
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.

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.

It’s so Lovely on Larkspur Adorable Cottage in OB
Relax in our remodeled and sunshine filled 1 bed, 1 bath cottage with easy access to the beach, parks, restaurants, coffee shops, grocery and more. Uniquely away from the hustle and bustle, our charming neighborhood has limited through traffic and that friendly OB vibe you are looking for. We live next door and are Superhosts and ambassadors of Ocean Beach; to prove it, check out our reviews before our remodel by going to my profile or searching for "Charming OB Cottage with Private Patio".

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.

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.

Last-Minute Discount at Green Door Cottage!
Just three blocks from the ocean, our cozy cottage is the ideal San Diego getaway! Green Door Cottage sits in the heart of a bustling area in quirky Ocean Beach—steps from top restaurants, tasting rooms, yoga studios, and shops. Enjoy free parking for one car and bring your dog! Dog beach and the dog park are both a few blocks away. The home is designed with stylish décor and A/C for comfort and fun, we welcome everyone to our home!

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.

Cozy Cottage -3 blocks from beach+parking+bikes
Private cottage for your Ocean Beach getaway. Includes secure parking, keyless entry, TV with streaming apps and local channels, high-speed internet, and an outdoor shower to freshen up after a day at the beach just three blocks away. Dining and shopping are conveniently located nearby.
Popular amenities for cottage rentals in Hillcrest
Cottage rentals with a hot tub

Ocean front Paradise– see waves from Jacuzzi!

Crown Point Gem with Salt Water Pool

Cute, modern, private back house w/ free parking

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

Charming Cottage: Parking, Bikes & Walk to Sand!

Cheerful & Sunny-3BR House in Pacific Beach CA

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

EcoTopia: Beach, Art, Surf, & Ceremony Cottage

Private cozy cottage

Pepper Berry Beach Cottage

2 Bedroom Beach Cottage - Literally Steps to Sand

Beach Getaway Two, AC and Parking. Steps to Sand
Private cottage rentals

921 Beach Cottage-Hottest location in San Diego

Gorgeous Cottage w/AC & Parking & Private Patio!

Ocean Beach Garden Cottage - Cozy Coastal Retreat

Oceanfront Cottage ON Beach w/ Prvt. Yard & Garage

Cozy City Cottage with Bay View & Fast Wi-Fi

Yellow 2-Bedroom Cottage Steps to The Beach

Hilltop Cottage - Incredible views of San Diego!

Charming Beach Cottage Steps to Sand + Bikes & A/C
Quick stats about cottage rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at £95 per night before taxes and fees

Verified guest reviews
Over 790 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
- Family-friendly rentals Hillcrest
- Flat rentals Hillcrest
- Fitness-friendly rentals Hillcrest
- Pet-friendly rentals Hillcrest
- Rentals with an EV charger Hillcrest
- Rentals with beach access Hillcrest
- Rentals with a washing machine and dryer Hillcrest
- Apartment rentals Hillcrest
- Rentals with a firepit Hillcrest
- Guest house rentals Hillcrest
- Rentals with a fireplace Hillcrest
- House rentals Hillcrest
- Rentals with a patio Hillcrest
- Rentals with pools Hillcrest
- Rentals with breakfast Hillcrest
- Hotel rooms Hillcrest
- Rentals with outdoor seating Hillcrest
- Serviced apartment rentals Hillcrest
- Rentals with a hot tub Hillcrest
- Cottage rentals San Diego
- Cottage rentals San Diego County
- Cottage rentals California
- Cottage rentals United States
- Rosarito Beach
- San Diego Convention Center E Ent
- SeaWorld San Diego
- University of California-San Diego
- Petco Park
- Oceanside City Beach
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Tijuana Beach
- Torrey Pines State Beach
- Coronado Beach
- Balboa Park
- San Diego Zoo
- Pechanga Resort Casino
- San Diego State University
- Liberty Station
- Moonlight State Beach
- La Misión Beach
- San Onofre Beach
- Oceanside Harbor
- Belmont Park
- Sesame Place San Diego
- Mission Beach




