Hillcrest holiday rentals

We found 1,019 holiday rentals — enter your dates for availability
Discover a selection of 38 homes, 16 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:15 Jan - 22 Jan

Main bedroom
Lower deck and pool
Upper deck jacuzzi
Dining / kitchen
Exceptional
(7 reviews)

Pool oasis home in central Hillcrest by park/zoo

San Diego

11% off
S$8,058
for 7 nights, 1 home
S$1,151 per night
includes taxes & fees
Pool oasis home in central Hillcrest by park/zoo
Charming veranda off the Living Room
San Diego's Mediterranean climate invites one to relax outside - all year long
Partial street view of this private, walled + gated property
Spacious Living room w/fine architectural details and comfortable furnishings
Exceptional
(218 reviews)

Grand Treetop Suite at Resort-like Estate... steps to Balboa Park & Zoo

San Diego

5% off
S$2,722
for 7 nights, 1 home
S$389 per night
includes taxes & fees
Grand Treetop Suite at Resort-like Estate... steps to Balboa Park & Zoo
Interior
Dining
Living area
Interior
Excellent
(8 reviews)

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

San Diego

8% off
S$10,485
for 7 nights, 1 home
S$1,498 per night
includes taxes & fees
1920 Victorian Home 8 BDR 3BA Heart of little Italy Large Families or Business
Living area
Private kitchen
Living area
Room
Exceptional
(7 reviews)

Chic 3BR Spanish Bungalow in Walkable North Park

San Diego

13% off
S$3,771
for 7 nights, 1 home
S$539 per night
includes taxes & fees
Chic 3BR Spanish Bungalow in Walkable North Park
Living area
Outdoor dining
Property grounds
Living area
Exceptional
(166 reviews)

Stunning New Grand Villa! Amazing Amenities, Best Location Parking HutTub Tub AC

San Diego

7% off
S$4,747
for 7 nights, 1 home
S$678 per night
includes taxes & fees
Stunning New Grand Villa! Amazing Amenities, Best Location Parking HutTub Tub AC
Outdoor dining
Interior
Private kitchen
Terrace/patio
Exceptional
(7 reviews)

Stylish Studio w/ Big Patio

San Diego

10% off
S$1,253
for 7 nights, 1 home
S$179 per night
includes taxes & fees
Stylish Studio w/ Big Patio
Private kitchen
Living area
Pool
Exterior detail
Exceptional
(226 reviews)

Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views

San Diego

6% off
S$13,560
for 7 nights, 1 home
S$1,937 per night
includes taxes & fees
Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views
Dining
Private kitchen
Interior
Interior
Exceptional
(6 reviews)

Modern Farmhouse in the Heart of San Diego

San Diego

8% off
S$6,751
for 7 nights, 1 home
S$964 per night
includes taxes & fees
Modern Farmhouse in the Heart of San Diego
Private kitchen
Living area
Living area
Exterior detail
Exceptional
(72 reviews)

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

San Diego

8% off
S$2,377
for 7 nights, 1 home
S$340 per night
includes taxes & fees
Charming North Park house, with parking and new central Air.
Terrace/patio
Exterior
Exterior
Outdoor dining
Exceptional
(28 reviews)

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

San Diego

7% off
S$2,374
for 7 nights, 1 home
S$339 per night
includes taxes & fees
Hillcrest Hideaway one block from downtown action, dog friendly w/ private yard
Private seating with umbrella in front courtyard
Front courtyard entrance to Casita
Gate from driveway into courtyard
Fragrant Jasmine in courtyard entrance
Exceptional
(248 reviews)

Adorable Spanish style casita in fantastic area of Historic North Park

San Diego

7% off
S$1,733
for 7 nights, 1 home
S$248 per night
includes taxes & fees
Adorable Spanish style casita in fantastic area of Historic North Park
Exterior detail
Living area
Private kitchen
Outdoor dining
Exceptional
(19 reviews)

Renovated Old Town Home – Walkable, Private Yard & 2-Car Parking

San Diego

8% off
S$2,707
for 7 nights, 1 home
S$387 per night
includes taxes & fees
Renovated Old Town Home – Walkable, Private Yard & 2-Car Parking
Seating for 4 expandable to 6.
Enjoy the deck and relax in nature.
King size sleeper with foam mattress and high quality linens.
Seating area with Desk. Wifi access 2 g and 5 g.
Exceptional
(50 reviews)

Canyon Oasis Near Zoo & Beaches

San Diego

7% off
S$2,509
for 7 nights, 1 home
S$358 per night
includes taxes & fees
Canyon Oasis Near Zoo & Beaches
Private kitchen
Living area
Living area
Living area
Wonderful
(10 reviews)

Remodeled 1bd Craftsman Bungalow

San Diego

8% off
S$2,343
for 7 nights, 1 home
S$335 per night
includes taxes & fees
Remodeled 1bd Craftsman Bungalow
Room
Living area
Outdoor dining
Private kitchen
Exceptional
(18 reviews)

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

San Diego

8% off
S$2,634
for 7 nights, 1 apartment
S$376 per night
includes taxes & fees
Adorable 1 Br. 1 Bath Apartment with AC in Sunny San Diego.
Long driveway can accommodate 2-4 cars off the street and private
The Whaley House, the most haunted house in the USA! Take a tour if you dare!
Night view of Patio for dining, sunning, or just relaxing!
Living area
Exceptional
(138 reviews)

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

San Diego

8% off
S$2,486
for 7 nights, 1 home
S$355 per night
includes taxes & fees
GREAT Location @ Old Town! 2 blocks to restaurants, parks,trails &Train Station!
Living area
Living area
Living area
Exterior
Wonderful
(9 reviews)

Light & Bright 1BR, 2 mins to Zoo!

