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.

Value · Location · Nearby

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.

Location · Value · Beach

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!

Value · Family · Hiking

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

Family · Value · Beach

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!

Family · Location · Checkout

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

Family · Location · Outdoor spaces

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!

Family · Value · Getting around

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!

Value · Family · Kitchen

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!

Value · Family · Barbecue

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.

Family · Value · Sleep quality

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!

Location · Family · Heating

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.

Family · Value · Kitchen