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Family-friendly vacation rentals in Lake Gregory

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Top-rated family-friendly rentals in Lake Gregory

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
An outdoor hot tub is illuminated with purple lights, creating a serene atmosphere as twilight approaches. The surrounding deck is visible, with trees silhouetted against the fading light of dusk.
Cabin in Crestline
4.88 out of 5 average rating, 112 reviews

Hot Tub ~TESLA LVL2 Charger ~ Modern 2Br 2Bth ~ AC

🏠 Newly renovated home - Everything is new! ♨ Outdoor Hot Tub Spa! 🔌 Tesla Level 2 charger 🛏 King bed in the master bedroom 🛏 Two twins in the 2nd bedroom, one of them is a trundle bed. 🏞 Ample deck to enjoy the outdoors 🔥 Outdoor Firepit ⛵️ 3 minute drive to Lake Gregory ⚡️Lightning fast internet 📺 55” Roku TV in living room and 43” Roku TV in master Bedroom 🙋🏼‍♀️ Alexa connected Apple Music in living room and bedroom 🔥 Gas grill 🐶 Support animals require documentation + $100 fee

Guest favorite
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.
Cabin in Crestline
4.95 out of 5 average rating, 263 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!

Guest favorite
A wooden dining table is surrounded by four rustic chairs. A woven bowl filled with decorative items is centrally placed, while blue circular placemats are neatly arranged beneath each setting. Natural light filters through the window, highlighting the warm wood paneling of the room.
Cabin in Crestline
4.93 out of 5 average rating, 174 reviews

Cresta Moon Cabin

Welcome to Cresta Moon Cabin- a great place to bring the family, get away for a romantic weekend or just spend time with friends. Rustic Miners Cabin, 2 Large bedrooms with plenty of space. Relax on the treetop deck and watch the squirrels and blue jays play. Beautiful Dogwood and Pine Trees to enjoy. Fenced back yard. Short drive to Lake Gregory, 15 min to Lake Arrowhead or Santa's Village, 30 min to Snow Valley for Skiing and Snowboarding. Hiking, Fishing, Shopping, Hang Gliding - lots to do.

Guest favorite
Cabin in Crestline
4.94 out of 5 average rating, 136 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.

Guest favorite
The exterior of the cottage is nestled among tall trees, showcasing wooden siding and warm lighting. Stairs lead up to a deck area, while a stone pathway connects to outdoor seating. The property reflects a blend of rustic charm and cozy ambience within a natural setting.
Cabin in Lake Arrowhead
4.93 out of 5 average rating, 214 reviews

Enchanted Cabin with Treehouse Vibes near Lakes

Come and stay at this enchanted tiny cottage where you can relax in the shade of the giant trees with a cold drink or explore the hiking trails in the back yard. Conveniently located off Highway 189, just a few minutes to swimming, hiking, shopping, and other outdoor activities. The cottage sits high on the mountainside among the old trees. It has an authentic rustic charm with all the modern conveniences you will need regardless of season. It's a perfect retreat for a couple or small family.

Superhost
A charming cabin is surrounded by tall pine trees, showcasing its rustic green exterior with red shutters. A gravel path leads to the front, with subtle greenery framing the windows and entrance, creating a serene forest setting.
Cabin in Rimforest
4.91 out of 5 average rating, 620 reviews

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.

Guest favorite
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.
Cabin in Crestline
4.96 out of 5 average rating, 251 reviews

Perfect Hideaway near the lake, Lots of 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!

Guest favorite
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.
Cabin in Crestline
4.96 out of 5 average rating, 134 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 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
4.85 out of 5 average rating, 218 reviews

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.

Guest favorite
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
4.97 out of 5 average rating, 204 reviews

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.

Guest favorite
A spacious outdoor balcony is highlighted, featuring a hanging chair and a wooden table surrounded by comfortable seating. Scattered potted plants add a touch of greenery, while views of the serene lake and surrounding forest can be seen in the background.
Cabin in Crestline
4.91 out of 5 average rating, 116 reviews

Breathtaking Lakefront Home

Enjoy a beautiful lake view in one of the best locations at Lake Gregory. This charming cabin is the perfect retreat for the entire family, just minutes from Lake Arrowhead. Our cozy home features a fully equipped kitchen, plush blankets, comfortable beds, and all the amenities you need for a relaxing, stress-free getaway. Ideal for family vacation, getaway. Few minutes away from these locations: Local Cafe, grocery: 2 miles Lake Arrowhead: 8 miles Big Bear: 30 miles

Superhost
A calm lake is surrounded by lush green trees and distant hills under a clear blue sky. The landscape features a mix of vibrant foliage, reflecting the changing seasons, creating a serene natural setting. Water gently ripples in the foreground.
Guest suite in Crestline
4.87 out of 5 average rating, 340 reviews

Peaceful Cabin Near Lake Gregory & Hike Trails

Welcome to Your mountain escape at Crestline- Little Switzerland - home of Lake Gregory Tucked beneath towering cedar pines and just a 7-minute drive from the shimmering shores of the Lake, our cozy cabin offers the perfect blend of romantic or family-friendly charm. Whether you're sipping coffee at the back porch, watching the fog roll through the trees, or stargazing under crisp mountain skies, this peaceful place has everything you need to slow down and reconnect.

Popular amenities for Lake Gregory family-friendly rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
The kitchen area displays white cabinetry and a marble countertop, complemented by rustic wooden beams on the ceiling. A cozy living space with a comfortable sofa is visible, along with doors leading to the outdoor deck that showcases greenery.
Cabin in Crestline
5 out of 5 average rating, 104 reviews

Cozy Green Cabin Crestline- Hot Tub/ Walk to Town

Guest favorite
The entrance of the cabin is framed by rustic stone and wood accents, showcasing a welcoming atmosphere. Two individuals are positioned by the door, with greenery surrounding the area. Warm light from inside hints at a cozy interior, inviting guests to explore further.
Cabin in Crestline
4.9 out of 5 average rating, 125 reviews

Vintage Curated Design Cabin w/ Hot Tub

Guest favorite
A serene outdoor space features a well-maintained pool surrounded by lounge chairs and umbrellas. Stone steps lead to a home with a large patio. A gazebo is visible, enhancing the setting with additional outdoor seating.
Guest suite in Oak Hills
4.96 out of 5 average rating, 252 reviews

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

Top guest favorite
The master bedroom features a soft pink color palette, complemented by elegant decor. A clawfoot tub is positioned beside the bed, while large windows allow natural light to illuminate the space. Luxurious bedding and coordinated furnishings enhance the cozy atmosphere.
Home in Crestline
4.98 out of 5 average rating, 317 reviews

Unique mountain lake victorian pink bedroom house

Guest favorite
A charming 1929 cabin is nestled among tall trees, showcasing a light green exterior and inviting front door. The stairs lead up to the cabin's entrance, surrounded by natural foliage, providing a sense of privacy in a serene woodland setting.
Cabin in Lake Arrowhead
4.99 out of 5 average rating, 260 reviews

Beary Romantic Jacuzzi Cabin in the Woods

Guest favorite
Cabin in Lake Arrowhead
4.95 out of 5 average rating, 102 reviews

Secluded A-Frame, Hot Tub, Lake Access

Top guest favorite
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.
Cabin in Crestline
4.97 out of 5 average rating, 195 reviews

Modern Mountain Cabin | Hot Tub | EV Charger | A/C

Guest favorite
The cabin features a three-story structure with a red and white exterior, nestled among pine trees. Multiple decks are visible, with outdoor seating arrangements. Large windows allow for natural light, highlighting the inviting architectural design set against the lush greenery.
Cabin in Crestline
4.95 out of 5 average rating, 194 reviews

Forest View Cabin with Jacuzzi & Game Room

Family- and pet-friendly home rentals

Top guest favorite
An A-frame log cabin is nestled among tall pine trees, with warm light glowing from the windows. A wooden deck with steps leads to the entrance, while a gas barbecue is positioned nearby, providing inviting outdoor cooking options.
Cabin in Green Valley Lake
4.94 out of 5 average rating, 253 reviews

Majestic Log A-Frame | Lake Walk, Loft & BBQ Deck

Guest favorite
A covered patio is displayed with a striped awning and a wooden table surrounded by colorful seating. A potted plant sits at the center of the table. The natural view of trees and distant mountains creates a serene outdoor environment.
Cabin in Green Valley Lake
4.93 out of 5 average rating, 147 reviews

The Best Views and Vintage Cozy Cabin!

