Holiday rentals with outdoor seating in East County, San Diego

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.

Views! Peaceful Cabin w/King Bed - 5 min. to town

An all-natural escape and a haven of comfort & calm - both inside and out. * 2 Bedrooms, 1 Bath w/ Tub * 800 Square Foot Vintage Custom Cabin * 500 Square Foot Deck * Published & Professional Interior Design * 5 Min. from Main Street * 180 degree Panoramic View of Volcan Mountain * Serene, Laid Back, Comfortable, Cozy + Contemporary * Vaulted Wood Beam Ceilings * 2 Stargazing Loungers * Fully Equipped Kitchen + Banquette Seating * Fire Pit * Outdoor Dining for 4 + BBQ * Paved Roads to Cabin

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.

Casa Grotto, Romantic Stone Cottage w/ Ocean Views

Perched 800ft above sea level with panoramic ocean views from La Jolla to Catalina Island, Casa Grotto is a unique stone studio carved into the ocean view hillside of Lake San Marcos . Built in the 80's using stone from the mountain, the space was updated in 2025 with modern touches—featuring a rock shower, full kitchen, AC, and gym. Just 20 minutes from the beach, it’s a dreamy escape for surfers, hikers, and couples looking for a romantic getaway. No pets—our two friendly boxers live on-site

Airstream•Sauna•SoakTub• Views•Firepit+Zoo add-on

Just 20 minutes from San Diego's most iconic attractions, yet seemingly a world away, this classic Airstream overlooks 30 acres of native California chapparal, wild sage and California pepper trees with sweeping city and sunset views Designed as a private nature retreat, it invites you to slow down, reconnect, and recharge. Soak beneath the stars, unwind in the handcrafted wood-fired redwood sauna, refresh under the open-air rain shower, and gather around the fire as city lights twinkle below

San Diego Casita for 6 Morey de Prieto Surf Ranch

The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes a kitchen with a GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

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

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Farm stay 1 bd on horse ranch with farm fresh eggs

Welcome to our family petting zoo farm and horse ranch in Jamul! Our small ranch is nestled in a quiet, beautiful valley with miles of hiking trails right outside our gate. We are a 30 minute drive to the beaches, downtown San Diego, and most SD attractions. We sell farm fresh eggs $5 a dozen if your interested 🤗 Locally we have a gas/convince/liquor store. Rancho San Diego is a 10 minute drive with Target, Grocery, Starbucks and many restaurants. We have hot water and WIFI.

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 .

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.

Private Lake with fishing/Tennis court near Julian

This 2 bedroom home is in a private setting that requires gate access. The lake has fish for those looking to fish in a serene setting . In the brilliant summer sunshine the lake has a perfect mirror for the mountains that surround it. You will have usage of our community kayaks and paddle boat that can take you to the lake island. The home has a full kitchen ,Wifi, forced air ,fireplace heater and air conditioner. Come and enjoy this unique paradise. Sorry no pets

Limited-Time Savings at Bettie Blue!

Get cozy at Bettie Blue Retro Retreat, a charming vintage-style camper perfect for a unique glamping getaway. Tucked into a lush East County hillside, this colorful hideaway blends playful retro flair with modern comforts inside a 2019 Retro Riverside trailer inspired by classic mid-century teardrop design. With big personality in a small, stylish space, Bettie is the perfect escape for travelers seeking something fun, cozy, and truly one-of-a-kind.