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House holiday rentals in Sugarloaf, Big Bear

Find and book unique houses on Airbnb

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Popular amenities for Sugarloaf, Big Bear house rentals

House rentals with a pool

Guest favourite
Home in Pioneertown
4.94 out of 5 average rating, 337 reviews

Heaven's Door By The Cohost Company

BrockRating, 5 stars5 days ago
A true highlight among our many stays in the Pioneertown area, this property boasts an amazing location with unparalleled views, offering the quiet, peaceful, and serene environment we wanted. Being under a mile from Red Dog Saloon, our absolute favorite local spot for dining and drinks, was incredibly convenient. What initially appeared as a bold rock and roll aesthetic online revealed itself to be a surprisingly inviting and relaxed ambiance in person. The overall desert landscaping on the property was incredible, and the outdoor fireplace was an absolute game-changer our favorite feature, perfect for star-gazing nights. Our hosts were very responsive and thoughtfully checked in on us. While we did encounter some issues with bugs in every room, these were small points in an overall great stay. The unique charm, excellent outdoor space, and superb location made this a truly memorable and restorative stay
Guest favourite
Home in Yucca Valley
4.98 out of 5 average rating, 517 reviews

Flamingo Rocks-Desert Oasis: Pool | Spa | Rec Room

JudithRating, 5 stars2 weeks ago
This was such a great place to stay. A stylish, well equipped & well loved home in a really special location. Highly recommended. The only downside for us was the full moon that spoiled the star gazing!
Guest favourite
Home in Pioneertown
4.96 out of 5 average rating, 170 reviews

Hi-Desert Fade By Homestead Modern

GwRating, 5 stars3 weeks ago
This place was highly recommended by a friend and we trust their recommendations. It was perfect! From the ruggedly refined parking- just imagine- car charger in the desert to the wagons to transport luggage and the lit pathway- so well thought out. Every single amenity was over the top. I wish we’d planned to cook in just to use the kitchen to its capacity. The books were so relevant and sitting areas were comfy and serene. We played games, sat in the hot tub and just lounged out on the porches with our wine. We loved being able to play music with the speaker. I could go on and on. You get the picture - hope to make it back out there sooner rather than later!! Oh yeah- one more thing- my hair dryer broke and when I opened the drawer, of course- found nothing less than a Dyson!! What a treat!! Five stars from us!! Take care!!
Guest favourite
Home in Pioneertown
4.94 out of 5 average rating, 198 reviews

The Desert Place

MollyRating, 5 stars3 weeks ago
We stayed at Jesse’s place while we were in town for a wedding at Rimrock Ranch and it was the perfect combo of cute house and great location. We literally walked home at the end of the party - so convenient! The space looked exactly as it did in the pictures and the kitchen was stocked well so it easy to cook meals. The backyard was super relaxing as well. Overall, a great place if you’re headed to Pioneertown/Rimrock.
Guest favourite
Home in Pioneertown
4.98 out of 5 average rating, 246 reviews

High West House: A Boulder Filled Paradise

JoanneRating, 5 stars1 week ago
Really stunning house, the inside is immaculate and so well done. Loved the outside space, truly stunning. Nice being so way out. Though there are houses around so not completely private. Also we lost power for about 5 hours the first day, had to find a neighbour so see if it was just us or the neighbourhood but apparently can happen anytime. Just something to be aware of as it happened again on second night. But house and everything included is fantastic, highly recommend.
Guest favourite
Home in Yucca Valley
4.97 out of 5 average rating, 409 reviews

Hot Tub, Mountain Views, Location! · The Outpost

JohnRating, 5 stars4 days ago
Ryan and Andrew are great hosts. Property was exactly as pictured in the listing. Appreciate the thoughtful touches throughout the property which added to the experience. Would book again. Thank you!!!
Top Guest favourite
Home in Pioneertown
4.97 out of 5 average rating, 112 reviews

Poppy Ranch | Desert Serenity in Pioneertown

AllisonRating, 5 stars1 week ago
We had the most wonderful weekend getaway at this Pioneertown gem! The house was exactly as described, beautifully designed, contemporary, and clean. It was easy to access with clear, thoughtful instructions that made check-in a breeze. The pool and surrounding landscape were absolutely stunning, and we loved how peaceful and private everything felt. Watching hummingbirds, rabbits, and baby quail in the mornings was pure magic. Pet-friendly and perfectly relaxing, this was just the escape from LA we needed.
Top Guest favourite
Home in Yucca Valley
5 out of 5 average rating, 102 reviews

Rancho Flamingo-5 acres- pool, privacy, and views

JoeRating, 5 stars2 weeks ago
Absolutely a gem in Yucca Valley! We spent 7 incredible days at this stylish and well-equipped Airbnb, and it was the perfect base for exploring the area. The little pool, with its absolutely beautiful view, was a true highlight – perfect for a refreshing dip while enjoying the stunning surroundings. The property is incredibly quiet, offering a peaceful retreat, and the sunrises and sunsets from here are simply breathtaking. Danielle was a fantastic host, responding very quickly to any questions we had. We recommend it highly and would love to stay again!

