
Pet-friendly vacation rentals in Highland
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Highland
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

A-Frame in the Sky - “Rim of the World” Views!
Breathtakingly Gorgeous Views, like nothing you've seen before. Views to the Pacific Ocean and Catalina Island. Golden hour sunsets that fade into the city lights for 100 mile views. AFrame in the Sky, sits up high in the clouds and is backed up to the National Forest. Hiking Trails are out your front door, Snow Valley Skiing & Mountain Bike Park 5-Miles Away. Crestline & SkyForest within minutes and Lake Arrowhead less than five minutes away. Hot Springs, hiking, shopping, fine dining & music

Designer cabin at LAKE Gregory- walk to town
A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

Treetop Modern Cabin Close to Village and Sky Park
Unwind in this cozy, modern Lake Arrowhead cabin with treetop views and a peaceful setting. Perfect for a relaxing retreat, this stylish getaway features all-new appliances, a fully stocked kitchen, comfy queen beds with pillow-top mattresses, luxury linens, down-alternative pillows, and plush blankets. Stay cozy with a Nest thermostat. Nestled in a quiet location with gorgeous views yet close to Lake Arrowhead Village, hiking trails, and local attractions—your perfect mountain escape awaits.

Breathtaking Mountain Views | Romantic Hideaway
Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patios and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!
Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Little House on the Forest
Come on up to Green Valley Lake! The lake is stocked with rainbow trout and bass, the weather is cool and we're surrounded by national forest full of beautiful hiking trails. Fun for all ages with a beach for the kids and a giant swan and yellow duck paddles boats to paddle around the lake (nominal fees). Bring your bicycles or go off-roading. Completely upgraded cabin in natural setting close to private lake, village and restaurant. You'll have so much fun you'll never want to go home!

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!

Cozy Monthly Stay :Your Home-Entire Guest House
This charming guest house is attached to the main home and sits right on the golf course. It offers self-check-in and self-check-out experience. Inside, you’ll find two cozy bedrooms, a comfortable living room, a fully equipped kitchen, and a private backyard. The location is highly convenient—just a short walk to Ralph’s and nearby restaurants. Costco is only 2 minutes away, while the popular Ontario Mills and Victoria Gardens shopping centers are both within a 15-minute driving.

LUX 4BR near NOS & Yaamava w Private Backyard
Nestled on the foothills of the San Bernardino Mountains is our luxurious 4BR house, boasting a professionally designed interior that will capture your heart immediately! Only 5-minute drive to downtown, while the top destinations of Lake Arrowhead, Disneyland, and Palm Springs are within an hour's journey. 2300 sq. ft. of space awaits – a 55” HDTV, a foosball table, ultra-fast 500 MB/s Wi-Fi, and access to a private backyard with jacuzzi and BBQ (extra fee need to apply).

IncredibleCityView- Pet&FamFriendly PoolTble-games
Great View Chalet truly has a one-of-a-kind view! This 100 year old cabin boasts a modernized kitchen with a Pool and Ping Pong table for added family fun! Our cozy Chalet has an oversized bedroom with a King sized bed and soaking tub, an additional bathroom provides a shower. Close to downtown Crestline, 1 mi. to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our cabin!

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.

Private backyard - Walk to Downtown - Pet friendly
Relax and unwind in our beloved blue cottage in the heart of downtown Riverside! The house is close to many local attractions. Walk a few minutes through the historic district to the trail head of Mt. Rubidoux if you’re feeling energetic for a morning hike, spend an afternoon at the Riverside Art Museum, take an evening stroll to the Mission Inn to enjoy some good food and drinks.
Popular amenities for Highland pet-friendly home rentals
Pet-friendly house rentals

1923 Wood Street Retreat: Minutes to Downtown

Thunderbird Cabin - The Family Mountain Getaway!

The Maple Cottage: family cabin by @themaplecabins

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Bright, Beautiful, & Tranquil Riverside Haven

Private retreat off the beaten path

Under the Pines Hideout with Hot Tub

Hot Tub - Pet Friendly - Luxury Private Studio
Pet-friendly home rentals with a pool

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Charming 2BR 1BA Private pool Self check-in

Charming 5 bed, 3 bath home with pool

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

Mountain Serenity!

Vineyard Retreat, Pool & Amazing Views!

Oasis in the canyon

Tranquil Retreat | Private Guest Quarters + Pool
Private, pet-friendly home rentals

Attached back, House

B&G Studio Space Guesthouse

Snow Valley Retreat W/ Spa!

Cozy Master Studio w/ Private Entrance

Beary Romantic Jacuzzi Cabin in the Woods

RetroRainbowAframe-Walk to the Village&Lake Trail!

Rustic Modern Lake Gregory Cabin Dogs OK

Fort Black Bear w/ Hot Tub - Lake Arrowhead
Quick stats about vacation rentals that are pet-friendly in Highland

Total vacation rentals
Explore 30 vacation rentals in Highland

Nightly prices starting at
Highland vacation rentals start at G$8,371 GYD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Highland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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