Highland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Highland vacation rentals

A reception area with a counter, a patterned carpet, and a glass door leading outside.

1. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Highland
10.0 out of 10, Exceptional, (49 reviews)
"A quick overnight stay with free wifi and a comfortable bed exactly what I needed."
United States
Anonymous traveller
The price is CA $138
CA $151 total
includes taxes & fees
Nov 15 - Nov 16
2 Full Beds | Non-Smoking
A modern rooftop bar with a panoramic view, featuring round tables, bar stools, and ambient lighting.

2. The Peaceful Highland Retreat- BRAND NEW !

The Peaceful Highland Retreat- BRAND NEW !
Highland
4.0 out of 10, (1 review)
"Unit was notchecked for damaged faucets b4 we moved in and had a horrible smell. We had to go buy disinfectanfs and clean. A/C filter clogged and dirty.Still that way. Property not maintained at all and insects outside. "
United States
Ed B.
The price is CA $129
CA $273 total
includes taxes & fees
Nov 13 - Nov 14
The Peaceful Highland Retreat- BRAND NEW !
A reception area with a counter, a patterned carpet, and a glass door leading outside.

3. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Highland
10.0 out of 10, Exceptional, (50 reviews)
"Staff were helpful while respecting guests' privacy creating an inviting atmosphere during our stay."
United States
Anonymous traveller
The price is CA $131
CA $144 total
includes taxes & fees
Nov 15 - Nov 16
1 Queen Bed | Non-Smoking
A reception area with a counter, a patterned carpet, and a glass door leading outside.

4. 1 Queen Bed | Mob Acc Tub Nsmk

1 Queen Bed | Mob Acc Tub Nsmk
Highland
10.0 out of 10, Exceptional, (54 reviews)
"At the front desk, staff were welcoming and the WiFi worked reliably."
United States
Anonymous traveller
The price is CA $131
CA $144 total
includes taxes & fees
Nov 16 - Nov 17
1 Queen Bed | Mob Acc Tub Nsmk
A reception area with a counter, a patterned carpet, and a glass door leading outside.

5. 1 Queen Bed | Hearing Accessible Nsmk

1 Queen Bed | Hearing Accessible Nsmk
Highland
10.0 out of 10, Exceptional, (49 reviews)
"Quiet night and quick check-in helped us rest up fast after late arrival."
United States
Anonymous traveller
The price is CA $131
CA $144 total
includes taxes & fees
Nov 15 - Nov 16
1 Queen Bed | Hearing Accessible Nsmk
A reception area with a counter, a patterned carpet, and a glass door leading outside.

6. 2 Full Beds | Mobility Accessible Tub Nsmk

2 Full Beds | Mobility Accessible Tub Nsmk
Highland
10.0 out of 10, Exceptional, (52 reviews)
"Nice little spot close enough to local sights!"
United States
Anonymous traveller
The price is CA $138
CA $151 total
includes taxes & fees
Nov 16 - Nov 17
2 Full Beds | Mobility Accessible Tub Nsmk
A hotel with a modern facade, palm trees in the foreground, and a clear sky.

7. Charming 2BR Getaway in the Hills - BRAND NEW!

Charming 2BR Getaway in the Hills - BRAND NEW!
Highland
3.0 out of 10, (2 reviews)
"This is definitely visual false advertising. While the space was relatively clean on the inside, the outside of the resident was very sketchy, poor neighborhood,"ghetto-looking," so much so that my partner reimbursed me the money I had paid immediately, said we would NOT stay one minute in the residence overnight, and instead drove us straight to the Hilton Spark. As a man, he was very uncomfortable with the neighborhood - and I must admit, so was I. He did not even want to unpack the car...
United States
Elizabeth K
The price is CA $156
CA $309 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2BR Getaway in the Hills - BRAND NEW!
A rooftop bar with seating and a view of the city.

8. Bright & Modern 2BR Hideaway – BRAND NEW!

Bright & Modern 2BR Hideaway – BRAND NEW!
Highland
The price is CA $173
CA $340 total
includes taxes & fees
Dec 1 - Dec 2
Bright & Modern 2BR Hideaway – BRAND NEW!
A house with a number plaque, a red door, a stone statue, and various potted plants.

9. HIGHLAND SANCTUARY: 4-bedroom, 2-bath Ranch-Style home. A walk to YAAMAVA Casino

HIGHLAND SANCTUARY: 4-bedroom, 2-bath Ranch-Style home. A walk to YAAMAVA Casino
Highland
10.0 out of 10, Exceptional, (1 review)
"Beautiful home a short walk to Yamavaa! House is well kept with plenty of room and a nice backyard. Perfect for our family gathering!Host was very friendly and helpful! Would recommend!"
United States
Takashi F.
The price is CA $409
CA $752 total
includes taxes & fees
Nov 13 - Nov 14
HIGHLAND SANCTUARY: 4-bedroom, 2-bath Ranch-Style home. A walk to YAAMAVA Casino
A man opening a door to a cabin with a sign reading "SILVER".

10. Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
2.5 star property
Running Springs
9.4 out of 10, Exceptional, (123 reviews)
"It’s was a really great experience would highly recommend it to friends and family members"
United States
Hilario
The price is CA $253
CA $331 total
includes taxes & fees
Dec 13 - Dec 14
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
A kitchen with a coffee machine, a flat-screen TV, and a window with blinds.

11. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Downtown San Bernardino
10.0 out of 10, Exceptional, (283 reviews)
"Nice space overall for families or groups traveling together, definitely felt roomy enough for us all without feeling cramped!"
United States
Anonymous traveller
The price is CA $129
CA $142 total
includes taxes & fees
Nov 17 - Nov 18
2 Queen Beds | Non-Smoking, Micfridge
A balcony with a table and chairs overlooking a body of water and distant mountains.

12. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,439 reviews)
"Always a wonderful hotel."
United States
Jessica
The price is CA $140
CA $159 total
includes taxes & fees
Nov 15 - Nov 16
Lagonita Lodge
A two-story building with a green roof, balconies, and a view of a lake.

13. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.0 out of 10, Wonderful, (32 reviews)
"Nice place, reasonable price."
United States
Gustavo
The price is CA $115
CA $144 total
includes taxes & fees
Nov 15 - Nov 16
Getaways at Lagonita Lodge
A covered outdoor seating area with two barbecue grills, a wooden table, and a stone wall.

14. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (594 reviews)
"Great Stay"
United States
James
The price is CA $110
CA $188 total
includes taxes & fees
Nov 15 - Nov 16
Snow Lake Lodge
A wooden building with a sloped roof and a visible window.

15. Getaways at Snow Lake Lodge

Getaways at Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (396 reviews)
"Amazing resort for the price. You won’t be disappointed"
United States
Tonya
The price is CA $115
CA $194 total
includes taxes & fees
Nov 15 - Nov 16
Getaways at Snow Lake Lodge
Property grounds

16. Lake View Cozy Bear Cabin - Adorable Crestline Relaxing Getaway

Lake View Cozy Bear Cabin - Adorable Crestline Relaxing Getaway
Crestline
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful home. Excellent communication with the owner made it a wonderful experience."
United States
Megan L.
The price is CA $180
CA $492 total
includes taxes & fees
Nov 15 - Nov 16
Lake View Cozy Bear Cabin - Adorable Crestline Relaxing Getaway
A cozy room with a fireplace, wooden walls, and a view of snow-covered trees.

17. A-Frame • Forest Views • Pet-Friendly • Fireplace

A-Frame • Forest Views • Pet-Friendly • Fireplace
Crest Park
9.8 out of 10, Exceptional, (16 reviews)
"Great value for the stay. Having A/C and a fenced in backyard was ideal for our family. Will definitely be back :)"
United States
Erin B.
The price is CA $222
CA $482 total
includes taxes & fees
Nov 16 - Nov 17
A-Frame • Forest Views • Pet-Friendly • Fireplace
A wooden deck surrounded by tall pine trees.

18. The Crescent Moon Cabin with Lakeviews & Wood burning Fireplace

The Crescent Moon Cabin with Lakeviews & Wood burning Fireplace
Crestline
9.6 out of 10, Exceptional, (11 reviews)
"Adorable cabin in a great location that is away from it all but just a short 3 minute drive down the hill to all you need. Super clean, easy check in, communicative host; I would absolutely stay again!"
United States
Jana F.
The price is CA $149
CA $345 total
includes taxes & fees
Nov 16 - Nov 17
The Crescent Moon Cabin with Lakeviews & Wood burning Fireplace
A wooden deck with outdoor furniture, a sliding glass door, and a red umbrella.

19. Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead

Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead
Lake Arrowhead
10.0 out of 10, Exceptional, (483 reviews)
"We really enjoyed our stay! The cottage was clean and very quiet. Donna was very friendly and helpful. Go ahead a book this amazing little place in Skyforest."
United States
Angela B.
The price is CA $215
CA $381 total
includes taxes & fees
Nov 16 - Nov 17
Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead
A row of cabins with a gravel driveway, surrounded by tall pine trees.

20. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (95 reviews)
"I loved our stay was cute with a little kitchen I enjoyed it so much!!!"
United States
Aaron
The price is CA $181
CA $205 total
includes taxes & fees
Nov 15 - Nov 16
Fox Bear Cottages Big 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.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
apart-hotel image
Aparthotels
Aparthotels

Top Highland Hotel Reviews

An outdoor patio area with a fire pit, seating, and a covered section with a view of the cityscape.
SpringHill Suites by Marriott Riverside Redlands

SpringHill Suites by Marriott Riverside Redlands

SpringHill Suites by Marriott Riverside Redlands
Northwest Redlands

10/10 Excellent

Great place to stay, good location and friendly staff
Canada
David
Reviewed September 8, 2026
SpringHill Suites by Marriott Riverside Redlands

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland vacation rentals we have selected for you start as low as CA $110 per night. Entering your travel dates in the search wizard 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.

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?

Bear Lake Hideaway: Two Story Log Cabin w fireplace & hot tub. Walk to the lake!: Visitors like this Highland vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games 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. In the larger area, you’ll find Yaamava' Resort & Casino and University of Redlands.

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.