Highland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Highland vacation rentals

Standard House, 3 Bedrooms, Patio, Mountainside | Living room | 40-inch Smart TV with digital channels
Bear Woods 3BR Retreat

Vacation Home in Big Bear City

Bear Woods 3BR Retreat
3.5 star property
10.0 out of 10, Exceptional, (4)
"Great"
United States
Todd
$419 nightly
The price is $448
Jan 12 - Jan 13
Total with taxes and fees
Bear Woods 3BR Retreat
House, Multiple Beds, Hot Tub (1454) | Private kitchen | Coffee/tea maker
Pines AND Needles #1454

Vacation Home in Fox Farm

Pines AND Needles #1454
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful place "
United States
Daniel
$756 nightly
The price is $853
Jan 20 - Jan 21
Total with taxes and fees
Pines AND Needles #1454
Family House, 3 Bedrooms, Patio, Mountain View | In-room dining
Bear Mt. Retreat

Vacation Home in Moonridge

Bear Mt. Retreat
4.5 star property
10.0 out of 10, Exceptional, (1)
"We had an amazing stay!"
United States
Gabriel
$369 nightly
The price is $417
Jan 12 - Jan 13
Total with taxes and fees
Bear Mt. Retreat
Terrace/patio
Green Leaf Lodge

Cabin in Sugarloaf

Green Leaf Lodge
3.0 star property
10.0 out of 10, Exceptional, (1)
"The Neighborhood is Beautiful! And The Cabin is Wonderful! We were able to enjoy a fire on the back deck, then have some jacuzzi time. The second night we lit a fire in the fireplace, ordered pizza and watched a movie. Loved the feel of the cabin! It was Clean, and felt very homey. And The Hosts are excellent! Super friendly, quick to respond and assist. Would definitely recommend!"
United States
Eric
$426 nightly
The price is $456
Jan 12 - Jan 13
Total with taxes and fees
Green Leaf Lodge
Signature Cabin, 2 Bedrooms, Hot Tub, Mountain View | Living room | 55-inch Smart TV with digital channels, fireplace
Bear Cub Cottage with HotTub & Firepit

Cabin in Big Bear City

Bear Cub Cottage with HotTub & Firepit
3.5 star property
8.4 out of 10, Very Good, (14)
"Love the place and want to come back"
United States
Darius
$376 nightly
The price is $402
Jan 14 - Jan 15
Total with taxes and fees
Bear Cub Cottage with HotTub & Firepit
Free WiFi
The Bear Den

Cabin in Big Bear Central

The Bear Den
2.0 star property
10.0 out of 10, Exceptional, (1)
"Location was great, we were a short 2 minute walk from the village which has all the food and shopping. Lake was also close by and the cabin was very clean."
United States
Vanessa
$506 nightly
The price is $571
Jan 12 - Jan 13
Total with taxes and fees
The Bear Den
Interior
Take a Break

Vacation Home in Big Bear Central

Take a Break
4.5 star property
8.0 out of 10, Very Good, (2)
"The cabin was clean and well supplied. "
United States
Dawn
$312 nightly
The price is $352
Jan 11 - Jan 12
Total with taxes and fees
Take a Break
Exterior
Alpine Retreat

Cabin in Moonridge

Alpine Retreat
2.0 star property
10.0 out of 10, Exceptional, (1)
"The Cabin itself was very spacious for our family of 4 plus a dog. Plenty of activities and games for the family to do together All the appliances worked great and the beds were very comfortable. We plan on doing this again. Even if it was the same cabin, we were very happy with it"
United States
Markjoseph
$407 nightly
The price is $435
Jan 11 - Jan 12
Total with taxes and fees
Alpine Retreat
Exterior
Lucky Paws

Cabin in Moonridge

Lucky Paws
2.0 star property
10.0 out of 10, Exceptional, (1)
"No acostumbro a dejar reseñas, fui a esta cabaña con algo de incertidumbre porque no había ninguna reseña. Fue una gran experiencia para mi familia y para mí. Realmente es más bonita que en las fotografías. Todo esta limpio, espaciosa, y el jacuzzi trabaja perfecto. Que bella vista tiene, pasamos un gran in de semana"
Mexico
Mayte
$663 nightly
The price is $710
Jan 11 - Jan 12
Total with taxes and fees
Lucky Paws
Interior
Cougar Mt Getaway

Vacation Home in Big Bear Lake

Cougar Mt Getaway
3.5 star property
$463 nightly
The price is $528
Jan 15 - Jan 16
Total with taxes and fees
Cougar Mt Getaway
Front of property
Sugar Bear

Cabin in Big Bear City

Sugar Bear
3.0 star property
9.2 out of 10, Wonderful, (5)
"Quiet and safe. Clean and perfect for two people. The price was great and I loved the cabin. We had an amazing time. "
United States
Gregory
$226 nightly
The price is $242
Jan 13 - Jan 14
Total with taxes and fees
Sugar Bear
Interior
Tomeny Cabin #2338

