Old Town San Diego holiday homes
We found 243 holiday rentals — enter your dates for availability
Discover a selection of 28 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:12 Sept - 19 Sept
Image gallery for 1920 Carriage House with Backyard Patio

10 out of 10 rating
Exceptional
(43 reviews)
1920 Carriage House with Backyard Patio
San Diego, CA
8% off
Price is NZ$12,512
NZ$1,787 per night
includes taxes & fees
Image gallery for Ocean View Designer Retreat w/ EV Charger

10 out of 10 rating
Exceptional
(11 reviews)
Ocean View Designer Retreat w/ EV Charger
San Diego, CA
8% off
Price is NZ$8,667
NZ$1,238 per night
includes taxes & fees
Image gallery for San Diego Swimming Pool on Stunning Canyon in Hillcrest Mission Hills -Walkable!

9.8 out of 10 rating
Exceptional
(59 reviews)
San Diego Swimming Pool on Stunning Canyon in Hillcrest Mission Hills -Walkable!
San Diego, CA
14% off
Price is NZ$6,886
NZ$984 per night
includes taxes & fees
Image gallery for THE SKYLIGHT HOUSE

10 out of 10 rating
Exceptional
(6 reviews)
THE SKYLIGHT HOUSE
San Diego, CA
8% off
Price is NZ$19,775
NZ$2,825 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Find properties near top attractions in Old Town San Diego
Map Attractions
Old Town San Diego State Park
Mormon Battalion Historic Site
Find the best place to stay - Old Town San Diego

Central Location Old Town! EasyWalk to restaurants, parks, trails&Train Station!
Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(111 reviews)

Cute Old Town Cottage near Downtown & Beaches
Sleeps 3 · 1 bedroom · 1 bathroom
9.6 out of 10
exceptional
(5 reviews)

B5344 Casa de Mariposa
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(40 reviews)

Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS! Insta @oldtownvacay
Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(256 reviews)
- 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