Holiday houses in San Diego County

NEW in North Park! A Short walk or drive to all SD

Welcome to Kansas Modern, a place where luxury and adventure go hand in hand. Designed by local Architect & Developer Beri Varol, this brand new mixed-use community is located in the heart of North Park. This ground floor (walk-up) apartment features a private bedroom and semi-private sleeping loft, each with a queen bed. The apartment is in the heart of some of San Diego's most exciting new and established restaurants. The kitchen is also fully stocked if you'd rather prepare a meal at home

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.

Wine Country Retreat - Tranquility Hottub/Views

Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

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!

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

Nestled in a quiet hillside canyon with panoramic city and sunset views—just a short drive outside of downtown San Diego, this glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

Star Gazing Dream A Frame, Nature + Family Time

Welcome to the Starhaus. Get inspired by most dreamy starry nights in a perfect A Frame blending nature and comfort together. Bring your family get inspired by peacefulness and beauty. A perfect A-Frame retreat you need. Located in Palomar Mountain which is known for one of the most fabulous places to see stars, planets, and galaxies while enjoying time with family time. Feel connected with trees, birds, nature, and the sky. Nearby is the famous Observatory and State Park.

Stunning Pacific Beach Grand Villa 2TubsAC Parking

Hot tub and soaking tub, beach cruisers bikes, outdoor shower, designated parking, outdoor swing, bbq, A/C, games, posturepedic beds, soft & luxurious 100% cotton bedding and towels, working desk that with the press of a button lifts to make it standing, electric fireplace and much more, will make your experience a dream. The perfect location 10 blocks to the ocean in beautiful Pacific Beach, right next to La Jolla, within minutes from all San Diego’s best attractions.

Cozy Loft by Petco Park - Gaslamp

Steps to Petco Park, Convention Center, restaurants, bars and shops! The Unique Loft by Petco Park is located in the heart of downtown San Diego. Built by award winning architect Jonathan Segal, FAIA, my place is modern, simple and cozy. It is within walking distance to Petco Park, Gaslamp, and Convention Center. There are nearby restaurants, shops and nightclubs. My place is good for couples, solo adventurers, and business travelers. Note: No parking space is provided.

Beach City Bungalow

Detached 400 sf studio with full kitchen, private redwood deck, and own entrance/parking. Just a mile to the coast, the house is a 15-20 minute walk to the beach and a 25-minute walk into Encinitas, a classic beach surf town. Restaurants, live music, and quaint shops line nearby Highway 101. The large tropical garden has walking paths and seating areas perfect to relax in. The property is a true oasis! City of Encinitas business license #RNTL-007530-2017.

Cardiff Beach House - 5 min walk to beach

Little Lotus is a new and unique contemporary and beautifully decorated Cardiff beach house. Located just a few minutes walk from everything including the beach and surf, public park, great restaurants, stores and Seaside Market. Large patio (550sf) for lounging and dining with direct access to the large lush garden with mature trees providing natural shade. The garden is fully fenced and there is an outdoor shower. Professionally cleaned after every stay.

Vineyard Retreat in North San Diego County

Fontaine Family Vineyards has a 2 person 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.

Bright Cozy 3b/2b with nice backyard & BBQ

Relax and recharge in our cozy, family-friendly single-story home in the quiet neighborhood of Mira Mesa. Just minutes from dining, shopping, and groceries—and a short drive to San Diego’s beaches, hikes, parks, breweries, and top attractions. Enjoy a spacious living area, fully stocked kitchen, dining for 8, plush memory-foam beds, and a private turf backyard with patio seating—perfect for unwinding after a day of exploring.