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Cabin holiday rentals in Lake Gregory

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Top-rated cabin rentals in Lake Gregory

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Guest favourite
An outdoor hot tub is illuminated with purple lights, creating a serene atmosphere as twilight approaches. The surrounding deck is visible, with trees silhouetted against the fading light of dusk.
Cabin in Crestline
4.88 out of 5 average rating, 112 reviews

Hot Tub ~TESLA LVL2 Charger ~ Modern 2Br 2Bth ~ AC

🏠 Newly renovated home - Everything is new! ♨ Outdoor Hot Tub Spa! 🔌 Tesla Level 2 charger 🛏 King bed in the master bedroom 🛏 Two twins in the 2nd bedroom, one of them is a trundle bed. 🏞 Ample deck to enjoy the outdoors 🔥 Outdoor Firepit ⛵️ 3 minute drive to Lake Gregory ⚡️Lightning fast internet 📺 55” Roku TV in living room and 43” Roku TV in master Bedroom 🙋🏼‍♀️ Alexa connected Apple Music in living room and bedroom 🔥 Gas grill 🐶 Support animals require documentation + $100 fee

Top Guest favourite
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.
Cabin in Crestline
4.97 out of 5 average rating, 194 reviews

Modern Mountain Cabin | Hot Tub | EV Charger | A/C

Welcome to this bright and airy, fully remodeled, meticulously maintained, modern, mountain cabin in the lakeside town of Crestline. Soak in the natural light from all angles with floor to ceiling windows that frame the beautiful mountain views from the comfort of the living room. Walk out onto the spacious front deck perched above the trees to sip your morning coffee. Enjoy any of the king size memory foam mattresses in every room. 5 min walk to Lake Gregory, 15 min drive to Lake Arrowhead.

Top Guest favourite
The exterior of the cabin features a welcoming front porch with a swing and a wooden beam structure. Framed by tall trees, the white facade and large windows complement the natural surroundings, creating a serene entryway for guests.
Cabin in Twin Peaks
4.99 out of 5 average rating, 290 reviews

The Acorn Cottage

Escape to the mountains and cozy up at The Acorn Cottage, a tiny oasis located near beautiful Lake Arrowhead. Featuring breakfast seating, living room for watching TV or playing games, one full-bath, a roomy bedroom upstairs, a gas fire pit and bbq on the deck with comfy seating and dining. This is the perfect little getaway! Sit outside in the morning with your cup of coffee on our beautiful patio and sit by the fireplace at night with a glass of wine or cup of tea after your daily activities.

Guest favourite
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.
Cabin in Crestline
4.95 out of 5 average rating, 134 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.

Guest favourite
A spacious deck is framed by a wooden pergola, providing views of lush trees and a serene lake in the distance. Comfortable outdoor furniture is positioned for relaxation while enjoying the natural surroundings, with soft light suggesting early morning or late afternoon.
Cabin in Crestline
4.91 out of 5 average rating, 154 reviews

BEST VIEW Lakefront Cabin- Lake Gregory/Arrowhead

Welcome to the Sister's Lake House! This quaint 3 bedroom/2 bath, rustic lakefront cabin is the perfect weekend getaway with THE BEST VIEW of the LAKE! Guests will enjoy 180-degree PANORAMIC VIEWS of Lake Gregory. Lake Gregory is a four-season resort community that has activities for everyone! Our fully-stocked cabin is walking distance to the lake, grocery & restaurants, & a 15 min drive to Lake Arrowhead. Enjoy lake activities, hikes, fishing, BBQs, & star gazing off the patio. 8ppl & 3 cars

Guest favourite
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.
Cabin in Crestline
4.98 out of 5 average rating, 119 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

Guest favourite
The exterior of the cottage is nestled among tall trees, showcasing wooden siding and warm lighting. Stairs lead up to a deck area, while a stone pathway connects to outdoor seating. The property reflects a blend of rustic charm and cozy ambience within a natural setting.
Cabin in Lake Arrowhead
4.93 out of 5 average rating, 214 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.

Guest favourite
A welcoming cabin is nestled among tall pine trees, showcasing a blend of natural wood and a charming brick exterior. A front deck with a simple railing invites relaxation, while a California flag hangs nearby, enhancing the rustic feel of this peaceful retreat.
Cabin in Crestline
4.96 out of 5 average rating, 250 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!

