Pet-friendly vacation rentals in Lake Gregory

4.89 out of 5 average rating, 123 reviews

Villa in Crestline

Crestline Villa for 8 Guests + Add-On Suite for 4

Escape to Crestline’s Lake Retreat, just 2 minutes from Lake Gregory! This serene two-story villa offers breathtaking mountain views and space for up to 12 guests. The main floor sleeps 8 with 3 bedrooms, 2 baths, laundry room and a spacious living room. Add the downstairs suite for an additional fee of $50 per night to sleep 4 more, featuring a private living/game room, bedroom, bathroom, and kitchenette. Ideal for families or groups, enjoy the relaxing backyard, game room, and stunning views!

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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, 144 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

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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.

4.94 out of 5 average rating, 228 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.

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4.99 out of 5 average rating, 270 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.✨

PetsWalkabilityTV

4.96 out of 5 average rating, 158 reviews

Cabin in Lake Arrowhead

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

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4.88 out of 5 average rating, 389 reviews

A+ Alpine A-Frame | Hot Tub+Views | 95 Min from LA

95 mins 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.

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Superhost

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.

4.81 out of 5 average rating, 328 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!

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The exterior of a tri-level cabin is visible, surrounded by trees. A large outdoor patio area features multiple seating options, including picnic tables and a BBQ grill. String lights provide gentle illumination, adding to the welcoming outdoor environment.

4.85 out of 5 average rating, 232 reviews

Walk2Lake-Beautiful Cozy Getaway/Retreat for ALL!

Beautiful Cozy Lake Gregory Cabin Home. Centrally located and within walking distance to dining, entertainment, and shopping! Tri-Level home featuring overhead view of Lake Gregory, peeking through the trees and wilderness that surrounds. Just a few minutes stroll to waterfront. Enjoy the calm that surrounds you in our lovely mountain escape and the many activities here at Southern California's mountain lake, Lake Gregory, in Crestline, CA (San Bernardino County).

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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, 149 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!

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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, 119 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.

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4.96 out of 5 average rating, 186 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.)

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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.