Holiday rentals in Hillcrest

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Top-rated holiday rentals in Hillcrest

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Top guest favourite
A modern kitchen features sleek wooden cabinets and white countertops, with a central island that provides additional seating. Stainless steel appliances are present, and a wall of glass allows natural light to fill the space. Cookware hangs elegantly above the island.
Home in Hillcrest
4.95 out of 5 average rating, 353 reviews

Walk to Balboa Park and Hillcrest from an Immaculate Home

Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

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, 420 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
An inviting outdoor space is depicted, featuring a relaxing hot tub beneath a wooden gazebo adorned with string lights. A patio set with an umbrella is positioned nearby, surrounded by lush greenery and palms, creating a tranquil atmosphere for outdoor dining and leisure.
Home in Hillcrest
4.95 out of 5 average rating, 263 reviews

Stunning Grand Villa Dream Yard Amenities Location

Stunning Grand Villa in the perfect Location with Amazing Amenities!! Relax and recharge in this beautifully designed home featuring a hot tub, soaking tub, peaceful Zen garden, fully fenced yard, gated parking, luxury Posturepedic mattresses, grill, central A/C, fast WiFi, parking, and a fully stocked kitchen. Located In Marston Hill next to Balboa Park and the Zoo, minutes from San Diego’s top beaches and attractions, and walking distance to an incredible selection of restaurants and shops.

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, 823 reviews

MIKE'S PLACE - A PRIVATE COTTAGE

The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi, Smart TV, 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.

Top guest favourite
The image displays a wooden deck leading to a private entrance. Two chairs are positioned on the deck, accompanied by a beach umbrella. Decorative elements are visible on the railing, and a welcome mat is placed by the door.
Guest suite in Hillcrest
4.96 out of 5 average rating, 359 reviews

Dog friendly in heart of Hillcrest

This is a dog friendly home with no extra dog fees and a great backyard that is strictly yours and your pups to enjoy. Airbnb calls it a guest suite but it is one room that is attached to the back of my house with private entrance, deck, private bath, microwave, frig, keurig machine with pods (no kitchen) and one free off street parking space big enough to fit a Ford F-150 trucK. There is some highway noise outside but windows are double-paned, so quiet inside. Smoking is fine outside.

Guest favourite
A spacious open-concept living area features a comfortable gray sofa and two light blue chairs. Natural light fills the space through windows, creating a bright atmosphere. A flat-screen TV is positioned on a stand, with a simple rug adding warmth to the wooden flooring.
Home in Hillcrest
4.82 out of 5 average rating, 237 reviews

Charming 2 bdrm Cottage in the heart of San Diego

Located in the trendy Hillcrest neighborhood, you're minutes away from Balboa Park, Little Italy and downtown. You will find terrific coffee shops and restaurants in this urban neighborhood. Ideal location for travellers who are looking to explore Diego has to offer. **We would like to inform you that there may be construction work taking place near the property during your stay. While the work is not inside the home, you may occasionally hear construction noise during daytime hours.

Superhost
The open-concept living area presents a modern design with high ceilings and large windows offering views of the outdoors. A comfortable couch is accompanied by a chair and coffee table, while a dining table accommodates four. Natural light fills the space, highlighted by polished concrete floors.
Loft in Hillcrest
4.81 out of 5 average rating, 246 reviews

Modern Penthouse -Walk to Everything in Hillcrest

Penthouse loft in recently built ultra-modern building. Minimal and clean, but with all of the essentials. Gorgeous Sunset and neighborhood views from large private terrace. Paid reserved parking available. Conveniently located in the heart of Hillcrest, only 2 blocks to Whole Foods, Trader Joes, Ralphs grocery store, and many great restaurants, bars and boutique shops. Other nearby attractions include Balboa Park, Downtown San Diego, SeaWorld, The San Diego Zoo, and Mission Beach.

Top guest favourite
The inviting entrance features a covered porch adorned with a vibrant yellow door. Succulents and greenery enhance the landscape, complemented by a palm tree nearby. The porch area includes seating, providing a welcoming atmosphere for relaxation.
Bungalow in San Diego
4.96 out of 5 average rating, 159 reviews

The Cozy Craftsman

Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park.  Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style.  Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away.  Perfect for couples, small groups, or business travelers exploring San Diego.

Guest favourite
A bright and airy living space features high ceilings and large windows, allowing natural light to flood in. A wooden dining table with black chairs is positioned beside a cozy seating area with a sofa and a floor lamp. A spiral staircase leads to the upper loft area.
Loft in Hillcrest
4.85 out of 5 average rating, 253 reviews

Centrally Located Designer Loft w/ Parking and A/C

Discover this unique loft apartment in San Diego’s vibrant Hillcrest neighborhood! Enjoy a cozy living area with a sofa and TV, plus a dining table for four. The well-equipped kitchen features all you need to whip up meals. Relax on the large private balcony, perfect for soaking up the sun! Upstairs, find a serene loft bedroom with a queen bed and full bath. With dining, shopping, and nightlife just steps away, this chic retreat is your ideal home base for exploring San Diego!

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.
Guest house in San Diego
4.95 out of 5 average rating, 512 reviews

Sweet Modern Studio Hillcrest, A/C Parking

*****COMING SOON****This modern studio 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.

Top guest favourite
A tranquil outdoor space features a large tree providing shade over a wooden platform. A serene Buddha statue is situated on the platform, surrounded by vibrant foliage and decorative stones. Stairs lead to the upper apartments, while lush greenery creates a calming atmosphere.
Flat in Hillcrest
4.96 out of 5 average rating, 522 reviews

Hillcrest #1 Cozy Private Balcony ZenGarden Garage

Heat up the cherry red kettle or a complementary coffee, sit back and enjoy, on your private balcony, overlooking the serene, Zen garden, while listening to the zen fountain. Zen Buddha, awaits your exit and every arrival to the property, whether retuning from the eclectic Hillcrest nightlife, or a scenic stroll through Balboa Park, with its many museums, gardens, fountains, restaurants and coffee shops.

Superhost
Flat in Hillcrest
4.73 out of 5 average rating, 112 reviews

Modern Spanish Living in Prime Location Area

✨ Welcome to our beautiful Spanish-style apartment in the heart of vibrant Hillcrest! This 2-bedroom, 1-bath retreat features a bright, open layout, stylish updates, and charming architectural details. ✨ Walk to top restaurants, cafes, nightlife, and shops, or take a short drive to Balboa Park and San Diego’s best attractions. Perfect for couples, families, or business travelers.

Popular amenities for Hillcrest holiday rentals

When is the best time to visit Hillcrest?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$186 SGD$188 SGD$190 SGD$179 SGD$184 SGD$195 SGD$227 SGD$200 SGD$172 SGD$181 SGD$190 SGD$199 SGD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Quick stats about holiday rentals in Hillcrest

  • Total holiday rentals

    Explore 460 holiday rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 39,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    460 of Hillcrest holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Hillcrest rentals

  • 4.7 Average rating

    Hillcrest stays receive an average rating of 4.7 out of 5 from guests

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