Lake house vacation rentals in Lake Gregory

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Top-rated lake house rentals in Lake Gregory

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Guest favorite
The exterior of a two-story house is displayed, featuring large windows and a welcoming deck highlighted by a red umbrella. Surrounded by trees and greenery, the property showcases a spacious layout with multiple outdoor seating areas, blending harmoniously with the mountainous landscape.
Home in Crestline
4.97 out of 5 average rating, 31 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 favorite
Home in Lake Arrowhead
5 out of 5 average rating, 117 reviews

ArrowNest in the Pines•Fireplace•Fire Pit•Patio

This bright, sunny, spacious yet cozy, immaculate charming Cabin nestled in the pines and located at the end of a quiet and easily accessible cul-de-sac is your perfect mountain getaway! With lots of south facing windows, light spills into this treehouse-like home filling it with warmth and sunshine all day long. Located minutes from the Village and nearby towns of Blue Jay, Twin Peaks, Cedar Glen and Skyforest, many nearby restaurants, lake views and recreation, your mountain adventure awaits!

Guest favorite
A scenic view of the lake is framed by tall trees, capturing a soft sunset glow over the water. The landscape features a mix of greenery and distant hills, creating a tranquil atmosphere. The rooftops of nearby structures are visible in the foreground.
Home in Crestline
4.99 out of 5 average rating, 148 reviews

Spacious Lake View Mtn Home - Walk to Lake - Clean

Perfect mountain getaway - designed for comfort & gatherings. Spacious mountain home w/ lake views. Comfortable, stylish, & exceptionally clean. A blend of mid-century charm & rustic design. 5 bed / 3.5 bath, a primary suite & a media room. fireplaces & a 65" TV for cozy evenings. Kitchen opens to a breakfast bar & a large dining table that seats up to 10. Fully stocked w/ amenities & entertainment, bumper pool, darts, & board games. Two levels of patio space, propane BBQ, outdoor bar seating.

Top guest favorite
An air hockey table is positioned in a well-lit room with accent lighting. A view of an indoor hot tub is visible through large glass doors. The walls are painted in a neutral tone, and a vintage soda cooler adds a pop of color.
Home in Crestline
4.92 out of 5 average rating, 39 reviews

Treetop Lake Greogory Jacuzzi & Hocky Table-Pet

Bring the whole family to Treetop Haven. High above the clouds! We do have lots of stairs that take you up above the clouds! Perfect for families with kids. With a hockey table and indoor hot tub! This spacious home has 2 levels. The first level has a beautiful fireplace in the livingroom and 2 addional game rooms. The upstairs has 3 bedrooms and 2 restrooms. The master room has its masterbath and another room has a restroom. We are close to Lake Gregory, grocery store, restaurants and more!

Top guest favorite
The inviting living area features a wood-burning fireplace with a unique design, surrounded by large glass doors that open to the deck. A brown leather couch is positioned on a textured rug, complemented by modern chairs. Natural light fills the space, highlighting the vaulted wooden ceiling.
Home in Lake Arrowhead
5 out of 5 average rating, 47 reviews

Vintage Curated A-Frame Couple's 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!

Top guest favorite
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, 108 reviews

Adventure Cabin at Lake Gregory

Escape to this cabin in the mountains that's just a 15 minute walk to lake Gregory! The elevated deck immerses you into nature at branch-level to connect with nature and friends. The large stone patio sits at the base of two towering pine trees with seating, grill and gas fire pit. Inside the cabin - every window has tree views. Priced low for couples getting an entire house using one bedroom. Additional friends and guests enjoy privacy with the lower level having a separate entrance.

Top guest favorite
Home in Lake Arrowhead
4.93 out of 5 average rating, 158 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.

Guest favorite
Home in Lake Arrowhead
4.87 out of 5 average rating, 211 reviews

Modern retreat with amazing lake view!

With 6 bedrooms with 6 California King beds 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. Modern furniture, beds and linens. Each room is beautifully designed and breathtaking. Pictures cannot do it justice. Also 2 bunks and 2 queen size pull out couches.

Guest favorite
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
4.93 out of 5 average rating, 266 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 favorite
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 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
4.96 out of 5 average rating, 225 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 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, 169 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.

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