Hillcrest vacation rentals

We found 1,003 vacation rentals — enter your dates for availability

Discover a selection of 37 homes, 17 apartments, and other vacation rentals in Hillcrest that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you need and want for your stay, including parking and a TV. You're sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Hillcrest

Showing deals for:Jun 12 - Jun 19

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Hillcrest

Why visit Hillcrest

  • Vibrant Farmers Market: Experience local produce and crafts at the popular Hillcrest Farmers Market, a must-visit on Sundays.
  • Cultural Hub: Enjoy the rich cultural diversity, with art galleries, theaters, and lively events throughout the year.
  • Scenic Parks: Explore waterfront parks and historic streets, perfect for leisurely strolls and outdoor relaxation.
  • Nightlife Excitement: Discover a lively nightlife scene with a range of bars, clubs, and entertainment options.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy homes, stylish condos, and modern apartments.

Popular types of accommodation around Hillcrest

If you’re looking for the perfect getaway in Hillcrest, you’re in the right place. Our vacation rentals include a variety of popular accommodations such as houses, stylish condos, and modern apartments. Whether you’re searching for cozy homes for rent or new boutique apartments, we have options that cater to every traveler’s needs. Enjoy your stay in Hillcrest with the comfort and convenience of our diverse rental offerings.

  • Houses: These are the top choice for visitors seeking spacious and comfortable accommodations, perfect for families or groups.
  • Condos: A popular option for those desiring modern amenities and a vibrant community atmosphere.
  • Apartments: Ideal for solo travelers or couples looking for a cozy home base with easy access to local attractions.
  • Cottages: Charming and quaint, these rentals offer a unique and homey experience, often with a touch of nature.
  • Villas: Luxurious and spacious, villas provide an upscale retreat for those seeking a lavish getaway.**

Top attractions in and around Hillcrest

Hillcrest, San Diego, is perfect for family and outdoor-themed vacations, offering attractions like urban parks, medical centers, and private gardens. Visitors can enjoy a vibrant cultural experience, explore the lively nightlife, and visit the popular Hillcrest Farmers Market. Whether you're traveling solo, with family, or friends, Hillcrest promises a delightful mix of relaxation and entertainment to make your trip memorable.

  • UC San Diego Health: This renowned medical center offers a unique blend of advanced healthcare and a welcoming atmosphere. It's known for its family-oriented environment, making it a significant community resource right in Hillcrest.
  • Balboa Park: A sprawling urban oasis, Balboa Park boasts beautiful gardens, stunning architecture, and diverse cultural institutions. Just a mile away, it’s perfect for leisurely strolls and exploration.
  • Marine Corps Recruit Depot: Located two miles from Hillcrest, this military installation is rich in history and characterized by friendly personnel. It offers a glimpse into the life of Marines and the dedication they embody.

Things to do recommended for couples

For a romantic getaway in Hillcrest, don't miss the luxury vibes at The Salvation Army Kroc Center, located 6 miles away. Enjoy the serene atmosphere and indulge in some quality time together at this private club, perfect for couples seeking a unique experience.

Things to do recommended for families

Families can explore the vibrant Hillcrest Farmers Market on Sundays, discover interactive exhibits at the San Diego Museum of Man, or enjoy a day at Balboa Park's playgrounds and gardens. Don't miss the nearby San Diego Zoo, home to countless amazing animals.

Things to do recommended for groups

Explore the vibrant Hillcrest Farmers Market on Sundays for local produce and crafts, or enjoy a fun-filled day at Balboa Park, where you can visit museums and gardens. Don’t miss the lively nightlife scene with diverse dining options and bars to unwind with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Hillcrest

When planning your trip—whether you're traveling with a group, family, pets, or looking for extended stays—be sure to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hillcrest with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Hillcrest with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Hillcrest: For many families, a vacation wouldn’t feel complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hillcrest: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Hillcrest

Hillcrest, a vibrant neighborhood in San Diego, offers a delightful mix of family-friendly activities and urban charm. Visitors can enjoy scenic strolls through historic streets, explore waterfront parks, and experience the warm hospitality of friendly locals. With its rich history and beautiful scenery, Hillcrest serves as a perfect base to discover the best of San Diego and its surrounding areas, making it an ideal destination for families and outdoor enthusiasts alike.

