Family-friendly holiday rentals in Old Town

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Old Town

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A spacious living area features a comfortable grey sofa facing a coffee table, with two modern bar stools at a kitchen island. Natural light enters through the windows, illuminating a colorful area rug on the floor. The adjoining kitchen includes white cabinetry and stainless steel appliances.
Flat in Mission Hills
4.96 out of 5 average rating, 205 reviews

Clean, Private, Quiet, Centrally Located Apartment

This spacious 1BR/1BA is nestled in Mission Hills, one of San Diego's most historic neighborhoods. We provide comfortable accommodations within walking distance to many restaurants and pubs. We're only minutes away from Old Town, Little Italy, Gas Lamp, the airport and more. We have all the amenities to make you feel at home while you away from home. The neighborhood is quiet and safe. This property is detached with a private entrance. Includes parking. The laundry is shared with our neighbor.

Top guest favourite
Home in Old Town
4.95 out of 5 average rating, 153 reviews

Mission Hills 3BR • Panoramic Views & Sunsets

Enjoy brand-new bathrooms and a spacious 3-bed, 3-bath layout in this private hillside retreat. This 1,500 sq ft single-level guest apartment features its own entrance, a private deck, and stunning sunset views overlooking San Diego Bay, Point Loma, and Old Town. Located on the lower level of our family home, guests access the space via a well-lit staircase with a sturdy railing, just 12 steps from the garage to your serene, stylish escape. This serene, spacious retreat is perfect for travelers.

Top guest favourite
A charming exterior view of a single-story home is showcased, framed by a blossoming purple tree. The surface features a spacious driveway with a textured concrete layout. Natural greenery surrounds the property, contributing to a welcoming presence.
Home in Old Town
4.93 out of 5 average rating, 164 reviews

Old Town experience! Stylish home + parking!

This location doesn't get any better- Old Town restaurants, bars and shops all at your doorstep! Highlights: -stylish and spacious with tall ceilings, 1550sqft -great for large families or small gatherings -free onsite parking (2 spaces) -directly in the middle of Old Town Once you've experienced Old Town, the trolley station is a six minute walk away to explore the rest of San Diego. This house is central and minutes away to beach, zoo, balboa park, downtown, sea world, airport, and more!

Top guest favourite
Bungalow in Hillcrest
4.94 out of 5 average rating, 406 reviews

Vintage Bungalow Near Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Guest favourite
A comfortable living area features a plush gray sofa adorned with decorative pillows. Soft natural light filters in from nearby windows, illuminating a modern dining space and a well-equipped kitchen visible in the background. A wooden side table holds a table lamp, adding to the inviting ambiance.
Home in Old Town
4.91 out of 5 average rating, 139 reviews

Central Charmer in Unbeatable Old Town Location!

Experience the best of San Diego from this elegant, hidden gem tucked away within the beating heart of Old Town! Explore cobblestone streets, quaint cafes, and boutique stores all just steps away along the happening San Diego Avenue. You'll have easy access to Downtown, the Gaslamp Quarter, and stunning beaches with the Trolley only a 6 min walk away, then return to this elegant hideaway filled with all of life’s little luxuries, modern spaces, and a sunny outdoor area for you to enjoy.

Top guest favourite
A modern living room is presented with wooden flooring and natural light from multiple windows. A sleek brown sofa is arranged with a matching chaise lounge. A coffee table sits centrally, accompanied by a small potted plant. A flat-screen TV is mounted on the wall.
Home in San Diego
4.93 out of 5 average rating, 406 reviews

Dog Beach Getaway – Cozy 2BR, Walk Everywhere

Charming 2BR/1BA beach cottage with enclosed front yard, central A/C & triple-pane windows for comfort + quiet. As we improve the property with a new backyard ADU, guests can enjoy special discounted rates. Backyard and driveway access are closed, but the home remains quiet and comfortable with triple-pane windows. Walk to Beach, Dining & Bars – Close to SeaWorld & Attractions Please note: backyard + driveway closed for ADU construction, but easy street parking available. Dog fee $150

Top guest favourite
A spacious bed with plush pillows is featured in a softly lit room, where warm curtains frame a window allowing natural light to filter in. Two bedside lamps provide additional light, complementing a serene ambiance.
Bungalow in Greater North Park
4.91 out of 5 average rating, 524 reviews

Stylish Craftsman Bungalow in Heart of North Park

Come relax in our newly remodeled North Park craftsman located in a quiet neighborhood that is a foody, Millenial paradise! 7-minute walk to 30th street and 15-minute walk to University - each with a plethora of trendy coffee shops, breweries, and restaurants. Eight min drive to Balboa Park/San Diego Zoo and fifteen-minute drive to Coronado beach. Coffee and tea is provided, although you will probably prefer a five-minute stroll to Santos Coffee house for a cold brew and breakfast bagel.

