Cottage holiday rentals in Hillcrest

Quiet Cottage Retreat Just Minutes from Downtown

Welcome to your serene escape just outside downtown San Diego. Nestled in a quiet, safe, and affluent neighborhood, this beautiful place offers the perfect blend of tranquility and convenience. Surrounded by elegant canary palm trees and the soothing sounds of local birds, the property is a peaceful oasis where you can relax and recharge after a day of exploring the city. Come experience the best of both worlds: the comfort of a peaceful retreat and the energy of the city right at your doorstep.

Renovated Central Beach House w AC, Steps to Beach

Amazing location next to the beach. Recently remodeled property has lots of comforts and luxury amenities. The private 2 bedroom, 1 bath beach bungalow features one off-street parking space, is climate controlled, and has a beautifully remodeled professional kitchen. Centrally located, a short walk from restaurants, shopping, nightlife, and the rest of downtown Ocean Beach (OB). You are far enough away from the heart of the action to have a relaxing time. Truly the best of both worlds!!

LOFT: Detached Cottage with Patio

The LOFT is in the heart of Normal Heights; which is by far the best spot in the best part of town you could possibly stay. Everything is walkable, so it’s a local’s favorite! 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.

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.

Resort Style - Cottage

Perfect for staycations, remote work, romantic getaways, or extended stays (weekly & monthly). No parties, please. Charming 1 bed, 1 bath cottage offers resort-style comfort for two guests. Plush queen-sized bed, a luxurious bathroom and fully equipped kitchen. Step outside to your private courtyard and backyard—complete with a firepit, BBQ and outdoor shower. Includes free street parking, bikes, a Pack ’n Play, boogie boards, beach toys, cooler, and more!

Fabulous 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.

La Mesa House On a Hill With Mountain Views!

SUNRISE PERCH - A standalone guest house, perfect spot for your San Diego stay! Enjoy inspiring sunrise views from the deck or relax indoors with super fast WiFi and a 43" TV. Enjoy a full kitchen! The king bed is super comfy and the bathroom is stocked. The space is only for those looking for quiet. No partying/loud socializing. Families welcome! Located 20 min from downtown San Diego and 25 min from the nearest beach (Ocean Beach).

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!

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.

Ocean Beach Cottage2 Ocean Breeze Includes Parking

Charming OB beach cottage built in 1918. We’ve kept the original hardwood floors, wood beam ceilings & exterior. While updating to include everything you need for perfect beach vacation. The small one room studio accommodations include air conditioning, queen size bed, full bath, kitchen, internet, smart TV to stream apps.

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.