Hillcrest holiday rentals
We found 1,051 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:18 Dec - 25 Dec

Exceptional
(6 reviews)
Modern Farmhouse in the Heart of San Diego
San Diego
AU$9,511
for 7 nights, 1 home
AU$1,359 per night
includes taxes & fees

Exceptional
(21 reviews)
Modern Industrial Gem in the heart of North Park, San Diego
San Diego
AU$4,661
for 7 nights, 1 home
AU$666 per night
includes taxes & fees

Exceptional
(7 reviews)
Stylish Studio w/ Big Patio
San Diego
AU$1,703
for 7 nights, 1 home
AU$243 per night
includes taxes & fees

Exceptional
(7 reviews)
Chic 3BR Spanish Bungalow in Walkable North Park
San Diego
AU$5,245
for 7 nights, 1 home
AU$749 per night
includes taxes & fees

Excellent
(8 reviews)
1920 Victorian Home 8 BDR 3BA Heart of little Italy Large Families or Business
San Diego
AU$17,070
for 7 nights, 1 home
AU$2,439 per night
includes taxes & fees

Exceptional
(70 reviews)
Charming North Park house, with parking and new central Air.
San Diego
AU$2,830
for 7 nights, 1 home
AU$404 per night
includes taxes & fees

Exceptional
(17 reviews)
Renovated Old Town Home – Walkable, Private Yard & 2-Car Parking
San Diego
AU$3,750
for 7 nights, 1 home
AU$536 per night
includes taxes & fees

Exceptional
(106 reviews)
Buddha's Zen Retreat-a Lush Tropical Estate - Near Zoo, Beaches, Downtown, Parks
San Diego
AU$9,030
for 7 nights, 1 home
AU$1,290 per night
includes taxes & fees

Exceptional
(48 reviews)
Gated Canyon Home Near Zoo & Beaches
San Diego
AU$3,304
for 7 nights, 1 home
AU$472 per night
includes taxes & fees

Exceptional
(27 reviews)
Hillcrest Hideaway one block from downtown action, dog friendly w/ private yard
San Diego
AU$4,490
for 7 nights, 1 home
AU$641 per night
includes taxes & fees

Wonderful
(52 reviews)
Adorable Quirky Hideaway BIG Private Enclosed Yard
San Diego
AU$1,544
for 7 nights, 1 home
AU$221 per night
includes taxes & fees

Exceptional
(24 reviews)
Stunning Little Italy Villa - Private Hot Tub - Minutes to the Convention Center
San Diego
AU$3,277
for 7 nights, 1 apartment
AU$468 per night
includes taxes & fees

Exceptional
(11 reviews)
Trendy Mission Hills Condo, Parking, Central
San Diego
AU$3,146
for 7 nights, 1 apartment
AU$449 per night
includes taxes & fees

Wonderful
(10 reviews)
Remodeled 1bd Craftsman Bungalow
San Diego
AU$2,872
for 7 nights, 1 home
AU$410 per night
includes taxes & fees

Exceptional
(7 reviews)
Central Mission Hills Condo with Spectacular Views
San Diego
AU$3,615
for 7 nights, 1 apartment
AU$516 per night
includes taxes & fees

Exceptional
(138 reviews)
GREAT Location @ Old Town! 2 blocks to restaurants, parks,trails &Train Station!
San Diego
AU$2,765
for 7 nights, 1 home
AU$395 per night
includes taxes & fees

Wonderful
(9 reviews)
Sunset in Old Town with a Perfect Location
San Diego
AU$2,208
for 7 nights, 1 apartment
AU$315 per night
includes taxes & fees

Exceptional
(16 reviews)
Adorable 1 Br. 1 Bath Apartment with AC in Sunny San Diego.
San Diego
AU$2,929
for 7 nights, 1 apartment
AU$418 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Hillcrest

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Sleeps 2 · 1 bedroom

The Perfect Blend of Comfort & Style in South Park
Sleeps 4 · 1 bedroom · 1 bathroom

Adorable Quirky Hideaway BIG Private Enclosed Yard
Sleeps 3 · 1 bathroom

A Walkable Music-Themed Escape Near Downtown
Sleeps 5 · 2 bedrooms · 1 bathroom

Light & Bright Spanish-Style Beauty, 3 min to Zoo!
Sleeps 4 · 2 bedrooms · 1 bathroom

Walk to San Diego Zoo, Restaurant Row, Close to Petco Park, Rady's Shell & more
Sleeps 4 · 2 bedrooms · 1+ bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Hillcrest holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Hillcrest to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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