Pet-friendly holiday rentals in Crestline

An inviting living space features large windows that provide expansive views of the mountains and sunset. A cozy seating arrangement includes a plush sofa and an accent chair. Natural light fills the room, with warm tones from wooden beams and decor creating a relaxing atmosphere.

4.99 out of 5 average rating, 140 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, 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

4.99 out of 5 average rating, 265 reviews

Guest suite in Crestline

100-Mile View | Romantic Chalet • Dogs Welcome

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.✨

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.

4.95 out of 5 average rating, 212 reviews

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.

4.97 out of 5 average rating, 145 reviews

Secluded A-Frame, Hot Tub, Lake Access

“The Avian” is a 2 bedroom A-frame with king size bed in the loft with a 1/2 bath. The 1st level bedroom has a queen & twin loft bed. Both bedrooms are equipped with AC, blackout curtains, comfortable bedding, additional blankets/pillows and fans. The living room has a wood burning fire place, 4K TV, Record & Bluetooth player, Apple TV, Acoustic Guitar, Blankets and Board Games. Other Amenities include Central Heat, W/D, parking, Hot Tub, outdoor gas fire pits, gas grill and outdoor seating

4.88 out of 5 average rating, 386 reviews

Mountain A-Frame | Hot Tub+Views | 90 Min from LA

2 hours from Los Angeles, this is the weekend reset you come to the mountains for - morning coffee on the deck above the trees, wildflower excursions on the trails, and nights in the hot tub under a starry sky. Our Cabin in the Sky is a 1960s A-frame for groups/couples who want a quiet, extraordinary cabin experience . Separate 1 bdrm apt avail for extra fee for guests of main house. Perfect for in-laws, teens or groups who need extra space: separate kitchen, queen bedroom & full bathroom.

4.96 out of 5 average rating, 112 reviews

Cottage in Crestline

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!

The exterior of the cabin is surrounded by trees and features a wooden deck leading to the entrance. A propane grill is positioned nearby, and two lounge chairs are visible on the deck, with a clear view of the natural landscape beyond.

4.95 out of 5 average rating, 148 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).

A comfortable living area showcases a stone fireplace as its focal point, complemented by light-colored sofas and wooden accents. A flat-screen TV is mounted above the fireplace, and a decorative rug with geometric patterns covers the floor, enhancing the cozy ambiance.

4.98 out of 5 average rating, 175 reviews

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!

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.

4.97 out of 5 average rating, 144 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!

An expansive deck features a circular gas fire pit surrounded by four lounge chairs. String lights are hung above, creating a soft glow. Tall trees are visible in the background, enhancing the outdoor setting.

4.99 out of 5 average rating, 114 reviews

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.

The architectural design of the cabin is showcased with a unique flying W roofline. Surrounded by tall trees, outdoor decks are visible with lounge areas and rattan swings, inviting relaxation in a serene forest setting.

4.97 out of 5 average rating, 191 reviews

Dog Friendly A-Frame in the Treetops w firepit

Welcome to the Flying W - bring your pup and escape to the trees. This storybook mid-century A-frame in Lake Arrowhead wraps you in forest views through soaring panoramic windows. Sip morning coffee on the upper deck, gather around the firepit under the stars, and enjoy vintage charm meets modern comfort. Sleeps 6 with room for friends, family, and your four-legged companion. Minutes from the Village, close to skiing, tucked into tranquility.

4.96 out of 5 average rating, 184 reviews

The Birdhouse | Designer Cabin by Lake Gregory

Welcome to The Birdhouse—a thoughtfully designed mountain retreat just a short walk from Lake Gregory. Built over 100 years ago, this one-of-a-kind cabin blends original character with modern comforts. Spend your mornings with coffee on the deck, afternoons exploring the lake or nearby trails, and evenings by the vintage 1960s fireplace or around the outdoor fire pit beneath the pines. Dogs are welcome! (Up to 2 dogs; $50 pet fee.)

Popular amenities for Crestline pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious living area features a warm-toned leather sofa positioned around a circular coffee table. A modern kitchen with stainless steel appliances is visible in the background, complemented by an inviting dining setup. Exposed wooden beams add character to the vaulted ceiling.

4.89 out of 5 average rating, 123 reviews

Thunderbird Cabin - The Family Mountain Getaway!

4.93 out of 5 average rating, 175 reviews

Peaceful A-Frame-Walk to Village & Lake - New AC

4.91 out of 5 average rating, 186 reviews

A unique barrel sauna is positioned on a stone path, surrounded by tall trees. Softly glowing string lights are hung above, illuminating the area near the entrance. The structure features a wooden exterior with a welcoming entryway, providing a serene atmosphere for relaxation.

Home in Running Springs

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

The exterior of the A-frame cabin is showcased amid tall trees, with large windows reflecting natural light. A wooden deck is visible, enhancing the connection to the surrounding landscape, while fall foliage adds warmth to the scene.

4.95 out of 5 average rating, 148 reviews

Dragonfly Landing *Lake Access *Dog Friendly*Spa*

A cozy living room is featured, showcasing a stone fireplace that complements the warm colour palette. A comfortable sofa is positioned nearby, with decorative pillows and a coffee table present. A flatscreen TV is mounted above the fireplace, and artwork adorns the wall.

4.95 out of 5 average rating, 128 reviews

Double bunks/pool table/fireplaces/views

Three large triangular windows frame a stunning view of Lake Arrowhead and the surrounding mountains. Natural light fills the space, highlighting the wooden ceiling above. The peaceful landscape creates a serene backdrop visible from the interior.

