
Holiday houses in Hillcrest
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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 $14 AUD 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
Top-rated holiday rentals in Hillcrest
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Vintage Spanish Revival Home - Balboa Park - 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 - a 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.

Hillcrest Luxury Cottage | Near Balboa Park
On one of San Diego's most special streets, this serene home invites you to slow down and stay awhile. Thoughtfully furnished with natural textures and a calming palette, the space feels both elevated and effortlessly comfortable. Steps from Balboa Park's trails and local coffee shops, yet tucked away, it's a perfect blend of connection and retreat. Here, modern comfort meets historic charm in a neighborhood known for its easy access to everything that makes San Diego special. @stayoncypress

MIKE'S PLACE - A PRIVATE COTTAGE
The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi, Smart TV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

Historic Architecture and Delightful Urban Retreat
Designed by world-famous architect Irving J. Gill, this historically designated 1910 home is light and open, retaining its unique character while offering modern comforts. It offers stunning views of its private garden, with a calm beauty that makes it hard to leave. Walk to Whole Foods, Trader Joe's, gourmet stores, and local Hillcrest restaurants. Perfectly located to enjoy Balboa Park, the weekly Farmers Market, CityFest, Taste of Hillcrest, the annual Pride Parade, and Comic-Con.

Bright & Spacious Hillcrest Loft w Expansive Deck!
Welcome to your urban oasis in the heart of Hillcrest! This beautifully designed loft features abundant natural light and offers a seamless blend of indoor and outdoor living. Enter your large private deck - perfect for lounging under the San Diego Sun! This inviting space includes a comfortable living area, dining for four, and a well-equipped kitchen. With two staircases leading up, this unique retreat ensures you have a tranquil escape in vibrant San Diego. Book your stay today!

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.

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!

Modern home in the heart of SD
This stylish, modern apartment is located in the heart of San Diego's historic Hillcrest neighborhood. Hillcrest has an abundance of restaurants, unique stores, and nightlife venues, many of which are just steps from this home! This one bedroom apartment contains a full kitchen, luxurious walk-in shower, washer & dryer, free off-street parking spot, keyless entry, A/C, Smart TVs, and High-Speed WIFI. It is perfect for a romantic getaway or a fun friend trip to San Diego!

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

Hillcrest Haven | Near San Diego Zoo & Balboa Park

Penthouse Designer Hillcrest Retreat w/ Pool & Gym

Enchanting Storybook home in Hillcrest

Swanky Studio in Vibrant Hillcrest

Clean, Modern, & Cozy Apartment

Hotel Room (West) | Hillcrest | Walk to Balboa

Luxury Designer Hillcrest Retreat w/ Pool & Gym

New 1Br, Close to Bars, AC, Laundry, Parking, LUX
Destinations to explore
- Family-friendly rentals Hillcrest
- Rentals with a patio Hillcrest
- Rentals with a hot tub Hillcrest
- Fitness-friendly rentals Hillcrest
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- Rentals with pools Hillcrest
- Rentals with breakfast Hillcrest
- House rentals Hillcrest
- Rentals with a fireplace Hillcrest
- Rentals with a washing machine and dryer Hillcrest
- Rentals with outdoor seating Hillcrest
- Apartment rentals Hillcrest
- Pet-friendly rentals Hillcrest
- Rentals with an EV charger Hillcrest
- Condo rentals Hillcrest
- Rentals with a fire pit Hillcrest
- Rosarito Beach
- SeaWorld San Diego
- Coronado Beach
- University of California-San Diego
- LEGOLAND California
- San Diego Zoo
- San Diego Zoo Safari Park
- Petco Park
- San Diego Convention Center E Ent
- Pacific Beach
- Balboa Park
- Tijuana Beach
- Pechanga Resort Casino
- San Diego State University
- Torrey Pines State Beach
- Oceanside City Beach
- Mission Beach
- Ocean Front Walk
- Las Olas Resort & Spa
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- San Onofre Beach





