Family-friendly holiday rentals in Lake Gregory

A private hot tub is situated on the upper deck, surrounded by lush trees. The serene landscape includes a sunset sky with soft clouds, creating a tranquil atmosphere for relaxation.

4.95 out of 5 average rating, 309 reviews

GenevaChaletHOT TUB! WlkLakeGreg,Family&PetFrndly

The finest views in Crestline from Geneva Chalet. Newly modernized accommodation in private 2-level mountaintop cabin with picturesque tree-top views! Unwind in our hot tub on the deck amongst the trees! Our Family Friendly 2 bedroom, 2 bathroom Chalet comfortably sleeps 6 guests. Close to downtown Crestline, 1 mi. walk to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our family friendly cozy cabin!

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!

4.99 out of 5 average rating, 159 reviews

Cabin in Lake Arrowhead

Enclosed Backyd; Walk 2Lake; Fire Pit, EV Charger

Nestled between majestic towering pine trees lies this spacious cabin of 5,200+ sq ft of living space on a large 15,000 sq ft lot*. Modern amenities meets warm rustic charm. This dog & child friendly home is a fun 10-minute walk to the lake. It has an enclosed backyd w/ running stream & forest views. Two large decks with a fire pit & bbq for relaxed outdoor dining. Short drive to Lake Arrowhead Village~lake front dining, shopping, Santa’s Village, boating, hiking, ski & sledding. (*Incl decks).

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, 225 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.

4.92 out of 5 average rating, 154 reviews

Breathtaking Lakefront Home

My husband and I are nature enthusiasts who love the mountains and the lake. We fell in love with this beautiful place the moment we arrived. Dalat Homestay was truly love at first sight. Designed to feel simple and cozy like home, it’s where our family comes to relax, unwind, and reconnect with nature. Perfect for a family vacation, romantic getaway, or quiet escape from the city. Everything is close by: • 1-mile walk to the lake • Local café & grocery – 1.5 miles • Lake Arrowhead – 8 miles

4.88 out of 5 average rating, 388 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.

A welcoming cabin is nestled among tall pine trees, showcasing a blend of natural wood and a charming brick exterior. A front deck with a simple railing invites relaxation, while a California flag hangs nearby, enhancing the rustic feel of this peaceful retreat.

4.93 out of 5 average rating, 296 reviews

Perfect Hideaway near the lake, flat parking

Nestled on the best street in Crestline, our sweet cabin is a perfect hideaway! Our property is surrounded by pine trees and makes you feel like you are separated from the world! Only a 15 minute beautiful walk to the lake but you may not want to leave the hideaway! We have everything you need to stay in or adventure out! Feed the birds with your morning coffee on our deck, grab a flashlight for an evening stroll or play games by the fireplace. Plenty of flat land for play n parking!

A spacious wooden deck features multiple black outdoor chairs arranged around a circular firepit. The setting sun casts a warm glow, with trees visible in the background, enhancing the serene atmosphere of the space.

4.95 out of 5 average rating, 184 reviews

Cozy Cabin | Large Deck & Firepit Near Attractions

✨ Why You’ll Love It: 🔥 Wood-burning fireplace for cozy nights ☕ Large deck for morning coffee & sunset views 🛋 Stylish, open-concept living space with natural light 📍 Perfect Location: 🏞 1 mile – Lake Gregory (boating, fishing, swimming) 🍽 1 mile – Crestline’s best dining & shopping 🥾 10 mins – Heart Rock Trail (scenic waterfall hike) 🌲 15 mins – Sky Forest (charming alpine village) 🚤 20 mins – Lake Arrowhead (shopping & boat tours) ⛷ 35 mins – Snow Valley (skiing & snowboarding)

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, 325 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!

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).

An open-concept living area with high wood ceilings and large windows that provide ample natural light and views of the surroundings. A stone-accented fireplace serves as a focal point, with comfortable seating arranged around a decorative rug. A TV is mounted above the fireplace.

4.98 out of 5 average rating, 220 reviews

Lakeview Cabin in the Woods (Spectacular View)

Welcome to the Lakeview Cabin! Kick back and relax in this peaceful and stylish cabin with stunning lake and mountain views! The interior boasts soaring high wood ceilings, a stone-accented fireplace, and a cozy loft. The open floor plan let's you prep a meal while chatting with your guests. You can also enjoy BBQing and lounging on the deck while watching the sunset and stargazing. After a fun-filled day, read a book or enjoy snuggling by the fire. Truly a gem!

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.