Guesthouse 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!

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.

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!

Relaxing Oasis - short walk to shops & recreation

The Zen Den- This small oasis boasts a location that offers the best of both worlds: a quiet sanctuary for some tranquil R&R, and close proximity to San Diego’s best nightlife, sightseeing, and recreation. The studio opens up to an outdoor patio perfect for San Diego’s sunny and 70 weather. Your blissful retreat is located one block from the bustling metro district of Hillcrest with coffee shops, restaurants, parks, walking/running trails, and more.

Cozy Canyon Prvt Studio in North Park

After many stays and wonderful encounters with all our guests we just updated our cozy studio. Tucked away on a quiet Canyon in North Park within walking distance to the best coffee shops, restaurants, and breweries. A few minutes drive to Downtown, Balboa Park, and the Zoo. Contemporary open floor plan with a double bed, twin bed, kitchen, and limited outdoor space with a great view of Mission Valley. Perfect for your San Diego get away!

Brand New Modern North Park View Apartment

This brand new North Park apartment is the perfect place to enjoy San Diego. The home is located on a quiet street in close proximity to Balboa Park, the San Diego Zoo, Downtown, Sea World, Old Town, Coronado Island, Seaport Village, and the airport. It is in walking distance to a number of renown restaurants, coffee shops, and breweries. Beautiful sunset views allow you to relax after a long day of taking in the city.

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 Hip Quiet GARDEN STUDIO / Northpark

Come to a quiet and stylish studio to relax. Check-in contactless and enjoy! Cozy, hip and private garden studio with private entrance, private full bathroom, and private 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.