Cottage vacation rentals in San Bernardino County

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Top-rated cottage rentals in San Bernardino County

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Guest favorite
The exterior of a charming cottage is framed by tall trees and a blanket of fresh snow. A welcoming front deck is surrounded by a green railing, leading to the entrance. Soft light streams from the windowed door, inviting guests to explore the cozy retreat inside.
Cottage in Sugarloaf
4.97 out of 5 average rating, 103 reviews

Calipe Cottage w/ Steam Sauna + Hot Tub + BOOK NOW

Indulge in a luxurious, family-friendly winter experience at the stylish Calipe Cottage. Seeking a cozy mountain getaway? Your search ends here. This delightful chic Sugarloaf residence boasts one bedroom, one bathroom, and a loft, and is equipped with a hot tub, designer fully equipped kitchen and steam sauna, making it the perfect retreat for those looking to escape the hustle and bustle of city life. If being completely immersed in nature is your thing, then this is the place to be!

Guest favorite
A spacious studio area showcases a round dining table with fruit, accompanied by a sleek kitchenette with modern appliances. Large glass doors open to a mountainous view, enhancing the connection to the outdoors. Natural light illuminates the wooden beams above and the cozy furnishings.
Cottage in Morongo Valley
4.88 out of 5 average rating, 406 reviews

Hidden Passage Muse • Enjoy Fall for 50% Off!

Experience fall at Hidden Passage, the only vacation rental within the stunning Sand to Snow National Monument. Muse cottage at Hidden Passage is an original mid-century “jackrabbit” homestead cottage, modernized with the addition of an indoor/outdoor bathroom with slipper tub, barn windows, outdoor shower, AC, WiFi, Smart TV and more. A large studio space with kitchenette (mini-fridge, cooktop and microwave), Muse retains its old world rustic ambiance and character. Bring your dog!!

Top guest favorite
A small white house is set against a vibrant sunset sky, showcasing multiple windows that allow natural light inside. The home features a welcoming front deck with white railings, outdoor seating, and steps leading down to the ground level.
Cottage in Desert Hot Springs
4.96 out of 5 average rating, 108 reviews

Lake house hosted by Oleg

This is a brand new house. This house is small, but very cozy, and has all amenities you need to enjoy your holiday. This house is located on the shore side of the lake, where you can enjoy the lake view from inside of the house and on open deck at the back of the house. On the deck you may enjoy romantic dinner or drink the morning coffee and watch swans and ducks swimming in the lake. There is a tennis court available nearby for people who like to stay active during their days off.

Guest favorite
The cottage's exterior is showcased, featuring vibrant red walls and a welcoming Cobalt Blue front door. A covered porch is adorned with greenery, flowering plants, and stones, while the clear blue sky provides a bright backdrop.
Cottage in Twentynine Palms
4.9 out of 5 average rating, 214 reviews

Joshua Tree Cottage - Fast WiFi/Central JTNP

Book your getaway at the cozy Joshua Tree Cottage! With a historic charm, the cottage is landscaped with Palm & Joshua trees, this is truly the best spot for visiting Joshua Tree National Park. The 1 bedroom/1 bath cottage has a full kitchen, Boho swing chairs, and plenty of outdoor relaxation. Just 6 miles from the East entrance of Joshua Tree National Park and 1 mile to Twentynine Palms' newly built Freedom Plaza that has a farmers market every Saturday. Book your stay now!

Guest favorite
The cabin's exterior features a welcoming front porch with a cozy glider bench and wooden deck. A charming birdhouse is visible nearby, with tall trees providing natural shade. The entrance is framed by large windows, enhancing the light-filled atmosphere of the space.
Cottage in Running Springs
4.93 out of 5 average rating, 151 reviews

Arrowbear hideaway - NO PETS!

Cozy Cabin for a delightful getaway into natural beauty and serenity. Perfect location between Lake Arrowhead and Big Bear Lake, thus "Arrowbear Lake!" Family Fun, or Romantic Retreat! Nearby shopping, restaurants and Running Springs. 5 minutes to Snow Valley. 10 mins to Green Valley Lake. 12 minutes to Santa's Village/Skypark mountain bike park. Near Snow Summit for Winter sports and mountain biking in the summer. Right off Highway 18. Parking for two cars. Magical!

