Pet-friendly holiday rentals in Lake Gregory

4.88 out of 5 average rating, 407 reviews

Cabin in Running Springs

Wilderness Road A Frame Mountain Cabin

Mid-Century 1960's A Frame in Running Springs, CA. 30 Minutes to Big Bear, 15 to Lake Arrowhead, and also LOTS to do within minutes of the house including Santa's Village and Sky Park. 2 Bedrooms and a full bathroom are located on the first floor and an additional bedroom is upstairs in the loft. Note that the upstairs room does not have a door but it is private with a wall to block the view from the first floor. Stocked kitchen, linen service for sheets and towels and a large deck w/ Grill

4.97 out of 5 average rating, 193 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.

4.95 out of 5 average rating, 129 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.

Cabin in Green Valley Lake

4.93 out of 5 average rating, 143 reviews

The Best Views and Vintage Cozy Cabin!

The most stunning sunset you have ever experienced with a scenic view of Lake Arrowhead in the distance! This rustic cabin sits on the edge of the San Bernardino Mountains, and has everything you need to get away. Green Valley Lake is located at 7200 feet making it the highest village, meaning more snow in winter and cooler temps in the summer. There is a swimming beach w/ lifeguards, boats to rent, and a well-stocked fishing lake 5 minutes away. We’re close to the ski slopes and hikes too.

4.9 out of 5 average rating, 130 reviews

Cabin in Lake Arrowhead

Treetop Modern Cabin Close to Village and Sky Park

Unwind in this cozy, modern Lake Arrowhead cabin with treetop views and a peaceful setting. Perfect for a relaxing retreat, this stylish getaway features all-new appliances, a fully stocked kitchen, comfy queen beds with pillow-top mattresses, luxury linens, down-alternative pillows, and plush blankets. Stay cozy with a Nest thermostat. Nestled in a quiet location with gorgeous views yet close to Lake Arrowhead Village, hiking trails, and local attractions—your perfect mountain escape awaits.

4.99 out of 5 average rating, 240 reviews

Guest suite in Crestline

Breathtaking Mountain Views | Romantic Hideaway

Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patios and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic

4.91 out of 5 average rating, 614 reviews

Cabin in Rimforest

1930 Cozy One Bedroom Lake Arrowhead Cabin

Escape to our rustic, romantic cabin featuring vaulted ceilings, original paneling, and a wood-burning fireplace. The fully outfitted kitchen has everything you need. Step directly into the National Forest from the backyard, or relax on the front deck with your morning coffee or evening wine. Enjoy fast Wi-Fi (114.2/11.3 Mbps), a Smart TV with Alexa, a versatile music player (vinyl, CD, cassette, Bluetooth), DVDs, VHS, games, and books. Comfort is assured with heating and air conditioning.

4.98 out of 5 average rating, 344 reviews

Cabin in Twin Peaks

Arrowhead, A/C, Spa, Big Fenced Back Yard, Dogs ok

~ Rustic 750 Sq. Ft cabin. Dog Friendly, fully fenced, beautiful lighting throughout. 8 min to Lake Arrowhead & Lake Gregory ~ Attending a Wedding at the Pine Rose? We are next door! ~ Walking distance to a small market and the best restaurant on the mountain (The Antler Grill) ~ Romantic wood burning fireplace. Central heat & A/C, 65" TV, cable & internet ~ Backyard gas BBQ , 3 person Jacuzzi (2 seat, 1 lounge) hammock, horseshoes & outdoor shower (Indoor as well) ~ Easy parking

4.85 out of 5 average rating, 217 reviews

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.

4.94 out of 5 average rating, 125 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).

4.97 out of 5 average rating, 200 reviews

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.