Cottage vacation rentals in Highland

Cottage in San Bernardino

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

4.95 out of 5 average rating, 350 reviews

The charming exterior features a dark wood and stucco facade, accented by a balcony above the entrance. A long outdoor dining table is set with a seasonal decor, surrounded by red chairs, inviting al fresco meals in the serene setting.

4.97 out of 5 average rating, 133 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.

4.91 out of 5 average rating, 644 reviews

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

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!

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.

4.95 out of 5 average rating, 375 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!

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.

4.87 out of 5 average rating, 427 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). walking distance to Miller's landing wedding venue ages 27 and up I donate a portion of the proceeds to a local animal rescue (crusty crew) saving older dogs please read EVERYTHING. there is no trash service

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.

4.94 out of 5 average rating, 124 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!

4.97 out of 5 average rating, 118 reviews

Cottage in Crestline

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!

The entrance of the Nine Arrows Lake House is framed by lush greenery and vibrant trees. A stone pathway leads to the door, flanked by a porch with a wooden bench, inviting guests into the warm and natural ambiance of the property.

4.99 out of 5 average rating, 121 reviews

Luxury Boutique Cabins On The Lake & In The Trees

Located in the coveted Blue Jay Bay, Nine Arrows Lake House is a light filled, luxury boutique retreat. Nothing else like this lovely lake front cabin in all of Arrowhead. Two newly renovated well appointed cabins attached by a breezeway create the perfect vacation spot for your group or two families. Our two sister cabins offer guests a sense of togetherness with the option for complete privacy. Sleeps 9 comfortably, chef's kitchen, kitchenette, movie room and a spacious deck.

4.98 out of 5 average rating, 417 reviews

Cottage in Big Bear Lake

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.

4.95 out of 5 average rating, 270 reviews

Lakeside Holiday-Steps From Village and Lake Trail

Welcome to the Holiday House! Lake Access Included 📍PRIME LOCATION- Park once and walk everywhere Located in the heart of Lake Arrowhead,our Holiday House offers a comfortable, modern and curated retreat-just a 2 minute stroll to the lake trails, shops, restaurants,and seasonal events at the Village...This family friendly cottage is designed for effortless mountain living and the most desirable four season location. It’s THE perfect place for family and friends to getaway!

Superhost

Cottage in Green Valley Lake

Pet Friendly Cabin Steps to the Lake

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.

4.79 out of 5 average rating, 250 reviews