Highland Vacation Rentals

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Vacation Rentals in Highland

Towels, soap, shampoo, toilet paper
Castle in the Forest
10.0 out of 10, Exceptional, (17)
"I recently stayed at the enchanting castle property, and it exceeded all expectations. The majestic architecture, luxurious accommodations, and breathtaking views made for an unforgettable experience. The staff’s impeccable service and attention to detail truly made me feel like royalty. A truly magical retreat deserving of five stars."
Castle in the Forest
Property grounds
Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead
10.0 out of 10, Exceptional, (416)
"Absolutely lovely! Highly recommend for anyone who needs a little get away in the mountains. Beautiful little cabin, wonderful and thoughtful hosts. "
The price is $138
$224 total
includes taxes & fees
May 18 - May 19
Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead
Outdoor spa tub
Creek House - Water Front
10.0 out of 10, Exceptional, (9)
"We have been a lots of places and a lots of rentals but the experience we had at the property was nothing compares with other ones. The property owner Sam was the one of the best people l ever meet very friendly polite and kind I’m looking forward to go back because to many things we could do because of the rain. Thank you Sam and see you soon"
Creek House - Water Front
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Exterior
Nana's Cottage Retreat
4.5 star property
10.0 out of 10, Exceptional, (1)
"all is good"
The price is $138
$356 total
includes taxes & fees
May 16 - May 17
Nana's Cottage Retreat
Fridge, microwave, oven, stovetop
ACROSS FROM LAKE! 200 FIVE STAR REVIEWS! JACUZZI, POOL TABLE, PACMAN, EV CHARGER
10.0 out of 10, Exceptional, (207)
"We enjoyed our stay immensely. Julie was on top of everything making sure our stay was an enjoyable one. We had the whole crew with us (12 total) and dogs and the house accommodated all of us with plenty of space to spread out and not feel cramped. The kids enjoyed the amenities like the pool table, air hockey and the pac man machine, the dogs enjoyed the fenced in yard where they could run and play freely, while the adults enjoyed everything else including the spa, the view from the wraparound...
The price is $475
$947 total
includes taxes & fees
Jun 15 - Jun 16
ACROSS FROM LAKE! 200 FIVE STAR REVIEWS! JACUZZI, POOL TABLE, PACMAN, EV CHARGER
Fridge, microwave, oven, stovetop
Historic Hershey Cabin, Immaculate, Romantic, Just for Two, Immaculate, Air Cond
10.0 out of 10, Exceptional, (413)
"I have found this wonderful the Historic Hershey Cabin when I was searching for a place for myself for retreat. I enjoyed every minute of my stay in this special cabin. First of all, this unique cabin is the best for a single traveler or for a couple who look for a romantic getaway or just a retreat in the forest. The owner Paul and his wife literally thought every details you might need during your stay. Everything was 10 out of ten for me. I will definitely will stay in this place. Thank you...
Historic Hershey Cabin, Immaculate, Romantic, Just for Two, Immaculate, Air Cond
BREATHTAKING LAKE VIEW CABIN⭐⭐⭐⭐⭐ w/Fire Pit
10.0 out of 10, Exceptional, (326)
"All good"
BREATHTAKING LAKE VIEW CABIN⭐⭐⭐⭐⭐ w/Fire Pit
Terrace/patio
Original 1940s cabin, beautifully restored! 2 blocks to lake, 6 min to village!
10.0 out of 10, Exceptional, (81)
"Location was the best Quiet with a great view No traffic Very clean and well kept neighbors"
Original 1940s cabin, beautifully restored! 2 blocks to lake, 6 min to village!
Front of property
3 Little Bears Cabin
3.0 star property
10.0 out of 10, Exceptional, (3)
"the property was excellent, great location and will recommend to others."
The price is $117
$338 total
includes taxes & fees
May 16 - May 17
3 Little Bears Cabin
View from room
The New Star Motel (1950s Retro Lodging and Retreat Center)
3.5 star property
9.8 out of 10, Exceptional, (15)
"The motel was clean and tidy, nothing fancy, in good condition. The owner was great too! I would definitely stay there again!"
The price is $115
$136 total
includes taxes & fees
May 16 - May 17
The New Star Motel (1950s Retro Lodging and Retreat Center)
Game room
Big Sky by Destination Big Bear: Luxury Log Cabin! Hot Tub! Pool Table! Fire Pit! 2 Primary Suites! Dog Friendly! A/C! Forest Walks! Arcade! EV Charger!
9.8 out of 10, Exceptional, (16)
"The house is roomy and luxurious. The great room is very open and great for entertaining. The kitchen was well stocked. The bedrooms each have en-suite bathroom. We had a wonderful time and have saved the property for next time."
Big Sky by Destination Big Bear: Luxury Log Cabin! Hot Tub! Pool Table! Fire Pit! 2 Primary Suites! Dog Friendly! A/C! Forest Walks! Arcade! EV Charger!
Fridge, microwave, oven, stovetop
A Beary Happy Cabin - Charming gambrel style home within minutes of the Lake and The Village
9.8 out of 10, Exceptional, (17)
"very pleasant"
The price is $262
$351 total
includes taxes & fees
May 16 - May 17
A Beary Happy Cabin - Charming gambrel style home within minutes of the Lake and The Village
Lake
Stunning Lakefront Home, Game Room, Hot Tub, Fire Pit, 100 ft. Beach, Deep Water
9.8 out of 10, Exceptional, (292)
"We had an incredible time at this perfect property. The home had everything we needed and more, and we plan on returning soon for a repeat visit."
Stunning Lakefront Home, Game Room, Hot Tub, Fire Pit, 100 ft. Beach, Deep Water
Property grounds
Rustic Cabin/Free Snow Play/Quiet Area/Next to Forest/Hot Tub/Garage
9.6 out of 10, Exceptional, (338)
"We took out granddaughter to the snow for the first time. The cabin was cute and cozy. We especially loved there was a sledding hill within walking distance."
The price is $99
$306 total
includes taxes & fees
May 16 - May 17
Rustic Cabin/Free Snow Play/Quiet Area/Next to Forest/Hot Tub/Garage
Property grounds
Lakefront Paradise with Beautiful Views and an Easy Walk to the Village
9.6 out of 10, Exceptional, (179)
"Very well equipped manager was very understanding and was very easy to get a hold of."
Lakefront Paradise with Beautiful Views and an Easy Walk to the Village
Property grounds
Tanglewood by AvantStay | 10mins to Bear Mountain, Contemporary Hillside Cabin
9.6 out of 10, Exceptional, (7)
"Clean, welcoming, great location. Our family will absolutely stay at this property again."
Tanglewood by AvantStay | 10mins to Bear Mountain, Contemporary Hillside Cabin
Exterior
Cozy cabin 2 blocks from Bear Mountain in southern California
9.6 out of 10, Exceptional, (248)
"Beautiful property nice and quite a great place to unplug."
The price is $119
$293 total
includes taxes & fees
May 16 - May 17
Cozy cabin 2 blocks from Bear Mountain in southern California
Exterior
Mountain Retreat, Close To Ski Slopes, Snow Parks, Lake, Mountain Biking/Hiking
9.6 out of 10, Exceptional, (158)
"My family enjoyed being staying in the cabin, for the most part, everything was as stated on the online listing, nothing really exciting if you're looking for excitement, but it's a nice, quiet, chill cabin. Owner communicated immediately which was really good. I'd recommend it 100%"
Mountain Retreat, Close To Ski Slopes, Snow Parks, Lake, Mountain Biking/Hiking
Exterior
Coy Cottage
3.0 star property
9.4 out of 10, Exceptional, (6)
"Le hace falta calentón en los cuartos pasamos frío ya que no hay calefacción en los cuartos "
Coy Cottage
BBQ/picnic area
Snow Lake Lodge
3.0 star property
9.2 out of 10, Wonderful, (352)
"Our room was so spacious and clean and nicely decorated. Everyone was friendly and it was a quiet enjoyable stay. "
The price is $80
$135 total
includes taxes & fees
May 28 - May 29
Snow Lake Lodge
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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.

