
House holiday rentals in Highland
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Top-rated house rentals in Highland
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Hilltop Retreat | Heated Pool + Spectacular Views
Welcome to The Vibe Estate 🌴✨ A hilltop retreat designed for meaningful moments with family and friends. Enjoy breathtaking views 🌄, a heated cocktail pool 💧, and a spacious home perfect for meals, games 🎲, and connection. A peaceful escape to unwind, recharge, and create unforgettable memories together 💛. 🆓 Enjoy the Heated Pool and Propane BBQ Grill free of charge. Everything is set up to help families and friends spend quality time together. Please message host with special requests.

Mountain Views Near Lake - Spacious Rural Retreat
15 miles to over 40 wineries in Temecula, just minutes to lakes, casinos, apple farms, skydiving, water park, mountain charms of Oak Glen, Idyllwild and more. Our spacious property provides the atmosphere to unwind, rejuvenate and enjoy a peaceful stay in our rural setting. Our space features a classic and timeless aesthetic with elements such as a gambrel roof, extra-large picture windows, 180 degrees of clear mountain views & sunsets on the deck which overlooks the entirety of the property.

Birchwood A-Frame (walk to village/lake/brewery)
You can search far and wide, and not find an A-frame as impeccably designed as this one. It's one-of-a-kind for Lake Arrowhead and we can't wait for you to experience this gem in person. The beauty of nature surrounding the home perfectly complements the natural elements used within the home. You'll love the feeling of complete tranquility from the moment you walk through the door. We invite you to be our guest and come relax in the mountains. We do not allow fires in the blue fireplace.

Private HOME AWAY Cozy 2Bedrms 1Ba Ktch Lvg Rm Pkg
WIFI WORK-FRIENDLY A/C & Heating . PARK-FREE INSIDE a private drwy. IN-HOUSE WASHR& DRYR LONG STAYS WELCOME COMPLETELY SANITIZED. Beaut & Priv Loft w/hrdwd floors. 965 sqft. ENTIRE PLACE Cozy 2 bedrooms+office s Liv Rm w/sofa Bed,Large Priv. bath Fullystocked Lg Kitchen Downtown/I bk Historic Rte 66 2 mi.-(10) & 210 fwy. 15 fwy 17miles Ontario Airport, near UCR,Loma Linda Hospt Redlands Univ. Victoria Gardens,Fontana Raceway,Glen Helen, Nat'l Orng Shw(NOS) SKI Resorts+Casinos

Ray of sunshine Cottage.
Cozy and centrally-located home to relax, work, go to the casino, attend concerts or events near by. Down the street (1.2 miles) from Yaamava Resort & Casino. 14 min (6.8 miles) from National Orange Show Event center (NOS). 9 min (4.3 miles) from San Bernardino International Airport. 25 min (25 miles) from Ontario International Airport. Conveniently located as it’s at walking distance to restaurants, Starbucks, retail store; as well as food market, fast food places and more!

Hot Tub, Fire Pit/Game Room/ Near NOS Center
Welcome to our meticulously clean three-bedroom, two-bath haven in San Bernardino! This gorgeous house is designed for comfort and entertainment. Unwind in the game room with a pool table or gather around the patio's fire pit. Experience the charm of our outdoor space, featuring a second fire pit in the grass area. Create lasting memories surrounded by freshly painted murals near the inviting pool and brand-new Jacuzzi – perfect for starlit evenings with friends and family.

Magical lake house with spectacular views
Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

2-King size bed: Hidden Gem
Join the fuss, come and relax in this NEW lively & stylish rear space. Here you have one master bedroom with a king-size bed and its private restroom, TV with Netflix. Send your guest to the second bedroom also king size bed & TV, and leave that one friend to sleep in the sofa bed joined by another TV. Fully stocked kitchen plus We offer free coffee ☕️ ◆15 minute drive to Yaamava' Resort & Casino ◆9 minute drive to National Orange Show (NOS) Center ig arbnbproperties

Quiet Vineyard View 2-bedroom Home Near Oak Glen
This 1700sqft spacious vineyard-view home is nestled on Yucaipa's North Bench in a peaceful, rural cul-de-sac. Close proximity to Oak Glen and Yucaipa's dedicated open space make this home a perfect landing spot for comfort and safety. Beautiful views of the mountain and vineyards. Centrally located to Oak Glen, Big Bear, Palm Springs. Bedroom 1: CalKing Bed Bedroom 2: Queen Bed Additional Beds: (2) Twins and pack-n-play upon request No parties/events are permitted

