Holiday houses in San Diego County

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 this year 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

Infinity Poolside Apt. In San Diego Wine Country

168 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

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.

Encinitas Ranchita Guest House

Welcome to Encinitas Ranchita: A Coastal Retreat Discover the ultimate in relaxation and style at Encinitas Ranchita, a peaceful and private guest suite under 2 miles from the stunning coastline of Encinitas. This mid-century ranch home, freshly renovated in 2024, combines high-end finishes with modern comfort to create your perfect home away from home. Guest suite is attached to main home and has fully private entrances and separate backyard and patio spaces. Our home is welcome to everyone.

XLarge Artist's Retreat w/private patio/parking

*Forget your worries in this beautiful 700sq/ft spacious and serene space. *Come soak up in the artsy feel of this newly renovated large guest suite, ideally located in the middle of town close to SDSU. Roll out of bed and Enjoy a cup of coffee in the private patio then explore ALL of the city’s top attractions a short drive away. This beautiful space is clean, crisp and fully decorated with great style uniquely curated with original art by one of SD’s most established artists. * Enjoy*

Secluded Private Studio

Tucked away in a quiet, upscale neighborhood, this private studio offers a warm and welcoming retreat. Surrounded by beautiful homes and a peaceful atmosphere, it provides the perfect blend of comfort and exclusivity. With its own entrance and no connection to the main house, you’ll enjoy complete privacy while feeling right at home in a safe, inviting community. Whether you’re here for work or relaxation, this charming space offers a true sense of belonging in a prestigious setting.

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.

Cozy Hilltop Garden Studio w/ City Views & Jacuzzi

Beautiful garden level basement studio on top of a hill overlooking the city (guest suite underneath main home). The studio features a separate, private entrance with captivating views of both the backyard garden and city skyline. Enjoy access to the backyard which includes a large deck and entertaining space as well as an outdoor fireplace & jacuzzi. Inside the studio is a large tv center with netflix, amazon, hulu and starz included in addition to high speed wifi.

Vineyard Retreat in North San Diego County

Fontaine Family Vineyards has a 2 person newly renovated suite with outdoor patio overlooking the vineyard, private entrance and easy parking, and enhanced cleaning protocol. The Guest Suite features a TV, fridge, kitchenette with microwave, toaster, coffee/tea, utencils, pots/pans, BBQ w/side burner, patio lounge area, all with views of vineyard. Enjoy a walk in the vineyard with a hot cup of coffee. Short drive (<10 mile) to beaches and shopping.

King Comfort in New Home + Projector

Luxury 2BR home in vibrant North Park, San Diego. Enjoy top-notch king/queen beds, a 150" projector, fresh coffee from our pour over, and sun-soaked patios. Walk to local attractions or reach others like Seaworld & the Zoo in <15 min. Benefit from free parking, ensuite bathrooms, a fully stocked large kitchen, and meticulous cleaning. Experience comfort, style, and convenience in our 1350+ sqft property. Your San Diego dream starts here!"

Studio 37 - Charming North Park Studio

- New & modern detached studio apartment - Built-in kitchen w/ full appliances & Keurig - Queen-size bed - High-speed fiber WiFi + 50" Smart TV - Fully-fenced courtyard w/ patio & seating - On-site washer & dryer - Heat & A/C Our convenient location is a 10-15 min drive from just about anywhere in central San Diego! Add'l unit features include convenient amenities like basic house items, coffee pods & beach supplies.

Top floor, modern 2/2 condo in heart of Downtown

Welcome to the heart of East Village in San Diego. In this bright, modern 2 bedroom, 2 bathroom condo you have easy access to all major highways in San Diego and easy walking distance to the waterfront for some fresh air. Top floor unit with 13' floor to ceiling windows gives lots of day light. Fully equipped kitchen ready for 4 people. Free gated garage parking space included.