Guest favorite
The living area features a modern leather sofa and vintage chairs arranged around a central coffee table. Natural light pours in through large windows, illuminating the rustic decor and art pieces. A cozy reading nook is visible in the back corner, enhancing the space's inviting atmosphere.
Cottage in Twentynine Palms
4.96 out of 5 average rating, 139 reviews

Josh Cottage at 29P

The year was 1946 and somebody in Twentynine Palms had the right idea--to build an adorable Spanish bungalow that simply oozed "romantic getaway to the desert," a place to take in the fresh air, the stillness at night and the stars. "Josh" as he is affectionately known, along with his partner "Tam" [an almost identical twin] is an updated version of that bungalow built so long ago. Modern in amenities, but pioneer in spirit, Josh is awaiting some special guests.

Top guest favorite
A rustic cabin is surrounded by towering trees, featuring a textured wooden deck with diamond cutouts. The structure has light-colored siding and a sloped roof, complemented by a set of small windows with white frames, providing a cozy, inviting appearance.
Cottage in Twin Peaks
4.97 out of 5 average rating, 161 reviews

° The Alpine Getaway at The Twin Peaks Lodge °

A short walk to the National Forest and a 10-minute drive to both Lake Arrowhead and Lake Gregory, the historic Twin Peaks Lodge offers 21 unique cabins with a top-rated restaurant on site. Our 3 rules: no smoking no pets (sorry, no exceptions) no grilling or bonfires (we're surrounded by trees!) Some things to note: we have a microwave & small fridge at the cabin, and our restaurant is open for dinner and there's a little market open late just next door!

Guest favorite
The living area is characterized by vaulted wooden ceilings and large windows that provide natural light and mountain views. A dark sofa is complemented by a patterned area rug and a round coffee table, while a dining area is visible in the background.
Cottage in Twentynine Palms
4.98 out of 5 average rating, 434 reviews

Mojave Ménage | Hot Tub · Pool · Bicycles · Views

Couples, Families, & Desert Peace Seekers only, please. Situated in the shadow of the Joshua Tree National Park North Rim, sits this 1955 Mid-Century stunner. Acquired as a nearly-condemned wreck in 2020, the Mojave Ménage has been meticulously restored and thoughtfully curated for the most discerning desert traveler. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Top guest favorite
Cottage in Big Bear Lake
4.98 out of 5 average rating, 205 reviews

< 4 minsToMtnTrail/Lake/Village/Zoo +AC+BabyGear

Welcome to our charming single-story cabin, perfect for families with young adventurers! Our cozy retreat is ideally situated just 3-4 minutes from Snow Summit and Bear Mountain. Forget the hassle of driving– free shuttles from the cabin make getting around a breeze. Plus, being just minutes from the lake, Village, groceries, and restaurants are for convenience. Take a stroll to the coffee shop, golf, zoo, and the forest.

Top guest favorite
The property features a rustic cottage surrounded by natural boulders and desert flora. A spacious outdoor lounge area is visible, equipped with shaded seating and a fire table. A cowboy pool is positioned nearby, set against a backdrop of mountainous terrain.
Cottage in Yucca Valley
4.99 out of 5 average rating, 261 reviews

Boulder Ridge Hideout - Private Joshua Tree Park

Welcome to the most exclusive area in the High Desert, called Boulder Ridge. We named this hidden gem 30 years ago, after picking the choicest property, and creating the signage, as you enter the area. Nestled in the Sawtooth mountains, and near the historic Boulder Ridge Ranch, the Boulder Ridge Hideout is a Joshua Tree National Park- like private retreat away from the crowds, with boulders dating back millions of years.

Top guest favorite
A cozy reading nook is positioned beside a window, featuring a cushioned seat with assorted pillows. A wooden dining table is seen in the background, accompanied by black chairs. Decorative stained glass complements the room, while soft natural light filters through the windows.
Cottage in Running Springs
4.98 out of 5 average rating, 363 reviews

Woodland Cottage walk to shops/restaurants

Relax in the reading nook next to the fireplace, entertain or BBQ on the new deck, or work remotely in the dedicated office space. Convenient location, 15 minutes to Snow Valley, 20 minutes to Lake Arrowhead 20 minutes from the base of the. Walking distance to Groceries, Food, Farmers Mkt on Sat in summer. Parking on site, paved driveway has significant slope but parking is provided at base of driveway for snowy days.

Superhost
Cottage in Twin Peaks
4.96 out of 5 average rating, 162 reviews

The Curious Cottage An Enchanted Fairy-Tale Dream

Created by visionary artist, Christine McConnell, the Curious Cottage offers vast patio decks and sweeping vistas that enrapture the spirit and delight the senses. Inside reveals custom hand-painted wallpaper, original antique hardwood floors, tray ceilings, and one-of-a-kind antique decor that transports guests back in time. This rare retreat into creativity, grace, and mystery guarantees a unique experience.

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