DJ's Bed & Bistro (Xmas decor after thxsgiving!)
Rustic-elegance. New paint. Private front entrance, porch, living/dining room, bedroom w/queen size bed, & full bath. Attached but private & sealed off from the main house. NO KITCHEN and NO RESTAURANT. Self-serve/complementary coffee & tea bar with 1st day breakfast pastry. Snack center for purchases. Microwave, toaster, refrigerator, k-cup coffee, hot-water kettle. Air mattresses with bedding provided by request, with 3 or more paid guests.

Tropical Oasis Heated Pool & Spa/Firepit/Game Room
Pool HEATER and Jacuzzi HEATER HAVE SEPERATE ADDITIONAL FEES READ UNDER OUR POOL INFORMATION Experience a resort-style retreat nestled against the breathtaking backdrop of mountains and palm trees. Indulge in a rejuvenating stay at our home, designed to provide the perfect blend of relaxation and excitement. Located in the serene north part of San Bernardino, our inviting home is ideal for intimate getaways or gatherings with family and loved ones.

Entire home near campus - private yard
Entire house with private yard and parking 1/4 mile from the U of Redlands. Built in 2022, this home with no shared walls offers two bedrooms, 1.5 bathrooms + a hot/cold outdoor shower, a fully equipped kitchen, and a washer/dryer. 50 AMP outlet for EV charging onsite. The home is 2 miles from downtown Redlands, 1.2 miles from Casey Orchards and The Grove, and 2 miles from Hanger 24 Craft Brewery.
Popular amenities for Highland house rentals
House rentals with a pool

Shalimar Serenity |Pool|JacuzziGames|Massage Chair

Charming 2BR 1BA Private pool Self check-in

Casa de Agua Retreat

Charming 5 bed, 3 bath home with pool

Mountain Serenity!

Vineyard Retreat, Pool & Amazing Views!

Summer Oasis: Tropical Vibes + Pool & Mini Golf!

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*
Weekly house rentals

Mountaintop Pool Paradise | Mins to NOS Center

Casita Verde • Luxury Kitchen & Shower

The Maze House—Pool & Theatre Room

Luxury Mid-Century A-Frame Cabin Retreat

Home at Grace

Scenic views pool/spa/bbq/karaoke/games No Parties

ThE FuN FaCtOrY

Bright Modern 2-Bd House in Quiet neighborhood!
Private house rentals

The Student Sanctuary

Modernized condo in the Arrowhead Village with spa

Crestline Hideaway

So. Cal. Living near Redlands-Beautiful 3,000+Home

Spacious Redlands Home: Ideal for Families & Pets

SoCal’s Pet Friendly Luxury Family Pool spa Resort

Charming Beauty with peaceful surroundings

Enchanted Garden Getaway
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 NZD | $195 NZD | $185 NZD | $217 NZD | $224 NZD | $231 NZD | $239 NZD | $261 NZD | $225 NZD | $178 NZD | $199 NZD | $190 NZD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°C |
Quick stats about house rentals in Highland

Total holiday rentals
Explore 60 holiday rentals in Highland

Nightly prices starting at
Highland holiday rentals start at $70 NZD per night before taxes and fees

Verified guest reviews
Over 2,180 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Highland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Highland rentals

4.8 Average rating
Highland stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Highland
- Rentals with a fireplace Highland
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- House rentals San Bernardino County
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- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- Disney California Adventure Park
- Pechanga Resort Casino
- Honda Center
- Angel Stadium of Anaheim
- Alpine Slide at Magic Mountain
- Indian Canyons
- Mesquite Golf & Country Club
- Palm Springs Aerial Tramway
- Tahquitz Creek Golf Resort
- Mountain High
- Dos Lagos Golf Course
- Big Bear Alpine Zoo
- Indian Canyons Golf Resort
- Chino Hills State Park
- Big Morongo Canyon Preserve
- Whitewater Preserve
- Mt. Baldy Resort
- Snow Valley Mountain Resort
- Palm Springs Air Museum