Guest favourite
A spacious wooden deck features multiple black outdoor chairs arranged around a circular firepit. The setting sun casts a warm glow, with trees visible in the background, enhancing the serene atmosphere of the space.
Cabin in Crestline
4.96 out of 5 average rating, 134 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)

Superhost
A spacious outdoor balcony is highlighted, featuring a hanging chair and a wooden table surrounded by comfortable seating. Scattered potted plants add a touch of greenery, while views of the serene lake and surrounding forest can be seen in the background.
Cabin in Crestline
4.91 out of 5 average rating, 114 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

Guest favourite
An open-concept living area with high wood ceilings and large windows that provide ample natural light and views of the surroundings. A stone-accented fireplace serves as a focal point, with comfortable seating arranged around a decorative rug. A TV is mounted above the fireplace.
Cabin in Crestline
4.98 out of 5 average rating, 177 reviews

Lakeview Cabin in the Woods (Spectacular View)

Welcome to the Lakeview Cabin! Kick back and relax in this peaceful and stylish cabin with stunning lake and mountain views! The interior boasts soaring high wood ceilings, a stone-accented fireplace, and a cozy loft. The open floor plan let's you prep a meal while chatting with your guests. You can also enjoy BBQing and lounging on the deck while watching the sunset and stargazing. After a fun-filled day, read a book or enjoy snuggling by the fire. Truly a gem!

Guest favourite
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.
Cabin in Crestline
4.96 out of 5 average rating, 105 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!

Popular amenities for Lake Gregory cabin rentals

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Cabin rentals with a hot tub

Guest favourite
Cabin in Running Springs
4.96 out of 5 average rating, 162 reviews

A-Frame in the Sky - “Rim of the World” Views!

Top Guest favourite
A black A-frame cabin nestled among tall pine and cedar trees is showcased on a wooden deck. A hammock is suspended between two trees, inviting relaxation amidst a serene forest setting.
Cabin in Running Springs
5 out of 5 average rating, 274 reviews

Mid-Century Cabin Perfect for Romantic Getaway

Top Guest favourite
An outdoor seating area features a fire pit surrounded by two lounge chairs with yellow cushions. A large dining table is positioned under strung lights, with a stone pathway leading up to the main cabin, nestled among tall trees.
Cabin in Lake Arrowhead
5 out of 5 average rating, 100 reviews

Single-Story Cabin with Hot Tub, EV Charger & Yard

Top Guest favourite
The A-frame chalet showcases large wall-to-wall glass doors, inviting natural light. A spacious deck with comfortable outdoor seating surrounding a bright orange fireplace offers views of the surrounding wooded landscape and boulders.
Cabin in Big Bear
4.96 out of 5 average rating, 173 reviews

Modern Swiss Chalet | Sweeping Views | Hot Tub

Guest favourite
The entrance of the cabin is framed by rustic stone and wood accents, showcasing a welcoming atmosphere. Two individuals are positioned by the door, with greenery surrounding the area. Warm light from inside hints at a cozy interior, inviting guests to explore further.
Cabin in Crestline
4.9 out of 5 average rating, 125 reviews

Vintage Curated Design Cabin w/ Hot Tub

Top Guest favourite
The A-Frame exterior showcases its distinctive triangular structure, framed by a backdrop of trees and snow. Softly glowing lights illuminate the entryway, and the expansive deck features seating, providing a welcoming atmosphere among the serene mountain landscape.
Cabin in Arrowbear Lake
4.96 out of 5 average rating, 297 reviews

A-Frame Apogee | Hot Tub · Epic Views · Swing Set

Top Guest favourite
An A-frame cabin stands amidst lush trees, illuminated by evening lights. A cedar hot tub, surrounded by natural boulders, emits steam, inviting relaxation. The exterior features large windows that bring the outdoors in, while a seating area is positioned nearby for enjoying the serene atmosphere.
Cabin in Running Springs
5 out of 5 average rating, 168 reviews

Romantic A-Frame Cabin | Hot Tub, AC, Fire Pit

Guest favourite
The exterior of a two-story cabin features wooden shingles and a welcoming front porch adorned with an American flag. A stone pathway leads to the entrance, while trees provide natural shade. Soft lighting enhances the cabin's inviting presence in the evening.
Cabin in Skyforest
4.97 out of 5 average rating, 150 reviews

Pet Friendly Modern Cozy Cottage with Hot Tub

Pet-friendly cabin rentals

Guest favourite
A covered patio is displayed with a striped awning and a wooden table surrounded by colorful seating. A potted plant sits at the center of the table. The natural view of trees and distant mountains creates a serene outdoor environment.
Cabin in Green Valley Lake
4.93 out of 5 average rating, 146 reviews

The Best Views and Vintage Cozy Cabin!

Guest favourite
The mid-century A-frame house is surrounded by tall trees, showcasing its distinctive triangular roof and large front window. A spacious deck extends from the house, providing a welcoming entrance, while a gravel driveway leads up to the property.
Cabin in Running Springs
4.88 out of 5 average rating, 409 reviews

Wilderness Road A Frame Mountain Cabin

Top Guest favourite
The vintage cabin features a welcoming exterior with a wooden porch, large windows, and a flag displayed prominently. Surrounded by lush greenery and tall trees, the entrance is accessible via a small set of steps leading to the front door.
Cabin in Lake Arrowhead
5 out of 5 average rating, 228 reviews

1929 Vintage Arrowhead Villas

Guest favourite
The A-Frame structure, framed by tall trees, showcases a spacious deck illuminated by soft string lights. The large glass windows reflect a warm glow from inside, inviting guests to enjoy the surrounding nature and direct access to the outdoor space.
Cabin in Lake Arrowhead
4.95 out of 5 average rating, 239 reviews

A-Frame of Mind • Fenced Yard - Lake Access - AC

Guest favourite
A three-story black cabin is nestled among towering rock formations and lush trees. The structure features a garage with an orange door, creating a striking contrast against the natural backdrop. The surrounding area is paved, conveying easy access to the cabin.
Cabin in Running Springs
4.97 out of 5 average rating, 129 reviews

Peaceful Cabin 3 Decks, amazing view, EV Charger!

Guest favourite
A comfortable living room is equipped with a sectional sofa and a wooden coffee table, positioned in front of a stone fireplace. A modern ceiling fan and a wall-mounted television enhance the space. The open layout leads to a dining area and a fully equipped kitchen visible in the background.
Cabin in Crestline
4.92 out of 5 average rating, 126 reviews

Cozy Crestline Cabin

Guest favourite
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.
Cabin in Crestline
4.82 out of 5 average rating, 245 reviews

Private Cabin in the Woods

Guest favourite
A cabin nestled among trees displays a well-structured exterior with a spacious deck leading to the entrance. Soft lighting illuminates the doorway, while adjacent seating enhances the outdoor space. The natural surroundings provide a sense of seclusion, highlighting a peaceful retreat setting.
Cabin in Twin Peaks
4.97 out of 5 average rating, 176 reviews

Sunshine Peak at Twin Peaks, 3bd Lake Arrowhead

Private cabin rentals

Top Guest favourite
The exterior of the cabin features a charming wood-paneled facade with a covered porch. Two adirondack chairs are positioned on the porch, surrounded by a tranquil forested setting. A stone pathway leads to the entrance, enhancing the rustic atmosphere.
Cabin in Crestline
4.95 out of 5 average rating, 346 reviews

The Little Bear Cabin

Top Guest favourite
The exterior of the chalet is embraced by tall trees, featuring a large deck with warm lights illuminating the area. Stairs lead up to the main entrance, providing a welcoming approach along a tranquil pathway.
Cabin in Crestline
5 out of 5 average rating, 28 reviews

Fam+Pet Friendly | Peaceful Cozy Chalet Near Town

Superhost
A spacious living area features high vaulted ceilings, highlighted by wooden beams. Comfortable seating is arranged around a circular table, with natural light filtering through large windows. A cozy ambiance is created by the soft furnishings and neutral tones throughout the room.
Cabin in Crestline
4.77 out of 5 average rating, 394 reviews

Your Lake View Chalet Awaits!

Guest favourite
The spacious living area is adorned with a high A-frame ceiling and floor-to-ceiling windows. Natural light floods the room, showcasing views of the forest and outdoor deck. A comfortable leather sofa, dining table, and rustic decor elements create a cozy atmosphere.
Cabin in Lake Arrowhead
4.99 out of 5 average rating, 133 reviews

"A-Frame Holiday" Spacious Forest View Cabin, A/C

Superhost
A charming cabin is nestled among tall trees, with a red exterior contrasting against the greenery. A wooden deck extends from the cabin, providing access to the outdoor space. The natural surroundings create a serene atmosphere, enhancing the sense of privacy.
Cabin in Crestline
4.89 out of 5 average rating, 104 reviews

Rustic Red Cabin Escape

Top Guest favourite
A spacious living room is highlighted by wooden walls and beams, featuring a large sectional sofa and a round coffee table. A fireplace is visible near the entrance, while natural light filters in through the large windows, and the open kitchen area can be seen in the background.
Cabin in Crestline
4.99 out of 5 average rating, 70 reviews

Cozy Updated Cabin w/ Views | Walk to Lake Gregory

Guest favourite
A spacious deck features wooden flooring and a protective overhang, providing a view of Lake Gregory and surrounding trees. Comfortable seating is positioned for relaxation while enjoying the serene lakefront scenery. Natural light enhances the inviting space during daytime.
Cabin in Crestline
4.97 out of 5 average rating, 113 reviews

Lakefront Lodge with Amazing Views

Top Guest favourite
The living area features wooden paneling and a light-colored sofa adorned with decorative pillows. A circular table, made of natural materials, is positioned on a textured area rug. Soft lighting illuminates the space, complemented by large windows revealing the forest outside.
Cabin in Twin Peaks
4.97 out of 5 average rating, 226 reviews

Adorable 2BR Cabin With Deck

Destinations to explore