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.

Your San Diego Studio - Free Parking, Pet-Friendly

Uncover a charming studio apartment nestled in the vibrant Hillcrest neighborhood of San Diego. This inviting space offers a restful queen-sized bed, complimentary parking, and self-check-in. Guests can enjoy essential amenities, including Wi-Fi, a coffee maker for morning brews, and a microwave for quick meals. The apartment's location provides easy access to popular destinations such as Balboa Park, Liberty Station, and the beautiful Coronado Island, allowing for exploration and enjoyment. 🌅

Ventana Vista | Ocean View | EV Charger | Designer

@ventanacollection This cliff-side Mission Hills home is a light filled and custom designed to elevate your future vacation rental expectations. Highlights: - Ocean views from every room - Outdoor patio w/propane firepit and Grill - Modern fully stocked open kitchen with high-end Thermador appliances - Theatre Quality 75" TV and speakers in the plush living room - Premium work from home sit/stand desk, monitor, computer, webcam, speaker set up - Helix and Sleep Night memory foam mattresses

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 2 story w/ Large Balcony in Ideal Location

2 story loft in recently built ultra-modern building. Minimal and clean, but with all of the essentials. Wall of glass floods this unit with natural light and opens to a large private terrace. 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. Just minutes to Balboa Park, Downtown San Diego, SeaWorld, The San Diego Zoo, and Mission Beach. Paid reserved parking available.

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!

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park.  Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style.  Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away.  Perfect for couples, small groups, or business travelers exploring San Diego.

Mid-Century Retreat Hillcrest, Parking, A/C

This 2nd floor retreat sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very bright, quiet, and private and sits directly behind our house(pictured) with no common walls. 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!

Historic Julia Wilson House in Central Location!

One bedroom, one bath private downstairs apartment in a two unit home with a private entrance with designated parking! The bedroom has a queen bed and there is a giant couch that pulls out into a bed that is similar to a queen bed. Large dining table converts to a ping pong/pool table! Stocked kitchen There is a small back patio. The home is right in the thick of it in University Heights. Expect a lot of foot traffic, yummy smells from the ice cream store next door!

Beautiful Canyon Cottage located on a huge lot

Our Canyon Cottage is a beautiful remodeled cottage sitting up off the street in a serene, private location on a large lot. We enjoy an awesome location, 2 minutes from the freeway, 10 minutes to Mission Beach, Coronado, Little Italy, Downtown, Old Town and Mission Hills. The cottage is on a non-through street, providing our guests a quiet and beautiful spot to enjoy. The cottage is gorgeous, with a beautiful private yard and patio.

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!