  • San Diego: San Diego, the sun-kissed coastal city, is renowned for its family-friendly atmosphere and outdoor adventures. As Hillcrest's host city, San Diego offers a vibrant mix of attractions, including stunning beaches perfect for sunbathing, surfing, or simply enjoying the ocean breeze. Families can explore renowned theme parks, such as SeaWorld and the San Diego Zoo, both of which provide unforgettable experiences for visitors of all ages. The city's shopping centers and resorts add to the overall appeal, making it an ideal destination for relaxation and entertainment.
  • Downtown San Diego: Located a mere 2 miles from Hillcrest, Downtown San Diego is a bustling neighborhood that blends urban excitement with coastal charm. This area is perfect for families seeking city-themed experiences, featuring an array of shopping malls and educational venues. Visitors can enjoy the vibrant waterfront, explore local attractions like the USS Midway Museum, and indulge in delectable dining options. The proximity to beaches and event venues enhances the travel experience, ensuring that there's always something happening in this lively hub.
  • Paseo De Mission Hills: Just 0.6 miles from Hillcrest, Paseo De Mission Hills is a charming neighborhood that offers a blend of family-friendly activities and outdoor exploration. This area is known for its historic sites and urban parks, making it perfect for leisurely strolls and family outings. Adventure seekers can visit nearby amusement parks, while education-focused travelers can explore local institutions. The neighborhood's scenic beauty and proximity to theme parks create a delightful travel experience, inviting visitors to immerse themselves in the culture and attractions of San Diego.

Best time to go to Hillcrest

If you're planning a trip to Hillcrest, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January57.4°F (14.1°C)Light RainSunnyAverageSlightly Low
February56.8°F (13.8°C)Light RainSunnyAverageSlightly Low
March58.1°F (14.5°C)No Rain (Dry)Mostly SunnyAverageAverage
April60.6°F (15.9°C)No Rain (Dry)SunnySlightly HighAverage
May62.6°F (17.0°C)No Rain (Dry)SunnyAverageAverage
June66.4°F (19.1°C)No Rain (Dry)SunnySlightly HighSlightly High
July70.5°F (21.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August72.3°F (22.4°C)No Rain (Dry)SunnyAverageSlightly High
September72.0°F (22.2°C)No Rain (Dry)SunnyAverageAverage
October68.2°F (20.1°C)No Rain (Dry)SunnySlightly LowSlightly Low
November62.6°F (17.0°C)No Rain (Dry)SunnySlightly LowAverage
December57.4°F (14.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. You may also find that extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll earn OneKeyCash on the full booking amount. Being the organizer truly has its benefits. Become a member of our One Key rewards program to enjoy exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform for planning your travel. You can create new trips, resume planning from where you last stopped, or manage your existing plans all in one place. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply go to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Hillcrest?
In Hillcrest, vacation houses are the most popular type of rental, with about 48 available throughout the neighborhood. These homes typically offer spacious layouts, multiple bedrooms, and features such as fully equipped kitchens and private outdoor spaces, making them ideal for families or groups seeking comfort and convenience. In addition, there are approximately 36 apartments and 22 condos, which provide a more compact living option, often including amenities like shared pools and fitness centers.
How much does it cost to rent a vacation home in Hillcrest?
Prices for vacation rentals in Hillcrest vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hillcrest to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Hillcrest vacation house rentals?
You can find great discounts on house rentals in Hillcrest on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Hillcrest?
In Hillcrest, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, and coffee or tea makers for a convenient morning boost. Many rentals also offer onsite parking, making it easy for guests with vehicles to explore the surrounding area. Additionally, properties often feature decks or patios, as well as balconies, providing lovely outdoor spaces to relax and enjoy the pleasant California weather.
Can I find family house rentals in Hillcrest?
In Hillcrest, California, there are numerous family-friendly house rentals available—about 66 in total. This vibrant neighborhood is known for its welcoming atmosphere and diverse community, making it an excellent choice for families. Many of the properties feature spacious living areas, full kitchens for family meals, and private outdoor spaces where children can play or parents can unwind.

