Pet-friendly holiday rentals in Hillcrest

Light & Airy Craftsman in Mission Hills/Hillcrest

This craftsman, built in 1923, was recently updated with modern finishes throughout! It includes a vaulted ceiling in the great room and plenty of outdoor spaces in the fully-fenced in yard, in addition to an outdoor shower to clean up after the beach. The open main room has areas for all your needs: fully stocked kitchen with gas stove, dining area, two-person breakfast counter, living room with flat screen TV, and an office area with two computer monitors & a keyboard for your personal use.

Wrap-around deck w/ Cyn views, 2bd 2bth, 5mins>DT

Welcome Home! Luxury and relaxation at their best are combined in this one-of-a-kind canyon beauty! Our gorgeous 2-bedroom, 2-bathroom home is located in the heart of Hillcrest just 1 block from the world-renowned San Diego Zoo and Balboa Park. Our luxurious and spacious home is completely remodeled, using all high-end finishes and everything is new! The interior boasts a private master with ensuite bath, and a second bedroom with canyon views. Spacious kitchen and indoor and outdoor dining.

Bright Oasis in the Heart of University Heights

Enjoy this peacefully tucked-away neighborhood gem. Exceptional restaurants, top-rated bars, and exciting nightlife are all waiting only blocks away. This space is only a 5-minute walk from University Heights Main Street restaurants and shops and a 10-minute walk to the bus hub for direct Down Town/Gaslamp access or San Diego's train station for easy coastal exploration. Bike lanes make North Park, Normal Heights, South Park, Hillcrest, and Balboa Park quickly accessible by scooter or bike

Stunning Grand Villa Dream Yard Amenities Location

Stunning Grand Villa in the perfect Location with Amazing Amenities!! Relax and recharge in this beautifully designed home featuring a hot tub, soaking tub, peaceful Zen garden, fully fenced yard, gated parking, luxury Posturepedic mattresses, grill, central A/C, fast WiFi, parking, and a fully stocked kitchen. Located In Marston Hill next to Balboa Park and the Zoo, minutes from San Diego’s top beaches and attractions, and walking distance to an incredible selection of restaurants and shops.

Dog friendly in heart of Hillcrest

This is a dog friendly home with no extra dog fees and a great backyard that is strictly yours and your pups to enjoy. Airbnb calls it a guest suite but it is one room that is attached to the back of my house with private entrance, deck, private bath, microwave, frig, keurig machine with pods (no kitchen) and one free off street parking space big enough to fit a Ford F-150 trucK. There is some highway noise outside but windows are double-paned, so quiet inside. Smoking is fine outside.

Modern Penthouse -Walk to Everything in Hillcrest

Penthouse loft in recently built ultra-modern building. Minimal and clean, but with all of the essentials. Gorgeous Sunset and neighborhood views from large private terrace. Paid reserved parking available. Conveniently located in the heart of Hillcrest, only 2 blocks to Whole Foods, Trader Joes, Ralphs grocery store, and many great restaurants, bars and boutique shops. Other nearby attractions include Balboa Park, Downtown San Diego, SeaWorld, The San Diego Zoo, and Mission Beach.

Modern House In The Hills | Killer Location!

Enjoy a stylish experience at this centrally-located, spacious 2 bedroom top floor retreat in lower Mission Hills, just 2 minutes north of Little Italy. Perched in one of the most prestigious & historic neighborhoods in San Diego. Be close to downtown, only 10 minutes to Mission Beach and centrally located for all the city has to offer. This is the perfect launching point to exploring San Diego, and coming home to this beautifully appointed home in this location is second to none.

Canyon Views w/ Outdoor Seating & Parking

Prime location! Within walking distance to Trader Joe’s, Whole Foods, Ralph’s, cafes, gyms, amazing restaurants, great nightlife, and Sunday's Farmer's Market! This newly restored historic cottage is in the heart of Hillcrest, San Diego. Originally located in Balboa Park, it housed workers for the 1915 Panama–California Exposition. Perched on a canyon, the cottage blends modern amenities with farmhouse charm. Book now for a San Diego stay that fuses the past with modern comforts!

Craftsman Home, large deck. Walkable, Views!

LOCATION, LOCATION, LOCATION!! Upgraded internet. Escape to beautiful San Diego in this very unique 1925 Built Craftsman Studio with an outdoor Sun Deck. This studio sleeps up to 3, only five minutes from downtown! Situated right at Balboa Park, San Diego Zoo and surrounded by a wide variety of fun and popular attractions. This is perfect for those that want complete privacy but close to everything! We have a full kitchen and outdoor deck for morning coffee!

Walk to Bars, Restaurants 1 BD Hillcrest, Parking

This unique and luxurious house is located in Hillcrest, 1 block from University Avenue, within walking distance to some of San Diego’s finest restaurants, bars, and shopping. This location truly cannot be beat if you want to be close to it all in San Diego. You'll love the private outdoor space, and open concept home with designer finishes! Easy parking for one car. The perfect relaxing retreat in the city center of San Diego!

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.

Designer Cottage in the Historical San Diego Area

Charming cottage, nestled deep in the backyard behind the main property in a quiet neighborhood, centrally located in the historical area and only 10 minutes from the airport and downtown San Diego. Completely re-built and modernized in 2025 to fit a couple or a family of 4. It features a private deck for dining, reading, or simply enjoying the perfect San Diego weather.