Holiday houses in Old Town

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Top-rated holiday rentals in Old Town

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Guest favourite
A modern living area features a spacious sectional sofa with decorative pillows, accompanied by a marble top coffee table. A bright kitchenette is visible, equipped with stainless steel appliances. Natural light streams through multiple windows, leading to an outdoor space with a view.
Guesthouse in Bay Park
4.97 out of 5 average rating, 378 reviews

Private Guesthouse with Bay View Deck

The one bedroom, one bath unit was recently remodeled (in 2017) and includes all new kitchen, bathroom, full size laundry and air conditioning. The large 400 square foot private deck has new outdoor furniture with views of Mission Bay and gorgeous sunsets year round. Enjoy a show on the 50" 4K LG smart TV in the living room which offers Netflix, Amazon Video, and major network TV stations. Cook a delicious meal in the kitchenette complete with a mini-fridge/freezer, microwave, electric stove top, coffeemaker, and more. If you plan to head to the beach, the storage ottoman is secretly a "beach box" containing a couple of folding chairs, beach toys, towels and a small cooler. The unit is stocked with coffee, shampoo, conditioner, laundry supplies, iron, and more. Filtered water is provided via a faucet on the kitchen sink. Easy check-in via a numeric keypad on the front door with the code provided prior to arrival. Plenty of street parking is available. We love meeting new people and live next door in the main house so we are available most anytime. We are both from San Diego and still love to explore the latest new spots so we are happy to give recommendations. Bay Park is a great central neighborhood originally built in the early 1940s. It was recently voted the most livable neighborhood in a recent San Diego poll. Check out the restaurants on Morena Boulevard, which are just a few minutes' walk away or explore all of the major attractions of San Diego easily. The house has easy access to I-5 and is only 10-15 mins from downtown, Sea World, the San Diego Zoo and the airport. The private guest house is located across from Mission Bay and within walking distance to bay, market, restaurants and coffee shops. Uber/Lyft is $8 to $14 to most of San Diego's main attractions. There is a bit of white noise from the highway down the hill near Mission Bay when out on the deck but nothing too bad, just worthy of mention. The unit has double paned vinyl windows so it's quiet indoors.

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
4.96 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.

Top Guest favourite
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 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, 153 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
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, 402 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.

Top Guest favourite
A charming cottage is set within a lush garden, featuring a variety of tropical plants and vibrant flowers. The pathway leads to the entrance, framed by palm and cacti, inviting guests to explore the serene outdoor space.
Guest suite in University Heights
4.98 out of 5 average rating, 807 reviews

MIKE'S PLACE - A PRIVATE COTTAGE

The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi . Cable HDTV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

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
4.9 out of 5 average rating, 126 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 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, 433 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 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, 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 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, 451 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 compact kitchen area features a marble countertop with a gas stove, dual wooden stools, and a modern sink. Natural light streams in through the window, illuminating the clean lines of the cabinetry and the adjacent cozy sleeping space.
Guesthouse in City Heights
4.83 out of 5 average rating, 211 reviews

Sunny and Affordable Studio W/private outdoor yard

This a great home base to explore San Diego ! It’s a small studio ideal for a one person or couple to get some rest after enjoying San Diego all day. 1 mile to Northpark restaurants/bars/breweries 10-15 mins to Gaslamp,Old town, Seaworld Ocean beach. Full kitchen , coffee corner , gas stove and comfy full size bed. Private entrance from alley. STEET PARKING ONLY - will be very hard to find at night. Used to be a garage decades ago

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, 232 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 holiday rentals

When is the best time to visit Old Town?

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Avg. price$192 NZD$199 NZD$192 NZD$188 NZD$214 NZD$219 NZD$267 NZD$219 NZD$187 NZD$205 NZD$209 NZD$202 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 $86 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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