Vacation rentals in Hillcrest, San Diego

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Top-rated vacation rentals in Hillcrest, San Diego

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

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Top guest favorite

A modern multi-level building showcases white stucco exteriors and various balconies. Lush greenery and palm trees surround the property, providing a vibrant contrast against the bright architecture. Neighboring homes offer glimpses of a charming residential area, with the distant ocean visible beyond the rooftops.

Guesthouse in Mission Hills

5 out of 5 average rating, 188 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, 381 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 brick pathway leads towards a private outdoor area, surrounded by lush greenery and colorful flowers. The saltwater pool is visible in the background, along with comfortable seating options and a patio area. The view overlooks a serene canyon landscape.

Home in Hillcrest

5 out of 5 average rating, 152 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 koala is seen clinging to a tree trunk, with a baby koala nestled closely against its side. Their fur appears soft and textured, with the adult's large ears and the baby's small features clearly visible.

Guesthouse in Hillcrest

4.91 out of 5 average rating, 363 reviews

Private Hillcrest Retreat w/ Parking and AC

Good communication is of great value for this comfy, artsy studio and garden. Everyone is personally welcomed by your onsite Host. Walk to an international array of restaurants and clubs. About 2 mi to San Diego Zoo, SeaWorld, Balboa Park museums, Convention Center, Maritime Museum/USS Midway, Gaslamp Qtr, Little Italy, Old Town, Scripps Mercy & UCSD Med Center, shopping; about 10 mi to beaches. NO FULL KITCHEN. NO PARTIES OR UNREGISTERED GUESTS. Microwave, Keurig and mini-fridge are provided.

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, 484 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 entrance of the cottage is framed by lush greenery and decorative plants. A warm wooden door, complemented by blue-framed windows, invites guests into the space. The rustic architecture features accents that blend harmoniously with the surrounding garden.

Guest suite in Hillcrest

4.98 out of 5 average rating, 784 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 favorite

An outdoor space features a shaded dining area under a red umbrella, complemented by string lights. A wooden table is surrounded by several chairs, including two detailed floral-patterned seats. The patio is bordered by a wooden fence with greenery, creating a cozy atmosphere.

Guest suite in Hillcrest

4.95 out of 5 average rating, 326 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.

Superhost

A private terrace features modern outdoor furniture, including a spacious seating area with cushions and a wooden dining table. The wooden deck extends outward, and lush greenery, along with views of the neighborhood, can be observed in the background.

Loft in Hillcrest

4.84 out of 5 average rating, 161 reviews

Modern Penthouse Loft w/ Balcony & Sunset Views

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 favorite

A charming street is illuminated by warm string lights hanging from trees, creating a cozy ambiance. Nearby buildings feature a variety of storefronts with illuminated signs, while a stone table and benches offer a gathering place on the sidewalk.

Apartment in Hillcrest

4.98 out of 5 average rating, 106 reviews

Stylish Studio w/Parking, Near Balboa Park & Zoo

This rare found is the best place to stay for you. Spacious, very quiet and supplied with everything you will need to feel like at home. Located in one step from all best restaurants, less than a mile from Balboa Park and Zoo, a few min from Downtown, Airport, Coronado, Mission Bay and all signs you want to see! The apartment has washer, dryer and free parking. You will have an access to an amazing rooftop with jacuzzi and all amenties! The location is very safe and super walkable.

Superhost

A spacious living area is presented with a tan leather sofa and a round coffee table, complemented by a patterned area rug beneath. A modern lamp stands beside the sofa, while light wood accents are visible in the nearby kitchen and dining area, illuminated by natural light.

Loft in Hillcrest

4.85 out of 5 average rating, 214 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!

Top guest favorite

A private outdoor seating area is showcased on a rooftop terrace, featuring two armchairs and a spacious couch, all adorned with decorative cushions. A wooden coffee table sits in the center, surrounded by lush greenery and palm trees. The sunset casts a warm glow over the scene.

Guesthouse in Hillcrest

5 out of 5 average rating, 104 reviews

Rooftop views 10min walk to Balboa Park/Zoo/Bars

Enjoy this peaceful second-story new guesthouse overlooking the treetops! A perfect day might be a morning stroll through Balboa Park, the cultural center of San Diego, surrounded by 58 miles of walking and running trails, followed by a short walk to the super fun bars and restaurants of Hillcrest, North Park, and University Heights. We LOVE this neighborhood and we are so excited to share the beauty, culture, and welcoming vibe of it with our guests!

Guest favorite

The welcoming façade of the property is framed by swaying palm trees, creating a tropical feel. A wooden fence with horizontal slats provides privacy, while the entrance features a set of steps leading to a covered porch adorned with potted plants.

Apartment in Hillcrest

4.96 out of 5 average rating, 484 reviews

Hillcrest #1 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.