Pet-friendly holiday rentals in Crestline

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!

Outdoor spacesWalkabilityCheckout

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

PetsOutdoor spacesBarbecue

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, 227 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.

Outdoor spacesPetsParking

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.✨

WalkabilityOutdoor spacesLayout

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.

PetsWalkabilityAir conditioning

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, 151 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).

Outdoor spacesPetsBarbecue

4.97 out of 5 average rating, 121 reviews

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!

PetsWalkabilityKitchen

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).

Outdoor spacesPetsHeating

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!

WalkabilityOutdoor spacesDecor

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.

Outdoor spacesPetsHeating

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.)

WalkabilityOutdoor spacesBiking

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.

4.84 out of 5 average rating, 266 reviews

Private Cabin in the Woods

30's built cabin with all the charm and amenities you’d want. If you're looking for a getaway from the city you can expect to be half an hour away from big bear and closer to everything else. This property is 1 mile away from everything the town of Crestline has to offer; shopping, fast food, bars, park/lake, fishing, overall fresh air and more. The property is left to you to enjoy and explore. All thats expected is to be left clean.

WalkabilityOutdoor spacesParking

Popular amenities for Crestline pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.79 out of 5 average rating, 161 reviews

The exterior of the home is showcased with a landscaped area featuring green shrubs and trees. A set of stairs leads to the entrance, which is framed by a wooden balcony and overhanging roof. The structure is set among a natural backdrop of foliage.

Home in Crestline

LAKEVIEW CABIN !! AIRCONDITIONED !! 10%-20% OFF

Outdoor spacesWalkabilityCheck-in

4.92 out of 5 average rating, 183 reviews

Peaceful A-Frame-Walk to Village & Lake - New AC

PetsWalkabilityCondition

A collage of images showcasing the property. A spacious living area is displayed with high ceilings and views of the surrounding trees and lake. The colorful ball pit adds a playful element to the kid-friendly loft, along with a cozy bedroom featuring a large bed and wooden accents.

4.92 out of 5 average rating, 181 reviews

Kid's Paradise! Ball Pit 2 Lofts Lakeview 5 bd,3ba

WalkabilityOutdoor spacesHeating

A cozy black cottage is enveloped by lush greenery. Large glass windows reflect the warm exterior light, while outdoor seating arrangements invite relaxation. A fireplace can be seen at the side, and a charming pathway leads through the surrounding garden.

4.96 out of 5 average rating, 133 reviews

Farmhouse compound: spa/AC/BBQ, basketball/firepit

Outdoor spacesWalkabilityAccuracy

An inviting living area features a modern wooden sofa adorned with patterned pillows. A stylish coffee table sits on a textured rug, complemented by a plush chair. Large windows allow ample natural light and offer views of the outdoor deck and surrounding landscape.

4.8 out of 5 average rating, 191 reviews

Mountain Home | AC + Pet Friendly | 4BR

PetsWalkabilityGetting around

4.96 out of 5 average rating, 112 reviews

A stone patio is shown, featuring a fire pit surrounded by colorful Adirondack chairs. The entrance to a cabin is visible in the background, with warm light illuminating the doorway. A grill sits to one side, ready for outdoor cooking.

Home in Crestline

Lake Gregory Adventure Cabin

Outdoor spacesPetsCheck-in

4.91 out of 5 average rating, 193 reviews

A unique barrel sauna is positioned on a stone path, surrounded by tall trees. Softly glowing string lights are hung above, illuminating the area near the entrance. The structure features a wooden exterior with a welcoming entryway, providing a serene atmosphere for relaxation.

Home in Running Springs

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

Outdoor spacesWalkabilityAccess

The living area features a spacious gray sectional sofa adorned with decorative pillows. A rustic chandelier hangs above, illuminating the room. Large windows offer views of the surrounding forest. A wooden dining table is visible in the background, accompanied by a warm wood railing along the staircase.

4.97 out of 5 average rating, 115 reviews

Forest Views | Fire Pit | BBQ Grill | Cozy Cabin

PetsOutdoor spacesBarbecue

Pet-friendly home rentals with a pool

4.86 out of 5 average rating, 587 reviews

Cabin in Big Bear Lake

Ski-In/Ski-Out Remodeled Property at Snow Summit

Outdoor spacesPetsCleanliness

4.97 out of 5 average rating, 239 reviews

An inviting living area features a large, down-filled sofa adorned with decorative pillows and a cozy throw. A stone fireplace is central, with a fire burning brightly. A smart TV is positioned on a console, while natural light filters through the windows, highlighting wooden beams and rustic decor.

