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Lake house holiday rentals in Lake Gregory

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Top-rated lakehouse rentals in Lake Gregory

Guests agree: These lakehouses are highly rated for location, cleanliness and more.

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Top Guest favourite
A two-story mountain home is framed by snow-covered trees, featuring a large deck that offers views of the surrounding landscape. Soft lighting highlights the textured exterior, while large windows bring warmth to the cozy design.
Home in Crestline
5 out of 5 average rating, 30 reviews

Lake Gregory Harbor House

Lake Gregory Harbor House Is a 3-bed, 2-bath mountain escape w/ keyless entry. Inviting interiors yield to stunning picturesque views overlooking Lake Gregory. Enjoy 2 fireplaces, private balcony, & 65-inch TV in family room. Fully equipped kitchen, WiFi, & proximity to water activities, shops, & dining make it a perfect haven. Explore nearby trails, local events, or venture to Lake Arrowhead & Snow Valley. Book now for a romantic or family, adventurous getaway! Policies ensure a peaceful stay.

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, 42 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
An outdoor deck features a red umbrella shading a green table and chairs, providing a space to appreciate lake views. A grill is positioned nearby, surrounded by a lush landscape of trees and elevated hills in the background under a clear blue sky.
Home in Crestline
4.88 out of 5 average rating, 72 reviews

Crestline Chalet With Lake Views

Experience million dollar lake views from the Crestline Chalet! This picturesque home is a welcoming family getaway with many amenities for you. Enjoy the sunrise along with your morning coffee on the expansive outdoor deck. Later, spend your evening relaxing by the fireplace.When you’re ready to explore, the neighborhood experiences are less than a mile away! Choose to walk around the striking Lake Gregory or drive to visit the nearby visitor center, cafe, or Crestline. Year round fun!!!!

Guest favourite
A spacious living area is highlighted by a large red sectional sofa, positioned to take advantage of panoramic lake views through expansive windows. A wooden coffee table sits in front, complementing the inviting layout. The outdoor deck and surrounding trees enhance the serene atmosphere.
Home in Lake Arrowhead
4.88 out of 5 average rating, 209 reviews

Modern retreat with amazing lake view!

With 6 bedrooms and 5 bathrooms you can sleep large numbers, and the open floor plan and ample square footage gives you all the space you need for your big groups! There are 22 ft ceilings and a wall of windows, so you always enjoy the gorgeous lake view from every angle as well as the decks. New, clean, modern furniture, beds and linens. Each room is beautifully designed and breathtaking. Pictures cannot do it justice. 5 King size beds, 1 queen, 2 bunks, 2 queen size pull out couches.

Guest favourite
Home in Lake Arrowhead
4.92 out of 5 average rating, 143 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.

Top Guest favourite
A modern kitchen area features a spacious counter with three leather bar stools. The cabinetry is light-toned, and a variety of kitchenware is neatly arranged on shelves. Soft lighting illuminates the space, enhancing the inviting atmosphere.
Home in Lake Arrowhead
5 out of 5 average rating, 39 reviews

Designer w/ Hot Tub, Pool Table, Private Decks

Animal Crossing is where you trade the daily grind for a front-row seat to nature. Wake up to blue jays eyeing your breakfast, spot deer wandering through morning yoga, and listen to coyotes serenade the sunset. At night, soak in a sky full of stars. Did we mention the WiFi here is faster than a squirrel on a sugar rush, and your Zoom background might just feature a curious raccoon. Managed by The Orange Cabins, follow @theorangecabins for guidebooks and local places to visit.

Top Guest favourite
The cottage exterior showcases a charming white facade with gray shingles, complemented by a neatly landscaped yard featuring brown mulch and small shrubs. A welcoming front porch is present, along with two comfortable chairs positioned to create a relaxing outdoor seating area.
Home in Lake Arrowhead
4.97 out of 5 average rating, 119 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
An outdoor seating area features four black chairs arranged around a circular stone firepit. Nearby, a private hot tub is visible, surrounded by trees. Soft string lights hang above, creating a cozy ambiance near the cabin's rustic stone facade.
Home in Lake Arrowhead
5 out of 5 average rating, 48 reviews

Bearstone: Hot Tub, Sauna, Gameroom, Lake Access

Gather with friends and family at this beautifully renovated log cabin, nestled in the heart of the forest with breathtaking views all around. Unwind in total comfort with a private hot tub, relaxing sauna, and refreshing sauna bucket shower. With five spacious bedrooms, a cozy firepit, and a fun-filled game room, this cabin offers the ideal escape for making unforgettable memories together. Managed by The Orange Cabins - follow @TheOrangeCabins for local guides & activities.

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, 220 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
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, 163 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.

Top Guest favourite
A stone patio is shown, featuring a fire pit surrounded by colorful Adirondack chairs. The entrance to a cabin is visible in the background, with warm light illuminating the doorway. A grill sits to one side, ready for outdoor cooking.
Home in Crestline
4.95 out of 5 average rating, 103 reviews

Lake Gregory Adventure Cabin

Escape to this cabin in the mountains! Experience the forest from the elevated deck that immerses you into nature at branch-level. Or spread out to the stone patio off the kitchen that sits at the base of two towering pine trees. Inside the cabin - every window has tree views. Specially priced for couples using one bedroom and friends looking for adventure in the mountains with the lower level having its own entrance. Nature and relaxation awaits!

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