Guesthouse vacation 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!

Private Hillcrest Retreat w/ Parking and AC

Good communication is of great value for this comfy, artsy studio and garden. Everyone is personally welcomed by your onsite Host. Walk to an international array of restaurants and clubs. About 2 mi to San Diego Zoo, SeaWorld, Balboa Park museums, Convention Center, Maritime Museum/USS Midway, Gaslamp Qtr, Little Italy, Old Town, Scripps Mercy & UCSD Med Center, shopping; about 10 mi to beaches. NO FULL KITCHEN. NO PARTIES OR UNREGISTERED GUESTS. Microwave, Keurig and mini-fridge are provided.

Sunny garden casita in vibrant North Park

Enjoy peaceful, sunny San Diego days as palms sway above this private garden retreat tucked behind a 1925 Craftsman. Designed with a love of nature and simple beauty, the guest house opens onto lush greenery and dappled light — a calm, creative hideaway in the heart of one of San Diego’s most charming neighborhoods. Just a short stroll brings you to great restaurants, world-class breweries, and cozy coffee shops, while Balboa Park, the Zoo, the beaches, and downtown are all only minutes away.

Private Cottage in Walkable North Park w/AC

Welcome to our charming private Airbnb in vibrant North Park! Enjoy the perfect blend of comfort and convenience for your San Diego stay. Walk to restaurants, coffee shops, art galleries, wine bars, breweries, yoga studios & various boutiques. Nature lovers will adore the nearby Balboa Park with its stunning gardens and cultural attractions. Downtown, Gaslamp Quarter, beaches, and the famous San Diego Zoo are easily accessible. Book and create lasting memories in this dynamic neighborhood.

Private Bankers Hill Hide-Away. Perfect for 2

Enjoy your relaxing stay in a premiere Banker's Hill location. Walking distance to Balboa Park, Hillcrest and restaurants; remodeled studio has it all. Privacy, bay view and open canyon with cool breezes. Five minute drive to Downtown, Little Italy, Beaches, Old Town, The Zoo and the Airport. Spa like shower, luxury mattress and bedding, flat screen TV w/ cable, Wi-Fi and fully equipped kitchen. Being foodies, we are happy to share info on local restaurants, bars, breweries and wineries.

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

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.

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.

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.

Private Garden Studio

Enter through a hidden garden filled with plants into a cute, clean, recently refurbished studio apartment. Although the house sits on a quiet street with abundant free street parking, it is within easy walking distance of craft breweries, cocktail bars, cafes, and some of San Diego's best restaurants, as well as Trolley Barn Park. We're also an easy shot to the zoo, Balboa Park museums, downtown, and the beaches.

Luxury Studio W/ Garden View in Heart of Hilcrest

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.