Family-friendly vacation rentals in Old Town

Guesthouse in Mission Hills

A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.

5 out of 5 average rating, 216 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Apartment in Mission Hills

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.

4.95 out of 5 average rating, 197 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.

Guesthouse in Mission Hills

4.94 out of 5 average rating, 179 reviews

Casita w/Private Pool, King Bed, Full Kitchen!

Perfect poolside retreat suitable for small families and couples! The pool house boasts a fully-equipped kitchen, a private pool, front patio and sunbathing deck! You'll enjoy a luxurious king-size bed and a convenient full-size fold-out couch, perfect for kids! Plus, all the amenities necessary for a memorable stay. Located in one of San Diego's most central neighborhoods of Mission Hills, you're just a stroll away from restaurants, Old Town, the light rail, and easy access to the I-5 highway!

A private deck features a comfortable outdoor seating arrangement with a white sectional sofa and a wooden coffee table. Bright orange tulips are placed on the table, with lush greenery and panoramic views of the hills and sky visible in the background.

4.94 out of 5 average rating, 140 reviews

Exclusive Mission Hills: Views, Breezes & 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.

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.

4.93 out of 5 average rating, 142 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!

Apartment in Mission Hills

A charming exterior view of the adobe-style home is surrounded by vibrant gardens filled with various plants and blooming flowers. A patio is shaded by an umbrella, and steps lead to the inviting entrance adorned with archways and decorative tiles.

4.87 out of 5 average rating, 307 reviews

Spacious apartment, old world charm

Our open-space apartment is full of charm and character. From the Spanish-tiled private entry to the footed tub shower, you will experience a unique feeling. Enjoy the nearby vibrant restaurant scene as well as the rooftop deck with its harbor view! The ceilings are low in a couple spots and could be a challenge for folks who are especially tall. My boyfriend is 6'4" and has learned to adapt! It may be something to consider. House noises travel in this old home, so it can be a factor for some.

4.94 out of 5 average rating, 257 reviews

A vibrant heated pool is surrounded by minimalistic landscaping, featuring tall cacti and a clean white fence. Soft lounge chairs are positioned nearby for relaxation. The clear water reflects the blue sky, creating a refreshing setting for leisure and enjoyment.

Home in Mission Hills

Lionhead - Private Boutique Home

Heated pool, spa, cabana and views. Boutique hotel vibes in San Diego. Palm Springs meets South Beach with a splash of groovy. Location is perfect for Downtown, conventions, shows in town. Highway friendly. Private backyard for bbq, food, drinks and relaxing. Pool is heated with cozy spa to relax and watch the planes take off. Hi speed Wifi, smart TV's, HBO, NFL Package, record player with albums. 19 speakers in the ceilings with connected to your phone for optimal happiness. Plug and play!

Superhost

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.

4.9 out of 5 average rating, 120 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.

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.

4.94 out of 5 average rating, 168 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 & free parking. 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

Guesthouse in Mission Hills

A serene garden courtyard is depicted, featuring two wooden chairs adorned with floral cushions. A small table sits between the chairs on a grassy area, surrounded by lush greenery and climbing vines, creating a peaceful outdoor setting.

4.92 out of 5 average rating, 443 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.

4.77 out of 5 average rating, 162 reviews

A cozy studio apartment features a queen-sized bed adorned with decorative pillows. A small sofa is positioned beside the bed, complementing a side table. A television is mounted on the wall, and a doorway leads to a bathroom area with additional amenities.

Apartment in Old Town

Charming studio steps from Old Town

Charming Studio -apartment An ideal solution for a short visit to Old Town of San Diego, beautiful beaches, Balboa Park, San Diego Zoo, or the excitement of Gaslamp District or Little Italy and more! Features: Kitchen with full fridge, cooktop, microwave, pod coffee maker. A studio ideal for two persons, featuring: One queen size bed and a smaller pull out sofa bed, with a twin size foam mattress which can accommodate an extra person.