Family-friendly vacation rentals in Hillcrest

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Hillcrest

  • Total vacation rentals

    Explore 170 vacation rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

  • Verified guest reviews

    Over 12,060 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Hillcrest vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hillcrest rentals

  • 4.8 Average rating

    Hillcrest stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Hillcrest

Guests agree: these family-friendly homes 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, 354 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
An inviting outdoor area is presented featuring a cozy sectional sofa with colorful cushions. Lounge chairs in light blue are positioned beside a palm tree, with soft lighting illuminating the space. An orange umbrella provides shade, creating a comfortable setting for relaxation.
Home in Hillcrest
4.93 out of 5 average rating, 167 reviews

Light & Airy Craftsman in Mission Hills/Hillcrest

This craftsman, built in 1923, was recently updated with modern finishes throughout! It includes a vaulted ceiling in the great room and plenty of outdoor spaces in the fully-fenced in yard, in addition to an outdoor shower to clean up after the beach. The open main room has areas for all your needs: fully stocked kitchen with gas stove, dining area, two-person breakfast counter, living room with flat screen TV, and an office area with two computer monitors & a keyboard for your personal use.

Top guest favorite
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, 425 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 favorite
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
4.96 out of 5 average rating, 118 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 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, 825 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 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, 363 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 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
4.96 out of 5 average rating, 255 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 favorite
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, 166 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 favorite
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, 109 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.

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, 126 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, 169 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 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, 268 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 family-friendly rentals