A winding road through a mountainous landscape with green vegetation and a prominent hill.

Highland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Highland vacation rentals

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

1. 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.
$398 nightly
The price is $398
Aug 26 - Aug 27
Total with taxes and fees
HIGHLAND SANCTUARY: 4-bedroom, 2-bath Ranch-Style home. A walk to YAAMAVA Casino
A wooden cabin bedroom with a large window, a bed with a patterned blanket, and a nightstand with a lantern.

2. 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, (95 reviews)
"Clean easy to access great staff"
United States
Henry
$209 nightly
The price is $224
Sep 24 - Sep 25
Total with taxes and fees
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
A kitchen with a coffee machine, a flat-screen TV, and a window with blinds.

3. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Downtown San Bernardino
10.0 out of 10, Exceptional, (282 reviews)
"Nice space overall for families or groups traveling together, definitely felt roomy enough for us all without feeling cramped!"
United States
Anonymous traveler
$102 nightly
The price is $112
Aug 26 - Aug 27
Total with taxes and fees
2 Queen Beds | Non-Smoking, Micfridge
A wooden door leading to a pool area with a palm tree and a staircase.

4. The Redlands Guesthouse: Historic District/Pool

The Redlands Guesthouse: Historic District/Pool
South Redlands
10.0 out of 10, Exceptional, (107 reviews)
"Wonderful hosts! Great location in Redlands. The pool and garden area is very inviting."
United States
Randy S.
$239 nightly
The price is $239
Aug 26 - Aug 27
Total with taxes and fees
The Redlands Guesthouse: Historic District/Pool
A cabin with a wooden deck, surrounded by trees.

5. Idyllic Cabin in the Woods: Cozy Crestline Retreat

Idyllic Cabin in the Woods: Cozy Crestline Retreat
3.0 star property
Crestline
10.0 out of 10, Exceptional, (1 review)
"The cabin was absolutely amazing! Clean, comfortable beds, and in a beautiful location. "
United States
Nicole
$316 nightly
The price is $338
Aug 26 - Aug 27
Total with taxes and fees
Idyllic Cabin in the Woods: Cozy Crestline Retreat
A dining area with a wooden table, benches, and a chandelier.

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

Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Running Springs
9.6 out of 10, Exceptional, (19 reviews)
"We had a lovely stay."
United States
Jed M.
$261 nightly
The price is $299
Aug 28 - Aug 29
Total with taxes and fees
Christmas Tree Hideaway | Modern 2BR Pet-Friendly
A cabin with a wooden deck, a bench, and a door with a glass panel.

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

Fairytale themed secluded cabin- pets ok, king bed, fast Wi-Fi!
Lake Arrowhead
10.0 out of 10, Exceptional, (64 reviews)
"Very cute whimsical plave. We enjoyed our stay"
United States
Tati H.
$272 nightly
The price is $289
Aug 26 - Aug 27
Total with taxes and fees
Fairytale themed secluded cabin- pets ok, king bed, fast Wi-Fi!
A cozy room with a fireplace, wooden walls, and a view of snow-covered trees.

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

Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
Crest Park
9.8 out of 10, Exceptional, (12 reviews)
"Place was clean and cozy; we had everything needed for our 2 night stay."
United States
Janice B.
$273 nightly
The price is $290
Sep 14 - Sep 15
Total with taxes and fees
Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
A waterfront hotel with a large dining area, a church with a spire, and a bridge.

9. Pristine Wooded Retreat/Near Sky Park

Pristine Wooded Retreat/Near Sky Park
Skyforest
10.0 out of 10, Exceptional, (16 reviews)
"The house and property were in a great location and felt so comfortable! It’s so nice to go away and feel the comforts of home. Thank you so much, we had a wonderful time! "
United States
Cristina V.
$317 nightly
The price is $336
Aug 26 - Aug 27
Total with taxes and fees
Pristine Wooded Retreat/Near Sky Park
A welcome sign with a bear and a dog, a wooden building with a garage number 301, and a large tree.

10. Cozy modern little cabin in Crestline

Cozy modern little cabin in Crestline
Crestline
8.6 out of 10, Excellent, (36 reviews)
"Everything about this cabin felt cozy and amazing, the host was super accommodating and welcoming! "
United States
Guiselle S.
$207 nightly
The price is $220
Aug 26 - Aug 27
Total with taxes and fees
Cozy modern little cabin in Crestline
A deck with a fire pit, outdoor seating, and a view of a forest.

