Pet-friendly holiday rentals in Lake Gregory

4.92 out of 5 average rating, 146 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!!

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.

4.98 out of 5 average rating, 131 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

4.95 out of 5 average rating, 166 reviews

Cozy Mountain 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.

4.85 out of 5 average rating, 228 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, 106 reviews

A spacious living room features a comfortable leather sofa and a wooden coffee table centered on a textured rug. Large windows offer expansive views of the surrounding trees, while natural light fills the room. A rock fireplace adds warmth, complemented by a soft armchair.

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, 135 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).

An outdoor deck features wooden flooring surrounded by trees, offering a serene atmosphere. Furnishings include a dining table with chairs, a lounge area with a couch and armchairs, and a hammock for relaxation. The scenic surroundings create a connection with nature.

4.82 out of 5 average rating, 299 reviews

Beautiful lake house in the mountains

Relaxin Cabin is the perfect getaway. Located ½ a mile from Lake Gregory & 15 mins from Lake Arrowhead. This top floor unit has a fully stocked kitchen, full bathroom, 2 bedrooms, and a dining table. The vaulted ceiling living room has a toasty wood burning fireplace, wifi, a flat screen TV with access to Netflix. outside on the deck enjoy amazing views from the patio swing and couch. Relaxin Cabin has all that you need making it the perfect place for your next mountain getaway!

4.97 out of 5 average rating, 217 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.

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, 119 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!

Superhost

4.86 out of 5 average rating, 156 reviews

Woods retreat with Hot tub & Fire Pit

Escape, kick back and relax in this calm, stylish two story home in the middle of the woods. Beautiful multiple level decks surrounded by lush pine trees , which feels like a tree house, perfect for BBQs and outdoor relaxation. Hot tub and both outdoors and indoors fire place for cozy nights. Fully equipped kitchen with coffee machine with latte and capuchino options. 42” screen tv . 5 minutes from Lake Gregory, shops, restaurants and Market.

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, 220 reviews

The Starlight Lodge: a mountain wonderland

This beautiful cabin in the woods is nestled amongst the trees. Quiet and romantic, it's the perfect place to unwind. Read a book on the outdoor deck. Sip a cup of cocoa in front of the fireplace. Stroll to Lake Gregory, only a quarter of a mile away. 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.