
Holiday houses in Hillcrest
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Top-rated holiday rentals in Hillcrest
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Walk to Balboa Park and Hillcrest from an Immaculate Home
Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

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.

Mike's House and Garden
The care taken to honor the atmosphere of the original 1910 house creates a feeling of another time and place. The house is secluded in a prize winning garden and approached through a stone pergola. The Craftsman furniture, lighting and antique Persian carpets reflect a distant and captivating sensibility. This house has been featured in three books and “American Bungalow” magazine. The garden was mentioned in Sunset Magazine and featured as one of the premier gardens of University Heights.

1920's Bungalow with Original Charm - Alcazar Court
• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Ultra Modern Penthouse w/ balcony - Best Location
Penthouse loft in recently built ultra-modern building. Minimal and clean, but with all of the essentials. Gorgeous sunrise 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 and bars and boutique shops. Other nearby attractions include Balboa Park, Downtown San Diego, SeaWorld, The San Diego Zoo, and Mission Beach.

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.

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!

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.

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!
Popular amenities for Hillcrest holiday rentals
Other great holiday rentals in Hillcrest

Urban Loft Oasis by Balboa Park

Studio Oasis in Hillcrest

Zen Oasis Close to downtown, 3 miles from Airport

Urban Retreat | 2BR in Hillcrest

Modern condo in Hillcrest/Mission Hills

Urban Oasis Near Downtown & Balboa Park

Spacious 2BD/2.5BA in the Heart of Hillcrest!

San Diego Hillcrest House, Retreat & Swimming Pool
When is the best time to visit Hillcrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 NZD | $240 NZD | $236 NZD | $241 NZD | $248 NZD | $264 NZD | $307 NZD | $271 NZD | $233 NZD | $245 NZD | $257 NZD | $269 NZD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about holiday rentals in Hillcrest

Total holiday rentals
Explore 460 holiday rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 39,030 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 130 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
460 of Hillcrest holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Hillcrest rentals

4.7 Average rating
Hillcrest stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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