Vacation rentals in Hillcrest

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Top-rated vacation rentals in Hillcrest

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Guest favorite
A private deck is depicted, featuring a wooden floor and a sunshade umbrella. Seating arrangements include a simple chair and a table, surrounded by green foliage and tall eucalyptus trees, creating a serene outdoor space for relaxation.
Guest suite in Mission Hills
4.76 out of 5 average rating, 491 reviews

Mission Hills - Cozy Canyon Condo

Situated in a cozy, quiet neighborhood with friendly neighbors, this cozy condo has it's own entrance and a beautiful view of a eucalyptus-filled canyon. Watch honey bees and hummingbirds flit through the trees and listen to wind rustling leaves from your private deck. Amenities include: •Queen bed •Private bath with shower •Refrigerator, microwave and basic kitchen supplies (note: not a full kitchen--no kitchen sink or stove) •Wifi (note: no TV) •Private, well-lit entrance down a small stairway (so not ADA accesible) Conveniently located in Mission Hills, one of San Diego’s oldest, safest neighborhoods sandwiched between historic Old Town and hip Hillcrest, you will be within: •Walking distance to UCSD Medical Center, Scripps Mercy Hospital, grocery stores, playground, park, trolley stop and many fabulous restaurants with a wide variety of cuisines and price ranges •A long walk or short bike ride to Balboa Park, San Diego Zoo, Old Town and the waterfront •A short drive or long bike ride to downtown, Petco Park, the beaches, Sea World and the airport •Two miles to all major freeways We would be delighted to welcome you to our fabulous canyon-side condo.

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, 217 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, 396 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, 167 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 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, 376 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, 252 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, 109 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 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, 506 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, 345 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, 203 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!

Superhost
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, 229 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 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, 511 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.

Popular amenities for Hillcrest, San Diego vacation rentals

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 ﺩ.ﺇ37 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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