Holiday houses in Old Town

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Top-rated holiday rentals in Old Town

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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, 219 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 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.
Apartment in Mission Hills
4.95 out of 5 average rating, 199 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
Guesthouse in Mission Hills
4.95 out of 5 average rating, 182 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!

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
4.92 out of 5 average rating, 146 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 favourite
A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.
Bungalow in Hillcrest
4.97 out of 5 average rating, 396 reviews

Vintage Spanish Revival Home - 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 - a 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 welcoming entrance features red brick steps leading up to a solid wooden door, framed by dark wooden beams. Lush greenery and potted plants accentuate the pathway, while large windows on either side provide natural light to the area.
Guesthouse in San Diego
4.95 out of 5 average rating, 506 reviews

Modern Sweet Home Stay, Hillcrest, A/C Parking W/D

This quaint bungalow sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. 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!

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.
Home in Old Town
4.9 out of 5 average rating, 121 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
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, 169 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

Guest favourite
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.
Guesthouse in Mission Hills
4.92 out of 5 average rating, 447 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.

Guest favourite
A cozy living area features a unique wooden coffee table at its center, surrounded by comfortable seating. Large glass doors provide access to an outdoor space, allowing natural light to fill the room. A guitar is displayed on the wall, adding character to the decor.
Home in San Diego
4.98 out of 5 average rating, 119 reviews

King Comfort in New Home + Projector

Luxury 2BR home in vibrant North Park, San Diego. Enjoy top-notch king/queen beds, a 150" projector, fresh coffee from our pour over, and sun-soaked patios. Walk to local attractions or reach others like Seaworld & the Zoo in <15 min. Benefit from free parking, ensuite bathrooms, a fully stocked large kitchen, and meticulous cleaning. Experience comfort, style, and convenience in our 1350+ sqft property. Your San Diego dream starts here!"

Top Guest favourite
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, 230 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.

Superhost
A modern living area showcases a spacious gray sectional sofa paired with a black coffee table. Colorful artwork of trees adorns the wall above, while a large TV sits on a low media console, providing a focal point in the inviting room.
Home in Mission Hills
4.85 out of 5 average rating, 163 reviews

Peaceful and Centralized San Diego Studio Retreat

Welcome to your peaceful oasis in the heart of San Diego! This centrally located home offers the perfect blend of convenience and tranquility, making it an ideal spot for both relaxation and exploration. Situated just moments away from major freeways, you’ll have quick and easy access to all the best San Diego has to offer—whether it’s world-class beaches, vibrant downtown, or the stunning hiking trails in the surrounding areas.

Popular amenities for Old Town holiday rentals

When is the best time to visit Old Town?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$196 NZD$203 NZD$196 NZD$193 NZD$219 NZD$224 NZD$273 NZD$224 NZD$191 NZD$210 NZD$214 NZD$207 NZD
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Quick stats about holiday rentals in Old Town

  • Total holiday rentals

    Explore 110 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at $88 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Old Town holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Old Town rentals

  • 4.8 Average rating

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

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