San Diego

11% off
S$1,856
for 7 nights, 1 home
S$265 per night
includes taxes & fees
Light & Bright 1BR, 2 mins to Zoo!
Living area
Living area
Room
Living area
Exceptional
(8 reviews)

Luxury-award winning loft Townhouse, top location

San Diego

7% off
S$4,509
for 7 nights, 1 home
S$644 per night
includes taxes & fees
Luxury-award winning loft Townhouse, top location
Interior
Interior
Outdoor dining
Living room
Exceptional
(25 reviews)

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

San Diego

7% off
S$2,733
for 7 nights, 1 apartment
S$390 per night
includes taxes & fees
Stunning Little Italy Villa - Private Hot Tub - Minutes to the Convention Center
Kitchen
Living area
Living area
Kitchen
Exceptional
(103 reviews)

Adorable San Diego Guesthouse

San Diego

10% off
S$1,264
for 7 nights, 1 room
S$181 per night
includes taxes & fees
Adorable San Diego Guesthouse
Dining
Living area
Private kitchen
Interior
Exceptional
(8 reviews)

Central Mission Hills Condo with Spectacular Views

San Diego

8% off
S$2,548
for 7 nights, 1 apartment
S$364 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

10% off
S$1,739
for 7 nights, 1 apartment
S$248 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

Frequently asked questions

What is the most popular type of holiday rental accommodation in Hillcrest?
Houses are the most popular style of holiday rental in Hillcrest, according to our data. Even if you've got something different in mind, Vrbo has holiday homes in many sizes and shapes. Filter our options to find your perfect match.
How much does it cost to rent a holiday rental in Hillcrest?
Length of stay, property type and time of year are some of the things that can influence the price of a holiday home. Simply click on your travel dates to find your perfect escape. From comfy cottages to sprawling villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Hillcrest?
The average price for a holiday home near the beach in Hillcrest will depend on when you'll be there and the size and style of property you want. You can quickly and easily find prices on Vrbo by entering your preferred travel dates and destination. Then use our handy filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday rentals in Hillcrest?
Pack a suitcase and a bone for your canine companion because Hillcrest has 75 holiday rentals that throw out the welcome mat to pets. Let your furriest friend have fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your travel dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Hillcrest?
Grab your swimming gear and inflatable unicorn, because there are 10 houses with a private pool in Hillcrest. Kick back at one of these superb holiday rentals and every day will be a pool day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Hillcrest?
When it comes to rental amenities that people search for in Hillcrest, nearby museums, a chef and tennis are the most popular. With Vrbo holiday homes, there are choices to suit your style and taste, whether you're on a trip with your partner, your family or even pets.
Are there large group holiday rentals in Hillcrest?
With four properties that can sleep 10 guests or more in Hillcrest, you don't have to leave anyone off your guest list. From holidays with the extended family to events like Christmas and birthday parties, Vrbo will help you find a large group rental to suit the occasion.
Are there holiday rentals in Hillcrest that welcome kids?
Hillcrest has 75 family-friendly holiday homes to pick from. And tracking down a stay that welcomes youngsters is easy with our "Properties good for families" filter. On top of having the entire place to yourselves, you'll get amenities and perks such as dining rooms, pools and kitchens.
What are the top attractions for families in Hillcrest?
There are tons of fabulous things to do and see with the family in Hillcrest, including:
  • San Diego Zoo
  • Mission Beach
  • USS Midway Museum
Are there one-bedroom holiday rentals in Hillcrest?
You'll find 23 one-bedroom properties in Hillcrest to choose from. A one-bedroom holiday rental is a wonderful choice if it's just the two of you or if you're holidaying alone. Throw in more convenience, privacy and space than a standard hotel, and you've got yourself an unforgettable trip.
Can I find two-bedroom holiday rentals in Hillcrest?
You can pick from 34 two-bedroom holiday homes in Hillcrest. Give your little ones the second room or fill it with a couple of your nearest and dearest friends. There's a comfy spot for whoever's lucky enough to be joining your journey.
Are there holiday rentals with WiFi in Hillcrest?
You'll have a choice of 33 holiday rentals with WiFi in Hillcrest. If you want to disconnect from the world on your holiday, but still want to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Hillcrest?
Decide on your travel dates and then use the filters to search for holiday rentals with air conditioning in Hillcrest on Vrbo. With 62 air-conditioned properties available, you can look forward to a cool and comfy break.
How old do you have to be to rent a holiday rental in Hillcrest?
You'll need to check with the Hillcrest holiday rental you want on Vrbo as the minimum age varies. However, generally it's 16, 18 or 21.
How long can I rent a holiday rental in Hillcrest for?
The amount of time you can book a Hillcrest holiday rental for is up to each property. Just tap in your preferred travel dates to browse options offering extended stays. They feature everything you need to make your extended trip more convenient and comfortable, such as kitchens and backyards. Some Vrbo holiday homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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