Guest house holiday rentals in Hillcrest

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

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!

Waterhaven - A Pondside Oasis

Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

Modern Sweet Home Stay, Hillcrest, A/C Parking W/D

This quaint bungalow sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

Rooftop views 10min walk to Balboa Park/Zoo/Bars

Enjoy this peaceful second-story new guesthouse overlooking the treetops! A perfect day might be a morning stroll through Balboa Park, the cultural center of San Diego, surrounded by 58 miles of walking and running trails, followed by a short walk to the super fun bars and restaurants of Hillcrest, North Park, and University Heights. We LOVE this neighborhood and we are so excited to share the beauty, culture, and welcoming vibe of it with our guests!

Sunny and Affordable Studio W/private outdoor yard

This a great home base to explore San Diego ! It’s a small studio ideal for a one person or couple to get some rest after enjoying San Diego all day. 1 mile to Northpark restaurants/bars/breweries 10-15 mins to Gaslamp,Old town, Seaworld Ocean beach. Full kitchen , coffee corner , gas stove and comfy full size bed. Private entrance from alley. STEET PARKING ONLY - will be very hard to find at night. Used to be a garage decades ago

Your Kensington Bungalow

Large Guest House in historic Kensington. Our neighborhood is lined with palm trees giving you a true Southern California vibe. Your Guest House is just a 5 minute walk to our town center. Just off the freeway, 20 minutes door to door to the airport, 10 downtown, 15 to Gaslamp and convention center. Uber is perfect for this location, no need to rent a car. 25MPH keeps the cars slow and the walkability high! Off Street Parking...

Mountain View Retreat in Gated Estate (Hot Tub)

Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.

Hidden Casita with Private Deck & Patio

Charming Hidden Gem Studio in the Heart of Hillcrest Discover this hidden gem – a cozy, French-inspired studio casita with elegant furnishings and a private, furnished patio. Enjoy a fully equipped kitchen, a spacious open living and sleeping area, and an attached deck overlooking the tranquil canyon. Perfect for a peaceful retreat just steps from the vibrant Hillcrest scene.

Safe Private Sanctuary - TOWER STUDIO/ Northpark

Come to a sanctuary and enjoy the sun! Check-in is contactless. Enjoy your cozy and quiet tower studio with a private entrance, private full bathroom, and private upper deck. The studio house is in a large garden adjoining a craftsman-style house in the historic Northpark Morley Field District. Minutes away from coffee shops, breweries, Zoo, Balboa Park.

New Guest House - North Park

One bedroom detached guest house with central air in one of the most desirable locations in North Park / South Park. Extremely walkable and safe location near numerous restaurants, breweries and cafes. Family friendly, we provide a pack n' play and highchair upon request. NO SMOKING OR VAPING ON PROPERTY