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Vacation rentals in Hillcrest

Find and book unique accommodations on Airbnb

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 G$2,083 GYD 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 & 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

  • Wi-Fi availability

    450 of Hillcrest vacation 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 vacation rentals in Hillcrest

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.

Top guest favorite
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.

Guest favorite
Bungalow in Hillcrest
4.92 out of 5 average rating, 358 reviews

1920s Spanish Revival Bungalow Studio - Alcazar Court

Alcazar Court Bungalows are just 10 to 15 minutes from most San Diego Attractions - Convention Center, Downtown, Beaches, Balboa Park and San Diego Zoo, Shopping, and Night Life. Alcazar Court is nestled on a corner in historic Hillcrest. Wander pedestrian-friendly streets with sidewalk cafes, bars, restaurants, and shops. There are 100s of cafes, shops, and bars, Theaters are just a 5-minute walk away - Get yourself lost - find some interesting people, places, and good things to eat.

Top guest favorite
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, 375 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.

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, 260 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 favorite
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!

Guest favorite
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.

Top guest favorite
An outdoor patio is surrounded by lush greenery, featuring vibrant flowers and ferns. A rustic wooden feature stands to one side, complementing the warm-toned brick flooring. A large glass door provides access to the interior, inviting natural light into the space.
Guesthouse in Hillcrest
4.9 out of 5 average rating, 251 reviews

Relaxing Oasis - short walk to shops & recreation

The Zen Den- This small oasis boasts a location that offers the best of both worlds: a quiet sanctuary for some tranquil R&R, and close proximity to San Diego’s best nightlife, sightseeing, and recreation. The studio opens up to an outdoor patio perfect for San Diego’s sunny and 70 weather. Your blissful retreat is located one block from the bustling metro district of Hillcrest with coffee shops, restaurants, parks, walking/running trails, and more.

Top guest favorite
A charming craftsman bungalow is presented, surrounded by lush greenery and flowers. The inviting exterior features a covered porch and multiple large windows that provide natural light. The structure maintains its classic architectural style while nestled in a tranquil neighborhood.
Home in Mission Hills
4.95 out of 5 average rating, 129 reviews

Bush Street Home in San Diego

Welcome home! A spacious & open floor plan, this renovated craftsman home has 2 bedrooms & a bath. From a cozy living room with a smart TV & a fully equipped kitchen, you can make yourself at home knowing you’ll have a cozy place to relax after sight seeing & make the most of your home-away-from-home. Close to downtown San Diego, Balboa Park, Gaslamp, Little Italy, walking distance to Hillcrest & many restaurants, coffee shops and grocery stores.

Guest favorite
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!

Top guest favorite
A tranquil outdoor space features a large tree providing shade over a wooden platform. A serene Buddha statue is situated on the platform, surrounded by vibrant foliage and decorative stones. Stairs lead to the upper apartments, while lush greenery creates a calming atmosphere.
Apartment in Hillcrest
4.96 out of 5 average rating, 532 reviews

Hillcrest #1 Cozy Private Balcony ZenGarden Garage

Heat up the cherry red kettle or a complementary coffee, sit back and enjoy, on your private balcony, overlooking the serene, Zen garden, while listening to the zen fountain. Zen Buddha, awaits your exit and every arrival to the property, whether retuning from the eclectic Hillcrest nightlife, or a scenic stroll through Balboa Park, with its many museums, gardens, fountains, restaurants and coffee shops.

Guest favorite
An outdoor dining area is illuminated under soft lighting, featuring a table surrounded by chairs. A hot tub is visible in the corner, with lush greenery framing the space, creating a tranquil atmosphere for relaxation and enjoyment.
Home in Hillcrest
4.92 out of 5 average rating, 271 reviews

Beautiful House in Hillcrest with Tub Parking AC

San Diego Villa, a Zen House in Hillcrest! Perfect Location: Centrally, within minutes of all San Diego attractions and walking distance to all major supermarkets shops and many restaurants and bars. Amazing Amenities: Hot Tub, luxurious features and appliances, Egyptian cotton sheets, and more. Comfort: peaceful and quiet with all the amenities you need, centra AC, and parking.

Popular amenities for Hillcrest, San Diego vacation rentals

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. San Diego
  6. Hillcrest