Holiday rentals with outdoor seating in San Diego County

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Airstream Glamping!Jacuzzi, BBQ & Chill!

Glamping🌟 Unplug and unwind in a serene setting with breathtaking mountain views and unforgettable sunrises and sunsets. At night, marvel at the star-filled skies — one of the area’s most magical features. Your private retreat awaits in “Serenity,” a beautifully appointed 30ft Airstream. Spend your days lounging in the cozy teepee daybed, or soaking in the hot tub stargazing under open skies. As evening falls, curl up with a glass of wine by the fire on our expansive floating deck.

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

The Wood Pile Inn getaway

Kick back and relax in this calm, stylish space. This historic cabin built in 1920 was recently refurbished to its old charm with some modern upgrades for your comfort. The original owner of the Cabin was an author named Catherine Woods. She wrote the very first book on the history of Palomar Mountain; Teepee to Telescope. You'll find a copy in the cabin for a good read.Lots of natural light make this little cabin feel spacious, the windows throughout the cabin offer a beautiful forest view.

High Desert Tiny Home w/ Sauna

The Rambler is tucked amidst boulder strewn hills in the high desert with sweeping views of the hills and mountains beyond. With 12’ ceilings and thoughtful layout, this tiny home provides 2 sleeping areas (queen/twin), open concept living+kitchen, bathroom w/composting toilet, and a 10’ counter perfectly positioned to enjoy the peaceful scenery. This is paired with a spacious deck, bbq, and sauna. Step away. Reconnect. Come discover a different way of doing things. Welcome to The Rambler.

Mike's House and Garden

The care taken to honor the atmosphere of the original 1910 house creates a feeling of another time and place. The house is secluded in a prize winning garden and approached through a stone pergola. The Craftsman furniture, lighting and antique Persian carpets reflect a distant and captivating sensibility. This house has been featured in three books and “American Bungalow” magazine. The garden was mentioned in Sunset Magazine and featured as one of the premier gardens of University Heights.

Cedar Crest

Cedar Crest is a nicely remodeled cabin while keeping its original charm. It is easy access. A few steps lead you to the deck in the middle of the trees... This cabin can sleep 2 people in a king bed and if you would like to bring your kids, the master bedroom has a full size futon. (Kids sleep free) For pet owner, the east side of the cabin has a fenced-in space. We recommend you do not let them be there unsupervised as a motivated mountain lion could jump the fence and arm your pet.

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 .

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi.

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.

Casita in the Vineyard. Privacy & Beauty combine.

Take it easy at the Art House, our unique and tranquil getaway. With a full kitchen, bath and laundry facilities you'll only need to enjoy your privacy. Only 7 minutes from the San Diego Safari Park. Numerous vineyards in the popular “Highland Valley Wine Country” some with live music and food within a 2 mile radius. Only 4 miles from Highway 15. See the stars, hear nature and relax.

A-Frame in the Clouds

Remote A-Frame off-grid cabin with expansive ocean and mountain views. On a clear day, enjoy an expansive view of the Pacific Ocean. The A-Frame is located in a former avocado grove that is slowly being re-established with diverse permaculture. Everything is provided for cooking and eating, as well as a hot shower and composting toilet. The bed will be made for you with clean bedding.