Guesthouse holiday rentals in San Diego County

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Central & Serene Secret Garden Guesthouse

My cozy & stylish Garden Guesthouse features colorful decor that gives a fun, relaxed vibe. Relax in style inside or outside in my peaceful garden w a cup of coffee, or glass of wine. I love to say a hi to my guests yet your privacy is #1. Reach me via Airbnb app if I can help! Kensington is a central, 1920’s historic neighborhood w shops & great local eateries. Close to downtown, Gaslamp, Zoo, airport, beaches, Balboa Park. Bus stop, & trolley nearby. Reserved off street parking space too!

Infinity Poolside Apt. In San Diego Wine Country

162 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.

Birdsong Retreat

This cozy one-bedroom suite has its own private entrance and offers a quiet, comfortable stay. Inside you’ll find a king-size bed, seating area with TV, and a refreshment nook with fridge, microwave, Keurig, and sink. A full-size washer and dryer are included for your convenience. The remodeled bathroom features dual vanities, a soaking tub, walk-in shower, and large closet. Set back from the street, the suite also offers outdoor seating and a peaceful yard with birds and bunnies.

Carrie’s North Park Casita, in Heart of San Diego

Fully renovated stand-alone guesthouse in North Park, consistently voted one of the coolest neighborhoods in the US. Just a few blocks from all the action at 30th and University, but tucked away in a quiet, historically designated residential neighborhood. Walk to Balboa Park or The World Famous San Diego Zoo. Get to Downtown San Diego, San Diego International Airport, Old Town, Little Italy, Coronado, La Jolla, Sea World, multiple beaches & so much more in under 15 minutes.

1BR Casita in the Heart of Kensington + EV Charger

Just blocks from Adams Avenue, this 1-bedroom San Diego casita is perfect for your vacation. It features a comfy queen bed, a 55" Roku 4K TV, a desk, and a private bathroom. The living area boasts high ceilings, a two-seater sofa, another 55" 4K TV, a bistro table, and a Euro-kitchen. Step out to your private succulent garden patio for a tranquil escape. Enjoy the convenience of a separate entrance and off-street parking. Perfect for exploring all that San Diego has to offer!

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

*Private Canyon Retreat: Your Own Guesthouse*

An airy 1BD guest house at the end of a quiet dead-end street that overlooks a tranquil canyon....and an owner that works hard to create a fabulous experience for each guest; not just “another average rental”. With private entrance, full kitchen & bath, and double french doors opening onto a 400 sq ft deck with canyon views, it's the ideal retreat to come back to after exploring San Diego. Come fall in love with your next home away from home!

New Tranquil Barn Retreat on a Peaceful Half Acre

The Buena Vista barn is a clean, quiet, and upgraded detached barn in Vista with everything you need for a peaceful and comfortable stay! Only 10 minutes to downtown Vista, you'll find great restaurants, breweries, shops, and a movie theater. Points of interest: • Downtown Vista: 10 minutes • Cal State San Marcos: 15-17 minutes • Beach: 20 minutes • Legoland: 22 minutes • Temecula and Wine Tasting: 30-40 minutes • Sea World: 47 minutes