Holiday houses in Cowles Mountain

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

Sunset house

Casa sunset Modern 2BR/1BA in quiet Fletcher Hills with hillside views, shared pool, and in-unit laundry. Fully remodeled with stylish decor, full kitchen, coffee machine, fast Wi-Fi, A/C, and free parking. Enjoy sunset views, outdoor seating area for morning coffee or glass of wine sunset, cozy bedrooms, and a bright living space perfect for couples, families, or business trips. Just 20 mins to downtown San Diego and beaches. Clean, comfortable, and move-in ready — your perfect SoCal retreat!

Aloha Private Suite | Central Location!

Welcome to the Aloha Private Suite, a tropical inspired stay in the heart of San Diego. This bright, ocean inspired private guest suite features a private entrance, a comfy queen bed, and a relaxed island feel. Centrally located 15 minutes from the airport and beaches, and close to the stadium and San Diego’s main neighborhoods. Whether you are visiting the city, heading to the beach, or looking for a quiet place to unwind, the Aloha Private Suite offers a comfortable and convenient stay.

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.

Cozy Coop with a View

This house is perfect for a private get away. There is a patio bar & a large picture frame window that commands the best views in the area. Sit & enjoy the large patio right off the entryway to the house. I have been told our home used to be a chicken coop in the 50-60's. It is far different now, we just finished a complete remodel. Everything is updated, upgraded & ready for you. Being on the top of the hill you get the nice views, but sounds carries as well, please respect the neighbors.

Bright and spacious home with views, pool & spa.

This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

La Mesa Garden Suite

Welcome to our newly remodeled La Mesa Garden Suite - the perfect destination for your San Diego vacation! Nestled beneath a main residence in a lush backyard, this tranquil downstairs unit offers the perfect blend of privacy and convenience. Our Airbnb has its own private entrance, patio, and full bathroom. Send us a message if you have questions about our Airbnb availability. We try to accommodate as best we can. If you need anything during your stay don't hesitate to ask!

Spacious home with incredible backyard views

This beautifully appointed home is located in a quiet neighborhood & is central to all San Diego attractions - 5 min to hiking, 15 min to beaches/Zoo/Sea World, 20 min to downtown & 35 min to Legoland. But should you chose to stay in to relax there's plenty to enjoy - Bocce Ball, hot tub, BBQ & gas fire pit. Perfect for families or small groups looking to enjoy San Diego. Please note, if you’re looking to have a party or gathering this is NOT the property for you.

Stylish San Diego Guesthouse - Walk to the Lake!

Our vibrant guest house in La Mesa is located minutes from SDSU, Lake Murray, La Mesa Village, and central San Diego! This colorful retreat combines modern comforts with serene, curated charm. Enjoy tall ceilings, a bright living area with a queen-sized pullout couch, a useful kitchen with basic amenities, a quiet private patio, and a tranquil primary suite with a plush king bed & blackout curtains. Enjoy amenities like fast WiFi, air conditioning, & washer/dryer!

Spanish Casita w/ Hot Tub, Fire Pit, Private Yard

Welcome to Casa Stella, a beautifully renovated 1920s Spanish casita, just a 10 min drive from Balboa Park, San Diego Zoo, Downtown, and the beaches. Nestled on a quiet, picturesque street, this pet-friendly private home offers a serene stay while being just a 5-min walk to Adams Avenue's top restaurants, breweries, and yoga studios. Enjoy free parking, a cozy fire pit, and mid-century modern flair! We offer flexible check-in/ check-out, ask me how!