Hillcrest holiday homes

We found 1,053 holiday rentals — enter your dates for availability
Discover a selection of 38 homes, 19 apartments and other holiday rentals in Hillcrest that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include cable TV and a washer and dryer. You're sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Hillcrest

Showing deals for:25 Dec - 1 Jan

Interior
Private kitchen
Interior
Interior
Exceptional
(6 reviews)

Modern Farmhouse in the Heart of San Diego

San Diego

8% off
NZ$15,282
for 7 nights, 1 home
NZ$2,183 per night
includes taxes & fees
Modern Farmhouse in the Heart of San Diego
Private kitchen
Property grounds
Room
Terrace/patio
Exceptional
(21 reviews)

Modern Industrial Gem in the heart of North Park, San Diego

San Diego

8% off
NZ$7,724
for 7 nights, 1 home
NZ$1,103 per night
includes taxes & fees
Modern Industrial Gem in the heart of North Park, San Diego
Living area
Dining
Interior
Room
Excellent
(8 reviews)

1920 Victorian Home 8 BDR 3BA Heart of little Italy Large Families or Business

San Diego

8% off
NZ$25,555
for 7 nights, 1 home
NZ$3,651 per night
includes taxes & fees
1920 Victorian Home 8 BDR 3BA Heart of little Italy Large Families or Business
Outdoor dining
Interior
Private kitchen
Terrace/patio
Exceptional
(7 reviews)

Stylish Studio w/ Big Patio

San Diego

11% off
NZ$2,726
for 7 nights, 1 home
NZ$389 per night
includes taxes & fees
Stylish Studio w/ Big Patio
Exterior detail
Living area
Living area
Private kitchen
Exceptional
(72 reviews)

Charming North Park house, with parking and new central Air.

San Diego

8% off
NZ$3,951
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
Charming North Park house, with parking and new central Air.
Outdoor dining
Dining
Living area
Private kitchen
Exceptional
(5 reviews)

Modern & Stylish Mission Hills Neighborhood Escape

San Diego

12% off
NZ$7,474
for 7 nights, 1 home
NZ$1,068 per night
includes taxes & fees
Modern & Stylish Mission Hills Neighborhood Escape
Terrace/patio
Exterior
Exterior
Outdoor dining
Exceptional
(27 reviews)

Hillcrest Hideaway one block from downtown action, dog friendly w/ private yard

San Diego

8% off
NZ$5,730
for 7 nights, 1 home
NZ$819 per night
includes taxes & fees
Hillcrest Hideaway one block from downtown action, dog friendly w/ private yard
Seating for 4 expandable to 6.
Enjoy the deck and relax in nature.
Seating area with Desk.  Wifi access 2 g and 5 g.
Individually controlled climate in the living spaces.
Exceptional
(48 reviews)

Gated Canyon Home Near Zoo & Beaches

San Diego

7% off
NZ$5,152
for 7 nights, 1 home
NZ$736 per night
includes taxes & fees
Gated Canyon Home Near Zoo & Beaches
Room
Exterior
Living area
Private kitchen
Wonderful
(52 reviews)

Adorable Quirky Hideaway BIG Private Enclosed Yard

San Diego

11% off
NZ$2,729
for 7 nights, 1 home
NZ$390 per night
includes taxes & fees
Adorable Quirky Hideaway BIG Private Enclosed Yard
Interior
Interior
Outdoor dining
Living room
Exceptional
(24 reviews)

Stunning Little Italy Villa - Private Hot Tub - Minutes to the Convention Center

San Diego

7% off
NZ$4,653
for 7 nights, 1 apartment
NZ$665 per night
includes taxes & fees
Stunning Little Italy Villa - Private Hot Tub - Minutes to the Convention Center
Private kitchen
Living area
Living area
Living area
Wonderful
(10 reviews)

Remodeled 1bd Craftsman Bungalow

San Diego

8% off
NZ$4,291
for 7 nights, 1 home
NZ$613 per night
includes taxes & fees
Remodeled 1bd Craftsman Bungalow
Living area
Living area
Living area
Exterior
Wonderful
(8 reviews)

Light & Bright 1BR, 2 mins to Zoo!

San Diego

11% off
NZ$3,986
for 7 nights, 1 home
NZ$569 per night
includes taxes & fees
Light & Bright 1BR, 2 mins to Zoo!
Private kitchen
Living area
Outdoor dining
Room
Exceptional
(17 reviews)

Adorable 1 Br. 1 Bath Apartment with AC in Sunny San Diego.

