Pet-friendly holiday rentals in Crestline

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

Escape to Crestline’s Lake Retreat, just 2 minutes from Lake Gregory! This serene two-story villa offers breathtaking mountain views and space for up to 12 guests. The main floor sleeps 8 with 3 bedrooms, 2 baths, laundry room and a spacious living room. Add the downstairs suite for an additional fee of $50 per night to sleep 4 more, featuring a private living/game room, bedroom, bathroom, and kitchenette. Ideal for families or groups, enjoy the relaxing backyard, game room, and stunning views!

Walkability · Outdoor spaces · Checkout

Fort Black Bear w/ Hot Tub - Lake Arrowhead

Our chic mountain retreat is everything you'd want in your Lake Arrowhead getaway. Beautiful wood cathedral ceilings accent the views of trees, boulders and peeks of the city lights far below. The expansive great room is anchored by a stone fireplace, wrap around sectional and large inviting dining area. A fully outfitted cook's kitchen, roman tub with picture window, king size bed and large dining table make this the ultimate retreat. Enjoy the cedar clad hot tub set next to massive boulders!

Pets · Walkability · Bathroom

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, cozy central heat, AC, fully stocked kitchen, & pet friendly, we 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! CESTRP-2022-01285

Pets · Outdoor spaces · Quiet

100-Mile View | Romantic Mountain Retreat

Holly Hill Chalet is designed 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 dissolves into a sea of twinkling city lights, igniting a garden of whimsical light, chandeliers, and magic.✨

Pets · Walkability · Solo travel

Designer Cabin at LAKE Gregory- walk to shops!

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.

Outdoor spaces · Pets · Getting around

Mountain Lake A-Frame | Forest, AC, Auto-Generator

This enchanting A-Frame cabin offers the perfect blend of adventure and tranquility. Explore trails, mountain towns, or unwind in the hammocks. Sits on a double lot, so you have space to yourself. Cutest small mtn town & 30 min to Big Bear 🔸Auto Generator (no worrying @ blackouts summer or winter, happens often) 🔸NEW AC mini split 🔸 NEW cozy couch 🔸Propane BBQ & Fire Pit (with tanks) 🔸Private acre of forest 🔸 5-minute walk to lake 🔸 Hammocks & swing 🔸 Fireplace 🔸 Washer/Dryer BYOD

Outdoor spaces · Pets · Air conditioning

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!!

Walkability · Outdoor spaces · Wi-Fi

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).

Outdoor spaces · Pets · Cleanliness

Little Mountain Cabin-Hot Tub/Central AC/Fire Pit

This charming two-bedroom cabin has a beautiful view of the forest from the inflatable hot tub on the deck; vaulted ceilings and woodwork throughout, it's spacious and cozy all at the same time. It is perfectly located in the San Bernardino National Forest, so come unwind in the heart of the wild, here the air is pure and nature is all around! Experience profound peace and tranquility, get in touch with creation and maybe even meet some of the local wildlife... the hummingbirds!

Outdoor spaces · Walkability · Hiking

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.

Walkability · Pets · TV

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!

Outdoor spaces · Walkability · Condition

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.

Outdoor spaces · Pets · Getting around