Family-friendly holiday 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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Top guest favourite

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 favourite

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 favourite

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 favourite

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

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 favourite

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

Guest suite in Crestline

4.85 out of 5 average rating, 246 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 favourite

Cabin in Crestline

4.84 out of 5 average rating, 205 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 favourite

Cabin in Crestline

4.84 out of 5 average rating, 233 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 favourite

Cabin in Arrowbear Lake

4.94 out of 5 average rating, 446 reviews

Hilltop Boulder Shack | Hot Tub · King Bed · Views

Couples, Families, & Mountain Peace Seekers only, please. Nestled in a massive collection of San Gorgonio boulders sits this gorgeous 1961 Mid-Century skier’s cabin. In 2021, the Hilltop Boulder Shack was completely rebuilt and reimagined as the perfect home-base for whatever your Mountain dreams are made of. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Guest favourite

Cabin in Rimforest

4.92 out of 5 average rating, 600 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 favourite

Cabin in Crestline

4.97 out of 5 average rating, 313 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