Holiday houses in Highland

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Top-rated holiday rentals in Highland

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Guest favourite

Guest suite in San Bernardino

4.99 out of 5 average rating, 134 reviews

All New cozy SUITE in Arrowhead Country Club!

SPACIOUS, BRAND NEW, INDEPENDENT SUITE in the luxurious and peaceful Arrowhead Country Club. Independent with self-check in. 1 California bed plus 1 additional bed, kitchenette and huge shower. 500 sqft by the Golf course and 20 min. away from LAKE ARROWHEAD! Great for all seasons. Trees all around, all markets and restaurants you may need. Also 10 min. from San Manuel Casino. Close to Riverside and Redlands! We will only consider bookings for Registered ID Guests with reviews. Thank you!

Guest favourite

Guesthouse in San Bernardino

4.84 out of 5 average rating, 233 reviews

Guesthouse with Loft & ICE COLD AC

This private and stylish guest house is perfect for group trips or the single traveler. Will sleep 4 adults and 1 kid with a Q bed, Q leather sofa fold out and a D futon. Quality bedding and pillow top mattress are very comfortable. K-Cups of coffee are provided along with bath sheets. Work at the desk or watch the game on the 50" big screen. Close to Yaamava Casino, Glen Helen Amphitheatre, Crestline, and three major hospitals. It's quiet and peaceful. Smoke outside only. Ice-cold A/C

Guest favourite

Guest suite in Redlands

4.89 out of 5 average rating, 432 reviews

(2) Downtown Redlands Retreat: Cozy Master Suite

This is a nice master bedroom, converted to a guest suite. The room has a private entrance, and private bathroom. Walls were recently torn down & made sound proof so as to not disrupt our guest with noises inside the house. This house has a lot of history, it’s over 120 years old. It’s perfectly situated about a minute away from the freeway is a central locations, in the beautiful & historic city of Redlands. Security cameras recording at all times all around the outdoors of the property.

Top Guest favourite

Home in Highland

5 out of 5 average rating, 12 reviews

Stylish 3BR Retreat | Guest Favorite Near Yaamava

Planning your weekend escape? HH Retreat is your perfect getaway just minutes from Yaamava Casino, ONT Airport, and Inland Empire hotspots 🔥 🎰 4 min to Yaamava Resort & Casino 🎓 18 min to Loma Linda University ✈️ 27 min to Ontario Airport (ONT) 🍔 13 min to Downtown Redlands 🎡 15 min to NOS Events Center 🌲 35 min to Lake Arrowhead After a fun night out, unwind in the peaceful sunroom with loved ones at the heart of this home. Dates fill fast. Lock in your stay at HH Retreat!

Guest favourite

Home in Highland

4.88 out of 5 average rating, 89 reviews

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!

Superhost

Home in Highland

4.78 out of 5 average rating, 103 reviews

Spacious 3 bedroom near Yaamava Casino

This spacious 1,800-square-foot, three-bedroom home is the perfect retreat for families or groups looking to enjoy everything San Bernardino and its surrounding areas offer. Tucked away on a peaceful street, the home is just a short stroll (less than 10 minutes) to the lively Yaamava’ Resort & Casino and a quick 15-minute drive to the NOS Events Center and charming Redlands. Whether you’re seeking entertainment, relaxation, or adventure, this centrally located home has you covered.

Superhost

Home in San Bernardino

4.94 out of 5 average rating, 34 reviews

3BDModern Unit-NOS/Yaamava/MTN

This beautiful 3beds-full-home is perfect for families or groups of up to 6 guests. With a private entrance and free parking, you’ll enjoy the freedom to come and go as you please. This home offers easy access to entertainment. This home is minutes from Yaamava and NOS Event Center and about a one-hour drive to Big Bear and Mount High Ski Resort for summer/winter activities. Experience this Modern home with amenities and spacious accommodations. We can’t wait to welcome you.

Top Guest favourite

Guest suite in Redlands

4.97 out of 5 average rating, 267 reviews

Amazing Large 1 Bedroom, No Chores Home

Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

Top Guest favourite

Guesthouse in Highland

4.96 out of 5 average rating, 258 reviews

Serene Escape Tiny House Livng /pool/near Yaamava

We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Top Guest favourite

Guesthouse in San Bernardino

5 out of 5 average rating, 19 reviews

New&Cozy 1BR with Private Yard near NOS & Yaamava

Welcome to this brand-new, cute 1B/1B with a private backyard, offering a perfect blend of comfort and convenience! Enjoy high-speed wifi, a fully equipped kitchen, dishwasher, washer/dryer, AC, and TV - all in a stylish and modern space. Conveniently located just minutes from San Bernardino downtown, NOS Event Center, and Yaamava Casino. Perfect for couples, solo travelers, or business stays! Book now for a serene yet convenient retreat!

Guest favourite

Guest suite in Highland

4.88 out of 5 average rating, 56 reviews

Private Bedroom/Bathroom

3-minutes from Starbucks 5-minutes from San Manuel / YAAMAVA 10-minutes to Orange Show Event center 50-minutes to Big Bear. 30-minutes to snow valley 30-minutes to Forest Falls -No Shared Spaces- Private Entrance Private Room Private bathroom Unit is attached to main house but is not shared.

Guest favourite

Guest suite in Redlands

4.86 out of 5 average rating, 7 reviews

Guest suite w/private entrance

Kick back and relax in this calm, stylish space. You will have the guest suite all to yourself. If you’re coming to Redlands or Loma Linda area you will enjoy your time in this brand new guest suite with kitchenette, washer/dryer combo, a queen size bed and your private bathroom.