Cabin in Moonridge

Tomeny Cabin #2338
3.0 star property
10.0 out of 10, Exceptional, (2)
"Fun stay. Beautiful view. "
United States
Tran
$870 nightly
The price is $984
Jan 13 - Jan 14
Total with taxes and fees
Tomeny Cabin #2338
Fireplace
Charming Cabin Escape

Cabin in Big Bear Lake

Charming Cabin Escape
3.0 star property
10.0 out of 10, Exceptional, (2)
"I made a same-day booking so I’m not sure if that is why we didn’t receive instructions to access the property until over an hour after check-in. That was a little bit disappointing because I was trying to figure out when to leave to get there. Aside from that, the communication was pretty easy. I appreciate that they gave reminders of checkout and also they checked in with us. As for the property itself, it was a very nice place to stay! The kitchen is big and clean. It made for a great...
United States
Tracee
$309 nightly
The price is $349
Jan 13 - Jan 14
Total with taxes and fees
Charming Cabin Escape
Exterior
A Woodsy Mountain Retreat

Cabin in Moonridge

A Woodsy Mountain Retreat
2.0 star property
7.0 out of 10, Good, (2)
"Excellent location, well maintain building, nice and clean."
United States
Francisco
$476 nightly
The price is $537
Jan 11 - Jan 12
Total with taxes and fees
A Woodsy Mountain Retreat
Front of property
Summit Happy Mountain Cabin

Cabin in Big Bear Lake

Summit Happy Mountain Cabin
5.0 star property
7.6 out of 10, Good, (4)
"Good "
United States
Nayeli
Summit Happy Mountain Cabin
Front of property
Sugarbear Cabin

Cabin in Sugarloaf

Sugarbear Cabin
2.0 star property
10.0 out of 10, Exceptional, (1)
"Cozy , beautiful and quiet. Only flaw is the pillow case didn’t smell clean . "
United States
Teniesha
$575 nightly
The price is $615
Jan 12 - Jan 13
Total with taxes and fees
Sugarbear Cabin
Exterior
Mountain Bliss

Cabin in Big Bear City

Mountain Bliss
2.0 star property
9.4 out of 10, Exceptional, (3)
"It was a good place to stay for a night."
United States
Jeannette
$407 nightly
The price is $435
Jan 11 - Jan 12
Total with taxes and fees
Mountain Bliss
Living area
Cozy Knight Cabin

Cabin in Big Bear Lake

Cozy Knight Cabin
2.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet littler cabin. It’s spacious for a family with children or a couple. The property is nice and spacious. It’s close to downtown and close to walking distance to the park and lake. "
United States
Katie
$384 nightly
The price is $434
Jan 9 - Jan 10
Total with taxes and fees
Cozy Knight Cabin
Luxury Cabin, 2 Bedrooms, Mountain View | Living area | 50-inch Smart TV with digital channels, fireplace, Netflix
Tranquil Trails Luxury Retreat

Vacation Home in Sugarloaf

Tranquil Trails Luxury Retreat
4.0 star property
10.0 out of 10, Exceptional, (1)
"One of the only trips I’ve ever taken where I wish I would have spent more time at the accommodation than out and about. Really cozy yet spacious lodge with a lot of character. Thrilled with our booking and hope to come back soon!"
United States
Jonathan
$321 nightly
The price is $344
Jan 11 - Jan 12
Total with taxes and fees
Tranquil Trails Luxury Retreat
Signature House, 3 Bedrooms, Hot Tub | Private spa tub
The Wilderness Haven

Vacation Home in Big Bear Central

The Wilderness Haven
4.0 star property
8.0 out of 10, Very Good, (2)
"Just an okay stay"
United States
Amir
$300 nightly
The price is $339
Jan 13 - Jan 14
Total with taxes and fees
The Wilderness Haven
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Hotel Reviews

Ayres Hotel Redlands – Loma Linda

Ayres Hotel Redlands – Loma Linda

10/10 Excellent
"Room was fabulous! breakfast was great and the happy hour was the cherry on top! "
Sergio 1-night trip
Posted 2 days ago
Ayres Hotel Redlands – Loma Linda

Find out more about Highland

Everything you need to know about Highland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highland rentals

At Expedia, we put the best Highland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Highland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Highland?

Yes, there are vacation rentals close to popular sights in Highland, or you can select a more remote option if you'd like a relaxing place to stay. The shops and ski slopes are just a few reasons why tourists like Highland. Allow lots of time to check out the mountain landscape and restaurants during your visit.

What are some of the best vacation home rentals in Highland?

Big Bear Reset • Hot Tub • Large Game Room: Visitors like this Highland vacation home rental. It offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

How many vacation rentals will I find in Highland?

Expedia has 8 vacation rentals for your stay in Highland.

What’s there to see and do in Highland?

Cultural attractions include Yaamava’ Theater, whereas San Bernardino Soccer Complex is a spot to enjoy nature. You’ll find favorite places to visit like The Village and Snow Summit in the larger area.

What’s a vacation rental in Highland like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Highland. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for families.