Holiday 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

4.87 out of 5 average rating, 111 reviews

Remodeled Crestline Cabin near Creek & Lake

Newly Remodeled Cabin with Everything inside Totally New! Cabin is Tucked between trees in an area with running creek nearby, walking distance to Lake Gregory (15 min to Lake Arrowhead). Features include Full Kitchen, Living Room with Roku TV, Single level house, 1 Large Bedroom with King Bed & Luxury Mattress, Leather Couch with sleeper & Bathroom with Marble Pebble Shower Wall. Large Front deck with lounge chairs to watch Blue Jays and Silver Tail Squirrels. BBQ Grill & Parking for 2 cars.

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, 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)

4.85 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.

4.92 out of 5 average rating, 99 reviews

Breathtaking Lakefront Home

Enjoy a beautiful lake view in one of the best locations at Lake Gregory. This charming cabin is the perfect retreat for the entire family, just minutes from Lake Arrowhead. Our cozy home features a fully equipped kitchen, plush blankets, comfortable beds, and all the amenities you need for a relaxing, stress-free getaway. Ideal for family vacation, getaway. Few minutes away from these locations: Local Cafe, grocery: 2 miles Lake Arrowhead: 8 miles Big Bear: 30 miles

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Popular amenities for Crestline holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Crestline

5 out of 5 average rating, 95 reviews

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

BrianRating, 5 stars2 months ago

Thank you, Mark & Michelle, our stay at your Cozy Green Cabin was a peaceful getaway from city living. We loved the sunrise views & fresh breeze from the balcony. The short walks to town in the morning and evening were a lovely way to enjoy our days. P.S. The extra comfy blankets kept us warm.

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, 58 reviews

Guest suite in Crestline

Little Blue Cottage

SamRating, 5 stars1 week ago

Was an amazing host and gave us a few ideas on what to do in the town!

4.99 out of 5 average rating, 79 reviews

Cozy A-Frame in The Tree Tops

CynthiaRating, 5 stars3 weeks ago

We had such a lovely time at this Crestline retreat. The home was peaceful, surrounded by trees, and had a cozy charm that made us feel right at home. A perfect escape — we’d love to return!

4.96 out of 5 average rating, 57 reviews

Mid-Century Luxury Mountain Getaway w/ Central AC!

AaronRating, 5 stars4 days ago

I have had horrific experiences with Airbnb and Ciara is a godsend!!! She was an amazing, kind, flexible, and an accommodating host. As far as the home it was clean, full of thought with respect to AC, kids crib, toys, games, a movie projector, it has newer and super clean fixtures, a nice projector, nicely designed rooms and common areas, a large and comfy patio, and only minutes away from Lake Gregory, I will be booking this home again in the future. We had an amazing Father’s Day weekend and I wouldn’t change it a bit. Highly recommend!!! It shows that Ciara didn’t just set this up as an air b n with lousy items, there is care and thought that went into every corner. From the outlet extender near the bed, to the high chair for the baby, toys for kids, just everything to make us feel at home.

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!

5 out of 5 average rating, 23 reviews

bluRetreat

JesseRating, 5 stars1 month ago

Amazing stay! Can’t wait to go back! The best deal and the place is seriously perfect. So glad I found this place - going to recommend to everyone.