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 $17 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    450 of Hillcrest holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Hillcrest rentals

  • 4.8 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, 363 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.

Guest favourite
An oversized sofa occupies the living room, featuring soft cushions and a central ottoman. Natural light enters through multiple large windows, which are framed by light blue curtains. A decorative mirror and a plant add a touch of elegance to the space.
Home in Hillcrest
4.95 out of 5 average rating, 153 reviews

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.

Guest favourite
A serene bedroom is presented with a spacious bed draped in a white duvet and adorned with decorative pillows. Light green walls complement the wooden furniture. Natural light filters through two windows, and air conditioning is visibly mounted on the wall, enhancing comfort.
Apartment in Hillcrest
4.88 out of 5 average rating, 49 reviews

Clean, Modern, & Cozy Apartment

Welcome to this relaxing retreat in the heart of Hillcrest, San Diego. As soon as you walk through the front door, you will immediately fall in love with the stylish furnishings, helpful amenities, and very walkable location. You're just a hop, skip, or jump away from all that Hillcrest, and San Diego have to offer. Dedicated parking space in front of building. Property highlights include brand new TVs w/ Netflix in each room, air conditioning, in-unit washer/dryer, a workstation, high-speed wif

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, 442 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.

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, 834 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.

Superhost
The open-concept living area presents a modern design with high ceilings and large windows offering views of the outdoors. A comfortable couch is accompanied by a chair and coffee table, while a dining table accommodates four. Natural light fills the space, highlighted by polished concrete floors.
Loft in Hillcrest
4.81 out of 5 average rating, 263 reviews

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.

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, 264 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, 465 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 bright and airy living space features high ceilings and large windows, allowing natural light to flood in. A wooden dining table with black chairs is positioned beside a cozy seating area with a sofa and a floor lamp. A spiral staircase leads to the upper loft area.
Loft in Hillcrest
4.85 out of 5 average rating, 266 reviews

Centrally Located Designer Loft w/ Parking and A/C

Discover this unique loft apartment in San Diego’s vibrant Hillcrest neighborhood! Enjoy a cozy living area with a sofa and TV, plus a dining table for four. The well-equipped kitchen features all you need to whip up meals. Relax on the large private balcony, perfect for soaking up the sun! Upstairs, find a serene loft bedroom with a queen bed and full bath. With dining, shopping, and nightlife just steps away, this chic retreat is your ideal home base for exploring San Diego!

Guest favourite
Apartment in Hillcrest
4.92 out of 5 average rating, 99 reviews

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!

Top Guest favourite
A charming historical home is portrayed with a welcoming front porch and steps leading to the entrance. Lush greenery surrounds the property, with a hammock suspended between two trees. Bright sunlight filters through the leaves, highlighting the inviting atmosphere of the exterior.
Home in University Heights
4.98 out of 5 average rating, 114 reviews

Cozy & Quaint... blocks from Contemporary & Cool

This beautiful, historical home in charming and quiet University Heights is a 5 min walk to the heart of Hillcrest. Pride anyone? For those into Comic-Con, it's only a 10 minute drive to The Gaslamp District/ Convention Center! Take advantage of the central location within a short distance of great dining, entertainment, and night life. Balboa Park is just a mile. ... or enjoy your time around the house with the many options for outdoor relaxation.

Guest favourite
An outdoor space features lounge seating arranged around a fire pit, surrounded by string lights creating a cozy atmosphere. The interior showcases a vibrant yellow couch, a fully equipped kitchen with modern appliances, and a tranquil bedroom highlighted by stylish wall decor.
Home in Hillcrest
4.86 out of 5 average rating, 177 reviews

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