Vacation rentals in Lake Gregory

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Lake Gregory

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Cabin in Crestline

4.98 out of 5 average rating, 151 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!

Sep 25 – Oct 2

G$44,549 GYD per night

Guest favorite

Chalet in Crestline

4.99 out of 5 average rating, 389 reviews

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!

Jun 6 – 13

G$31,307 GYD per night

Guest favorite

Guest suite in Crestline

5.0 out of 5 average rating, 193 reviews

100-Mile Views-Fire Pit-Romantic-Peaceful-Secluded

Ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patio 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. Dogs YES! @hollyhill333

Jan 6 – 13

G$41,025 GYD per night

Guest favorite

Cabin in Crestline

4.87 out of 5 average rating, 236 reviews

Cozy Cabin in Crestline/Lake Gregory

Cozy Mountain Cabin located in the sleepy town of Crestline. Lake Gregory is a 5 min drive. Close to all shops and activities. Nicely decorated mountain retreat sure to please most families. The cabin has a gas fireplace, entertainment options, and a backyard with a fire pit and bbq grill. The town of Crestline and Lake Gregory has many shops, restaurants and a bowling alley nearby. Lake Arrowhead is 20 mins away. Big Bear and other resorts are about 40 min drive. SORRY BUT NO PETS ALLOWED.

Jul 17 – 24

G$23,641 GYD per night

Guest favorite

Home in Lake Arrowhead

4.93 out of 5 average rating, 323 reviews

Romantic Mountain cabin with full AC & EV charging

AirConditioned cabin with a great view of the forest in Arrowhead Villas. and Electric Vehicle L2 charging. 10 minutes driving from Lake Arrowhead Village, fully furnished with new furniture, fireplace, WiFi, Cable TV channels, working kitchen, Keurig coffee. Enjoy a romantic evening by the fire sipping drinks 12 miles from Snow Valley for winter skiing and summer MTB fun In addition to fireplace the cabin have forced air heating and AirConditioning to keep you comfortable during the summer.

May 4 – 11

G$22,442 GYD per night

Guest favorite

Cabin in Crestline

4.97 out of 5 average rating, 115 reviews

The Birdhouse. Cozy mountain getaway.

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 $35 per pet*

Jun 23 – 30

G$26,018 GYD per night

Guest favorite

Cabin in Lake Arrowhead

4.95 out of 5 average rating, 135 reviews

Enchanted Cabin with Treehouse Vibes near Lakes

Come and stay at this enchanted tiny cottage where you can relax in the shade of the giant trees with a cold drink or explore the hiking trails in the back yard. Conveniently located off Highway 189, just a few minutes to swimming, hiking, shopping, and other outdoor activities. The cottage sits high on the mountainside among the old trees. It has an authentic rustic charm with all the modern conveniences you will need regardless of season. It's a perfect retreat for a couple or small family.

Aug 18 – 25

G$21,065 GYD per night

Superhost

Cabin in Crestline

4.83 out of 5 average rating, 224 reviews

Your Favorite Cozy Modern Little Cabin! 🏞

This cozy remodeled little cabin is exactly what you need for a getaway with family, friends or spouse. Spend the night here and you'll wake up to natural lighting gleaming through the windows in this peaceful neighborhood. Here you'll be able to enjoy a nice candle lit bubble bath in our large tub. A/C and Heater unit newly installed to be used anytime of the year. Perfect location, only a couple minutes away from Lake Gregory, 9 miles from Lake Arrowhead and 34 miles from Big Bear Lake 🏞

Oct 21 – 28

G$26,132 GYD per night

Guest favorite

Cabin in Crestline

4.97 out of 5 average rating, 189 reviews

The perfect Hideaway! 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!

Jun 11 – 18

G$33,309 GYD per night

Superhost

Chalet in Crestline

4.86 out of 5 average rating, 178 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.

Oct 2 – 9

G$22,857 GYD per night

Guest favorite

Home in Crestline

4.97 out of 5 average rating, 154 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.

Aug 18 – 25

G$57,736 GYD per night

Guest favorite

Guest suite in Crestline

4.94 out of 5 average rating, 118 reviews

Lake View Suite & Spa on Large Deck in Crestline

Enjoy a quiet get-away as you relax in the spa on the large deck in a vast wooded outdoors. Beautiful views of mountains & Lake Gregory. Enjoy the sitting area, w/French doors into suite. A king bed, private bath & eating/designated working area. There is a mini-refrigerator, queen couch bed, central heat. Suite is located in the San Bernardino mountains near Lake Arrowhead. A 2 hour drive to Los Angeles or 20 minutes to San Bernardino.

Dec 31 – Jan 5

G$30,206 GYD per night