San Diego

8% off
NZ$3,644
for 7 nights, 1 apartment
NZ$521 per night
includes taxes & fees
Adorable 1 Br. 1 Bath Apartment with AC in Sunny San Diego.
Night view of Patio for dining, sunning, or just relaxing!
The Whaley House, the most haunted house in the USA! Take a tour if you dare!
Living area
Good light from skylight, windows, or LED overhead
Exceptional
(138 reviews)

GREAT Location @ Old Town! 2 blocks to restaurants, parks,trails &Train Station!

San Diego

8% off
NZ$3,441
for 7 nights, 1 home
NZ$492 per night
includes taxes & fees
GREAT Location @ Old Town! 2 blocks to restaurants, parks,trails &Train Station!
Private kitchen
Living area
Interior
Living area
Exceptional
(8 reviews)

Central Mission Hills Condo with Spectacular Views

San Diego

8% off
NZ$5,862
for 7 nights, 1 apartment
NZ$837 per night
includes taxes & fees
Central Mission Hills Condo with Spectacular Views
Interior
Exterior
Living area
Interior
Wonderful
(9 reviews)

Sunset in Old Town with a Perfect Location

San Diego

11% off
NZ$4,240
for 7 nights, 1 apartment
NZ$606 per night
includes taxes & fees
Sunset in Old Town with a Perfect Location
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

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

    More space, more privacy, more amenities — more value

Why visit Hillcrest

  • Vibrant local culture: Experience Hillcrest's lively atmosphere with friendly locals and unique shops.
  • Outdoor spaces: Enjoy urban parks and private gardens perfect for a relaxing stroll or picnic.
  • Historical significance: Discover nearby attractions that blend urban charm with rich history.
  • Family-friendly activities: Engage in various activities suitable for all ages, making it ideal for families.
  • Charming ambience: Delight in the picturesque outdoor lighting that enhances the neighbourhood’s charm.

Top attractions near Hillcrest

Hillcrest, San Diego is a fantastic destination for outdoor enthusiasts and families alike. You can explore urban parks, private gardens, and the maritime museum, all while soaking up vibrant local culture. Whether you're after a relaxing stroll or engaging activities, this lively area has something for everyone. Don’t forget to enjoy the charming outdoor lighting that adds to the ambience of this lovely neighbourhood during your visit.

  • San Diego Convention Center: A hub for events and conferences, this venue features modern architecture and ample space for gatherings. It’s vibrant with business activity, making it a unique spot for networking and exploring exhibitions.
  • Balboa Park: A stunning urban park filled with lush gardens, walking paths, and cultural institutions. It's perfect for a leisurely stroll amid beautiful flora, art, and history, providing a serene escape from the city bustle.
  • Seaport Village: A picturesque marina offering waterfront dining, boutique shops, and outdoor activities. Enjoy a relaxed beach vibe while taking in views of the bay, making it an ideal spot for adventure and leisure.

Things to do recommended for couples

Looking for a romantic getaway in Hillcrest? Enjoy a night of music at The Rady Shell, challenge each other at Golf Gardens Miniature Golf, or indulge in wine tasting at Carruth Cellars Winery. Each experience offers unique vibes, perfect for creating lasting memories together.

Things to do recommended for families

Families can catch a game at Petco Park, enjoy the charming Balboa Park Carousel, or unwind at De Anza Cove Park for a relaxing day outdoors. Each spot offers unique experiences just a short drive from Hillcrest, perfect for creating lasting memories together.

Things to do recommended for groups

Explore the vibrant Fashion Valley Mall for shopping and entertainment, visit the picturesque Coronado Ferry Landing for stunning views, or enjoy a cultural evening at the San Diego Civic Theatre, perfect for a memorable group experience in Hillcrest.

*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 heading off with a group, family, or even your pets, or if you're planning a longer getaway, be sure to sort your options by what matters most to you. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Hillcrest with a group: Think about how many bedrooms you’ll require, as well as features like a full kitchen or outdoor area for a group get-together. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Hillcrest with young kids: Travelling with little ones can be quite the challenge. It's important to prioritise their comfort and safety, along with ensuring access to 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, a family holiday just wouldn't be the same without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hillcrest: If you’re in search of holiday rentals with special offers for stays of a month or more, you’ve come to the right spot. By applying the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your search.

