Lake house holiday rentals in Lake Gregory

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Top-rated lake house rentals in Lake Gregory

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Superhost
Aerial view of a spacious multi-level cabin featuring a large deck with outdoor seating and a colorful table set under a unique sail canopy. Surrounding trees provide a serene atmosphere, while multiple deck areas extend from the house.
Home in Lake Arrowhead
4.83 out of 5 average rating, 133 reviews

By Village-Lake Access!-4br Cabin+Studio-Game Room

BEAUTIFUL LAKE ARROWHEAD VACATION RENTAL! 4br+loft & bonus room in MAIN HOUSE ON 3 LEVELS-(BR & BATH ON EACH!)- with EASY PARKING in a safe, quiet neighborhood-Perfect for families! PLUS 550 FT ATTACHED STUDIO/OFFICE APTw/NEW soaking tub, AppleTV BIG DISCOUNT NOW!!! -Many upgrades & amenities! -Enchanting LAKE & SEASONAL decor! -Fireplaces -HUGE DECKS! -FOREST SERENITY! -Peaceful neighborhood -5 min to Sky Park/Santa's Village! -Pet friendly w/enclosed gated yard -Hi-speed internet

Top guest favourite
The spacious living room features high vaulted ceilings and abundant natural light from large windows. A comfortable sectional couch and an armchair are arranged around a central coffee table. A ceiling fan is mounted above, and a social area with a dining table is visible.
Home in Big Bear
4.99 out of 5 average rating, 173 reviews

Cozy/Clean Contemporary home great for your Family

Happy Trails Hideaway is located in the heart of Big Bear, just blocks from Oktoberfest, 1/2 mile to the lake, and a few minute drive to Snow Summit & Bear Mountain. Our 1550 square foot contemporary-rustic home, built in 2007, boasts vaulted ceilings, a rock fireplace, large granite kitchen with island and bar seating, an open floor plan, lots of windows, seating on our front and back decks, BBQ, foosball, firepit and more! This home is intended for families, not parties/retreats. Thank You!

Top guest favourite
The open concept living room features an angular wood ceiling and large glass sliding doors that provide natural light. A brown leather sectional sofa is positioned with a round coffee table on an orange shag rug. A unique fireplace adds warmth, accompanied by a stylish chair and plant.
Home in Lake Arrowhead
5 out of 5 average rating, 38 reviews

Luxury Mid-Century A-Frame Cabin Retreat

This 1970s A-frame blends mid-century modern design with authentic shag decor. This cozy private property has views of Grass Valley & the mountains beyond. Mood lighting provides the perfect backdrop to your vintage vacation. Kick your feet up on the vintage designer furniture and relax by the fireplaces. The private outdoor jacuzzi is the perfect end to your day of hiking around the mountains. Romanticize the good old days while enjoying modern amenities. Lake Arrowhead access available!

Superhost
A charming green house is surrounded by a blanket of snow, with tall pine trees framing the exterior. Bright sunlight illuminates the scene, highlighting the white snow settled on the roof and surrounding the pathway leading to the front door.
Home in Big Bear Lake
4.82 out of 5 average rating, 254 reviews

Walk to the lake! Gorgeous lake house!

You can walk to the lake in less than 3 minutes, take a hike under these gorgeous pines, and feel in the forest right from the backyard. This home is the perfect place to relax, get some deserved sleep, sit back to enjoy that great book, cook something delicious, and enjoy your time playing games with family and friends. The area is beautiful and safe, perfect for walking day or night and enjoying nature at your doorstep! Holloway Marina rentals is five houses down the road, a 2-minute walk.

Top guest favourite
Home in Lake Arrowhead
4.93 out of 5 average rating, 139 reviews

Birchwood A-Frame (walk to village/lake/brewery)

You can search far and wide, and not find an A-frame as impeccably designed as this one. It's one-of-a-kind for Lake Arrowhead and we can't wait for you to experience this gem in person. The beauty of nature surrounding the home perfectly complements the natural elements used within the home. You'll love the feeling of complete tranquility from the moment you walk through the door. We invite you to be our guest and come relax in the mountains. We do not allow fires in the blue fireplace.

