
Cottage holiday rentals in Hillcrest
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Hillcrest
Guests agree: These cottages are highly rated for location, cleanliness and more.

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.

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.

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!!

Ocean Beach Sunshine Cottage 1 Includes parking
Charming Ocean Beach cottage in the heart of this vibrant beach community. Built in 1918-we’ve kept the original hardwood floors, wood beam ceilings & exterior. It includes excellent heat & air conditioning. We also provide beach towels & cooler for a perfect beach vacation. The one room studio accommodation, queen size bed, small couch, separate full bathroom with shower & tub. Kitchen with gas stove & oven. Fast internet and tv with Amazon Firestick for viewing your favorite shows.

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.

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.

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!

Stylish, cozy studio in the heart of Little Italy
La Cantuccio - "the nook" - is Villa Little Italy's cozy studio. Set in an original 1930's bungalow, this two room studio, this has a main room with a Murphy bed and stylish living area as well charming kitchen. Every effort has been made to make this small space both functional and exquisitely comfortable ... the perfect hideaway to launch your exploration of Little Italy, San Diego, and parts beyond!

Sunset Cliffs Garden Studio
Located 1 block from Sunset Cliffs Natural Park. Watch amazing sunsets everyday & do yoga on the cliffs facing the ocean! The garden studio is cozy, cute, and we use natural products for cleaning, etc. We're kid/baby-friendly too. We are located 3 miles from Seaworld & close to Ocean Beach, Pt. Loma, Cabrillo Light House, downtown San Diego, Pt. Loma Nazarine University.

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.
Popular amenities for Hillcrest cottage rentals
Cottage rentals with a hot tub

2 BED/1 BA Coastal Haven in SD

Crown Point Gem with Salt Water Pool

Ocean front Paradise– see waves from Jacuzzi!

Modern Family Home in San Diego: Private Yard, 2BR

1bd large backyard with spa, firepit, dining, pets
Pet-friendly cottage rentals

Family and Pet Friendly Beach Bungalow

Cheerful & Sunny-3BR House in Pacific Beach CA

Pippi's Paradise cottage 1 block to the beach w/AC

FLS Morningside Cottage

Ocean Beach ~ Your dream vacation!

Private cozy cottage

Outdoor living at its finest!

Brighton Beach Cottage 2 - Literally Steps to Sand
Private cottage rentals

Boho Bungalow | Cozy Hideaway | Walk Everywhere!

Historical 1920s Cottage in Heart of South Park

Welcome to Secret Cottage!

Ocean Beach Garden Cottage - Cozy Coastal Retreat

Oceanfront Cottage ON Beach w/ Prvt. Yard & Garage

Yellow 2-Bedroom Cottage Steps to The Beach

Modern Beach Bungalow

Hilltop Cottage - Incredible views of San Diego!
Quick stats about cottage rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at $155 AUD per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Hillcrest rentals

4.9 Average rating
Hillcrest stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a fire pit Hillcrest
- House rentals Hillcrest
- Rentals with breakfast Hillcrest
- Apartment rentals Hillcrest
- Hotel rooms Hillcrest
- Rentals with pools Hillcrest
- Fitness-friendly rentals Hillcrest
- Rentals with an EV charger Hillcrest
- Rentals with a fireplace Hillcrest
- Condo rentals Hillcrest
- Family-friendly rentals Hillcrest
- Rentals with a beach view Hillcrest
- Rentals with outdoor seating Hillcrest
- Guesthouse rentals Hillcrest
- Serviced apartment rentals Hillcrest
- Rentals with beach access Hillcrest
- Rentals with a hot tub Hillcrest
- Rentals with a washing machine and dryer Hillcrest
- Pet-friendly rentals Hillcrest
- Rentals with a patio Hillcrest
- Cottage rentals San Diego
- Cottage rentals San Diego County
- Cottage rentals California
- Cottage rentals United States
- Rosarito Beach
- Oceanside City Beach
- LEGOLAND California
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Torrey Pines State Beach
- Tijuana Beach
- Coronado Beach
- Pacific Beach
- Balboa Park
- Pechanga Resort Casino
- San Diego Zoo
- San Onofre Beach
- Moonlight State Beach
- La Misión Beach
- Liberty Station
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego
- Coronado Shores Beach