Cabin in Big Bear Lake

Log Cab-Inn | Authentic w/ Modern Luxuries & Spa!

Outdoor spacesWalkabilityIndoor spaces

A comfortable living area features a brown sofa and two green chairs arranged around a circular black table. Light streams through sheer curtains, enhancing the warmth from a fireplace. Decorative plants and a subtle lamp complete the inviting space.

4.95 out of 5 average rating, 200 reviews

Casita Condo | Jacuzzi | 3mi to slopes

Outdoor spacesWalkabilitySkiing

A cozy living area is displayed with a stone fireplace, flickering with flames. A circular wooden coffee table, featuring a plant in a terracotta pot, is positioned in front. Brown and beige decor elements add warmth to the space, complemented by patterned wall art.

4.88 out of 5 average rating, 387 reviews

Lakeside Condo 2B/2B - Jacuzzi, 3mi to slopes

PetsWalkabilityAccuracy

An open kitchen features modern cabinetry and stainless steel appliances, including a microwave and refrigerator. A breakfast bar with four stools provides seating. Pendant lights hang above the counter, while a wooden shelf displays potted plants. Light colors and wood accents create a welcoming atmosphere.

4.9 out of 5 average rating, 215 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

PetsWalkabilityCheck-in

Townhouse in Big Bear Lake

A private pool area features a clear, inviting swimming pool surrounded by paved decking. Tall pine trees provide natural shade, while vibrant greenery enhances the tranquil atmosphere. Safety cones are positioned nearby, indicating maintenance, and a multi-story building is visible in the background.

Pool, jacuzzi, marina, on the lake! Close to town!

WalkabilityPetsCondition

4.86 out of 5 average rating, 132 reviews

4.89 out of 5 average rating, 228 reviews

The backyard features a heated pool surrounded by lush green grass. Lounge chairs are positioned neatly on one side of the pool. A colorful inflatable pool toy rests on the grass, while tall trees provide shade and privacy.

Cabin in Big Bear Lake

Mountain Paradise: Rare Pool, Spa, Fire Pit & BBQ!

Outdoor spacesPetsBackyard

The bedroom features a queen bed with a red and black checkered blanket. A mirror wardrobe is visible, reflecting light from the nearby window. Wooden floors add warmth, and a wooden side table holds two lamps. A rustic decorative element is mounted on the wall above the bed.

4.9 out of 5 average rating, 231 reviews

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

PetsOutdoor spacesBackyard

Private, pet-friendly home rentals

A spacious living area showcases high vaulted ceilings and large floor-to-ceiling windows framing expansive views of the mountains. A leather sofa sits atop a light-colored rug, adjacent to a stone fireplace with a warm glow. Rustic chandeliers provide soft ambient lighting, enhancing the inviting space.

4.97 out of 5 average rating, 146 reviews

Modern Cabin with Stunning Views, Outdoor Firepit

WalkabilityPetsBeach

The architectural design of the cabin is showcased with a unique flying W roofline. Surrounded by tall trees, outdoor decks are visible with lounge areas and rattan swings, inviting relaxation in a serene forest setting.

4.97 out of 5 average rating, 198 reviews

Dog Friendly A-Frame in the Treetops w firepit

Outdoor spacesPetsCondition

4.96 out of 5 average rating, 157 reviews

Secluded A-Frame, Hot Tub, Lake Access

WalkabilityOutdoor spacesKitchen

5.0 out of 5 average rating, 150 reviews

Private Designer Cabin | Endless Forest Views

Outdoor spacesPetsCheckout

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, 228 reviews

Mountain View | A/C | Hot Tub | Fire Pit | Charger

WalkabilityOutdoor spacesWi-Fi

4.83 out of 5 average rating, 252 reviews

Vacation Party Snow fishing Hiking Pickleball Wine

Outdoor spacesPetsCleanliness

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, 326 reviews

Beautiful lake house in the mountains

PetsOutdoor spacesBackyard

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.