Cottage holiday 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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cottage in Lake Arrowhead

4.97 out of 5 average rating, 120 reviews

Cozy vintage Cottage near lake, shops& restaurants

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.

Guest favourite

Cottage in Big Bear Lake

4.92 out of 5 average rating, 562 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!

Guest favourite

Cottage in Wrightwood

4.87 out of 5 average rating, 301 reviews

Lilac Cottage: Firepit/PlayHouse/3 blks2town

✦900 sq ft 2 level cabin w/ propane firepit, playhouse, and hammock in back yard ✦Wall heater unit ✦Quiet, clean/sanitized, NON-SMOKING get-away ✦3 blks to village center, library, skate park, public playground & blocks from great hiking ✦Pet & kid friendly ✦Duraflame logs suggested for fireplace ✦ 4 pm Check in, 10 am Check-out (flexible w/fee) ✦WIFI: 845 Mbps ✦50” SmartTV w/ Netflix, Disney+Hulu included ✦Fenced yard for furpals. $50 animal cleaning fee (must disclose) NOT A PARTY CABIN!

Guest favourite

Cottage in Lake Arrowhead

4.96 out of 5 average rating, 313 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!

Superhost

Cottage in Lake Arrowhead

4.87 out of 5 average rating, 378 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 favourite

Cottage in Wrightwood

5 out of 5 average rating, 185 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!

Top guest favourite

Cottage in Idyllwild-Pine Cove

4.97 out of 5 average rating, 143 reviews

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

Top guest favourite

Cottage in Lake Arrowhead

4.99 out of 5 average rating, 109 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.

Guest favourite

Cottage in Running Springs

4.92 out of 5 average rating, 146 reviews

Arrowbear hideaway - NO PETS!

Cozy Cabin for a delightful getaway into natural beauty and serenity. Perfect location between Lake Arrowhead and Big Bear Lake, thus "Arrowbear Lake!" Family Fun, or Romantic Retreat! Nearby shopping, restaurants and Running Springs. 5 minutes to Snow Valley. 10 mins to Green Valley Lake. 12 minutes to Santa's Village/Skypark mountain bike park. Near Snow Summit for Winter sports and mountain biking in the summer. Right off Highway 18. Parking for two cars. Magical!

Superhost

Cottage in Lake Arrowhead

4.9 out of 5 average rating, 265 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 favourite

Cottage in San Bernardino County

4.97 out of 5 average rating, 101 reviews

Warner Cottage, Lake Arrowhead, Ca

Relax in a cozy cottage tucked away from all the noise of everyday life. Our sweet cottage is located in the Arrowhead Villas of Lake Arrowhead, CA where you can take long walks or a short 8 min drive to the lake filled with shops and restaurants. There are no lake rights with this reservation; however, if you are wanting water fun Lake Gregory is only a 17 minute drive away. Their entry fees may vary. *Please review house rules before booking

Guest favourite

Cottage in Lake Arrowhead

4.91 out of 5 average rating, 188 reviews

*Sale* Romantic Cottage Hot Tub & Views /dogs

Here lies Romance. When you long to get away from the humdrum routine of city dwelling you will find our cottage in the woods. Located near Lake Arrowhead & the perfect couples retreat with forest views from almost every room. Enjoy the cedar hot tub and fire pit in two outdoor areas, a lounge/dining area, and a separate suite with pullout sofa, TV, and games. Ideal for couples and friends, it's the perfect escape for a rejuvenating getaway.