Old Town San Diego holiday rentals

We found 262 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Old Town San Diego that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Old Town San Diego

Showing deals for:25 Dec - 1 Jan

Dining
Private kitchen
Interior
Interior
Exceptional
(6 reviews)

Modern Farmhouse in the Heart of San Diego

San Diego

8% off
AU$11,833
for 7 nights, 1 home
AU$1,690 per night
includes taxes & fees
Modern Farmhouse in the Heart of San Diego
Individually controlled climate in the living spaces.
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
(48 reviews)

Gated Canyon Home Near Zoo & Beaches

San Diego

8% off
AU$4,038
for 7 nights, 1 home
AU$577 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
AU$2,225
for 7 nights, 1 home
AU$318 per night
includes taxes & fees
Adorable Quirky Hideaway BIG Private Enclosed Yard
Exterior
Living area
Room
Private kitchen
Exceptional
(17 reviews)

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

San Diego

8% off
AU$2,940
for 7 nights, 1 apartment
AU$420 per night
includes taxes & fees
Adorable 1 Br. 1 Bath Apartment with AC in Sunny San Diego.
Living area
The Whaley House, the most haunted house in the USA! Take a tour if you dare!
Good light from skylight, windows, or LED overhead
Night view of Patio for dining, sunning, or just relaxing!
Exceptional
(138 reviews)

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

San Diego

8% off
AU$2,775
for 7 nights, 1 home
AU$396 per night
includes taxes & fees
GREAT Location @ Old Town! 2 blocks to restaurants, parks,trails &Train Station!
Private kitchen
Living area
Dining
Interior
Exceptional
(8 reviews)

Central Mission Hills Condo with Spectacular Views

San Diego

8% off
AU$4,597
for 7 nights, 1 apartment
AU$657 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
AU$3,457
for 7 nights, 1 apartment
AU$494 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

When is the best time to visit Old Town San Diego for a holiday rental?
The most popular time to visit Old Town San Diego is during the peak season from June to August, with July standing out as the busiest month. This vibrant period attracts families and tourists eager to soak up the sun, explore the rich history, and enjoy the lively option of this historic district. Outdoor activities abound, from strolling through the charming streets lined with shops and restaurants to participating in cultural events and festivals.During these summer months, visitors can expect warm temperatures, typically ranging from the mid-teens to mid-twenties Celsius, ideal for outdoor sightseeing and enjoying the many attractions, such as the Old Town San Diego State Historic Park. The pleasant climate allows for leisurely days filled with activities like exploring the local cuisine or visiting museums, all within walking distance.For those considering a more budget-friendly option, November is a wonderful time to visit. While the crowds have thinned, the weather remains mild, providing a comfortable backdrop for exploring the historic sites and indulging in the local culinary scene without the hustle and bustle of peak season. This quieter month offers a unique chance to appreciate the charm of Old Town at a more relaxed pace.Ultimately, your choice of when to visit Old Town San Diego will depend on whether you prefer the energetic buzz of summer or the tranquil exploration of the shoulder season.
What are the top attractions in Old Town San Diego, California, United States of America?
In Old Town San Diego, visitors can engage in the rich history and vibrant culture of California's early days. The Old Town San Diego State Historic Park is a must-visit, featuring preserved buildings and museums that showcase life in the 19th century. Nearby, the Whaley House, known for its intriguing ghost stories, offers guided tours that delve into its haunted past.For those interested in authentic Mexican cuisine, the area is home to numerous eateries where you can savour traditional dishes and vibrant street food. Additionally, the Old Town Market provides a lively option with local artisans selling crafts, clothing, and souvenirs, making it an excellent spot for unique finds.Visitors can also explore the charming streets lined with boutiques and galleries, enhancing the overall experience.
Are all fees included in the Old Town San Diego 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 Old Town San Diego holiday homes with parking?
Stayz offers a wide selection of holiday homes in Old Town San Diego 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 Old Town San Diego holiday homes?
You can find great discounts on holiday homes in Old Town San Diego 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 Old Town San Diego holiday home booking on Stayz?
To find Old Town San Diego 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 Old Town San Diego?
A long-stay holiday home in Old Town San Diego 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 Old Town San Diego holiday home?
Book your Old Town San Diego 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 Old Town San Diego?
Prices for holiday homes in Old Town San Diego 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 Old Town San Diego 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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