Where to stay near Hillcrest

Hillcrest, San Diego, offers a vibrant mix of outdoor living, designer landscaping, and fresh air, making it an ideal spot for a family-friendly city getaway. Explore the lively neighbourhood, where friendly locals and stunning scenery await. Nearby attractions enhance your experience with a blend of urban charm and historical significance, perfect for those looking to soak up the local vibe. Enjoy the best of California life in this welcoming community.

  • San Diego: San Diego is a vibrant city known for its stunning beaches and outdoor attractions. Located directly in San Diego, Hillcrest serves as a great base for exploring the city. Families can enjoy numerous activities, including visits to the famous San Diego Zoo and LEGOLAND California. The city is also home to beautiful parks and beaches, making it ideal for outdoor enthusiasts. For those looking to shop, the local shopping centres offer a variety of options, while the nearby theme parks provide fun for visitors of all ages.
  • Downtown San Diego: Just a couple of miles from Hillcrest, Downtown San Diego is a bustling urban hub filled with excitement. This area is popular among families and business travellers alike, featuring an array of shopping centres, theatres, and educational venues. Visitors can explore the iconic Gaslamp Quarter, known for its nightlife and historic architecture. Notable landmarks include the San Diego Convention Centre and Petco Park, home to the San Diego Padres. With its vibrant atmosphere and diverse activities, Downtown is perfect for both relaxation and entertainment.
  • Mission Valley: Also situated a couple of miles from Hillcrest, Mission Valley offers a city-focused experience with a family-friendly vibe. This neighbourhood is well-known for its extensive shopping options, including large shopping malls and boutique stores. Visitors can easily access attractions such as the scenic Mission Bay and the popular SeaWorld San Diego. The valley is also a great spot for outdoor adventures, with plenty of parks and pathways for biking and walking, ensuring that there's something for everyone to enjoy.

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.

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

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate quite a bit. Plus, extending your stay can often result in 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 holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy space for you to plan new trips, continue from where you paused, or review and arrange your travel plans. You can easily find properties you've saved or booked, sorted into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit Hillcrest for a holiday rental?
The best time to visit Hillcrest for a holiday rental is during the peak season from June to August, particularly in July when the area truly comes alive. This vibrant neighbourhood in San Diego boasts a warm climate, with temperatures often ranging from 18 to 30 degrees Celsius, making it great for outdoor activities and exploring the local culture.During these summer months, visitors can enjoy the lively option filled with events, festivals, and a variety of dining options, all within walking distance. The pleasant weather allows for comfortable sightseeing, whether you're strolling through the picturesque streets or relaxing in one of the many parks.For those seeking a more budget-friendly experience, consider visiting in December. Although it's outside the peak season, you'll find that the festive decorations and events create a unique charm. Plus, the cooler temperatures (averaging around 10 to 18 degrees Celsius) can still be enjoyable for exploring indoor attractions and cozy cafes.Ultimately, your choice depends on whether you're drawn to the bustling energy of summer or the quiet charm of the holiday season.
What are the top attractions in Hillcrest, California, United States of America?
In Hillcrest, visitors can enjoy a vibrant setting with a variety of attractions. The neighbourhood is well-known for its vibrant mix of shops, restaurants, and cafes, particularly along University Avenue, where you can find an array of dining options ranging from casual eateries to upscale restaurants. Hillcrest is also famous for its lively farmers market, held weekly, offering fresh produce and local goods.For those interested in cultural experiences, the nearby San Diego Museum of Art and the Museum of Man in Balboa Park are easily accessible and showcase a rich collection of art and history. The park itself is a beautiful green space, superb for leisurely strolls or picnics, and is home to the iconic San Diego Zoo.Additionally, Hillcrest has a strong LGBTQ+ community and hosts various events throughout the year, including the vibrant Pride Parade, making it a lively destination for both locals and tourists.
Are all fees included in the Hillcrest holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Hillcrest holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Hillcrest with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Hillcrest holiday homes?
You can find great discounts on holiday homes in Hillcrest on Bookabach, 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.
Can I change or cancel my Hillcrest holiday home booking on Bookabach?
To find Hillcrest holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Hillcrest?
A long-stay holiday home in Hillcrest is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Hillcrest holiday home?
Book your Hillcrest holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Hillcrest?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Hillcrest to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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