
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 G$27,195 GYD per night before taxes and fees

Verified guest reviews
Over 12,960 verified reviews to help you choose

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
100 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.

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.

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.

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.

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.

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.

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!

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.

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.

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.

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.

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!

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.
Popular amenities for Hillcrest family-friendly rentals
Family-friendly home rentals with a hot tub

Hidden Spa w/ Sauna and Hot Tub near Balboa Park

Cozy University Heights Cottage

Your Modern Lux Pool Resort in the Heart of SD

Lionhead - Private Boutique Home

Hot Tub, 2 Bedroom Park Blvd Condo

Dragonfly Cottage - In the Heart of San Diego

Beautiful Historic Home and Gardens Near Downtown!

Pool Oasis in Central Hillcrest by Park/Zoo
Family- and pet-friendly home rentals

Modern Spanish Casita. Sunny & Quiet with Kitchen!

Bright Oasis in the Heart of University Heights

Light & Airy Craftsman in Mission Hills/Hillcrest

Central charming 3b/2b in Little Italy

Boho San Diego Townhome, 2-Car Garage, AC, Laundry

Modern Penthouse -Walk to Everything in Hillcrest

Modern Bankers Hill Studio on Maple Canyon

1 of a kind! North Park, Hillcrest, Univ. Heights
Family-friendly home rentals with a pool

3BR Urban Oasis with Hot Tub, Pool & Private Deck

Modern Central SD Home w/ Pool & Spa Near Beach

Hillcrest canyon home casita with pool access

2 Bdrm, Kid-Friendly, Yard, Pool, Play, & Spa!

Beach<15min,Heated Pool,New Central AC, 4Br Family

On park. 1 bed apt.has air & small kitchen+w&d

Stunning 2BR/2BA| Plunge Pool, AC, Private

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa
Destinations to explore
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