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

The cabin is nestled among snow-covered pine trees, its warm interior light glowing through expansive windows. The unique architectural design features an elevated entrance and a staircase leading to the door, while the surrounding forest enhances the secluded atmosphere.

Cabin in Big Bear

4.91 out of 5 average rating, 588 reviews

Big Bear Treehouse - Forest Backyard, Mid-Century

Miles of National Forest and trails right off the back deck, but still just minutes from all that Big Bear has to offer–hiking, skiing, and restaurants. Featured in The Cabin Chronicles S1E8 - Mid-century modern vintage & retro style furniture - Sleeps 5 - Walk-off access into the National Forest from deck with miles of hiking trails - Cozy, wood burning fireplace w/ gas starter - 8" overhead rain shower - Quiet neighborhood on dirt road - 4 burner propane outdoor BBQ grill - Absolutely NO PETS

Top guest favorite

The living area features an impressive floor-to-ceiling window, providing views of surrounding evergreens. A leather sofa is positioned near a modern stone fireplace, accompanied by a coffee table and accent chairs. Natural light floods the space, highlighting the vaulted wooden ceiling with a chandelier.

Cabin in Lake Arrowhead

4.98 out of 5 average rating, 153 reviews

Mountain Home w/Views, Lake Access, Spa, Gameroom!

Recently remodeled, spacious family home styled with modern mountain decor that captures the true beauty and serenity of the mountains. Experience the change in seasons, each with its own beauty. Take in the floor to ceiling views of the evergreens and the golf course from the main level and large upper deck. Enjoy a spectacular game room and family rooms or take to the outdoors on one of the two decks where you can grill, dine, hot tub, or gaze at the stars. You won't want to leave this home!

Guest favorite

A spacious deck is framed by a wooden pergola, providing views of lush trees and a serene lake in the distance. Comfortable outdoor furniture is positioned for relaxation while enjoying the natural surroundings, with soft light suggesting early morning or late afternoon.

Cabin in Crestline

4.91 out of 5 average rating, 149 reviews

BEST VIEW Lakefront Cabin- Lake Gregory/Arrowhead

Welcome to the Sister's Lake House! This quaint 3 bedroom/2 bath, rustic lakefront cabin is the perfect weekend getaway with THE BEST VIEW of the LAKE! Guests will enjoy 180-degree PANORAMIC VIEWS of Lake Gregory. Lake Gregory is a four-season resort community that has activities for everyone! Our fully-stocked cabin is walking distance to the lake, grocery & restaurants, & a 15 min drive to Lake Arrowhead. Enjoy lake activities, hikes, fishing, BBQs, & star gazing off the patio. 8ppl & 3 cars

Top guest favorite

The rustic cabin exterior features warm wooden logs and a welcoming porch with two rocking chairs. A decorative sign reading 'Above the Clouds' is prominently displayed near the entrance. Sunlight filters through the trees, creating a serene atmosphere.

Cabin in Twin Peaks

4.98 out of 5 average rating, 332 reviews

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

Superhost

An inviting living area is highlighted by a brown leather sofa adorned with decorative pillows. A wooden dining table with multiple chairs is positioned near the kitchen. Two black armchairs are arranged around a central coffee table, creating a cozy atmosphere.

Cabin in Green Valley Lake

4.84 out of 5 average rating, 305 reviews

Little House on the Forest

Come on up to Green Valley Lake! The lake is stocked with rainbow trout and bass, the weather is cool and we're surrounded by national forest full of beautiful hiking trails. Fun for all ages with a beach for the kids and a giant swan and yellow duck paddles boats to paddle around the lake (nominal fees). Bring your bicycles or go off-roading. Completely upgraded cabin in natural setting close to private lake, village and restaurant. You'll have so much fun you'll never want to go home!

Guest favorite

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, 205 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.

Superhost

A cozy living room is highlighted by a stone fireplace with a wooden mantle, surrounded by comfortable seating. A patterned armchair and a dark couch are present, along with a wooden coffee table. Soft lighting enhances the warm ambiance, and a television is mounted nearby.

Guest suite in Crestline

4.85 out of 5 average rating, 247 reviews

1st Floor - 1 mile from San Moritz Lodge

Lake Gregory is known as the Swiss Alps of the West. Our Swiss chalet is a real mountain get away for you and your family! The remodeled cabin is a duplex among tower trees in a beautiful nature setting. Situated between 2 creeks, that are know to be a part of a wildlife trail. Our home is a mile from the lake and San Moritz Lodge. Our place is ideal for those enjoying weddings and events at the lodge, hiking and enjoying lake activities. We are 18 miles from skiing and snowboarding.

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

4.84 out of 5 average rating, 206 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).

Guest favorite

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.

Cabin in Crestline

4.84 out of 5 average rating, 234 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.

Guest favorite

A charming cabin is nestled among trees, featuring a warm exterior and large windows. A wooden deck surrounds a circular hot tub, ready for relaxation. The setting sun casts a soft glow, highlighting the natural landscape surrounding the home.

Cabin in Running Springs

4.97 out of 5 average rating, 351 reviews

Glen Oak Rim | Hot Tub · Game Room · Epic Views

Couples, Families, & Mountain Peace Seekers only, please. Located at the base of a steep private drive and overlooking the San Bernardino Basin sits this stunning California family cabin. Originally constructed in 1965, the dwelling's Mid-Century details have been lovingly restored while not forgetting a single modern amenity. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Guest favorite

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

4.92 out of 5 average rating, 601 reviews

1930 Cozy One Bedroom Lake Arrowhead Cabin

Rustic & romantic, our cozy cabin has vaulted ceilings, original paneling, a wood-burning fireplace, and a fully outfitted kitchen. The backyard is the National Forest. The front deck is lovely for morning coffee or an evening glass of wine. WiFi (Download = 114.2 Mbps, Upload = 11.3 Mbps), Smart TV, Alexa, music player (vinyl, CD, cassette, and Bluetooth), DVDs, VHS, games, books, heating & air conditioning.

Guest favorite

The living area features a river rock fireplace framed by a wooden mantel, providing warmth and comfort. Large windows allow natural light and offer views of the outdoors. Seating includes two blue leather sofas and a wooden dining table with chairs, enhancing the inviting atmosphere.

Cabin in Crestline

4.97 out of 5 average rating, 314 reviews

Blue Jay Getaway, cozy cabin close to Lake Gregory

🏡 Blue Jay Getaway – Your Cozy Mountain Retreat 🌄 Mountain views + lake access 🚗 3 min to Lake Gregory & dining 🔥 River rock fireplace + Roku TV 🛏️ 3 bedrooms with queen beds ❄️ Central A/C & heating for all seasons 🦜 "We loved the visiting blue jays and cozy decks!" 🧺 Washer/dryer + SmartLocks for easy check-in 🅿️ 4 private parking spaces