Cottage holiday rentals in Hillcrest

Carriage House Studio in Historic Victorian

This lovely studio space is the carriage house of a classic Victorian, and is a San Diego historical landmark circa 1886. The exterior is preserved and maintains its traditional charm, while the modernized interior features a new contemporary-chic kitchen, beautiful bathroom with small shower, a stylish bedroom area with a comfortable queen bed, and an adorable living room space. Centrally located with free parking, this renovated small studio is perfect for anyone looking for a quaint getaway.

LOFT: Detached Cottage with Patio

Located in the heart of Normal Heights, where everything is walkable; pubs, markets, cafes. Local’s favorite! The LOFT is a spacious open-space studio loft, in a stand-alone cottage. Whether you fall in love with the vaulted-beamed ceilings, the Loft-style open kitchen, the clawfoot tub, the art & decor, or the lush landscaping, you won’t likely forget this place any time soon. Everywhere you turn is a feast for your eyes. We’ve ensured that comfort is as much of a priority as is beauty.

Perfect Beach Home w/Air Conditioning and Parking

Great Reviews, Pro Cleaners, Experienced Host. Instant Booking Confirmation. Fully Renovated Beach Bungalow with Air Conditioning and great indoor/outdoor living spaces. Enjoy living close to the beach and bay in Pacific Beach with a 5 min walk to a hundred restaurants/activities, & only about 10 minutes drive to downtown. Pacific Beach has the only boardwalk in San Diego that runs right along the beach and bay. Central location means Coffee, Restaurants, Beach, and Bay are all close.

50 Steps to the Bay & 100 steps to the Ocean!

Mid-Century Modern inspired fully remodeled 1-bdrm + 1-bath beach bungalow with an additional Queen sofa pull-out bed for up to 4 people. All new interior finishes, air conditioning, heating, appliances, and furniture. Located on the nicest pedestrian-only court in Mission beach, this quiet community is occupied by long-term native SD residents. This cozy high-end contemporary home is perfect for a quiet & relaxing beach vacation. Unsafe for children (under 12), infants, or pets.

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!

Private Cottage near Balboa Park

Welcome to this stylish, romantic, and quiet casita situated in a private garden setting! Located in exciting North Park, you can walk just blocks to some of San Diego's best restaurants, cafes, and breweries, as well as the Observatory for concerts and Morley Field, home to a beautiful outdoor public pool and tennis facility. You are a five minute drive to the San Diego Zoo and Balboa Park, a 10 minute drive to downtown/airport, and a 15 minute drive to beautiful beaches.

Charming Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Kensington Cottage Escape- Sleeps 2!

Live and enjoy life like a local in this Chic Cozy Cottage in an upscale Kensington neighborhood! Enjoy the tranquil outdoor dining area along with comfortable queen bed with 1800 thread count sheets. There is ample free street parking. You are only 7-10 minutes to downtown, airport, zoo, Sea World & beaches! Walking distance to tons of restaurants, bars, shops, coffee shops & restaurants! This cottage has AC and heat throughout!

Charming cottage near Sunset Cliffs

Super cute, 2-bedroom house cottage, with inviting ambiance, in Ocean Beach, blocks from the sparkling Pacific Ocean and Sunset Cliffs. Quiet neighborhood, short walk to ocean, yet centrally located for convenience, great dining and sight-seeing (The Zoo, Airport, Downtown/Gaslamp Quarter, La Jolla, Belmont Park, Little Italy). I use a professional cleaner who is aware of covid-19 needs.

Dragonfly Cottage - In the Heart of San Diego

Cozy cottage located in HIllcrest, the heart of San Diego. Private entrance with a full kitchen and shared patio/BBQ area and Hot Tub. Super close to Balboa Park, The San Diego Zoo, Beaches and Downtown. Walking distance to an amazing array of restaurants and bars. A great place to relax and enjoy all that San Diego has to offer.

Historic Charmer Steps to Downtown

Charming, fully renovated cottage located in an Historic District on the edge of Downtown San Diego. This is a safe, QUIET historic neighborhood. Not a tourist area. Most guests drive or ride share. There is one off-street parking spot for you. There no coffee shops or restaurants in the immediate few blocks.

Family and Pet Friendly Beach Bungalow

Our newly renovated beach bungalow has 2 bedrooms, a large comfy couch and a full bath. It is located 1 mile from the beach, 0.2 miles to Vons, Starbucks, Trader Joe's, restaurants and bars. Bikes, beach chairs and a beach umbrella are available for use. Private gated parking. Pets welcome.