Weekly house rentals

Top Guest favourite
Home in Sugarloaf
4.96 out of 5 average rating, 57 reviews

Borders Forest Trails + Game Room w/Shuffleboard!

LisaRating, 5 stars4 weeks ago
Kassandra's place was perfect for our Memorial weekend getaway. She was very responsive and exceptionally nice. Her place was clean and clutter free. It had all of the amenities you could want. The location was right next to the trails, literally in your backyard. Her place was more beautiful in person. I would definitely stay here again and recommend.
Top Guest favourite
Home in Big Bear
5 out of 5 average rating, 52 reviews

Spacious luxury home; Views, Spa, Deck, Game Room!

MikeRating, 5 stars1 week ago
This house is amazing. Has everything you need. Every time we were looking for something, it was right where it should be. Some properties you only want to sleep there. This is the opposite, it’s hard to leave!!
Top Guest favourite
Home in Fawnskin
4.97 out of 5 average rating, 176 reviews

The Astral at Fawnskin Big Bear Lake Views

BobbetteRating, 5 stars1 month ago
This is the third time we have stayed at Claudia's cabin in Fawnskin. As always, we thoroughly enjoyed our stay. It is fully equipped and comfortable. The backyard is large and perfect for our dog to play in without concern for damage. The primary bedroom has the best views! What a treat, as always.
Guest favourite
Home in Big Bear
5 out of 5 average rating, 25 reviews

FirePit • Speakeasy Cabin Vibes • Perfect Backyard

SofiRating, 5 stars1 month ago
Amazing and truly cozy house! We stayed for 2 weeks. Kitchen had everything we needed. The house is very clean and well maintained. Lots of blankets to cozy up with! Backyard is really pretty and lots of spots to hang out. Wood burning fireplace was such a hit! Really nice quiet neighborhood. Great grocery stores and coffee shops nearby. The hosts were really nice and very responsive. Overall a fantastic experience!
Superhost
Home in Big Bear
4.76 out of 5 average rating, 45 reviews

Modern cabin with hot tub and fireplace

ScottRating, 5 stars1 week ago
We had a great stay! I would highly recommend! Loïc was an amazing host! Very responsive. The place was exactly as described. Also, a major plus was having AC in the bedroom, this is pretty rare in big bear and was amazing to have! We would definitely stay again!
Superhost
Home in Big Bear
5 out of 5 average rating, 3 reviews

AngelSummitLodge+CentralHeating+PoolTable+Forest!

EsmeraldaRating, 5 stars3 months ago
A Beautiful Cabin surrounded by the forest with lots of snow play space! Let me begin by saying that photos don’t do justice to this place. All bedrooms have beautiful views. The loft was the perfect place to read a book in a comfy couch. Views from the back deck are amazing. Loved everything about it! There was so much snow! We went sledding right outside the house. Kitchen is fully stocked and even had extra seasonings (Thank God because I had forgotten to bring salt). We wanted a snowy place to sled without having to look around town and this is the place for it! Cabin has a whole national forest as backyard! Kids had a blast, adults had a nice quiet weekend getaway and I had time for myself while the kids played outside. Thank you so much Stephanie for hosting us. Thank you for being responsive and thank you for the experience!
Guest favourite
Home in Big Bear
5 out of 5 average rating, 5 reviews

Sundance Lodge: Luxury! Spa! Game Room! A/C! DogOK

MelissaRating, 5 stars1 month ago
We absolutely loved our time at this beautiful cabin in Big Bear! From the moment we arrived, it felt like a cozy retreat nestled in nature. The cabin was spotless, thoughtfully decorated, and filled with charming touches that made it feel like a true home away from home. Waking up to the crisp mountain air and beautiful trees just outside the window was such a treat. Enjoying a cup of coffee on the deck was such a great way to wake up! The location was perfect—quiet and tucked away for privacy, but still close to everything we needed. The hosts clearly care about their guests’ experience; they were responsive, kind, and made sure we had everything we needed for a perfect stay. We’ve stayed in a lot of cabins, but this one truly stands out. We’re already dreaming about coming back—thank you for sharing your magical place with us!
Top Guest favourite
Home in Big Bear
5 out of 5 average rating, 28 reviews

Cozy Cabin with Arcade Fun

WendyRating, 5 stars1 week ago
We enjoyed a wonderful stay at the cabin. The inside was beautifully renovated with amenities that our family loved. We appreciated the attention to detail and the functional backyard with a play structure, BBQ and outdoor games. The hosts were friendly and responsive. We would definitely be back!

Destinations to explore

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  4. San Bernardino County
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