Guest favorite
The mid-century A-frame house is surrounded by tall trees, showcasing its distinctive triangular roof and large front window. A spacious deck extends from the house, providing a welcoming entrance, while a gravel driveway leads up to the property.
Cabin in Running Springs
4.88 out of 5 average rating, 409 reviews

Wilderness Road A Frame Mountain Cabin

Top guest favorite
An aerial view captures the cabin's outdoor deck illuminated by soft string lights. A cozy firepit is surrounded by chairs, creating an inviting space for gatherings. The surrounding trees add to the serene mountain atmosphere.
Cabin in Twin Peaks
4.99 out of 5 average rating, 163 reviews

Central A/C, Gated Yard, EV Charger, Kid-Friendly

Top guest favorite
A charming wooden cabin is nestled among tall pine trees, showcasing warm lighting that highlights its rustic design. A wooden staircase leads to the entrance, inviting guests to enjoy the surrounding nature. Soft hues of dusk paint the sky in the background.
Cabin in Big Bear
4.94 out of 5 average rating, 301 reviews

HoneyBearCabin: treehouse-feel, w hiking, sledding

Superhost
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
4.77 out of 5 average rating, 145 reviews

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

Guest favorite
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.
Cabin in Crestline
4.85 out of 5 average rating, 215 reviews

Walk2Lake-Beautiful Cozy Getaway/Retreat for ALL!

Top guest favorite
A light-filled living area features a large window offering views of the towering pines outside. A modern sofa is complemented by a cozy armchair and a wooden coffee table. Natural materials and warm colors enhance the inviting ambiance, while the wood-burning fireplace adds a focal point.
Cabin in Running Springs
4.99 out of 5 average rating, 114 reviews

Twin Pines A-Frame Cabin - Scenic Forest Views

Family-friendly home rentals with a pool

Guest favorite
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.
Condo in Big Bear Lake
4.89 out of 5 average rating, 191 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Guest favorite
A wooden deck features a propane BBQ and a small table with two chairs, set against a backdrop of a fenced pool area and surrounding grass. The blue sky is visible above, providing a bright and open atmosphere.
Condo in Big Bear Lake
4.87 out of 5 average rating, 142 reviews

Next to Lake. Close to Village and Slopes. BBQ.

Top guest favorite
A charming guesthouse exterior is presented with a paved patio featuring potted plants. A comfortable seating area is visible, along with glass doors that allow natural light into the space. Lush palm trees surround the area, enhancing the inviting atmosphere.
Guesthouse in Highland
4.96 out of 5 average rating, 267 reviews

Serene Escape Tiny House Living/pool/near Yaamava

Top guest favorite
A two-story mini home is showcased beside a refreshing swimming pool, surrounded by a neatly landscaped garden filled with various plants. The clear blue sky enhances the peaceful outdoor atmosphere, while a palm tree rises above the structure.
Guesthouse in Fontana
4.96 out of 5 average rating, 218 reviews

The Blue Cabin

Guest favorite
Cabin in Big Bear Lake
4.84 out of 5 average rating, 370 reviews

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

Guest favorite
The kitchen features a spacious countertop with gold pendant lights above. White cabinetry complements the granite surface. Floating wood shelves display glassware, while a stone accent wall adds texture. A stainless-steel dishwasher and modern sink enhance functionality, and a mounted television is positioned nearby.
Condo in Big Bear Lake
4.91 out of 5 average rating, 341 reviews

Modern Farmhouse Condo steps from Lake | Jacuzzi

Guest favorite
The outdoor pool area is highlighted by a bright blue pool reflecting string lights and palm trees. A spacious patio borders the pool, with lounge chairs positioned for relaxation. The house features large windows, allowing for views of the bright twilight sky.
Villa in San Bernardino
4.85 out of 5 average rating, 175 reviews

Luxury Tropical Modern Pool Estate/NO PARTIES

Top guest favorite
An aerial view captures Lake Arrowhead at sunset, showcasing lush trees surrounding the tranquil water. The village below is illuminated with warm lights, with vibrant colors reflecting on the lake surface, creating a peaceful evening atmosphere.
Condo in Lake Arrowhead
4.99 out of 5 average rating, 202 reviews

Lake View Mountain Getaway in the Village/Pool/Spa

Destinations to explore