Vacation rentals in Crestline

4.95 out of 5 average rating, 320 reviews

The Little Bear Cabin

Tiny romantic 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. Fully equipped kitchen, dining outdoors under string lights, and evening hangs around the fire-pit. Take a drive to the local lakes for outdoor recreation activities! Less than 15 minutes to Lake Gregory and 20 minutes to the Lake Arrowhead Village. Popular hiking and off-road trails nearby too!!

4.95 out of 5 average rating, 237 reviews

GenevaChalet~Views!HOT TUB!Cozy, FamilyDogFriendly

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!

4.98 out of 5 average rating, 440 reviews

Chalet in Crestline

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!

4.94 out of 5 average rating, 103 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.

5 out of 5 average rating, 108 reviews

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

4.99 out of 5 average rating, 237 reviews

Guest suite in Crestline

100 Mile Views | Romantic & Peaceful Retreat

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

4.96 out of 5 average rating, 236 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!

4.96 out of 5 average rating, 111 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)

4.97 out of 5 average rating, 154 reviews

Charming Crestline Cabin by lake w/AC! Pets ok.

Welcome to The Birdhouse. A peaceful nest made to unwind and relax and escape in nature. This 100-year-old cabin has kept its charm while being fully updated with modern design and new amenities. Cozy up by a gorgeous 1960s gas/wood-burning fireplace while watching a movie or reading a book. Look at the stars fireside. Awake refreshed and ready for a day exploring the forest, enjoying the lake (a short walk away), and taking in the beauty that surrounds you. *Dog friendly - 2 max $50 feet

4.85 out of 5 average rating, 205 reviews

Chalet in Crestline

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.

4.94 out of 5 average rating, 114 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).

4.97 out of 5 average rating, 196 reviews

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.

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Popular amenities for Crestline vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Crestline

5 out of 5 average rating, 18 reviews

Woodsy Chalet w/ AC by Lake Gregory 1–2 Hrs LA/OC

LouisaRating, 5 stars1 day ago

This was such a beautiful place. We felt right at home and loved that it was kid-friendly. The house is cozy, clean and decorated with a great attention to detail which we appreciated and we would definitely love to return in the future. Highly recommend!

4.97 out of 5 average rating, 87 reviews

Cottage in Crestline

Calming Cottage w/ Breathtaking View Near Lake!

CocoRating, 5 stars1 month ago

Kelly’s house is beautiful my family and I loved it very peaceful. The view is amazing. House is exactly like the pictures kitchen/bathroom was fully stocked. I would definitely book again.

4.98 out of 5 average rating, 57 reviews

Guest suite in Crestline

Little Blue Cottage

JessicaRating, 5 stars3 weeks ago

I’m so happy we booked this spot! it was beyond lovely. It was super cute & comfortable all around! I loved the outside sitting area, the inside was spacious , my German shepherd was so cozy with the bed area they provided for her too🙌💕. The water pressure in the kitchen & bathroom was amazing! They had everything we needed for a weekend get away! ☺️ , we were sad to leave. Isis & Demi were great at communicating with us! My doggy loved the baked treat she got at the end of the trip too! We had an amazing weekend here I would super recommend this to everyone! I can’t wait to return again! Thankyou for everything!

Superhost

4.77 out of 5 average rating, 384 reviews

Your Lake View Chalet Awaits!

NatashaRating, 5 stars3 weeks ago

The cabin was just a dream! We couldn’t wish for more. Everything was perfect, loved the balcony, the view, the space, comfy beds And Tina was super nice to us, responsive and friendly 🙏 thank you so much!

5 out of 5 average rating, 22 reviews

Home in Crestline

Crestline Hideaway

MariaRating, 5 stars3 weeks ago

I can't recommend this cabin highly enough! This was our second time staying here, and Anthony, our host, went above and beyond to make us feel welcome. From the moment you arrive, everything exceeds expectations. We requested an early check-in, and Anthony was incredibly accommodating and easy to work with. Thank you, Anthony, for making this such a seamless and memorable stay. Both times we’ve visited, the first thing we noticed was how clean the cabin was. The linens were fresh and the attention to detail was evident in every corner. We spent peaceful evenings on the deck watching the sunset. It truly felt like magic. Inside, the décor is cozy and inviting, and the space is well stocked with everything you could possibly need. The cabin is in a great location, with Lake Gregory nearby and a local market with restaurants all within close proximity. Thank you so much Anthony! We are already planning our 3rd visit!

4.97 out of 5 average rating, 37 reviews

Peaceful 2-bedroom cabin in San Moritz area

SaraRating, 5 stars3 months ago

Jaylyn was a great host she gave us clear instructions about our stay and replied to our messages quickly. The house was amazing. The kitchen was fully equipped, the bathroom also with best quality stuff. The house was very clean and comfortable. I was happy with the outdoor fire pit 😍. Jaylyn left us some goodies which we enjoyed during our stay. I highly recommend this house and which to come back later

Superhost

5 out of 5 average rating, 4 reviews

Edelweiss chalet.

JessicaRating, 5 stars5 days ago

We had a wonderful stay at Edwige's place in Crestline. The location was very easy to find and it was such a peaceful, serene location. It's just as described in all the photos. All the windows give an incredible view of the trees and feels very private. The house is just up the hill from Lake Gregory and it was very easy to drive down and park to walk and spend time at the lake. It's about a five minute drive to all the restaurants and coffee places in town. My dog enjoyed lounging on the deck, which was a great place to sit outside and enjoy the sun. The driveway is a little steep but my sedan handled it just fine. Overall, was a great stay! Would definitely stay again. Thanks!