Highland Vacation Rentals from $101: Search Short-Term Rentals

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Our top choices for Highland vacation rentals

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

1. 1 Queen Bed | Non-Smoking

Highland

Anonymous traveler

$93 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern rooftop bar with a panoramic view, featuring round tables, bar stools, and ambient lighting.

2. The Peaceful Highland Retreat- BRAND NEW !

Highland

Ed B.

$203 nightly

Nov 8 - Nov 9

Total with taxes and fees

3. 1 Queen Bed | Mob Acc Tub Nsmk

Highland

Anonymous traveler

$93 nightly

Nov 8 - Nov 9

Total with taxes and fees

4. 2 Full Beds | Non-Smoking

Highland

Anonymous traveler

$98 nightly

Nov 8 - Nov 9

Total with taxes and fees

5. 1 Queen Bed | Hearing Accessible Nsmk

Highland

Anonymous traveler

$93 nightly

Nov 9 - Nov 10

Total with taxes and fees

6. 2 Full Beds | Mobility Accessible Tub Nsmk

Highland

Anonymous traveler

$98 nightly

Nov 9 - Nov 10

Total with taxes and fees

A rooftop bar with seating and a view of the city.

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

Highland

$232 nightly

Nov 30 - Dec 1

Total with taxes and fees

A hotel with a modern facade, palm trees in the foreground, and a clear sky.

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

Highland

"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...

Elizabeth K

$225 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Takashi F.

$530 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

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

Running Springs

Tian

$209 nightly

Nov 17 - Nov 18

Total with taxes and fees

A kitchen with a coffee machine, a flat-screen TV, and a window with blinds.

11. 2 Queen Beds | Non-Smoking, Micfridge

Downtown San Bernardino

Anonymous traveler

$92 nightly

Nov 8 - Nov 9

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

$126 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

13. MCM Vintage Fireplace•Views•Fully Fenced•BBQ•Large Deck

Crest Park

Erin B.

$278 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

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

Big Bear Central

Rose

$102 nightly

Nov 18 - Nov 19

Total with taxes and fees

A spacious living room with a stone fireplace, a large flat-screen TV, and a ceiling fan.

15. Chalet Vino

Green Valley Lake

$488 nightly

Nov 8 - Nov 9

Total with taxes and fees

A balcony with a table and chairs overlooking a body of water and distant mountains.

16. Lagonita Lodge

Big Bear Central

Randy

$112 nightly

Nov 9 - Nov 10

Total with taxes and fees

A wooden deck surrounded by tall pine trees.

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

Crestline

Maritza R.

$237 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Crestline

Megan L.

$291 nightly

Nov 9 - Nov 10

Total with taxes and fees

A welcome sign with a bear and a dog, a wooden building with a garage number 301, and a large tree.

19. Cozy modern little cabin in Crestline

Crestline

Matthew

$134 nightly

Nov 10 - Nov 11

Total with taxes and fees

A cozy cabin interior with a wooden staircase, a gray sectional sofa, a leather armchair, and a television on a wooden stand.

20. Sunshine Cabin Cozy 2-Story Getaway

Big Bear Lake

Christine

$222 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Find vacation rentals that suit your style

Top Highland Hotel Reviews

Bear Springs Hotel

Highland

10/10 Excellent

Jacob

A spacious lobby with a fireplace, seating area, and a reception desk.

Ayres Hotel Redlands – Loma Linda

West Redlands

10/10 Excellent

Edwin

An outdoor patio with a covered seating area, a grill station, and a stone wall backdrop.

Home2 Suites by Hilton Redlands Loma Linda

West Redlands

10/10 Excellent

I had a business trip get extended for an additional day. I was exhausted and I went to book at my favorite hotel but they were all booked up. Came across Home 2 Home Suites a they had availability. As I entered the lobby to check in, I was blown away by the decor. Then the staff were extremely welcoming. They offered beverage and some fruit. They explained all of the amenities. When I opened the door to my room, I was speechless. Full size refrigerator, stove, microwave, desk, sofa, king...

Terry

A log cabin with a deck, outdoor seating, and string lights.

Arrowhead Pine Rose Cabins

Twin Peaks

10/10 Excellent

Ramesh

A street lined with tall palm trees and a building with a red roof in the background.

Citrus Suites Redlands Loma Linda Hotel

West Redlands

10/10 Excellent

Benjamin

A cozy living room with a fireplace, wooden furniture, and a painting of a landscape.

Charming Cabin Escape

Big Bear Lake

10/10 Excellent

Courtney

A spacious lobby with a staircase, a reception area, and a seating area with orange chairs and a small table.

Spark by Hilton Redlands

West Redlands

10/10 Excellent

Brenda

An outdoor patio with a stone fire table, wicker chairs, and a grill.

Staybridge Suites San Bernardino Loma Linda by IHG

Orange Show

10/10 Excellent

Malika

UCLA Lake Arrowhead Lodge

Lake Arrowhead

10/10 Excellent

This is an excellent mountain lodge hotel. It's within easy walking distance of the trail around Lake Arrowhead. We could see the lake from our room. The food for breakfast, lunch and dinner was excellent and included great children's options. I was there with a party that included 2 children. We were easily able to stay in one of the chalets, which had two bedrooms, two bathrooms and a couch that folded out into a bed for the kids. The area around the hotel is gorgeous. There's good hiking and...

Richard

A modern lounge area with a sofa, armchairs, and a small table. Large windows provide views of the outdoors.

DoubleTree by Hilton Hotel San Bernardino

Orange Show

10/10 Excellent

Trashon

A wooden deck with a hot tub, surrounded by tall pine trees and string lights.

N+P Boutique Lodge

Big Bear Lake

10/10 Excellent

Absolutely adorable cabin! We had a wonderful stay! Very clean, comfortable beds and the fireplace made the living area so cozy! There is free pressed coffee but if you take your coffee with sugar or cream we suggest you bring some as they only provide the coffee. There is a fridge, freezer and microwave. And bikes are available to use. The cabins are within walking distance to the Village. Wish we had more time to stay longer!

Andrea

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 $101 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.

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

Check prices for these dates

Our top choices for Highland vacation rentals

1. 1 Queen Bed | Non-Smoking

2. The Peaceful Highland Retreat- BRAND NEW !

3. 1 Queen Bed | Mob Acc Tub Nsmk

4. 2 Full Beds | Non-Smoking

5. 1 Queen Bed | Hearing Accessible Nsmk

6. 2 Full Beds | Mobility Accessible Tub Nsmk

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

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

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

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

11. 2 Queen Beds | Non-Smoking, Micfridge

12. Getaways at Lagonita Lodge

13. MCM Vintage Fireplace•Views•Fully Fenced•BBQ•Large Deck

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

15. Chalet Vino

16. Lagonita Lodge

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

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

19. Cozy modern little cabin in Crestline

20. Sunshine Cabin Cozy 2-Story Getaway

Find vacation rentals that suit your style

Top Highland Hotel Reviews

Bear Springs Hotel

10/10 Excellent

Find out more about Highland

Everything you need to know about Highland vacation rentals

Highland vacation rentals: An excellent choice for every season

How to find incredible deals on Highland rentals

Frequently Asked Questions

Are there vacation rentals in Highland?

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

How many vacation rentals will I find in Highland?

What’s there to see and do in Highland?

What’s a vacation rental in Highland like?

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