Cottage vacation rentals in Hillcrest

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Quick stats about cottage rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest vacation rentals start at ﺩ.ﺇ477 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!

Top-rated cottage rentals in Hillcrest

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Guest favorite
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 favorite
A charming cottage with a welcoming porch is showcased. A colorful red umbrella provides shade over a patio table surrounded by several chairs on the paved outdoor area. Lush greenery accents the space, contributing to a relaxed atmosphere.
Cottage in Ocean Beach
4.97 out of 5 average rating, 126 reviews

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".

Top guest favorite
A charming cottage exterior is framed by a white picket fence, featuring a small porch with two adirondack chairs and a wooden bench. The structure is accented by a wreath on the front door and surrounded by manicured grass.
Cottage in San Diego
4.91 out of 5 average rating, 149 reviews

Ocean Beach Private Cottage Getaway

Welcome to paradise! Cozy 1 BR/1 BA cottage is 6 blocks from Ocean Beach & 4 blocks to grocery stores, bars, shopping, restaurants & nightlife. 2 miles to SeaWorld & 8 miles to the San Diego Zoo. 1 Queen bed & pull-out couch (Queen Bed size). 70" TV, ceiling fans, central heat, A/C unit, Washer/Dryer, BBQ & beach supplies all provided for your trip! The cottage is fenced in it's own private lot with plenty of street parking available. Ideal for 2, but can squeeze a small family of 4.

Guest favorite
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, 249 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 favorite
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, 322 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 favorite
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, 766 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 favorite
The exterior view showcases a spacious parking area beneath a covered carport, surrounded by lush vegetation and vibrant flowers. The property features a neat driveway and a backdrop of rolling hills, enhancing the natural setting. The clear blue sky adds to the inviting atmosphere.
Cottage in La Mesa
4.97 out of 5 average rating, 348 reviews

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).

Top guest favorite
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, 635 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 favorite
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, 520 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 favorite
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 favorite
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, 351 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.

Top guest favorite
The exterior of the cottage is presented with a bright yellow facade and a welcoming entrance. A white bench with cushions is situated on a pathway of stone slabs, surrounded by artificial grass and greenery, enhancing the cottage's charm.
Cottage in San Diego
4.98 out of 5 average rating, 631 reviews

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 Hillcrest cottage rentals

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