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.

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Top guest favourite
A modern kitchen features sleek wooden cabinets and white countertops, with a central island that provides additional seating. Stainless steel appliances are present, and a wall of glass allows natural light to fill the space. Cookware hangs elegantly above the island.
Home in Hillcrest
4.95 out of 5 average rating, 368 reviews

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.

Top guest favourite
A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.
Bungalow in Hillcrest
4.97 out of 5 average rating, 447 reviews

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.

Guest favourite
The living area features a spacious sectional sofa facing a modern television mounted above a stone fireplace. A round white coffee table is positioned centrally on a polished floor, while a potted plant adds a touch of greenery. Natural light floods in through the large window.
Home in San Diego
4.95 out of 5 average rating, 129 reviews

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,

Top guest favourite
Home in Hillcrest
4.99 out of 5 average rating, 141 reviews

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!

Top guest favourite
An open living and dining area features natural wood flooring and white wooden paneling. A soft seating arrangement with neutral cushions is positioned beside a small storage basket. A dining table with light wooden chairs is visible, illuminated by ample natural light from the adjacent windows.
Home in Hillcrest
4.98 out of 5 average rating, 41 reviews

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

Top guest favourite
A charming cottage is set within a lush garden, featuring a variety of tropical plants and vibrant flowers. The pathway leads to the entrance, framed by palm and cacti, inviting guests to explore the serene outdoor space.
Guest suite in University Heights
4.98 out of 5 average rating, 838 reviews

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.

Top guest favourite
The image displays a wooden deck leading to a private entrance. Two chairs are positioned on the deck, accompanied by a beach umbrella. Decorative elements are visible on the railing, and a welcome mat is placed by the door.
Guest suite in Hillcrest
4.96 out of 5 average rating, 387 reviews

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.

Guest favourite
A well-organized studio space features a spacious bed with neutral bedding, positioned alongside a small dining area with two high-backed chairs. A compact kitchenette is equipped with a microwave and a refrigerator, and natural light filters through a window, enhancing the bright atmosphere.
Home in Hillcrest
4.77 out of 5 average rating, 332 reviews

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

Top guest favourite
An inviting outdoor area features a modern infinity pool, surrounded by lush greenery. Comfortable seating in blue upholstery invites relaxation, while sun loungers provide additional spaces for sunbathing. The serene atmosphere is enhanced by the tranquility of nature in the background.
Home in Hillcrest
4.92 out of 5 average rating, 181 reviews

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.

Guest favourite
A bright living area features a comfortable light gray sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, and a wall-mounted television is visible. Natural light filters through a large window beside the front door, which is framed with greenery.
Cottage in Hillcrest
4.97 out of 5 average rating, 268 reviews

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!

Top guest favourite
A cozy living area features a navy blue sofa adorned with yellow and white cushions. Natural light floods in through two windows, illuminating the warm wooden floors. Decorative elements include a gold-framed mirror and a stylish floor lamp, enhancing the space's modern appeal.
Home in San Diego
4.96 out of 5 average rating, 471 reviews

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!

Guest favourite
A spacious lounge area is visible, featuring a leather sofa and modern armchairs set around a glass coffee table. A dining table with white chairs stands beneath large windows that flood the space with natural light, complementing the minimalist décor.
Flat in Hillcrest
4.91 out of 5 average rating, 64 reviews

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