Pet-friendly holiday rentals in Lake Gregory

4.94 out of 5 average rating, 176 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

Our Place was thoughtfully renovated to deliver a warm experience for you & your loved ones, in the cozy SoCal mountain town of Twin Peaks. This 60's A-Frame Cabin is up one flight of stairs from the driveway and has one enclosed bedroom and a loft with amazing wildlife views, and AC/heat! Relax in this expansive property as you lay on the hammock gazing up at sky, BBQ on the deck, play cards by the fire to reconnect. You're minutes away from food, fun, and endless activities at 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.

4.97 out of 5 average rating, 217 reviews

Mountain Views | Hot Tub | Fire Pit | EV Charger

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.

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, 137 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

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, 196 reviews

Cozy Cabin at LAKE Gregory- walk to shops and lake

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.

A cozy living room features a stone fireplace with a warm glow. Large windows invite natural light, showcasing wooden beams and elegant wood flooring. A comfortable sofa and vintage chairs surround a wooden coffee table, with a dining area visible in the background under soft, neutral tones.

4.89 out of 5 average rating, 224 reviews

The Starlight Lodge: a quiet lake retreat

This beautiful cabin in the woods is nestled amongst the trees. Quiet and romantic, it's the perfect place to unwind. Sip a cup of cocoa in front of the fireplace. Walk to Lake Gregory, only a quarter of a mile away. The bottom half of the house is available for larger groups so the whole family can stay! Our home is a mere 90 minutes from the hustle and bustle of Los Angeles. It's a 15 minute drive to Lake Arrowhead. It's only a half an hour from Snow Valley for skiing and snowboarding.

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.

4.96 out of 5 average rating, 382 reviews

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!!

4.85 out of 5 average rating, 232 reviews

An open-concept living space features a cozy blue couch and a wooden coffee table. Large glass doors lead to a deck, while a stone fireplace creates a central focal point. Light oak flooring and wooden walls enhance the cabin's rustic charm.

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.

4.96 out of 5 average rating, 228 reviews

A spacious terrace extends alongside the home, offering unobstructed views of the lake and surrounding hills at sunset. Subtle lighting illuminates the area, while a pair of outdoor chairs provides a cozy spot to enjoy the serene backdrop.

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.

5 out of 5 average rating, 140 reviews

The outdoor deck features two black Adirondack chairs positioned around a circular fire pit. A warm, neutral rug covers the decking, and a throw is draped over one chair. Towering trees and natural greenery create a serene backdrop, bathed in natural light.

Cabin in Lake Arrowhead

Private Designer Cabin | Endless Forest Views

"Truly magical..." Located on the end of a private cul de sac, surrounded by forest and endless nature views, our redesigned 1970s cabin combines the warmth of a classic mountain home with mid-century style and designer touches throughout. An idyllic nature-filled getaway for up to 6 people where new amenities make your stay relaxing and no detail is overlooked. Includes access to Lake Arrowhead lakefront trails w registration. See more on IG @mileendhouse

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.

4.96 out of 5 average rating, 134 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.

5 out of 5 average rating, 106 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.