Cottage holiday rentals in Hillcrest

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Top-rated cottage rentals in Hillcrest

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A comfortable sleeping area features a rustic wooden headboard and two white pillows arranged against it. Two decorative pillows with bird designs add a touch of charm. A bedside table is positioned next to the bed, enhancing the cozy atmosphere.
Cottage in Golden Hill
4.9 out of 5 average rating, 324 reviews

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.

Guest favourite
The spacious bedroom features a vaulted-beamed ceiling and an inviting California King-size bed, draped with a light blanket. Decorative elements include a wooden headboard, a vintage bench at the foot of the bed, and tasteful wall art. Natural light enters through the frosted window.
Cottage in Normal Heights
4.96 out of 5 average rating, 141 reviews

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.

Top guest favourite
A private back patio is showcased, featuring two gray wicker armchairs positioned on an outdoor rug. Wooden steps lead up to the house, while lush greenery and flowering plants create a serene backdrop. A small table is set between the chairs for convenience.
Cottage in Pacific Beach
4.96 out of 5 average rating, 257 reviews

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.

Top guest favourite
A vibrant living area features an open door with a bright orange frame, revealing an outdoor space. A modern red chair and sleek gray sofa are arranged on light wood flooring, complemented by a wall adorned with geometric patterns in bold colors. A flat-screen TV is mounted nearby.
Cottage in Mission Beach
4.94 out of 5 average rating, 543 reviews

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.

Guest favourite
A bright living area features a comfortable light gray sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, and a wall-mounted television is visible. Natural light filters through a large window beside the front door, which is framed with greenery.
Cottage in Hillcrest
4.96 out of 5 average rating, 251 reviews

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!

Guest favourite
A well-lit interior features a spacious bed with a multi-striped blanket. Two wooden chairs are positioned beside a small table with a bottle and vase of flowers. Large windows provide natural light, and a subtle color palette creates a serene ambiance.
Cottage in Greater North Park
4.86 out of 5 average rating, 325 reviews

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.

Top guest favourite
The cottage exterior showcases a bright white facade complemented by a blue front door. Lush palm trees and green plants surround the property, while a low white fence lines the yard, offering a welcoming entrance.
Cottage in San Diego
4.91 out of 5 average rating, 770 reviews

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.

Top guest favourite
A well-lit living area features a comfortable navy blue sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall near a rustic wooden console table. Natural light streams in through double French doors, leading to an outdoor space, framed by patterned curtains.
Cottage in Normal Heights
4.81 out of 5 average rating, 415 reviews

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!

Top guest favourite
A dining area is situated near large windows, offering natural light and views of the outdoors. A round wooden table with dark chairs accommodates seating, while a counter with green tile complements the purple walls and wooden ceiling.
Cottage in Ocean Beach
4.81 out of 5 average rating, 636 reviews

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.

Guest favourite
A light-filled living area features a comfortable sofa adorned with patterned pillows. A round coffee table sits atop a decorative rug. A flat-screen TV is positioned on a console, while a dining nook with chairs and a small table is visible in the background.
Cottage in Hillcrest
4.86 out of 5 average rating, 523 reviews

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.

Top guest favourite
Cottage in Sherman Heights
4.95 out of 5 average rating, 265 reviews

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.

Guest favourite
A panoramic view of rolling green hills meets a shimmering bay, dotted with residential areas. Lush trees frame the foreground, while the coastline stretches into the distance under a clear blue sky.
Cottage in Pacific Beach
4.93 out of 5 average rating, 353 reviews

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.

Popular amenities for cottage rentals in Hillcrest

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!

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