Superhost
A charming cabin is framed by tall trees and set against a colorful sunset sky. The entrance features a welcoming porch with railings and steps leading to the front door, while a dirt path provides access from the road surrounded by natural landscaping.
Home in Big Bear
4.77 out of 5 average rating, 186 reviews

Pet-friendly Woodland Escape - Sugar Pine Hollow

Welcome to Sugar Pine Hollow, our little serene escape in Sugarloaf, CA, a tranquil neighborhood of Big Bear Lake. Our child & pet-friendly woodland retreat offers the perfect getaway for you and your furry companions, just moments away from the pristine shores of Big Bear Lake. Nestled among the towering trees, this cozy abode invites you to unwind and rejuvenate. Whether you're seeking a romantic weekend, a family adventure, or a solo retreat, our peaceful home provides the ideal base.

Guest favourite
The spacious great room features a pool table, wooden beamed ceilings, and a cozy seating area. Large windows provide natural light, while a stone fireplace adds warmth. A loft overlooks the main space, enhancing the cabin's open design.
Home in Big Bear
4.94 out of 5 average rating, 251 reviews

Bel Air of Big Bear - Fun & Tech & Massive Cabin

Escape to Big Bear, CA, in our 5 bedroom, 2 level cabin for up to 12 guests. Enjoy 7 x 4K TVs, multiple living areas, media room, a large loft, and a small gym. Stay entertained with foosball, air hockey, shuffleboard, horseshoes, cornhole, darts, and 1,000's of arcade games. The digital game board table adds a modern twist to classic board games. You'll be surrounded by wildlife and tranquility - it's the perfect retreat for you, your family and friends! Book your getaway today!

Top guest favourite
A charming white cottage is surrounded by a blanket of fresh snow, with trees dusted in white. The entrance is framed by a picket fence and features two inviting outdoor chairs by the door. Shadows and sunlight play across the snow-covered path.
Home in Lake Arrowhead
4.97 out of 5 average rating, 117 reviews

The Maple Cottage: family cabin by @themaplecabins

FREE access to a swimming beach at the lake! The Maple Cottage is a charming, family friendly cottage outfitted with stylish decor and all the comforts of home your family needs for the perfect mountain getaway. Enjoy the lake trail (a short five min walk) from the cottage. The home is surrounded by massive oak trees that you can sit under on the patio while enjoying your morning coffee. At night you can sit under the giant canopy of trees with the kids roasting marshmallows.

Top guest favourite
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, 217 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.

Top guest favourite
The open living space is seen from the perspective of a cozy seating area. Light hardwood floors create a warm foundation, while a large coffee table with a decorative basket is centered. A welcoming entryway and glimpses of the kitchen and bedrooms are visible.
Home in Big Bear Lake
4.97 out of 5 average rating, 102 reviews

The Village Retreat

Book now for winter fun! Enjoy walks to the lake, shopping & dining in The Village, and never have to worry about finding parking! Welcome to The Village Retreat! A newly remodeled home located centrally in the heart of The Village. Conveniently located in walking distance to the best restaurants, shopping, and lake views that Big Bear Lake has to offer. -Sleeps 5 -Spa -Propane fire pit -Laundry available -Flat parking for up to 2 cars -Full kitchen with oven & fridge

Guest favourite
Aerial view captures a modern cabin surrounded by lush greenery, with Lake Gregory visible in the distance. The serene landscape features a mix of pine trees and autumn foliage, showcasing the vibrant colors of nature in the setting.
Home in Crestline
4.92 out of 5 average rating, 78 reviews

Cozy cabin w/ Spectacular Lake View!

Enjoy the panoramic views of pines and Lake Gregory! modern family friendly cabin offers a cozy environment, large outdoor areas for relaxing, playing or sledding. Easy access, centrally-located home, minutes away from the lake, enjoy summer water activities and the lake beach, close to restaurants and shops. Toiletries & cute breakfast bar included. Please disclose when booking if you are bringing pets, we have cameras, pet fee must be paid before check-in, max 2 pets.

Guest favourite
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.
Home in Lake Arrowhead
4.91 out of 5 average rating, 159 reviews

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

This house has everything you need for 1, 2 or 3 families to get together or for a relaxing getaway. Ginormous living space with 20 ft ceilings and 4 vented skylights, lake view, pool table, 2 large smart TV's and a grand fire place. Upper deck has large table, bbq and comfy seating. 2 connected lofts with foosball, arcade and tons of games. Add the ball pit to make this house a kid's dream come true. Quick drive to Sky Park or Snow Valley. Big Bear is only 45 min. away.

Popular amenities for Lake Gregory lake house rentals