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, 369 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, 448 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, 130 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
A historic Victorian landmark is presented, showcasing a charming architecture with a steeply pitched roof and decorative gables. Lush greenery and palm trees frame the front yard, while a brick pathway leads to the entrance, highlighting the home's inviting atmosphere.
Home in Hillcrest
4.98 out of 5 average rating, 137 reviews

Lovely Victorian Home in the Heart of San Diego

The Hardesty House, a historic Victorian landmark in the vibrant Hillcrest area of San Diego, offers modern comforts alongside its notable architecture. With six bedrooms and three and a half bathrooms, it can comfortably accommodate large or multigenerational groups. It is wheelchair accessible and has private parking. Located walking distance from San Diego's top restaurants, bars, and a short drive to attractions like Balboa Park, San Diego Zoo, Convention Center, downtown, and the beaches.

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, 840 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 private patio area is visible, adorned with a wooden structure and comfortable seating arrangements. The sparkling pool is set at a distance, surrounded by greenery. Sunlight casts gentle shadows, highlighting the textured concrete and wooden elements in the outdoor space.
Guest suite in Hillcrest
4.89 out of 5 average rating, 143 reviews

Hillcrest canyon home casita with pool access

Stay in a private canyon home in Hillcrest with pool access -just a few miles to the airport, downtown and little Italy. Walk to your favorite bars and restaurants in Hillcrest and Mission Hills, or explore Balboa Park, the world famous San Diego Zoo, and many of the nearby beaches, which are only a 10 -20 minute drive away. You will be 3 miles away from the Convention Center. My home is centrally located within 2 miles from the airport and almost everything is a 10 minute drive away.

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, 183 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.

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, 182 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.

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!

Top guest favourite
Apartment in Hillcrest
5.0 out of 5 average rating, 36 reviews

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

Welcome to Hillcrest Heights BNB! This peaceful retreat is situated on a quiet corner just blocks from popular restaurants and shops on 5th ave. Designated parking spot and 10 min from SD Airport and walking from Balboa park and Mission hills. Chef's kitchen, memory foam mattresses and room to spread out. Start your day with coffee on the front porch, and end with a delicious dinner at one of many nearby restaurants. Or cozy up in bed because you may never want to leave!

Guest favourite
Apartment in Hillcrest
4.91 out of 5 average rating, 105 reviews

Walk Score 99! Modern 1br sleeps 4 with parking!

Stay in the heart of San Diego’s historic Hillcrest neighborhood, surrounded by restaurants, unique shops, and vibrant nightlife—all just steps from your door. This stylish 1-bedroom apartment is designed for comfort and convenience, making it perfect for a romantic getaway or fun trip with friends. Enjoy a full kitchen, luxurious walk-in shower, washer & dryer, free off-street parking, keyless entry, A/C, Smart TVs, high-speed WiFi, and an electric fireplace.

Popular amenities for Hillcrest vacation rentals