
Holiday rentals in Hillcrest
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Top-rated holiday rentals in Hillcrest
Guests agree: these stays are highly rated for location, cleanliness and more.

NEW in North Park! A Short walk or drive to all SD
Welcome to Kansas Modern, a place where luxury and adventure go hand in hand. Designed by local Architect & Developer Beri Varol, this brand new mixed-use community is located in the heart of North Park. This ground floor (walk-up) apartment features a private bedroom and semi-private sleeping loft, each with a queen bed. The apartment is in the heart of some of San Diego's most exciting new and established restaurants. The kitchen is also fully stocked if you'd rather prepare a meal at home

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.

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.

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.

Vintage Bungalow Near 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 - 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.

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.

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.

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!

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.

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!

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!

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.
Popular amenities for Hillcrest holiday rentals
Other great holiday rentals in Hillcrest

New Modern Studio in The Hills | Sleeps 2-4

Your Own Suburban Oasis!

Light & Bright 1BR, 2 mins to Zoo!

Modern home in the heart of SD

Modern condo in Hillcrest/Mission Hills

Casita de Sagitario

Cozy Apartment near Convention Center

Central Studio San Diego
When is the best time to visit Hillcrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £105 | £105 | £103 | £105 | £108 | £115 | £134 | £118 | £102 | £107 | £112 | £117 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about holiday rentals in Hillcrest

Total holiday rentals
Explore 480 holiday rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 40,030 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
480 of Hillcrest holiday rentals include wifi 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!
Destinations to explore
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