Visitors will appreciate the proximity to attractions such as Balboa Park, which offers playgrounds, gardens, and museums, making it ideal for family outings. Additionally, nearby restaurants and shops provide convenient options for dining and entertainment.
Can I rent a vacation home with a pool or hot tub in Hillcrest?
In Hillcrest, California, travelers can find a variety of vacation homes available for rent that come equipped with both pools and hot tubs, with approximately 12 options featuring pools and around 24 offering hot tubs. This vibrant neighborhood is known for its lively option, vibrant dining scene, and proximity to downtown San Diego.

Vacation rentals in Hillcrest typically offer a range of amenities, including spacious outdoor areas with private pools, inviting hot tubs for relaxation, and fully equipped kitchens ideal for preparing meals. Many properties also include features like outdoor seating areas, barbecue grills, and modern entertainment systems.
Are there any Hillcrest vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Hillcrest with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Hillcrest?
Yes, you can book pet-friendly vacation rentals in Hillcrest, California. This vibrant neighborhood offers a variety of vacation homes, with over 50 options available for travelers with pets. Many of these rentals come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces, making them ideal for families or groups. Hillcrest is known for its eclectic atmosphere, featuring a mix of shops, restaurants, and parks that welcome pets. The nearby Balboa Park is a top highlight, providing expansive green spaces, walking trails, and pet-friendly areas where you can enjoy a day out with your furry friend.
Can I find long-stay vacation rentals in Hillcrest?
A long-stay vacation rental in Hillcrest is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Hillcrest for a vacation rental?
The best time to book a vacation rental in Hillcrest is during the vibrant summer months, particularly in July. This peak season, spanning from June to August, offers visitors a lively option filled with outdoor events, festivals, and a bustling local scene. The warm weather, with temperatures typically ranging from the mid-60s to low 80s Fahrenheit, makes it ideal for exploring the neighborhood's eclectic shops, dining at outdoor cafes, and enjoying the local parks.

In July, Hillcrest truly comes alive, attracting travelers seeking both relaxation and adventure. With numerous events and activities taking place, you can immerse yourself in the dynamic culture of the area. Whether you're strolling through the farmer's market or attending one of the neighborhood's famous Pride celebrations, there's always something exciting to experience.

For those looking for a more budget-friendly option, consider visiting in December. While this is a quieter time in Hillcrest, it offers a unique charm with festive decorations and local holiday events that capture the community spirit. Plus, the milder winter temperatures provide a comfortable setting for leisurely walks and exploration.

Ultimately, your choice of when to visit Hillcrest depends on whether you prefer the bustling summer atmosphere or the cozy ambiance of the off-season.
Are there any remote work vacation rentals in Hillcrest?
In Hillcrest, California, there are numerous options for remote work vacation rentals, with around 97 available in the area. This vibrant neighborhood is known for its lively option and proximity to various amenities, making it a great choice for remote workers. Many of these rentals offer essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas designed for productivity. Travelers can expect features like fully equipped kitchens for meal preparation, access to laundry facilities, and outdoor spaces for relaxation after a long day of work.

Hillcrest is conveniently located near cafes and eateries that are ideal for casual meetings or breaks, as well as parks where one can unwind. The neighborhood's rich cultural scene, with art galleries and local shops, adds to the appealing environment for remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Hillcrest vacation rental?
Book your Hillcrest vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Hillcrest, California, United States of America?
In Hillcrest, visitors can enjoy a vibrant mix of attractions that reflect the neighborhood's eclectic atmosphere. One of the top draws is Balboa Park, located just a short distance away, which features beautiful gardens, museums, and the renowned San Diego Zoo. Hillcrest itself is known for its lively dining scene, with numerous cafes, restaurants, and bars that cater to diverse tastes. The neighborhood also hosts a popular weekly farmers market, where locals and tourists alike can find fresh produce and artisanal products. Additionally, the area's rich LGBTQ+ history is celebrated through various events and establishments, making it a welcoming spot for all visitors.
Can I change or cancel my Hillcrest home rental booking on Vrbo?
To find Hillcrest vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Hillcrest vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas