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Cottage holiday rentals in Highland

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Top-rated cottage rentals in Highland

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Top guest favourite
Cottage in Cedar Glen
4.97 out of 5 average rating, 128 reviews

1942 Story Book Cottage w/access to private dock

This 1942 Chalet is straight from a story book. With many original features, the house is charming inside and out. Enjoy a small lake view while sitting near the fire pit on the adirondack chairs. Situated in a very quiet neighborhood known as The Palisades you’ll appreciate the peace & quiet. The house has everything you need including fully stocked kitchen, desk for remote work and high speed internet. Walking distance to restaurants, shopping, trails & a short drive to many local attractions.

Top guest favourite
The charming exterior of a vintage cottage is framed by a wooden picket fence. The stone-and-wood facade showcases green accents on the roof and window shutters. Lush trees and shrubs surround the yard, creating a welcoming entrance that hints at the cottage's historic allure.
Cottage in Big Bear Lake
4.92 out of 5 average rating, 613 reviews

Ahhhdorable Vintage Storybook Cottage.

License # VRR-2025-0871 Wi-Fi CODE> rocketbasket147 < A storybook romantic Cottage! Queen Bedroom, A cozy (Full sized) Hide-a-Bed, Central Heating, AC, TV, DVD, micro, coffee maker, blender. Gas fireplace. Gas BBQ & griddle on the porch is great for cooking eggs and crispy pancakes in the mountain mornings. Pet friendly /fenced yard! Sooo close (e~z walkable) to the Lake and Dog Friendly Village. The embracing and welcoming "Ahhhdorable" Vintage Cottage will be perfect for a visit to Big Bear!

Superhost
A cozy sleeping area features a spacious bed adorned with soft white linens and vibrant yellow accent pillows. Floral wall art is displayed above, and a circular mirror reflects natural light. A decorative pillow with the phrase 'be our guest' adds a welcoming touch.
Cottage in Riverside
4.94 out of 5 average rating, 163 reviews

Riverside Studio - Kaiser - Parkview - CBU - UCR

DISCOUNT LONG TERM STAYS! This studio is fully renovated and professionally designed. Our cozy cottage is small, making it perfect for solo travelers or couples passing through the historic area of Riverside. The home includes a full sized memory foam bed, A/C & heating unit, printer/fast Wi-Fi, Cable TV, 55” Roku Smart TV, fully stocked kitchen with all cookware and basic spices, plush linens, shampoo/conditioner/body wash, laundry basket with onsite washer/dryer (in garage), and keyless entry.

Guest favourite
The exterior of the Calipe Cottage features a warm-toned wooden facade, surrounded by snow-covered ground. A private hot tub is situated on the deck, with two outdoor chairs positioned nearby. Tall pine trees provide a natural backdrop against a colorful sunset sky.
Cottage in Sugarloaf
4.96 out of 5 average rating, 122 reviews

Calipe Lux Cottage w/ Steam Sauna, BBQ & Hot Tub

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 favourite
The exterior of a charming cottage is viewed, surrounded by tall trees and lush greenery. The structure features a combination of light-colored walls and stone accents, highlighting a traditional roofline. Natural light filters through the foliage, creating a serene atmosphere.
Cottage in Lake Arrowhead
4.94 out of 5 average rating, 106 reviews

Chic Renovated Cabin w/Lake Access! Steps to lake!

Best location in Lake Arrowhead! Walk to town + steps away from Orchard Bay, the perfect place for all summer lake activities (coveted, private lake access on request). Meticulously renovated cottage with an oversized deck ideal for spending all day grilling and all night lounging under the stars. Whether you're looking to relax or work remotely, this cabin is the place to do it all. The perfect city escape, fully outfitted with all the comforts of home. You'll never want to leave!