Highland Vacation Rental Travel Info

Other types of properties in Highland you may be interested in

Lobby
Yaamava’ Resort & Casino at San Manuel
5.0 star property
9.4 out of 10, Exceptional, (36)
"Very Nice , Hospitality is off the Charts "
The price is $565
$622 total
includes taxes & fees
May 23 - May 24
Yaamava’ Resort & Casino at San Manuel
Outdoor wedding area
The Mission Inn Hotel & Spa
4.0 star property
8.6 out of 10, Excellent, (1492)
"The hotel is very unique. There is a lot of history and the wife and I really enjoy staying there."
The price is $191
$237 total
includes taxes & fees
May 23 - May 24
The Mission Inn Hotel & Spa
Terrace/patio
DoubleTree by Hilton Hotel San Bernardino
4.0 star property
8.4 out of 10, Very Good, (1002)
"I have an extensive hospitality background and this hotel is very impressive. Beautiful hotel, beds are very comfortable. Workout gym is great. Bar and restaurant are top notch. The staff are friendly and kind. My only wish is that there was a small fenced in area to bring your pet to relieve himself. "
The price is $106
$117 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel San Bernardino
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.

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 $54 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?

Gold Rush - Eagle's Nest Rustic Cabin: You might want to consider this vacation home rental near Highland, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. You can relax into your vacation with a garden and a spa tub.

How many vacation rentals will I find in Highland?

Expedia has 4 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.

Recent reviews of Highland properties
Expedia verified reviews