
Cottage holiday rentals in Hillcrest
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Quick stats about cottage rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at $222 NZD per night before taxes and fees

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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!
Top-rated cottage rentals in Hillcrest
Guests agree: These cottages are highly rated for location, cleanliness and more.

Peaceful North Park Cottage Near Morley Field
Welcome home to the spacious one-bedroom Wightman St cottage. A fully-equipped kitchen supports a romantic dinner for two. Make yourself at home as you'll have plenty of space to stretch out, stow luggage, hang clothes and make the most of your home-away-from-home. Enjoy free Wifi, cable and digital amenities to help you plug-in and chill-out. Washer/dryer are provided to make it feel like you could stay forever. Free beach gear (chairs,umbrella,towels) is included for that fun beach day!

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.

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.

Cozy Ocean Beach Cottage and Courtyard
Our bright and comfy one bedroom/ one bath beach cottage is the perfect place to enjoy Ocean Beach and San Diego. It is conveniently located three blocks down the street from the beach with a full kitchen, full bathroom and private courtyard. Free parking is provided. We've taken additional steps to reduce the spread of infection due to COVID-19 with enhanced deep cleaning, linens laundered on sanitary cycle, and providing sanitary wipes to guests.

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!

NEW Private PB Modern Cottage w/ Large Wood Deck
Escape to Pacific Beach in our recently updated guesthouse just 2 1/2 blocks from the sandy shores! Perfect location within minutes to La Jolla. Restaurants, bars, and beaches all within walking distance. Large Living Room provides space for remote workers, full kitchen, and outdoor deck patio for al fresco dining or morning coffee. Everything you need for a day at the beach is provided and even surfboard storage for convenience.

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!

Green Door Cottage | Charming Coastal Getaway
Just 3 blocks from the beach, Green Door Cottage is a cozy, colorful, dog-friendly escape in the heart of Ocean Beach. Enjoy a private yard, full kitchen, A/C, stylish vintage touches, and free parking for one car. Walk to top restaurants, local shops, tasting rooms, yoga studios, and Dog Beach just a few blocks away. Warm, welcoming, and full of coastal charm, it’s the perfect San Diego getaway.

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.
Popular amenities for Hillcrest cottage rentals
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

FLS Morningside Cottage

Ocean Beach ~ Your dream vacation!

EcoTopia: Beach, Art, Surf, & Ceremony Cottage

2 Bedroom Beach Cottage - Literally Steps to Sand

Pepper Berry Beach Cottage
Private cottage rentals

Yellow 2-Bedroom Cottage Steps to The Beach

Hilltop Cottage - Incredible views of San Diego!

Charming Beach Cottage Steps to Sand + Bikes & A/C

La Jolla Beach Cottage Gem

Charming LJ Shores Cottage

Modern Cottage Getaway!

Mission Beach North: Tree House Beach Bungalow

Beach Getaway Two, AC and Parking. Steps to Sand
Destinations to explore
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