within a mile from Crestline Village and Lake Gregory. 15 minutes from Lake Arrowhead and Santa's Village, 20 min from Snow Summit, 40 min from Big Bear, and walking distance to Lake Gregory Water Park in spring and summer! Crestline offers amazing thrifting and antiquing, biking, hiking, boating, fishing, or just take in nature at its best from the comfort of this cozy retreat.

Top Guest favourite
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
4.96 out of 5 average rating, 108 reviews

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!

Top Guest favourite
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
4.97 out of 5 average rating, 220 reviews

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.

Top Guest favourite
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.
Cabin in Crestline
4.98 out of 5 average rating, 198 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!

Top Guest favourite
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.
Cabin in Crestline
4.96 out of 5 average rating, 124 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 holiday rentals

When is the best time to visit Crestline?

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Frequently Asked Questions

  • What are the best places to stay in Crestline?

    Many visitors stay in privately managed cabins or cottages near the lake, with options in the village center convenient for shopping and dining. Wooded areas around Crestline provide a relaxed and scenic atmosphere.

  • What are the best things to do in Crestline with kids?

    Children often enjoy swimming or boating at Lake Gregory, exploring playgrounds in nearby parks, and nature walks in forested areas. Family-friendly cafés in the village serve casual meals and treats.

  • What are some of the best things to do in Crestline?

    Enjoy kayaking or fishing at Lake Gregory, wander through the local village shops, or hike scenic forest trails nearby. Community parks invite picnics and open-space relaxation.

  • How is the weather in Crestline?

    Crestline has mild, cool winters around 32–59°F (0–15°C) with occasional rain, while summers are dry and warm, reaching 98°F (37°C). Spring and autumn bring comfortable temperatures and less rain, making outdoor activities appealing year-round.

  • When is the best time to visit Crestline?

    Late spring through early fall is often recommended for warm, sunny days and outdoor events around the lake. Winter and early spring bring cool temperatures and quieter hiking, with daytime highs ranging from 32–59°F (0–15°C).

  • What are the best places to visit in Crestline?

    Explore Lake Gregory for water activities, the village center for shopping and dining, and local parks for outdoor relaxation. Art galleries and community spaces round out a visit.

  • What are some hiking trails in Crestline?

    Popular hiking options include trails surrounding Lake Gregory, forested routes in San Bernardino National Forest, and paths with mountain vistas. Look for easy-to-moderate routes that wind through pine forests and along creeks.

  • What are some family activities we can do in Crestline?

    Families can enjoy swimming, fishing, and picnicking around Lake Gregory, or head to nearby nature trails for a day of exploring. Playground areas and seasonal boat rentals are also frequently enjoyed.

  • What are some of the best day trip ideas from Crestline?

    Consider exploring nearby mountain towns, visiting local nature reserves, or spending a day at larger regional lakes. Art galleries and historical sites in surrounding communities add to an adventurous day out.

  • Are there any pet friendly accommodations available in Crestline?

    Many cabin and cottage rentals in Crestline welcome pets. Numerous outdoor spaces, including lakeside paths and local parks, make it easy to enjoy the area with your dog.

  • What are some local tips for visiting Crestline?

    Locals suggest arriving early for lakeside parking during summer, packing layers for cooler evenings, and exploring lesser-known forest trails. Stop by weekend markets for fresh produce and locally made goods.

  • What is Crestline known for?

    Crestline is known for its mountain scenery, easy access to nature, and Lake Gregory recreation area. Visitors appreciate a relaxed lakeside village atmosphere and opportunities for outdoor adventure.

  • What are the best hidden gems to explore in Crestline?

    Explore tucked-away forest trails, small art galleries, and independent shops in the village area. Quiet lakeside spots around Lake Gregory and lesser-known nature reserves are also frequently suggested for a peaceful outing.

  • What are the best foods to try in Crestline?

    Crestline’s dining scene features home-style American dishes, fresh-baked pies, and classic comfort food in village cafés. Many visitors enjoy sampling locally roasted coffee or hearty breakfasts before exploring nearby trails.

  • What should I bring for a trip to Crestline?

    Pack in layers, as temperatures shift from cool mornings to warm afternoons, especially between 32–98°F (0–37°C) through the year. Comfortable walking shoes make exploring trails and lakeshores easier, and a light rain jacket is handy in winter and spring.

  • What is the nightlife in Crestline like?

    Crestline has a laid-back nightlife with casual local bars, relaxed taverns, and occasional live music in the village. Evenings often center on gathering with friends or enjoying small bites at locally managed spots.

  • What are the most popular events or festivals in Crestline?

    Crestline hosts seasonal community celebrations, with festivities around Lake Gregory and holiday-themed gatherings frequently suggested. Summer weekends often bring outdoor concerts and art fairs in the village center.

  • Are there family friendly vacation rentals in Crestline?

    Crestline has a variety of vacation rentals suited to families, including cottages and cabins with outdoor space. Many are conveniently located near local parks, lakefront areas, and family-friendly attractions.

Quick stats about holiday rentals in Crestline

  • Total holiday rentals

    Explore 360 holiday rentals in Crestline

  • Verified guest reviews

    Over 24,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    280 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    350 of Crestline holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Crestline rentals

  • 4.8 Average rating

    Crestline stays are highly rated by guests—averaging 4.8 out of 5!