Top guest favourite
A charming exterior view showcases a remodeled condo surrounded by landscaped gardens and wooden fencing. A seating area with an orange umbrella is visible on the patio, and the pathway leads to additional outdoor spaces with vibrant greenery.
Holiday home in Ocean Beach
4.94 out of 5 average rating, 166 reviews

Ocean Beach Casita w/private yard!

Unwind in style at this beautifully remodeled, downstairs casita—where tranquility meets coastal living with no upstairs neighbors. This cozy retreat offers the perfect escape for you and your pets. Enjoy the privacy of your own fenced yard, outdoor dining area and a convenient gas-line BBQ. Just minutes from Dog Beach, where your pups can splash and play, and Dusty Rhodes Dog Park. Discover the Ocean Beach community filled with eclectic shops, tasty eateries, and breathtaking sunsets!

Top guest favourite
A deck with a bright yellow umbrella provides shade over two striped chaise lounges. A small table is positioned between the chairs, and a railing surrounds the deck, offering views of the surrounding canyon area.
Home in Mission Hills
4.98 out of 5 average rating, 201 reviews

Canyon Hideaway in Central San Diego

This relaxing 2-story home in the desireable Mission Hills neighborhood is perched on the edge of a tranquil canyon and yet is close to San Diego's many attractions. Our guests adore the quiet setting for unwinding after a day of sightseeing and love that we've thoughtfully provided all you will need for your stay. ◊ Children's toys, gear ◊ Well-equiped kitchen ◊ Deck with canyon views ◊ Sleeps 4 (2 twins, 1 CA king) ◊ Beach essentials ◊ Parking for 2 cars STR-04277L, 645822

Superhost
A two-story home is presented, featuring a warm wooden balcony with seating arrangements. The exterior is adorned with lush greenery, and the garage has modern wooden doors. The concrete driveway offers an inviting entryway.
Apartment in Mission Hills
4.87 out of 5 average rating, 439 reviews

Paradise in Old Town - close to Seaworld / MCRD

When it comes to location, you won’t find a better one. Walking distance to Old Town and a freeway access ramp less than a minute away takes you to the airport, beaches, Gaslamp, Convention Center, UCSD, LaJolla Cove, LEGOland, SeaWorld and so much more. The best part is coming home to your meticulously maintained home that will offer you a place to unwind and enjoy a good night sleep. In December 2020 we installed NEW CENTRAL A/C SYSTEM so our guests always stay comfortable.

Guest favourite
The entrance features a welcoming wooden door with a decorative screen, flanked by large, lush green plants and vibrant landscaping. Bright sunlight casts a cheerful glow on the exterior, highlighting the intricate tile work on the steps leading up to the door.
Home in Old Town
4.94 out of 5 average rating, 172 reviews

Old Town San Diego House, Very Walkable

Best Location!!! Walk to all! Take the trolley, Uber! & optional -one parking space. Please read the reviews! You'll love it too! It's Central & well furnished & a fully equipped kitchen. The Casita is a roomy, bright & comfortable duplex with a large lighted private patio/BBQ. Transit Center is a 6 minute walk, where you can pickup the city MTS trolley, or trains. "Old Town Trolley Tours" is fun. Our sister property is called: Old Town Patio & Tree Swing Casita

Guest favourite
Guest house in Mission Hills
4.92 out of 5 average rating, 464 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

Popular amenities for Old Town family-friendly rentals

When is the best time to visit Old Town?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$314 SGD$295 SGD$287 SGD$255 SGD$290 SGD$296 SGD$436 SGD$319 SGD$276 SGD$296 SGD$264 SGD$269 SGD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Quick stats about holiday rentals that are family-friendly in Old Town

  • Total holiday rentals

    Explore 30 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,410 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Old Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Town rentals

  • 4.9 Average rating

    Old Town stays are highly rated by guests – averaging 4.9 out of 5!