
Holiday rentals 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 €9 per night before taxes and fees

Verified guest reviews
Over 39,200 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
450 of Hillcrest holiday rentals include wifi access

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

4.8 Average rating
Hillcrest stays are highly rated by guests – averaging 4.8 out of 5!
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.

Central Charm in Hillcrest near Scripps Mercy
Your family will be close to everything when you stay at this centrally-located place, making it the perfect home base for your San Diego adventures. Walk to Hillcrest's vibrant heart, where you’ll find a wide variety of restaurants, bars, and shops at your doorstep. Enjoy easy access to Balboa Park and the world-famous Zoo, just minutes away! Explore nature and culture with ease. This clean-cut, cozy 3-bedroom home offers a relaxing space to unwind after a day in the city. Recharge in comfort,

Secret Room in Stunning Home | Game Room
Welcome to the first home ever built in Hillcrest (1903) - completely reimagined as a sophisticated, artistic retreat designed to create moments of wonder, peace, and joy! 4 BR sleeps 8. Rejuvenate in the INFRARED SAUNA. Discover the SECRET ROOM through a bookshelf. Relax in the oasis PRIVATE YARD with fire pit and putting green. Play in the Game room with pool table, Pac-Man, foosball. Wake up at Coffee station. 1-2 blocks from everything. Parking, 2 cars. Proudly owner-hosted. This is bliss!

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.

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.

Hidden Gem Studio Middle of Historic Hillcrest SD
Location, Location, Location...this private & completely remodeled studio sits in the middle of San Diego's lovely Hillcrest neighborhood. A 5 minute walk takes you to Whole Foods, Trader Joe's or Ralph's for shopping ~ and many of the trendy restaurants / bars / cafe's & shops are close by. Zoo, Balboa Park, Gaslamp, Downtown less than 5 minutes away - Airport, Beaches 10 minute ride away. The studio is downstairs from the main house with a separate entrance & completely private

Pool Oasis in Central Hillcrest by Park/Zoo
The enormous infinite edge pool floats above the jungle floor. Perched on a private canyon, this modern house is conveniently located in the heart of Hillcrest, walking distance to restaurants, bars, Balboa Park, the San Diego Zoo. Private paradise in walking neighborhood! Multiple private work spaces with treetop views. Cinema room with surround sound! NOTE: Not suitable for young children (heights, noise restrictions, breakables). NO PETS! NO PARTIES! (STRICT!). TOT# 641946.

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!

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!

Penthouse w/ Huge Balcony & Views. Ideal location
Recently built and beautifully designed penthouse loft in uber modern building with abundant natural light and seamless indoor/outdoor living. UNBEATABLE LOCATION in Hillcrest! Walk to Balboa Park, San Diego Zoo, Whole Foods, Trader Joes, San Diego's finest restaurants, great nightlife and Sunday Farmers Market. Gorgeous sunrise and neighborhood views from large private terrace. Reserved parking available. Book now to enjoy a stylish experience at this centrally-located gem.
Popular amenities for Hillcrest holiday rentals
Other great holiday rentals in Hillcrest

Family-friendly, walk to Balboa park, 10 min to DT

Bright & Spacious Hillcrest Loft w Expansive Deck!

Historic Architecture and Delightful Urban Retreat

Hillcrest Haven | Near San Diego Zoo & Balboa Park

Chic Stay in the Heart of Hillcrest

Hillcrest Home with Canyon view

Historic Apartment Home

Hillcrest Hideaway Right in the Center
Destinations to explore
- SeaWorld San Diego
- Coronado Beach
- LEGOLAND California
- Rosarito Beach
- University of California-San Diego
- San Diego Zoo
- Petco Park
- San Diego Convention Center E Ent
- San Diego Zoo Safari Park
- Pacific Beach
- Tijuana Beach
- Balboa Park
- San Diego State University
- Pechanga Resort Casino
- Torrey Pines State Beach
- Mission Beach
- Ocean Front Walk
- Oceanside City Beach
- Las Olas Resort & Spa
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego





