Holiday rentals with outdoor seating in East County, San Diego

Romantic Cozy Cabin for Two

You've found an exquisite small, comfortable cabin filled with all the love that a home can contain! It's located in a garden paradise! ...a yard where you are encouraged to step off the path to pick fruits and vegetables. It's a lover's hideaway with multiple places to enjoy private conversation, champagne or simply be. Play scrabble in the vegetable garden, drink wine in the flower garden. African tortoises roam the yard on warm days, Rhode Island Reds hunt for bugs and provide fresh eggs.

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

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.

Stylish Relaxation-Panoramic Views-Private OASIS!

~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly! “Enjoy the hillside pool—just coordinate with Johnny for your own private swim.”

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.

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you'll feel a million miles away as you take in the stunning views, enjoy morning coffee on the deck, refresh in the saltwater pool, indulge in a moonlit outdoor shower, relax & recharge with a poolside massage, or sip wine by the fire bowl. A short walk to lake w/boating, fishing & miles of hiking & biking trails. Great restaurants, SD Zoo Safari Park, wineries, breweries, & ocean beaches all nearby.

Red Tail Ranch

A custom Log Cabin, perched on top of 15 acres located just outside of Ramona.You have an open-air experience while still having all necessary amenities to feel at home.Step outside and be surrounded by green, rolling hills and tall trees.Interact with animals, and enjoy the outdoors.Evenings you can retreat inside, sit by the cozy fireplace, play a game of pool, or go sit under the stars . Come fall in love with animals like mini highlands, alpaca, emu, mini donkeys, and more .

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is your perfect Guest House with a salt & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Sycamore Creek cottage with Mountain View’s

Welcome to Sycamore Creek Cottage. A unique retreat in the foothills of San Diego county. A Delightfully decorated, fully furnished 2 room studio cottage . Sleeps 1 or 2 in a comfortable Queen bed. 1 full bathrooms, Fully fenced private patio, BBQ , firepit area with beautiful garden and mountain views. Pet friendly. close to Alpine & Sycuan Resort & golf. Ideal for business travelers, work remotely, visiting family or friends . I look forward to hosting you.

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!

Cottage on the Rock | Hot Tub · King Bed · Bikes

Couples, Families, & Mountain Peace Seekers only, please. Perched on top of a granite boulder outcropping sits this idyllic cottage for your magical retreat in Julian. Originally constructed as a tourmaline miner's cabin in 1930, the Cottage on the Rock was completely rebuilt from top-to-bottom nearly a century later for the modern Californian. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA