Holiday rentals 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.
Guest house 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!

Top guest favourite
A private patio area is depicted, featuring comfortable seating and a coffee table surrounded by plants. A bright blue umbrella provides shade by the pool, while sunlight reflects off the water, enhancing the relaxed atmosphere. Colorful cushions add a touch of warmth to the seating.
Guest house 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!

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
4.94 out of 5 average rating, 143 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.

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
4.92 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!

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, 802 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, 123 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.

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

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.
Guest house in Mission Hills
4.92 out of 5 average rating, 448 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 white sofa adorned with orange and red accent pillows. A round coffee table sits on a soft rug, complemented by a small vase of flowers. A surfboard is mounted on the wall, adding a distinct beach vibe to the space.
Flat in Pacific Beach
4.89 out of 5 average rating, 227 reviews

1 Block to Mission Bay in Pacific Beach, 1 bedroom

1 Bedroom, 1 block to the bay, 6 blocks to the waves, walking distance to local restaurants, bars, and shopping. Rental has everything you need to pack light (beach towels, beach chairs, full kitchen, professionally cleaned rental, etc.) I am an Airbnb Superhost that has hosted over 300+ vacations, I have a 5 star rating, and have never cancelled a booking. This is a must see! Please note that parking is NOT available, but there is free street parking.

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.
Flat 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.

Top guest favourite
A sunset is captured over the ocean, with shades of orange, pink, and yellow in the sky. Silhouettes of palm trees frame the scene, while the distant pier is visible along the coastline. The tranquil atmosphere reflects a peaceful end to the day.
Guest suite in Ocean Beach
4.95 out of 5 average rating, 751 reviews

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

Popular amenities for Old Town holiday rentals

When is the best time to visit Old Town?

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Avg. price$146 SGD$151 SGD$146 SGD$143 SGD$163 SGD$167 SGD$203 SGD$167 SGD$142 SGD$156 SGD$159 SGD$154 SGD
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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 $65 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    110 of Old Town holiday rentals include wifi 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!

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. San Diego
  6. Old Town