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Vacation rentals in Hillcrest

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Hillcrest

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

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Top 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, 412 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 serene garden area is showcased, featuring a variety of plants including flowering species with orange-tipped blossoms. A slate stone with the word 'WELCOME' is prominently displayed among smooth rocks, enhancing the inviting atmosphere of the space.
Guesthouse in Hillcrest
4.91 out of 5 average rating, 386 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.

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, 261 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.

Top guest favorite
An outdoor seating area features a rustic fireplace, surrounded by lush greenery. Wooden chairs are arranged around a rectangular table on a spacious patio, inviting relaxation in a natural setting. The area is neatly landscaped, with a blend of grass and garden elements.
Apartment in Hillcrest
4.99 out of 5 average rating, 122 reviews

San Diego at your doorstep

Relax with the family at this peaceful place to stay. Studio apartment furnished with queen bed and queen sofa sleeper enhanced w/ a fully enclosed outdoor living space which includes an outdoor kitchen, fireplace, washer and dryer. Child and dog friendly. Located in a quiet neighborhood a fifteen minute stroll from the SD Zoo, Balboa Park and Hillcrest. Close to public transportation. A fifteen minute drive to beaches, downtown SD, the airport, harbor, and little Italy. Free parking and WiFi.

Guest favorite
A light-filled bathroom features a modern vanity with a white sink atop a gray cabinet. A large mirror is surrounded by a silver frame. A glass shower is visible, and a white toilet is positioned beside the vanity. Soft wall sconces provide illumination.
Home in Hillcrest
4.82 out of 5 average rating, 268 reviews

Balboa Park bungalow with palm veranda

Welcome! Our house has an amazing private patio/deck flanked by 9 palm trees. The house has central a/c & heat, a fully-equipped modern kitchen, two private bedrooms and two full bathrooms. The master bedroom with ensuite bathroom is separate from the rest of the house by the private patio. 2 bicycles with helmets are here as well. The house is located in the Hillcrest neighborhood - easy access to shops, restaurants, and bars of Hillcrest and North Park, the San Diego Zoo, and Balboa Park.

Superhost
A modern living space features large glass windows providing views of palm trees and the neighborhood. A comfortable sofa and a coffee table are positioned in the seating area, while a dining table with white chairs sits nearby. A wall-mounted television is visible.
Loft in Hillcrest
4.85 out of 5 average rating, 254 reviews

Ultra Modern Penthouse w/ balcony - Best Location

Penthouse loft in recently built ultra-modern building. Minimal and clean, but with all of the essentials. Gorgeous sunrise 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 and bars and boutique shops. Other nearby attractions include Balboa Park, Downtown San Diego, SeaWorld, The San Diego Zoo, and Mission Beach.

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, 353 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.

Top guest favorite
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, 442 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!

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, 131 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!

Top guest favorite
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.
Apartment in Hillcrest
4.96 out of 5 average rating, 513 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.

Guest favorite
An outdoor seating area is set on a lush green lawn, featuring a wooden coffee table surrounded by a rattan chair and two cushioned chairs. Warm ambient lighting highlights the nearby architectural details and creates a relaxed atmosphere as dusk settles in.
Condo in Hillcrest
4.92 out of 5 average rating, 132 reviews

Stunning Hillcrest Villa! Tub AC Parking Ping-Pong

Stunning Property in Hillcrest / Bankers Hill. Just remodeled property with dream gardens The Perfect Location, right next to Balboa Park, within minutes of the Convention Center, the Gas Lamp District, Little Italy, the Zoo and all San Diego attractions. Everything from the linens, towels and luxury posturepedic mattresses to appliances and furniture is top quality to provide you with the best Dream Vacation experience.

Superhost
A vibrant neighborhood sign reading 'Hillcrest' is prominently displayed, surrounded by a mix of beautiful palm trees and historic buildings. A modern living area showcases comfortable seating, bright natural light from large windows, and tasteful decor elements, creating a welcoming space for relaxation.
Home in Hillcrest
4.72 out of 5 average rating, 421 reviews

Fab & Hip Walk to Restaurants, Zoo & Balboa Park!

This stylish two bedroom is located in the heart of the vibrant uptown neighborhood of Hillcrest. Completely remodeled in a hip Mid Century vibe with new kitchen and bath, vintage furniture and details. It is steps from an array of restaurants, bars. coffee houses, boutiques and unique shops. Relax in the shaded courtyard, BBQ, and enjoy a cocktail relaxing by the fire pit. This house has it all- even a driveway!

Popular amenities for Hillcrest, San Diego vacation rentals

When is the best time to visit Hillcrest?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,488 GYDG$29,279 GYDG$28,861 GYDG$29,488 GYDG$30,325 GYDG$32,207 GYDG$37,435 GYDG$33,043 GYDG$28,442 GYDG$29,906 GYDG$31,370 GYDG$32,834 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 480 vacation rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 40,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wi-Fi availability

    480 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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