Pet-friendly holiday rentals in Ramona

VIEWS! Top of Mountain CABIN on 40 Acres Pets ok

Welcome to our “Above the Clouds” cabin, perched at 6,000 feet, the highest residential point in San Diego County. Take in breathtaking views of the surrounding mountains, Anza-Borrego State Park and city lights. Wake up to unforgettable sunrises and surround yourself with nature and tranquility. Lake Cuyamaca is just minutes away, offering hiking, fishing, birdwatching and stunning scenery. Enjoy a delicious lakeside meal, or take a short drive to visit the only Wolf Sanctuary in California.

Mid-Century Modern A-Frame Secluded with Hot Tub

Secluded mid-century modern A-Frame cabin located in the Pine Hills community of historic Julian, CA. Built in 1969, the cabin completed a 2.5 year renovation in 2023 to meet modern tastes and amenities but keeps the original 60's groovy vibe. This unique family retreat offers a 900 sq ft deck, hot tub, firepits, and stunning views. Julian, a 1.5 hours drive east from San Diego, is a small town with big activities: hiking, biking, fishing, winery/breweries, winter sledding, apple pie eating.

Wine Country Cabin Near San Diego - Private

Kick back and relax in this private cabin on 9 acre ranch. It’s a true get away. Come enjoy all the amenities including: Queen bed, full kitchen/bath, spa shower, 9 acres of private trails, intentional spaces, majestic views and a huge deck with a soaking tub to cool you in the summer (June - October). New A/C and heating. Enjoy a 5 minute walk to Milagro Winery and return to Littlepage for the amazing sunset. Or venture 15 minutes to the towns of Ramona, Julian or San Ysabel. Book Now!

Majestic Julian Lodge - Mountain escape 360* views

Perched above Julian, you’ll discover another world of starry nights, peace and quiet paired with sweeping mountain views as far as the eyes can see. This home is designed for family gatherings and retreats, and is located on a mountaintop with 360 degree views to enjoy the four seasons. Enjoy stunning gardens in the front and backyard of the large multi-acre property. * HOT TUB (5 person) scheduled to be installed mid to end of July 2026, please consider this new addition for your booking*

Cozy Spanish Casita w/ Mountain View in Ramona

Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house. Please read entire listing.

Hot Tub home on 40 acres Amazing Views, EV Charger

3BR Retreat on 40 Acres with Hot Tub & Chef’s Kitchen Enjoy stunning sunsets, stargazing, and complete privacy at this cozy 3-bedroom home. With A/C, a chef’s kitchen, and a hot tub, it’s the perfect hidden gem. Mini Pickleball court, foosball, 48" game table and EV charger. Enclosed yard. Explore dirt roads, hike to Eagle Rock (the trailhead is 15 min away), visit Julian or Borrego Springs. Only 1.5 hours from San Diego. Book with our neighboring property for the ultimate family getaway!

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Modern New Home •Quiet Escape with Panoramic Views

Discover a modern retreat set on Bonsall’s rolling hills, offering sweeping views, glowing city lights, and vivid fall/winter sunsets. This newly built open-concept home features floor-to-ceiling windows and a spacious deck ideal for taking in the breeze, sunbathing, or stargazing. Private, peaceful, and thoughtfully designed for families and friends. Secluded in feel yet minutes from freeways, Oceanside beaches, dining, shops, wineries, wedding venues, and Frontwave Arena.

Luxury RV- Edge of the Cleveland Nat’l Forest!

Scenic vistas and unique landscapes right outside the door! Nestled in the hills of San Diego, our luxury RV sits right on the edge of the Cleveland National Forest and is hiking distance from the famous Cedar Creek Falls. These hills host a wide variety of unique plant and animal life, like Laurel Sumacs, Yuccas, California Quail, and if you're lucky, you might even see a coyote or wild turkey. Book us today to experience a once in a lifetime opportunity!

Casita in the Vineyard. Privacy & Beauty combine.

Enjoy our newly updated resort-style Casita with hot tub, propane fire pit, and shaded pagoda. This tranquil and private getaway has a full kitchen, bath and laundry facilities and is only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country”, some with live music and food, are within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.

CitrusDream - Jacuzzi / Views

CitrusDream might just be what you’ve been searching for. Step away from the stressers and busyness of urban life and stroll right into a new dream. Located 45mins up the hill from America’s Finest City, CitrusDream sits at 1900 feet of elevation where the air is nearly perfect. We’re situated on 10 private acres and have aimed to deliver a glamping experience you’ll remember for a lifetime.

Rancho Santa Rosa Casita/Art Gallery, Spa & Sauna

We are 15 degrees cooler than Palm Springs in the summer. Our back area stays at around 70 degrees in the winter. This was a cattleman's bunkhouse at the turn of the century and is located on the San Jacinto/Santa Rosa National Monument. It borders with the San Bernardino National Forest and is across the highway from hiking and equestrian trails.