Family-friendly vacation rentals in Rancho San Diego

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!

Kitchen · Family · Long stay

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Family · Kitchen · Outdoor spaces

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.

Indoor spaces · Family · Checkout

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

Indoor spaces · Kitchen · Layout

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.

Kitchen · Family · Air conditioning

Farmhouse Cottage Retreat with Beautiful View’s

Welcome to the Farmhouse Cottage a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 2 in a comfortable Queen bed.

Indoor spaces · Family · Comfort

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.

Indoor spaces · Family · Hiking

Vineyard & Winery Guest House

A hidden gem! Please send an inquiry if you are interested in staying with us. Get away and stay at the historic pioneer era Clark Ranch established in 1885. Our guest house sits above our winery tasting room and has its own private entrance and driveway. It's clean, cozy, and self-contained . Make it a weekend 'getaway' stay and sample our fine wines. There is a tower in the vineyard where you can enjoy a glass of wine and watch the sun set. Balcony overlooks Dulzura Creek.

Indoor spaces · Family · Nearby

Mountain top view getaway loft

This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

Family · Indoor spaces · Access

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

Indoor spaces · Family · View

The Owl House

Our brand new camper has everything you need for a relaxing and comfortable stay. Located close to grocery stores and all San Diego has to offer. The neighborhood is peaceful and friendly. You can park for free in the space next to the camper. Over the last 3 years, my wife and I have stayed in over 30 Airbnb's . We know how important it is to have a good reliable host. We're ready to be great hosts for your next stay in San Diego!

Indoor spaces · Family · Beach

Mt Helix Studio Loft with Mountain Views

Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request.

Kitchen · Indoor spaces · Decor