Top guest favourite
A spacious living room features a comfortable leather sofa and a wooden coffee table centered on a textured rug. Large windows offer expansive views of the surrounding trees, while natural light fills the room. A rock fireplace adds warmth, complemented by a soft armchair.
Cottage in Crestline
4.96 out of 5 average rating, 106 reviews

Calming Cottage w/ Breathtaking View Near Lake!

Welcome to Panoramic Pines! Rise above the stress in our calming, nature-themed cottage with a view that takes your breath away. Located just a 3 minute drive (15 minute walk) from the free side of Lake Gregory, Panaramic Pines is the perfect place to rejuvenate yourself. Hike, swim, stand up paddle board, kayak, fish, or stay in and enjoy the great outdoors from our giant wall of windows or the large balcony! You may not want to leave, and that's okay! You're welcome back any time!

Superhost
Cottage in Green Valley Lake
4.78 out of 5 average rating, 228 reviews

Pet Friendly Cabin Steps to the Lake, BaseCampGVL

Welcome to BaseCampGVL. 3 Modern 1940s cabins just steps to the lake. During the winter months the snow covered view of Old Ski Hill is special with a cup of coffee on that patio. In the summer months the view of the tourist playing in the lake is timeless. This property is something special. In the early days of GVL is was part of the Lake Lodge. Overtime and with the help of friends and neighbors we plan on bring that spirit back to life. Join us on this adventure.

Superhost
A charming cottage is nestled among snow-covered trees, showcasing a sloped roof and a welcoming porch. The front yard is blanketed in fresh snow, with a large stump prominently displayed. Tall pines create a serene backdrop, enhancing the natural beauty of the setting.
Cottage in Big Bear Lake
4.83 out of 5 average rating, 178 reviews

Storybook Cottage Near Slopes/Village With Spa

An amazing cottage that takes you back to childhood tales that is filled with whimsical surprises that both adults and children will love. This cabin is filled with all new decor and details that will make your stay unique while relaxing amongst the tree lined forest in Big Bear Lake. You will feel like you are in the forest, yet are still close by to the Lake, the Village and the slopes. You will have your own tree lined backyard and amazing deck with magical views.

Guest favourite
Cottage in Running Springs
4.93 out of 5 average rating, 161 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 favourite
A balcony area is visible, featuring two red Adirondack chairs positioned against a backdrop of tall trees. The exterior of the cottage showcases wooden shingles and a well-defined roofline, with a welcoming light fixture next to the entrance.
Cottage in Lake Arrowhead
4.9 out of 5 average rating, 283 reviews

The Dogwood Cottage, 1 mile to the Village!

Proudly offering military/ first responder discount!!! Just added NFL SUNDAY TICKET! Welcome to the Dogwood Cottage, perched high in the trees of the tranquil Burnt Mill community. Conveniently located 1 mile from the Lake Arrowhead Village and brewery, you won’t miss a beat with all of the fun activities year round. 5 minutes to Santa’s village/ Sky Park. 25 minutes to Snow Valley. Tons of nearby hiking/ off-roading and adventure seeking! SBC # B201203958

Top guest favourite
A cabin is nestled among tall trees, featuring a rustic wooden deck with decorative railings. The structure is partially shaded by the surrounding greenery, while a combination of wooden and light-colored paneling is visible on the exterior.
Cottage in Twin Peaks
4.96 out of 5 average rating, 144 reviews

· The Evening Star Lookout at 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, our restaurant is open for dinner, and there's a little market open late just next door!

Guest favourite
Cottage in Twin Peaks
4.9 out of 5 average rating, 213 reviews

Romantic 1925 Cottage - Cedar Hot Tub, Fireplace

Romance awaits at our historic 1925 cottage nestled on a private acre near Lake Arrowhead. This intimate couples retreat offers forest views, original stone fireplace, and authentic character in every detail. Soak in the cedar hot tub under the stars, gather around the fire pit, and enjoy two outdoor living areas plus a separate suite with pullout sofa and games. Fully fenced for dogs. Your peaceful mountain escape is calling.

Popular amenities for cottage rentals in Highland