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Family-friendly vacation 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.

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Guest favorite
A private deck is depicted, featuring a wooden floor and a sunshade umbrella. Seating arrangements include a simple chair and a table, surrounded by green foliage and tall eucalyptus trees, creating a serene outdoor space for relaxation.
Guest suite in Mission Hills
4.76 out of 5 average rating, 496 reviews

Mission Hills - Cozy Canyon Condo

Situated in a cozy, quiet neighborhood with friendly neighbors, this cozy condo has it's own entrance and a beautiful view of a eucalyptus-filled canyon. Watch honey bees and hummingbirds flit through the trees and listen to wind rustling leaves from your private deck. Amenities include: •Queen bed •Private bath with shower •Refrigerator, microwave and basic kitchen supplies (note: not a full kitchen--no kitchen sink or stove) •Wifi (note: no TV) •Private, well-lit entrance down a small stairway (so not ADA accesible) Conveniently located in Mission Hills, one of San Diego’s oldest, safest neighborhoods sandwiched between historic Old Town and hip Hillcrest, you will be within: •Walking distance to UCSD Medical Center, Scripps Mercy Hospital, grocery stores, playground, park, trolley stop and many fabulous restaurants with a wide variety of cuisines and price ranges •A long walk or short bike ride to Balboa Park, San Diego Zoo, Old Town and the waterfront •A short drive or long bike ride to downtown, Petco Park, the beaches, Sea World and the airport •Two miles to all major freeways We would be delighted to welcome you to our fabulous canyon-side condo.

Top guest favorite
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.
Guesthouse in Mission Hills
5 out of 5 average rating, 228 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!

Guest favorite
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.
Apartment in Mission Hills
4.96 out of 5 average rating, 202 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.

Superhost
Two cozy chairs are positioned around a small table on a patterned rug. Lush green palm trees frame the background, creating a serene outdoor setting. A plant and decorative items add subtle touches to the table, enhancing the calm atmosphere of the shaded patio.
Cottage in Mission Hills
4.78 out of 5 average rating, 246 reviews

Quiet Cottage Retreat Just Minutes from Downtown

Welcome to your serene escape just outside downtown San Diego. Nestled in a quiet, safe, and affluent neighborhood, this beautiful place offers the perfect blend of tranquility and convenience. Surrounded by elegant canary palm trees and the soothing sounds of local birds, the property is a peaceful oasis where you can relax and recharge after a day of exploring the city. Come experience the best of both worlds: the comfort of a peaceful retreat and the energy of the city right at your doorstep.

Top guest favorite
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.
Home in Old Town
4.95 out of 5 average rating, 147 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 favorite
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, 154 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!

Guest favorite
A bright living area features a light blue sofa adorned with decorative pillows. A wooden coffee table is positioned in front, complemented by a potted plant. A ceiling fan hangs above, while sunlight filters through sheer curtains, illuminating the space.
Apartment in San Diego
4.89 out of 5 average rating, 190 reviews

2 Bed Hidden Gem | Hot Tub, Parking | Midtown SD

Capture the essence of San Diego in our 1 bedroom hideaway apartment hosted by Ethos Vacation Homes in a quiet cul-de-sac with 2 beds. We offer elite comfort for up to 4 guests with A/C and heating, an indoor hot tub spa with large scenic windows, comfortable king and queen size beds, plenty of sheets and towels, FREE laundry, 2 large HDTVs, Netflix, Max, Hulu, Disney+, Apple+, and ESPN+. This spacious San Diego vacation rental home has everything you need for your California Dreaming Vacation!

Guest favorite
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, 127 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 favorite
A cozy living area features a navy blue sofa adorned with yellow and white cushions. Natural light floods in through two windows, illuminating the warm wooden floors. Decorative elements include a gold-framed mirror and a stylish floor lamp, enhancing the space's modern appeal.
Home in San Diego
4.95 out of 5 average rating, 434 reviews

Mid-Century Retreat Hillcrest, Parking, A/C

This 2nd floor retreat sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very bright, quiet, and private and sits directly behind our house(pictured) with no common walls. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Guest favorite
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, 170 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

Top guest favorite
Guesthouse in Mission Hills
4.92 out of 5 average rating, 452 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.

Top guest favorite
A serene bedroom features a spacious bed adorned with a patterned quilt and coordinating pillows. Soft green wallpaper contributes to a calm ambiance. Two bedside lamps provide gentle lighting, while art pieces and a decorative globe add character to the cozy space.
Apartment in Mission Hills
4.96 out of 5 average rating, 233 reviews

Victorian attic in the trees

Located in Mission Hills,10 minute drive from Balboa park, Old Town, airport, Downtown.You’ll love it because of the ambiance, privacy, neighborhood, comfy bed, microwave, fridge.Easy walk to bars, restaurants, stores, public transit.Things to note: no stove, dormer ceilings, tub (NO SHOWER). This safe space is located upstairs above my home. There is a separate private entrance, a queen bed. Feminine, flowery, funky, victorian decor.

Popular amenities for Old Town family-friendly rentals

When is the best time to visit Old Town?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$51,505 GYDG$48,365 GYDG$47,108 GYDG$41,874 GYDG$47,527 GYDG$48,574 GYDG$71,605 GYDG$52,343 GYDG$45,224 GYDG$35,174 GYDG$38,105 GYDG$51,296 GYD
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Quick stats about vacation rentals that are family-friendly in Old Town

  • Total vacation rentals

    Explore 40 vacation rentals in Old Town

  • Nightly prices starting at

    Old Town vacation rentals start at G$10,469 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,350 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Old Town vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Town rentals

  • 4.8 Average rating

    Old Town stays are highly rated by guests—averaging 4.8 out of 5!