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Highland Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Highland holiday rentals

Outdoor dining

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

Bright & Modern 2BR Hideaway – BRAND NEW!
Highland
The price is HK$824
HK$1,804 total
includes taxes & fees
8 Aug - 9 Aug
Bright & Modern 2BR Hideaway – BRAND NEW!
Outdoor dining

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 HK$1,236
HK$2,177 total
includes taxes & fees
6 Sept - 7 Sept
The Peaceful Highland Retreat- BRAND NEW !
Exterior

3. 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 HK$1,087
HK$2,099 total
includes taxes & fees
6 Sept - 7 Sept
Charming 2BR Getaway in the Hills - BRAND NEW!
Exterior detail

4. 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 HK$2,259
HK$3,553 total
includes taxes & fees
9 Aug - 10 Aug
HIGHLAND SANCTUARY: 4-bedroom, 2-bath Ranch-Style home. A walk to YAAMAVA Casino
1 bedroom, desk, laptop workspace, bed sheets

5. 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, (89 reviews)
"Clean easy to access great staff"
United States
Henry
The price is HK$1,326
HK$1,754 total
includes taxes & fees
7 Sept - 8 Sept
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
Dining

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

Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Running Springs
9.6 out of 10, Exceptional, (18 reviews)
"We had a lovely stay."
United States
Jed M.
The price is HK$525
HK$2,421 total
includes taxes & fees
9 Aug - 10 Aug
Christmas Tree Hideaway | Modern 2BR Pet-Friendly
Outdoor pool

7. The Redlands Guesthouse: Historic District/Pool

The Redlands Guesthouse: Historic District/Pool
South Redlands
10.0 out of 10, Exceptional, (106 reviews)
"Very kind, attentive hosts. We really appreciated everything about this place, including the proximity to downtown Redlands. "
United States
Karen C.
The price is HK$1,012
HK$1,875 total
includes taxes & fees
20 Aug - 21 Aug
The Redlands Guesthouse: Historic District/Pool
Interior

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.
The price is HK$835
HK$2,411 total
includes taxes & fees
1 Sept - 2 Sept
Views•Fully Fenced•BBQ•Spacious Deck•Relaxing Retreat
Front of property

9. 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
The price is HK$941
HK$2,650 total
includes taxes & fees
20 Aug - 21 Aug
Idyllic Cabin in the Woods: Cozy Crestline Retreat
Desk, iron/ironing board, WiFi, bed sheets

10. 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.
The price is HK$923
HK$3,145 total
includes taxes & fees
24 Aug - 25 Aug
Inside Out Cottage · One With Nature
Terrace/patio

11. 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.
The price is HK$1,318
HK$2,264 total
includes taxes & fees
9 Aug - 10 Aug
Mountain Cottage Serenity Surrounded by Majestic Forests 5 min to Lake Arrowhead
Property grounds

12. 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, (7 reviews)
"Cabin views were beautiful "
United States
Maritza R.
The price is HK$902
HK$2,040 total
includes taxes & fees
10 Aug - 11 Aug
The Crescent Moon Cabin with Lakeviews & Wood burning Fireplace
Exterior detail

13. 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.
The price is HK$760
HK$1,431 total
includes taxes & fees
10 Aug - 11 Aug
Cozy modern little cabin in Crestline
Outdoor dining

14. 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, (28 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.
The price is HK$787
HK$3,060 total
includes taxes & fees
11 Aug - 12 Aug
Nordic Holiday Home - Hot Tub, Sledding Hill, Included EV/Tesla Charger, Pets ok
Property grounds

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

Lake View Cozy Bear Cabin - Adorable Crestline Relaxing Getaway
Crestline
10.0 out of 10, Exceptional, (19 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.
The price is HK$819
HK$2,628 total
includes taxes & fees
30 Aug - 31 Aug
Lake View Cozy Bear Cabin - Adorable Crestline Relaxing Getaway
Exterior

16. 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, (63 reviews)
"Very cute whimsical plave. We enjoyed our stay"
United States
Tati H.
The price is HK$1,028
HK$2,318 total
includes taxes & fees
18 Aug - 19 Aug
Fairytale themed secluded cabin- pets ok, king bed, fast Wi-Fi!
Outdoor dining

17. 100-Mile-Views-Fire Pit-Peaceful-Romantic-Secluded-Dogs yes

100-Mile-Views-Fire Pit-Peaceful-Romantic-Secluded-Dogs yes
Crestline
10.0 out of 10, Exceptional, (14 reviews)
"Great place to stay at !"
United States
Vincent M.
The price is HK$1,373
HK$2,277 total
includes taxes & fees
18 Aug - 19 Aug
100-Mile-Views-Fire Pit-Peaceful-Romantic-Secluded-Dogs yes
Smart TV, fireplace, video games, DVD player

18. 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.
The price is HK$1,318
HK$3,411 total
includes taxes & fees
12 Aug - 13 Aug
Lake Arrowhead Cabin • Hot Tub • Outdoor Movies
Property grounds

19. 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
The price is HK$1,017
HK$2,660 total
includes taxes & fees
10 Aug - 11 Aug
Pet/Kid Friendly Cozy Cabin, BBQ, Firepit, Outdoor Dining, Forest Views
Smart TV, fireplace, books, offices

20. Hot Tub, Fireplace & Deck, KIng Beds Walkable to Town

Hot Tub, Fireplace & Deck, KIng Beds Walkable to Town
Running Springs
10.0 out of 10, Exceptional, (17 reviews)
"Great spot with relatively easy access to Arrowhead Big Bear and Redlands and stunning views of the mountains. "
United States
Eric P.
The price is HK$1,749
HK$3,832 total
includes taxes & fees
22 Aug - 23 Aug
Hot Tub, Fireplace & Deck, KIng Beds Walkable to Town
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

Lagonita Lodge

Lagonita Lodge

10/10 Excellent
"An amazing view such a great breakfast spot outside"
Yuliya 1-night trip
Posted less than an hour ago
Lagonita Lodge

Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

  • View our selection of featured holiday rentals in Highland
  • Use the map to find apartments and other holiday homes in the Highland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland while they last

Look no further and take a look at our great range of rental properties in Highland!

Frequently asked questions

Are there holiday rentals in Highland?

Yes, there are holiday rentals close to the most popular sights in Highland, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Highland has to offer?

Esterly Hideaway • Spa • Fenced Yard • Firepit: This holiday home rental outside of Highland is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Kick off your shoes and enjoy yourself with a private garden and 1 hot tub.

How many holiday rentals will I find in Highland?

Expedia has 8 holiday 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 wider area, you’ll find Yaamava' Resort & Casino and University of Redlands.

What’s a holiday rental in Highland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Highland. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.