Highland Vacation Rentals from $105: Search Short-Term Rentals

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Our top choices for Highland vacation rentals

A hotel room with two beds, a desk, a mirror, and a door.

1. 2 Full Beds | Non-Smoking

Highland

$98 nightly

Oct 11 - Oct 12

Total with taxes and fees

A hotel room with a bed, bedside tables, a desk, and a mirror on the wall.

2. 1 Queen Bed | Hearing Accessible Nsmk

Highland

$93 nightly

Oct 11 - Oct 12

Total with taxes and fees

A gym with cardio machines, weight equipment, and a TV screen.

3. 1 Queen Bed | Non-Smoking

Highland

$93 nightly

Oct 11 - Oct 12

Total with taxes and fees

4. 1 Queen Bed | Mob Acc Tub Nsmk

Highland

$93 nightly

Oct 11 - Oct 12

Total with taxes and fees

A row of vending machines with various products, including beverages and snacks.

5. 2 Full Beds | Mobility Accessible Tub Nsmk

Highland

$98 nightly

Oct 12 - Oct 13

Total with taxes and fees

A house with a number plaque, a red door, a stone statue, and various potted plants.

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

Highland

Takashi F.

$464 nightly

Oct 12 - Oct 13

Total with taxes and fees

A man opening a door to a cabin with a sign reading "SILVER".

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

Running Springs

Henry

$209 nightly

Nov 9 - Nov 10

Total with taxes and fees

A house entrance with a black door, a brick step, and potted plants.

8. Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest

South Redlands

Benjamin L.

$168 nightly

Oct 12 - Oct 13

Total with taxes and fees

A wooden door leading to a pool area with a palm tree and a staircase.

9. The Redlands Guesthouse: Historic District/Pool

South Redlands

Randy S.

$239 nightly

Nov 2 - Nov 3

Total with taxes and fees

An outdoor swimming pool with a view of the beach and mountains.

10. Lagonita Lodge

Big Bear Central

Resurrecion

$116 nightly

Oct 14 - Oct 15

Total with taxes and fees

A cabin with a wooden deck, a bench, and a door with a glass panel.

11. Fairytale themed secluded cabin- pets ok, king bed, fast Wi-Fi!

Lake Arrowhead

Berlyna C.

$295 nightly

Oct 21 - Oct 22

Total with taxes and fees

A two-story building with a green roof, balconies, and a view of a lake.

12. Getaways at Lagonita Lodge

Big Bear Central

Gustavo

$94 nightly

Oct 12 - Oct 13

Total with taxes and fees

A cozy room with a fireplace, wooden walls, and a view of snow-covered trees.

13. Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat

Crest Park

Yuliya

$267 nightly

Oct 12 - Oct 13

Total with taxes and fees

A dining area with a wooden table, benches, and a chandelier.

14. Christmas Tree Hideaway | Modern 2BR Pet-Friendly

Running Springs

Jed M.

$251 nightly

Oct 12 - Oct 13

Total with taxes and fees

A wooden deck with a table and chairs, surrounded by tall pine trees.

15. Forest Escape

North Shore

Jennifer

$311 nightly

Oct 14 - Oct 15

Total with taxes and fees

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

Crestline

Randy B.

$317 nightly

Oct 12 - Oct 13

Total with taxes and fees

A cabin-style room with a large bed, a separate bathroom with a bathtub, and a kitchenette area.

17. Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5

Big Bear Central

Martin Y.

$109 nightly

Oct 14 - Oct 15

Total with taxes and fees

A deck with a fire pit, outdoor seating, and a view of a forest.

18. Pet/Kid Friendly Cozy Cabin, BBQ, Firepit, Outdoor Dining, Forest Views

Arrowhead Villas

Emily

$313 nightly

Oct 12 - Oct 13

Total with taxes and fees

A spacious room with a high ceiling, a large sliding glass door leading to an outdoor deck, a bed, a sofa, and a dining table.

19. Inside Out Cottage · One With Nature

Arrowhead Villas

Arturo

$314 nightly

Oct 11 - Oct 12

Total with taxes and fees

A wooden deck with outdoor furniture, a sliding glass door, and a red umbrella.

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

Lake Arrowhead

Angela B.

$253 nightly

Oct 11 - Oct 12

Total with taxes and fees

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Top Highland Hotel Reviews

DoubleTree by Hilton Hotel San Bernardino

10/10 Excellent

"Good customer service"

Quality Inn Riverside near UCR and Downtown

8/10 Good

"The room we were given did not have a working AC unit. The staff was very helpful in changing our room. The second room smelled of cigarette smoke, so the staff was again helpful in providing a third room. The hotel is older, a little run down, but fairly clean and a place to sleep. It was the only one in the area for that price range that had a breakfast included, so that’s a bonus."

Lake Arrowhead Resort and Spa

8/10 Good

"I stayed here for my daughter’s wedding. First time at the hotel. I use to own a place up the road. No fault of the hotel, but a lot of adjoining businesses have shut down. The front of the hotel could use some maintenance as the wood is weathering and could use some painting. Great restaurant that overlooks the lake with exceptional coffee, but food was a bit cold. Room was very clean and beds super comfy. Surprised that the keys aren’t the new tap ones. Plenty of towels in the bathroom, but not much shampoo or soap. Overall like this place, but maybe in need of a refresh and next door is a great brewery!"

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 $105 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.

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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.

Highland Vacation Rentals

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Check prices for these dates

Our top choices for Highland vacation rentals

1. 2 Full Beds | Non-Smoking

2. 1 Queen Bed | Hearing Accessible Nsmk

3. 1 Queen Bed | Non-Smoking

4. 1 Queen Bed | Mob Acc Tub Nsmk

5. 2 Full Beds | Mobility Accessible Tub Nsmk

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

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

8. Attached Private Entry Suite: Greenbriar Cottage Grove Views near Kimberly Crest

9. The Redlands Guesthouse: Historic District/Pool

10. Lagonita Lodge

11. Fairytale themed secluded cabin- pets ok, king bed, fast Wi-Fi!

12. Getaways at Lagonita Lodge

13. Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat

14. Christmas Tree Hideaway | Modern 2BR Pet-Friendly

15. Forest Escape

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

17. Unique 1 BDRM with Jetted Hot Tub - Bear Manor #5

18. Pet/Kid Friendly Cozy Cabin, BBQ, Firepit, Outdoor Dining, Forest Views

19. Inside Out Cottage · One With Nature

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

Find vacation rentals that suit your style

Top Highland Hotel Reviews

DoubleTree by Hilton Hotel San Bernardino

Find out more about Highland

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