Cottage vacation rentals in Highland

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Highland

Guests agree: these cottages are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A charming cottage is framed by a vibrant red picket fence. A stone patio is visible, adorned with a colorful umbrella, while lush trees provide shade. The inviting entrance features decorative elements, enhancing the warm ambiance of the outdoor space.
Cottage in Big Bear Lake
4.92 out of 5 average rating, 622 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!

Top guest favorite
Cottage in San Bernardino
4.94 out of 5 average rating, 338 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN

Top guest favorite
A charming two-story cottage is situated on a tree-lined road, showcasing a welcoming exterior with a light blue facade. The home features a generous front deck and multiple large windows. A garage is accessible below, with kayaks visible nearby.
Cottage in Cedar Glen
4.95 out of 5 average rating, 354 reviews

Lake Retreat – Spa, AC, Fenced Yard, Walk to Lake!

Welcome to your mountain retreat! This cozy 3-bedroom, 2-bath cottage is 1.5 miles from Lake Arrowhead Village and 0.3 miles from Cedar Glen, near Santa’s Village (2.8 miles), hiking trails, and Snow Valley Resort (14 miles). After exploring, relax with cocktails on the decks, hot cocoa by the fireplace, or a soak in the jacuzzi. Enjoy smart central air conditioning and a fully fenced yard for peace of mind and a secure play area for kids. Whether adventure or relaxation, this home has it all!

Guest favorite
The living area features a cozy couch draped with a soft throw, facing a mounted television. A rustic wooden accent wall enhances the warm atmosphere. Natural light fills the space through large windows, revealing views of the surrounding trees. A dining table is positioned nearby.
Cottage in Cedar Glen
4.87 out of 5 average rating, 413 reviews

Lazy dog cottage

Welcome to our Little Escape. Come get away from the noise in the city. Relax in a cozy cabin. Curl up on the couch, Light a fire in the stove and watch a movie. Drink a glass of wine on the deck, surrounded by pine trees. Walk to 3 restaurants or the grocery store (2-5 min walk). I come here to get inspired and relax. work from home? my cable internet is blazing fast upscale place. clean and respectful guests only walking distance to Miller's landing wedding venue ages 27 and up

Top guest favorite
Cottage in Wrightwood
5 out of 5 average rating, 236 reviews

Mtn Retreat w/Hot Tub, A/C, Walking Trail, Playset

Private Retreat in the Mountains of Wrightwood! Relax in the Hot Tub, overlooking breathtaking Mountain Views. Private & Fully-Fenced Property with Playground. Plenty of Outdoor Enjoyment with the Family! Barbeque, Board Games, and more! Property is located along the Wrightwood Village Trail, only a 15 minute walk to town! Perfect for families and outdoor enthusiasts! Come experience everything that Wrightwood has to offer! Freshly Baked, Complimentary Sourdough Loaf with Every Stay!

Guest favorite
Cottage in Sugarloaf
4.95 out of 5 average rating, 126 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 favorite
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, 108 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 favorite
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, 109 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!

Top guest favorite
Cottage in Big Bear Lake
4.98 out of 5 average rating, 408 reviews

Kodiak's Cottage - A 1920’s Classic

Begin your day on the porch with a fresh cup of Keurig coffee or walk 1 block to a breakfast cafe or Boulder Bay Park. My hope is that you'll feel relaxed and comfortable as you finally reconnect with the part of you who likes a good book by the fire or listening to an album to recall a great memory. This quiet 1920s historic cottage sits below the main house at the base of a 3/4 acre lot close to the 'action' yet a world away. Now go put on one of our cozy robes and relax.

Superhost
Cottage in Green Valley Lake
4.78 out of 5 average rating, 236 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.

Guest favorite
An outdoor patio area features a wooden deck with a dining table set for four, accompanied by a vibrant orange throw. A barbecue grill is positioned nearby, and string lights are hung above, providing an inviting setting among trees in a quiet natural environment.
Cottage in Lake Arrowhead
4.9 out of 5 average rating, 291 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

Guest favorite
The exterior showcases a charming vintage cottage set against a backdrop of trees. A patio area features a round dining table surrounded by woven chairs and a patterned rug. The stone pathway leads to a modern glass-enclosed living space, enhancing the inviting atmosphere.
Cottage in Twin Peaks
4.9 out of 5 average rating, 217 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 Highland cottage rentals