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

Pet/Kid Friendly Cozy Cabin, BBQ, Firepit, Outdoor Dining, Forest Views
Arrowhead Villas
9.6 out of 10, Exceptional, (18 reviews)
"“We only stayed for one night, but overall it was a very pleasant experience. The cabin is spacious and comfortable, and it’s especially suitable for families traveling with children."
China
Emily
$320 nightly
The price is $339
Aug 26 - Aug 27
Total with taxes and fees
Pet/Kid Friendly Cozy Cabin, BBQ, Firepit, Outdoor Dining, Forest Views

12. 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, (20 reviews)
"We thoroughly enjoyed our stay @ Cozy Bear Cabin. It was well stocked and the view of Lake Gregory is fantastic. We were visiting friends who live in the area. They were equally impressed and will also recommend Cozy Bear to future visitors. "
United States
Anna H.
$319 nightly
The price is $339
Aug 30 - Aug 31
Total with taxes and fees
Lake View Cozy Bear Cabin - Adorable Crestline Relaxing Getaway
A wooden deck surrounded by tall pine trees.

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

The Crescent Moon Cabin with Lakeviews & Wood burning Fireplace
Crestline
9.8 out of 10, Exceptional, (8 reviews)
"Cabin views were beautiful "
United States
Maritza R.
$239 nightly
The price is $254
Aug 26 - Aug 27
Total with taxes and fees
The Crescent Moon Cabin with Lakeviews & Wood burning Fireplace
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.

14. Inside Out Cottage · One With Nature

Inside Out Cottage · One With Nature
Arrowhead Villas
9.6 out of 10, Exceptional, (46 reviews)
"We had a fantastic stay at the Inside Out Cottage! The room was as described and the views were incredible. The first night in we had perfect views of the full moon through the window wall. The hot tub was also incredible and perfect during the rainy days. Thank you for a wonderful stay!"
United States
Kaileigh C.
$380 nightly
The price is $403
Aug 26 - Aug 27
Total with taxes and fees
Inside Out Cottage · One With Nature
A modern A-frame house with a hot tub, outdoor seating, and a deck.

15. Cozy Cabin w/Hot Tub+AC+Lake Access+Fire Pit+Games+EV+BBQ

Cozy Cabin w/Hot Tub+AC+Lake Access+Fire Pit+Games+EV+BBQ
Lake Arrowhead
10.0 out of 10, Exceptional, (21 reviews)
"We really enjoyed our stay at this cabin. Overall, it was a wonderful place to stay."
United States
Caroline
$360 nightly
The price is $382
Aug 26 - Aug 27
Total with taxes and fees
Cozy Cabin w/Hot Tub+AC+Lake Access+Fire Pit+Games+EV+BBQ
A modern kitchen with white cabinets, stainless steel appliances, and a marble backsplash.

16. New 1-Bdrm Apartment Suite - Pet-Friendly Cozy Mountain Escape Near Trail & Lake

New 1-Bdrm Apartment Suite - Pet-Friendly Cozy Mountain Escape Near Trail & Lake
Lake Arrowhead
9.8 out of 10, Exceptional, (32 reviews)
"Great cozy place"
United States
Elliot
$180 nightly
The price is $191
Aug 26 - Aug 27
Total with taxes and fees
New 1-Bdrm Apartment Suite - Pet-Friendly Cozy Mountain Escape Near Trail & Lake
A wooden deck with a bench, a window with a wreath, and a table with chairs.

17. Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok

Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
Running Springs
9.8 out of 10, Exceptional, (29 reviews)
"The house was very clean, the kitchen was well appointed and the hot tub was a hit with our grandkids. Will stay there again. And oh yes very important we were able to bring both of our dogs."
United States
Cheri A.
$363 nightly
The price is $386
Sep 1 - Sep 2
Total with taxes and fees
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
A wooden deck with outdoor furniture, a sliding glass door, and a red umbrella.

18. 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, (476 reviews)
"The hosts were very welcoming and the amenities were great!"
United States
Jenna W.
$272 nightly
The price is $289
Aug 26 - Aug 27
Total with taxes and fees
Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead
A spacious living room with a fireplace, wooden walls, and a large window overlooking a forest.

19. Lake Arrowhead Cabin • Hot Tub • Outdoor Movies

Lake Arrowhead Cabin • Hot Tub • Outdoor Movies
Twin Peaks
10.0 out of 10, Exceptional, (30 reviews)
"Great place! "
United States
Merit O.
$421 nightly
The price is $438
Sep 8 - Sep 9
Total with taxes and fees
Lake Arrowhead Cabin • Hot Tub • Outdoor Movies
A wooden deck with a red door and windows, surrounded by trees.

20. Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake

Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake
Green Valley Lake
9.6 out of 10, Exceptional, (42 reviews)
"Great place to stay at thanks"
United States
Anonymous traveler
$229 nightly
The price is $243
Aug 27 - Aug 28
Total with taxes and fees
Whimsical Forest Retreat; Cozy, Pet-Friendly Cabin Near Private Lake
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 & Spa Moreno Valley

Ayres Hotel & Spa Moreno Valley

10/10 Excellent
"Clean, updated, quiet, good breakfast, safe location. All the things you would want."
Lucy 1-night trip
Posted less than an hour ago
Ayres Hotel & Spa Moreno Valley

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 $134 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?

Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok: You might want to consider this vacation rental near Highland, which is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease 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. It offers a garden, a hot tub, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals will I find in Highland?

Expedia has 6 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.