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, 122 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 favorite

Cottage in Big Bear Lake

4.91 out of 5 average rating, 586 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!

Top guest favorite

Cottage in Wrightwood

4.87 out of 5 average rating, 303 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 favorite

Cottage in Lake Arrowhead

4.95 out of 5 average rating, 326 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!

Top guest favorite

Cottage in Wrightwood

5 out of 5 average rating, 197 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!

Guest favorite

Cottage in Big Bear

4.96 out of 5 average rating, 112 reviews

Hot Tub! Beautiful 2-bedroom sleeps 6

Welcome to our Big Bear home away from home. GENTLE SQUIRREL is a beautiful cottage getaway nestled 10 minutes from The Village and Ski resorts. Surrounded by nature, the San Bernardino National Forest and Big Bear lake just minutes away. Gentle Squirrel is the perfect getaway loaded with amenities to keep you entertained after a long day. Gentle Squirrel provides fast Wifi, smart TV's, spa, wood fireplace, outdoor gas fire pit and grill. The entire property is just waiting for you.

Superhost

Cottage in Green Valley Lake

4.77 out of 5 average rating, 206 reviews

Pet Friendly Cabin Steps to the Lake, BaseCampGVL

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.

Superhost

Cottage in Running Springs

4.93 out of 5 average rating, 148 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, 270 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

Top guest favorite

Cottage in Twin Peaks

4.97 out of 5 average rating, 157 reviews

° 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!

Guest favorite

Cottage in San Bernardino County

4.97 out of 5 average rating, 105 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 favorite

Cottage in Lake Arrowhead

4.89 out of 5 average rating, 195 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.