Vacation rentals in Hillcrest

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Quick stats about vacation rentals in Hillcrest

  • Total vacation rentals

    Explore 460 vacation rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 39,200 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    450 of Hillcrest vacation 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 vacation 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, 362 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
A cozy living room features a yellow armchair and a sleek coffee table. Natural light filters through sheer curtains, illuminating the space. A flat-screen TV is positioned on a modern media console, beside decorative items including a tall potted plant and a small basket.
Apartment in University Heights
4.93 out of 5 average rating, 138 reviews

Bright Oasis in the Heart of University Heights

Enjoy this peacefully tucked-away neighborhood gem. Exceptional restaurants, top-rated bars, and exciting nightlife are all waiting only blocks away. This space is only a 5-minute walk from University Heights Main Street restaurants and shops and a 10-minute walk to the bus hub for direct Down Town/Gaslamp access or San Diego's train station for easy coastal exploration. Bike lanes make North Park, Normal Heights, South Park, Hillcrest, and Balboa Park quickly accessible by scooter or bike.

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
4.93 out of 5 average rating, 44 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

Guest favourite
A light-filled living space features a comfortable seating arrangement with two armchairs and a side table containing magazines. Large windows are dressed with soft drapes, and a wooden dining table is seen in the background, complemented by a stylish chandelier above.
Bungalow in Hillcrest
4.97 out of 5 average rating, 405 reviews

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.

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, 832 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, 259 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, 260 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
The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.
Bungalow in Greater North Park
4.96 out of 5 average rating, 174 reviews

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.

Guest favourite
Apartment in Hillcrest
4.92 out of 5 average rating, 96 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!

Guest favourite
A welcoming entrance features red brick steps leading up to a solid wooden door, framed by dark wooden beams. Lush greenery and potted plants accentuate the pathway, while large windows on either side provide natural light to the area.
Guesthouse in San Diego
4.95 out of 5 average rating, 515 reviews

Sweet Modern Studio Hillcrest, A/C Parking

This modern studio sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. 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.

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
4.87 out of 5 average rating, 175 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!

Guest favourite
An outdoor seating area is set on a lush green lawn, featuring a wooden coffee table surrounded by a rattan chair and two cushioned chairs. Warm ambient lighting highlights the nearby architectural details and creates a relaxed atmosphere as dusk settles in.
Condo in Hillcrest
4.88 out of 5 average rating, 147 reviews

Stunning Hillcrest Villa! Tub AC Parking Ping-Pong

Stunning Property in Hillcrest / Bankers Hill. Just remodeled property with dream gardens The Perfect Location, right next to Balboa Park, within minutes of the Convention Center, the Gas Lamp District, Little Italy, the Zoo and all San Diego attractions. Everything from the linens, towels and luxury posturepedic mattresses to appliances and furniture is top quality to provide you with the best Dream Vacation experience.

Popular amenities for Hillcrest vacation rentals

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