Pet-friendly holiday rentals in Redlands

House & Barn Historic Beauty •Events & gatherings!

A block from downtown State street. Tall trees line the streets of the historical magic that is Redlands 🍊 ✨I have a sister house! Next door is The Olive Branch. This is perfect for larger parties An inground fire pit is the perfect way to get everyone together & cuddle. Or maybe just night under the stars as the sound from The Redlands Bowl Plays into the yard Spend the day playing poker downstairs in the Carriage house or make your way up the stairs and drift away in to hippie land.

Walkability · Outdoor spaces · Cleanliness

Fort Black Bear w/ Hot Tub - Lake Arrowhead

Our chic mountain retreat is everything you'd want in your Lake Arrowhead getaway. Beautiful wood cathedral ceilings accent the views of trees, boulders and peeks of the city lights far below. The expansive great room is anchored by a stone fireplace, wrap around sectional and large inviting dining area. A fully outfitted cook's kitchen, roman tub with picture window, king size bed and large dining table make this the ultimate retreat. Enjoy the cedar clad hot tub set next to massive boulders!

Pets · Outdoor spaces · Indoor spaces

Idyllwild Cabin, hot tub, fire pit, mountain views

Relax and recharge in this serene and stylish cabin. From the deck, you have a birds-eye view of towering pines and mountain peaks. After a day of exploring the nearby hiking trails and charming town of Idyllwild, soak in the hot tub, relax around the fire pit and cuddle up in front of the stone fireplace. Sleep easy in comfy, cozy beds. This magical mid-century cabin is the perfect place for you to breathe in the fresh mountain air, escape everyday life and reconnect with nature. Pets Welcome!

Pets · Outdoor spaces · Sleep quality

100-Mile View | Romantic Chalet • Dogs Welcome

Holly Hill Chalet is designed for romantic interludes and peaceful retreats. While the interior is stylish and cozy, the true star of the show is the view: an ever-changing masterpiece that transitions from golden sunrises to cinematic sunsets. From our expansive patios and park-like garden, you have a front-row seat to the awe-inspiring expanse below. As twilight descends, the horizon dissolves into a sea of twinkling city lights, igniting a garden of whimsical light, chandeliers, and magic.✨

Pets · Walkability · Access

Designer Cabin at LAKE Gregory- walk to shops!

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.

Outdoor spaces · Pets · River

Spacious 3BR • Big Yard • Dog-Friendly • Superhost

Longer stay discounts. Spacious 3BR/2BA private home with Spanish stucco charm & hardwood floors. Entire house is all yours—ideal for longer stays, & dog owners. Full kitchen, washer/dryer, big yard, & pool table create a comfortable, lived-in space. Fast WiFi, 75" TV, TVs in every bedroom, central AC/heat, smart-lock entry, & private driveway parking. Located near Mission Inn, UC Riverside, & National Orange Show. Wheelchair-friendly. Quiet residential neighborhood. Level 2 EV charger avail.

Outdoor spaces · Walkability · Biking

Vineyard Retreat, Pool & Amazing Views!

Experience luxury in this 6-bedroom vineyard estate with a grand pool, hot tub, and breathtaking views. Perfect for family gatherings or quiet retreats, our home offers a wheelchair accessible King suite, a music room with a grand piano, a dining area and billiards. Minutes from Serendipity Garden and historic Yucaipa Uptown, this property also features a full kitchen, outdoor BBQ and a full living room with 80" TV. Event chairs and tables available—ideal for celebrations or serene getaways!

Walkability · Pets · Indoor spaces

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!

Pets · Walkability · Check-in

The Capricorn Cabin

Welcome to the Capricorn Cabin! Built in 1961, this cozy mid-century modern A-frame cabin in Big Bear blends historic charm with hygge comfort featuring vintage décor, a modern gel-fuel fireplace, vaulted ceilings, and king bed sleeping loft. Located in the historic Big Bear neighborhood Sugarloaf, this cabin is perfect for a romantic getaway, trip with your small family, or solo retreat. Just minutes from the lake, slopes, and village, with easy access by bus. We'd be happy to host you!

Walkability · Pets · Solo travel

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!

Pets · Outdoor spaces · Value

Insta famous 70’s Escape, Hot tub • EV • Pets

Explore our stylish and cozy, pet-friendly mountain cabin in Wrightwood, CA. Enjoy the new 4-person hot tub amid the pines. Only 1.5 hrs from LA, 2 hrs from San Diego, and 10 mins from Mt High. With 3bd, 2.5 ba, luxury linens, and a cul-de-sac location by Angeles National Forest, relax and reconnect with nature. Walk to town, ski/snowboard, or hike the Pacific Crest Trail. Unwind by the outdoor or indoor fire and recharge. Plus, a *NEW EV Charger.🔌

Walkability · Pets · Sleep quality

A-Frame Style Modern Cabin | ReWild

Escape to ReWild Cabin, a stylish A-frame-style retreat in Idyllwild—just 2 hours from LA or San Diego. Enjoy forest views, fast WiFi, pet-friendly vibes, and kid-ready comforts. Relax on sunny decks, cook in the well-stocked kitchen, or unwind under the pines. Perfect for couples or small families seeking a peaceful mountain getaway. Kick off your summer with a trip in July! Check out our calendar for a last minute travel this weekend in July.

Walkability · Pets · Access