Cottage holiday rentals in Highland

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.

Sweet Farmhouse - Kaiser - Parkview - CBU - UCR

DISCOUNT LONG TERM STAYS! This chic farmhouse style studio is fully renovated and professionally designed. Our home can comfortably fit up to 4 people. The home includes pull down blackout shades throughout, queen sized memory foam bed, A/C & heating unit, printer, fast Wi-Fi, Cable TV, 65 inch Smart TV, fully stocked kitchen with all cookware and basic spices, plush linens, shampoo/conditioner/body wash, spacious bathroom with large walk-in shower, and laundry basket with in-unit washer/dryer.

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

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!

Fern Creek Cottage

This cabin was built in 1922 and has been lovingly maintained & upgraded. We're walking distance to restaurants, shops & a local microbrewery. Our guest cottage features a private deck overlooking Strawberry Creek and a natural fern garden, providing the perfect retreat and ideal setting for your morning coffee or afternoon wine. The kitchen includes a vintage stove & refrigerator for light meal preparation & the bedroom comes with a SleepNumber bed for your personalized sleeping comfort.

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!

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!

Cozy cottage under the pines. With hot tub

Cozy and newly renovated, welcome to our getaway cottage in a cedar forest. Great outdoor space, jacuzzi tub and minimalist, mid-century furniture. Nestled among mature trees, the is a perfect getaway for a couple or solo traveler. Stretch out in a hammock or recline on a teak deck chair. Relax in the hot tub under the stars sipping your favorite drink. Cuddle up on the sofa with a fireside glow. Close to hiking trails, restaurants, unique shops, and art galleries. Cert 001856

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.

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.

° 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!

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.