Hillcrest vacation rentals

We found 989 vacation rentals — enter your dates for availability

Discover a selection of 36 homes, 19 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:May 22 - May 29

Image gallery for Spectacular WaterView-New Penthouse Villa private hottub deck fire pit table bbq

Miscellaneous
10 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Spectacular WaterView-New Penthouse Villa private hottub deck fire pit table bbq

San Diego

11% off
Price is $529
$3,706 for 7 nights
All fees included
Spectacular WaterView-New Penthouse Villa private hottub deck fire pit table bbq

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Find out more about Hillcrest

Why visit Hillcrest

  • Outdoor activities: Enjoy urban parks and private gardens perfect for leisurely strolls and family picnics.
  • Cultural experiences: Visit the maritime museum and explore Hillcrest's rich history through local attractions.
  • Charming shopping: Browse quirky shops along picturesque streets for unique finds and local crafts.
  • Scenic views: Capture stunning vistas of the city, ideal for both relaxation and photography.
  • Variety of accommodations: Choose from cozy vacation homes to spacious condos, ensuring a comfortable stay.

Popular types of accommodation around Hillcrest

Discover the perfect getaway with Hillcrest vacation rentals. From cozy houses to modern condos and spacious apartments, we offer a variety of accommodations to suit every traveler's needs. Whether you're seeking a charming cottage or a larger house rental, Hillcrest has something for everyone. Let us help you find the ideal spot for your next adventure, ensuring a memorable stay filled with comfort and convenience.

  • Houses: The top choice for visitors in Hillcrest, ideal for families or groups seeking extra space and privacy.
  • Condos: A popular option that offers modern amenities and often stunning views, perfect for couples or small families.
  • Apartments: A favored selection for solo travelers or budget-conscious guests wanting a home-like experience.
  • Cottages: Charming and cozy, these rentals provide a quaint retreat in a serene setting.
  • Villas: Luxurious accommodations that offer spacious living and upscale amenities for a lavish getaway.**

Top attractions near Hillcrest

Hillcrest, San Diego, is perfect for outdoor, family, and city-themed vacations. Explore popular attractions like urban parks, private gardens, and the maritime museum, which offer rich cultural experiences and activities for all ages. Whether you're traveling solo, as a couple, or with family, you'll find a variety of engaging points of interest that cater to your desire for adventure and relaxation in this vibrant neighborhood.

  • San Diego Convention Center: Located 3 miles from Hillcrest, this vibrant venue hosts a variety of events, from conventions to expos, showcasing the business side of San Diego.
  • Balboa Park: Just 1 mile away, this stunning park features beautiful gardens, walking paths, and museums, offering a tranquil escape and a rich cultural experience.
  • Hotel Circle: Only 1 mile from Hillcrest, this lively street is lined with hotels, restaurants, and shops, capturing the energetic city vibe of San Diego.

Things to do recommended for couples

For a romantic getaway in Hillcrest, enjoy an enchanting concert at The Rady Shell, playfully compete at Golf Gardens Miniature Golf, or savor fine wines at Carruth Cellars Winery. Each experience offers a unique blend of romance and fun, perfect for couples seeking unforgettable moments.

Things to do recommended for families

Your family will love visiting Petco Park for an exciting sports atmosphere, enjoying the Balboa Park Carousel for delightful outdoor fun, and relaxing at De Anza Cove Park to unwind in a beautiful recreational setting. Each spot offers a unique experience that’s perfect for family travelers.

Things to do recommended for groups

Groups visiting Hillcrest can enjoy shopping at Fashion Valley Mall, just a mile away, explore the culture at San Diego Civic Theatre, two miles away, and unwind at Riverwalk Golf Club, also a mile away, perfect for sports and outdoor fun.

*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

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. 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 fully equipped kitchen or outdoor space for group activities. Luckily, you can easily filter for all of these options, and many more, on Vrbo.
  • Traveling to Hillcrest with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, as well as look for age-appropriate amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Hillcrest: For many families, a vacation just isn't the same without their furry companions. If you can relate, take a look at Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hillcrest: If you're searching for vacation rentals with special offers 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 options 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 outdoor activities and family-friendly attractions. Visitors can immerse themselves in the heart of Hillcrest, where friendly locals, stunning scenery, and rich history await. From exploring charming streets lined with quirky shops to enjoying gorgeous views of the city, Hillcrest is the perfect base for a memorable San Diego vacation filled with fun and exploration for all ages.

  • San Diego: San Diego is a vibrant city known for its stunning beaches, family-friendly activities, and outdoor adventures. Nestled along the coast of Southern California, it offers a diverse range of attractions from world-renowned theme parks like SeaWorld and LEGOLAND to its beautiful sandy beaches perfect for sunbathing and water sports. Visitors can explore shopping centers, enjoy fine dining, or relax in one of the many resorts dotting the shoreline. With a rich cultural scene and numerous educational venues, San Diego is a must-visit for families looking for a fun-packed vacation.
  • Downtown San Diego: Located 2 miles from Hillcrest, Downtown San Diego is the bustling epicenter of the city, offering a mix of family-friendly activities and business opportunities. This urban area features a variety of shopping centers, theaters, and educational institutions. Notable attractions include the San Diego Convention Center and Petco Park, where you can catch a Padres game. The waterfront area is lined with restaurants and bars, making it an ideal spot for an evening out. Downtown is perfect for those looking to experience the vibrant city life while having access to beautiful outdoor spaces.
  • Paseo De Mission Hills: Just 0.6 miles from Hillcrest, Paseo De Mission Hills is a charming neighborhood offering a blend of outdoor recreation and sports activities. The area is popular among sports enthusiasts, with access to stadiums and sports facilities, making it a great destination for catching a game. Additionally, visitors can explore local shopping centers and theaters. Enjoy leisurely strolls through the scenic parks or spend a day at the family beach nearby. Paseo De Mission Hills is perfect for those seeking an active vacation in a relaxed setting.

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 SunnyAverageSlightly Low
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 LowAverage
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 a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. Taking the lead as the planner truly pays off. By enrolling in our travel rewards program, One Key, you can quickly access member discounts and earn or redeem OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly area to plan new trips, continue from where you last stopped, or manage your travel arrangements. You can easily find the properties you've saved or booked, organized into categories such as Potential, Upcoming, and Current Trips. To get started with Trip Boards, simply visit: 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.

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