Vacation rentals in Hillcrest

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Top-rated vacation rentals in Hillcrest

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Top guest favorite
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, 335 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 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, 224 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 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, 400 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 favorite
A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.
Home in Hillcrest
4.99 out of 5 average rating, 170 reviews

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

2021 CUSTOM guest home with pool in Hillcrest/San Diego Zoo/Balboa Park area. Full kitchen, a queen bed, a queen sleeper sofa, and a crib. Full bath, indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Under a mile to Farmers Market Sprouts. Minutes' drive to San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play/Crib, crib mattress, and cover are provided.

Top guest favorite
A serene koi pond is surrounded by lush greenery and illuminated by soft lights, creating a calming atmosphere. The water reflects the vibrant colors of the koi fish and the gentle flow of nearby waterfalls, enhancing the tranquil setting of the outdoor space.
Guesthouse in Hillcrest
5 out of 5 average rating, 541 reviews

Waterhaven - A Pondside Oasis

Please read house rules before booking. Located in the Hillcrest area of San Diego just blocks to Balboa Park is Waterhaven, a non smoking, adults only retreat and the perfect place to enjoy your San Diego stay. 325 square feet, a fully private retreat that includes your own living space, bathroom, and kitchen. The guesthouse has dual paned windows, no shared walls, and the yard is fully protected with a stone wall for privacy and security. Waterhaven is a quiet, peaceful, relaxing experience.

Top guest favorite
A warm living room features a brick fireplace flanked by wooden cabinets. Craftsman furniture is arranged around a coffee table adorned with decorative items. Soft lighting from a chandelier and lamps enhances the inviting ambiance, while large windows allow natural light to illuminate the space.
Bungalow in University Heights
4.98 out of 5 average rating, 255 reviews

Mike's House and Garden

The care taken to honor the atmosphere of the original 1910 house creates a feeling of another time and place. The house is secluded in a prize winning garden and approached through a stone pergola. The Craftsman furniture, lighting and antique Persian carpets reflect a distant and captivating sensibility. This house has been featured in three books and “American Bungalow” magazine. The garden was mentioned in Sunset Magazine and featured as one of the premier gardens of University Heights.

Guest favorite
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, 512 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!

Top guest favorite
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, 346 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 favorite
A bright living area features a comfortable light gray sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, and a wall-mounted television is visible. Natural light filters through a large window beside the front door, which is framed with greenery.
Cottage in Hillcrest
4.98 out of 5 average rating, 212 reviews

Canyon Views w/ Outdoor Seating & Parking

Prime location! Within walking distance to Trader Joe’s, Whole Foods, Ralph’s, cafes, gyms, amazing restaurants, great nightlife, and Sunday's Farmer's Market! This newly restored historic cottage is in the heart of Hillcrest, San Diego. Originally located in Balboa Park, it housed workers for the 1915 Panama–California Exposition. Perched on a canyon, the cottage blends modern amenities with farmhouse charm. Book now for a San Diego stay that fuses the past with modern comforts!

Top guest favorite
An inviting outdoor area features a modern infinity pool, surrounded by lush greenery. Comfortable seating in blue upholstery invites relaxation, while sun loungers provide additional spaces for sunbathing. The serene atmosphere is enhanced by the tranquility of nature in the background.
Home in Hillcrest
4.9 out of 5 average rating, 150 reviews

Pool Oasis in Central Hillcrest by Park/Zoo

The enormous infinite edge pool floats above the jungle floor. Perched on a private canyon, this modern house is conveniently located in the heart of Hillcrest, walking distance to restaurants, bars, Balboa Park, the San Diego Zoo. Private paradise in walking neighborhood! Multiple private work spaces with treetop views. Cinema room with surround sound! NOTE: Not suitable for young children (heights, noise restrictions, breakables). NO PETS! NO PARTIES! (STRICT!). TOT# 641946.

Top guest favorite
A serene courtyard features a prominent tree with sprawling branches, offering shade over a wooden deck. A Zen Buddha statue sits peacefully on the deck, surrounded by lush greenery and decorative plants, creating a calming atmosphere. Stairs lead to the upper levels of the property.
Apartment in Hillcrest
4.96 out of 5 average rating, 517 reviews

Hillcrest #2 Cozy Private Balcony ZenGarden Garage

Heat up the cherry red kettle or complementary coffee and indulge in a morning snack from your private balcony, overlooking the serene Zen garden, and listening to the zen fountain, creating a chilled ambience. 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, restaurant and coffee shops.

Superhost
An outdoor space features lounge seating arranged around a fire pit, surrounded by string lights creating a cozy atmosphere. The interior showcases a vibrant yellow couch, a fully equipped kitchen with modern appliances, and a tranquil bedroom highlighted by stylish wall decor.
Home in Hillcrest
4.87 out of 5 average rating, 147 reviews

Walk to Bars, Restaurants 1 BD Hillcrest, Parking

This unique and luxurious house is located in Hillcrest, 1 block from University Avenue, within walking distance to some of San Diego’s finest restaurants, bars, and shopping. This location truly cannot be beat if you want to be close to it all in San Diego. You'll love the private outdoor space, and open concept home with designer finishes! Easy parking for one car. The perfect relaxing retreat in the city center of San Diego!

Popular amenities for Hillcrest, San Diego vacation rentals

When is the best time to visit Hillcrest?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,493 GYDG$29,284 GYDG$28,865 GYDG$29,493 GYDG$30,329 GYDG$32,212 GYDG$37,441 GYDG$33,049 GYDG$28,447 GYDG$31,166 GYDG$30,957 GYDG$31,166 GYD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Quick stats about vacation rentals in Hillcrest

  • Total vacation rentals

    Explore 450 vacation rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 38,640 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    450 of Hillcrest vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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

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