
Pet-friendly holiday 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

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.

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.

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!

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.

A-Frame Apogee | Hot Tub · Epic Views · Swing Set
Couples, Families & Mountain Peace Seekers only, please. Perched on stilts and boasting unrivaled mountain and valley views, sits this incomparable A-Frame. Since 1964, this gorgeous example of Mid-Century A-Frame architecture has graced the Arrowbear Lake Valley. In 2022, it completed a full restoration and has since become the standard by which all other A-Frames are measured. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

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!

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).

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.

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!
Popular amenities for Highland pet-friendly home rentals
Pet-friendly house rentals

1923 Wood Street Retreat: Minutes to Downtown

The Maple Cottage: family cabin by @themaplecabins

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

Mountain Serenity!

Bright, Beautiful, & Tranquil Riverside Haven

Private retreat off the beaten path

Under the Pines Hideout with Hot Tub

✧ PANORAMIC Views, Pet/Child Friendly, Gameroom! ✧
Pet-friendly home rentals with a pool

Lakefront Walk 2 Village w/ Dock Access & Pets

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Ski-In/Ski-Out Remodeled Property at Snow Summit

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

Vineyard Retreat, Pool & Amazing Views!

Oasis in the canyon
Private, pet-friendly home rentals

Wilderness Road A Frame Mountain Cabin

Single-Story Cabin with Hot Tub, EV Charger & Yard

Romantic A-Frame w/Eco Organic Bed & Wood Stove

Autumn Mountain Escape – 3 Nights for $499

B & G Studio Space Guesthouse

Hot Tub • Outdoor Movie & Fire | Pet-Friendly

3BDModern Unit-NOS/Yaamav/Mtns.

1930 Cozy One Bedroom Lake Arrowhead Cabin
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 99 | € 99 | € 113 | € 99 | € 99 | € 99 | € 108 | € 121 | € 110 | € 96 | € 96 | € 95 |
| 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 holiday rentals that are pet-friendly in Highland

Total holiday rentals
Explore 30 holiday rentals in Highland

Nightly prices starting at
Highland holiday rentals start at € 35 per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Highland holiday rentals include wifi 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!
Destinations to explore
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- Pet-friendly rentals San Bernardino County
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- Pet-friendly rentals United States
- 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
- Palm Springs Aerial Tramway
- Mesquite Golf & Country Club
- 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




