Highland Vacation Rentals

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Our top choices for Highland vacation rentals

Aparthotel in Big Bear Central

Lagonita Lodge
3.0 star property
9.0 out of 10, Wonderful, (3995)
"Had a really good time with my family we are definitely going back and staying here "
United States
Victor
The price is P6,165
P6,966 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Lagonita Lodge

Aparthotel in Big Bear Lake

Snow Lake Lodge
3.0 star property
9.2 out of 10, Wonderful, (508)
"Great staff, delicious donuts in the morning, large jacuzzi hot tub, and nice pool table."
United States
Roman
Snow Lake Lodge
1.0 star property
9.4 out of 10, Exceptional, (28)
"Perfect stay, we want to come back again soon with the rest of the family "
United States
Vanessa
The price is P9,450
P12,629 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Vacation Home in Sugarloaf

Luxury Studio Escape - Trails & Views
2.0 star property
Luxury Studio Escape - Trails & Views
9.8 out of 10, Exceptional, (23)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
The price is P6,790
P8,039 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The New Star Motel with Studio-Kitchens: 1950s Extended-Stay Lodging and Retreat Center
3.0 star property
The price is P4,412
P17,889 total
includes taxes & fees
Jan 13 - Jan 14, 2026
3BR Idyllic Cabin in the Woods w/ Wood Fireplace

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
The price is P11,588
P20,267 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Tranquil Trails Luxury Retreat

Cabin in Sugarloaf

Holmes Away From Home #2485
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is P25,035
P36,242 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Holmes Away From Home #2485

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
The price is P14,185
P27,767 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Alpine Retreat

Vacation Home in Big Bear Central

The Wilderness Haven
4.0 star property
10.0 out of 10, Exceptional, (1)
The Wilderness Haven

Vacation Home in Fox Farm

The Mountain Treehouse
4.5 star property
The Mountain Treehouse

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
Bear Mt. 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
The price is P17,353
P33,044 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Bear Woods 3BR Retreat

Vacation Home in Big Bear Lake

Cougar Mt Getaway
3.5 star property
The price is P17,326
P32,504 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Cougar Mt Getaway

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
The price is P16,212
P31,509 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Green Leaf Lodge

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
The price is P19,454
P33,616 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Bear Den

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
Charming Cabin Escape

Cottage in Big Bear Central

Fox Bear Cottages Big Bear
3.0 star property
7.6 out of 10, Good, (67)
"Pet friendly "
United States
Ty
The price is P9,561
P10,804 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fox Bear Cottages Big Bear
3.5 star property
The price is P12,647
P29,015 total
includes taxes & fees
Jan 5 - Jan 6, 2026
True Big Bear Lake Cabin with jacuzzi

Condo in Big Bear Lake

Sleepy Bear
4.5 star property
Sleepy Bear
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

Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Highland!

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.

How many vacation rentals will I find in Highland?

Expedia has 7 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.