4.8 out of 5 average rating, 204 reviews

Lake Arrowhead Luxury Retreat w/Views-Pet Friendly

Home in Green Valley Lake

An A-Frame cabin is nestled among trees, featuring a vibrant red door and multiple windows that reflect the evening light. String lights adorn the space, creating a warm ambiance. A wooden deck leads to the entrance, enhancing the cabin's rustic charm.

5 out of 5 average rating, 108 reviews

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

4.84 out of 5 average rating, 526 reviews

Natural light fills the living area through large glass doors, offering views of the surrounding trees and hills. A simple rug is placed on the floor, with two chairs and a bar area featuring tall stools visible in the space.

Home in Big Bear Lake

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 235 reviews

An inviting living area features a large, down-filled sofa adorned with decorative pillows and a cozy throw. A stone fireplace is central, with a fire burning brightly. A smart TV is positioned on a console, while natural light filters through the windows, highlighting wooden beams and rustic decor.

Cabin in Big Bear

Log Cab-Inn | Authentic w/ Modern Luxuries & Spa!

An open kitchen features modern cabinetry and stainless steel appliances, including a microwave and refrigerator. A breakfast bar with four stools provides seating. Pendant lights hang above the counter, while a wooden shelf displays potted plants. Light colors and wood accents create a welcoming atmosphere.

4.9 out of 5 average rating, 211 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

An outdoor dining area is positioned on a balcony, featuring a glass table with comfortable chairs. Two coffee cups rest on the table, and a decorative vase adds a touch of elegance. A scenic view of Big Bear Lake and nearby mountains is prominently visible.

4.95 out of 5 average rating, 127 reviews

Lakefront Walk 2 Village, Dock Access & Pets

4.73 out of 5 average rating, 303 reviews

The living room features a large window and sliding glass doors leading to a deck, allowing natural light to fill the space. A stone fireplace is positioned against a textured wall, complemented by a wooden coffee table and a comfortable seating area.

Cabin in Big Bear Lake

Snow Summit Cabin in Big Bear- 25ft to Resort!

Townhouse in Big Bear Lake

A dining area features a large wooden table surrounded by eight chairs, highlighted by colorful flowers in a vase at the center. Textured stone walls add warmth and character, while a cozy seating area with a blue sofa is visible in the background.

4.91 out of 5 average rating, 223 reviews

Snow Summit Townhouse Unit 41

Townhouse in Big Bear Lake

4.86 out of 5 average rating, 132 reviews

Lakeside Condo with Pool, Hot Tub and Lake View!

The bedroom features a queen bed with a red and black checkered blanket. A mirror wardrobe is visible, reflecting light from the nearby window. Wooden floors add warmth, and a wooden side table holds two lamps. A rustic decorative element is mounted on the wall above the bed.

4.9 out of 5 average rating, 220 reviews

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

A comfortable living area features a brown sofa and two green chairs arranged around a circular black table. Light streams through sheer curtains, enhancing the warmth from a fireplace. Decorative plants and a subtle lamp complete the inviting space.

4.94 out of 5 average rating, 194 reviews

Casita Condo | Jacuzzi | 3mi to slopes

Private, pet-friendly home rentals

5 out of 5 average rating, 115 reviews

Cabin in Big Bear

The Capricorn Cabin

A spacious living area showcases high vaulted ceilings and large floor-to-ceiling windows framing expansive views of the mountains. A leather sofa sits atop a light-colored rug, adjacent to a stone fireplace with a warm glow. Rustic chandeliers provide soft ambient lighting, enhancing the inviting space.

4.97 out of 5 average rating, 134 reviews

Modern Cabin with Stunning Views, Outdoor Firepit

4.94 out of 5 average rating, 186 reviews

An A-frame living area features a large sectional sofa, accented with decorative pillows. A stone fireplace and wooden ceiling beams provide a cozy touch. A round chandelier hangs above a coffee table, while large windows offer views of the surrounding trees, allowing natural light to fill the space.

Cabin in Twin Peaks

Our Place: A-Frame

A quaint cabin is set amidst towering trees, showcasing a green exterior with white accents. A sloped path leads up to the entrance, flanked by a red railing, highlighting the natural greenery and sunlight filtering through the branches.

4.84 out of 5 average rating, 262 reviews

Private Cabin in the Woods

4.94 out of 5 average rating, 545 reviews

The living area features a modern design with vaulted wooden ceilings and a cozy electric fireplace. A telescope is positioned beside a flat-screen TV, enhancing the space's leisure options. The dining area includes bright blue chairs and a stylish kitchen island in the background.

Cabin in Arrowbear Lake

Hilltop Boulder Shack | Hot Tub · King Bed · Views

The living area features a unique triangular design with large windows providing scenic mountain views. A comfortable brown sectional sofa is arranged around a glass coffee table, and a spiral staircase leads to an upper level, enhancing the open and airy atmosphere.

4.99 out of 5 average rating, 285 reviews

Mile High Haus w/ Mountain Views by @To_Dwell_Here

4.96 out of 5 average rating, 518 reviews

The spacious living area features a vibrant orange sectional sofa, complemented by wooden cathedral ceilings and a large window overlooking the outdoors. Decorative elements include mounted deer heads and a selection of records on a wooden shelf, creating a cozy atmosphere.

Cabin in Rimforest

Fort Black Bear w/ Hot Tub - Lake Arrowhead

A spacious bedroom features a large bed with a dark patterned blanket, complemented by a decorative yellow cushion. Light streams through a window with angled wood beams accentuating the high ceiling. Two white side tables are positioned on either side of the bed.