Cottage vacation rentals in Highland

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Top-rated cottage rentals in Highland

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Guest favorite
Cottage in Lake Arrowhead
4.97 out of 5 average rating, 129 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.

Superhost
A bright red door with multiple square windows stands prominently against white siding. A light fixture is mounted above, illuminating the entry area. The door is marked with a letter 'C' for easy identification.
Cottage in Riverside
4.86 out of 5 average rating, 192 reviews

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.

Top guest favorite
Cottage in San Bernardino
4.94 out of 5 average rating, 341 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

Guest favorite
A new jacuzzi is situated on the deck, surrounded by tall pine trees. The bubbling water catches sunlight, with a spacious wooden deck leading to the entrance of the house. Decorative lights enhance the outdoor atmosphere, adding a cozy touch.
Cottage in Lake Arrowhead
4.95 out of 5 average rating, 360 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
A cozy cabin, nestled among tall trees, features an inviting A-frame architecture. A staircase leads down to the entrance, surrounded by natural foliage. The exterior showcases a mix of wood tones, with windows allowing natural light to illuminate the warm hues.
Cottage in Lake Arrowhead
4.87 out of 5 average rating, 417 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). upscale place. clean and respectful guests only 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

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, 113 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
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
A light-filled living area showcases large windows framing views of surrounding trees. A comfortable green sectional sofa and a round wooden coffee table create a cozy seating arrangement. A stone fireplace adds warmth, accompanied by a flat-screen TV mounted above it.
Cottage in Lake Arrowhead
4.99 out of 5 average rating, 118 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.

Top guest favorite
Cottage in Big Bear Lake
4.98 out of 5 average rating, 410 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.

Guest favorite
Cottage in Lake Arrowhead
4.88 out of 5 average rating, 222 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.

Top guest favorite
A serene outdoor area features four wooden Adirondack chairs arranged in a circle on sandy ground. Surrounding trees provide natural shade, and a stone fireplace is visible in the background. A patio with a dining area can be seen to the side, enhancing the inviting space.
Cottage in Running Springs
4.98 out of 5 average rating, 399 reviews

Woodland Cottage walk to shops/restaurants

Relax in the reading nook next to the fireplace, entertain or BBQ on the new deck, or work remotely in the dedicated office space. Convenient location, 15 minutes to Snow Valley, 20 minutes to Lake Arrowhead 20 minutes from the base of the. Walking distance to Groceries, Food, Farmers Mkt on Sat in summer. Parking on site, paved driveway has significant slope but parking is provided at base of driveway for snowy days.

Guest favorite
Cottage in Twin Peaks
4.96 out of 5 average rating, 165 reviews

The Curious Cottage An Enchanted Fairy-Tale Dream

Created by visionary artist, Christine McConnell, the Curious Cottage offers vast patio decks and sweeping vistas that enrapture the spirit and delight the senses. Inside reveals custom hand-painted wallpaper, original antique hardwood floors, tray ceilings, and one-of-a-kind antique decor that transports guests back in time. This rare retreat into creativity, grace, and mystery guarantees a unique experience.

Popular amenities for Highland cottage rentals