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Cottage holiday rentals in Hillcrest

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Top-rated cottage rentals in Hillcrest

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

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Two cozy chairs are positioned around a small table on a patterned rug. Lush green palm trees frame the background, creating a serene outdoor setting. A plant and decorative items add subtle touches to the table, enhancing the calm atmosphere of the shaded patio.
Cottage in Mission Hills
4.79 out of 5 average rating, 238 reviews

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.

Top Guest favourite
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, 110 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".

Guest favourite
A cozy living room features a soft leather sofa adorned with textured cushions. A round rattan coffee table sits in front of a white faux brick fireplace, with light streaming through sheer curtains. Decorative elements include a wall mirror and a small plant on a side table.
Cottage in Ocean Beach
4.84 out of 5 average rating, 471 reviews

Boho Bungalow | Cozy Hideaway | Walk Everywhere!

Feel right at home in this stylish hidden gem - The Boho Bungalow where you can live like a local and enjoy the sights, sounds and sea breezes of beautiful Ocean Beach all right on your doorstep. Soak up the sun on the front patio while the coffee is brewing in the kitchen, then retire to the beautiful bedroom before a movie with Netflix included.You will be an easy 15 min walk to the beach, 10 mins to the happening Newport Ave and a quick drive or scooter ride to San Diego's top hot spots.

Top 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, 123 reviews

LOFT: Detached Cottage with Patio

The LOFT is in the heart of Normal Heights; which is by far the best spot in the best part of town you could possibly stay. Everything is walkable, so it’s a local’s favorite! 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.

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
4.98 out of 5 average rating, 204 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
4.85 out of 5 average rating, 282 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.

Guest favourite
The living room features a spacious, soft sectional sofa adorned with decorative pillows. A round coffee table is centered on a colorful area rug, while a bright window allows natural light. The room is connected to a dining area with a visible ceiling fan and wooden furniture.
Cottage in Pacific Beach
4.93 out of 5 average rating, 169 reviews

Cheerful & Sunny-3BR House in Pacific Beach CA

Family owned for over 50 years, this sunny and original bungalow, built on a corner lot in the1940’s, has been newly renovated, while preserving elements of priceless patina. It’s located just 1 mile away from Crown Point, and less than 2 miles from the beach boardwalk and Crystal Pier. This rental is perfect for families, or a group of adults, looking for a rejuvenating vacation. Enjoy and relax in this quiet neighborhood, tucked away from the busy streets.

Guest favourite
A light-filled living room showcases a comfortable grey sofa adorned with patterned cushions. A simple wooden coffee table sits atop a textured area rug. The space is enhanced by a ceiling fan and warm-toned walls, providing a calm atmosphere. A dining area is visible through an opening.
Cottage in Mission Beach
4.86 out of 5 average rating, 334 reviews

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

This cozy beach cottage is located just footsteps from the sand in Mission Beach. Walk 2 minutes to the bay or ocean. Features 1 bedroom, 1 bathroom, spacious living room with a sofa bed, fully supplied kitchen, outdoor patio with gas BBQ. It includes air conditioning and parking, both a rare luxury in this area. Also included are two beach cruiser bicycles, beach towels, beach chairs, beach umbrella, sand toys & boogie boards. Ideal space for 2 to 4 people.

Top Guest favourite
The living room features a comfortable sofa and inviting chairs arranged around a low coffee table. A large TV is positioned against a white wall, complementing the artistic decor. Natural light enters through the windows, creating a welcoming ambiance in the cozy space.
Cottage in Ocean Beach
4.93 out of 5 average rating, 399 reviews

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.

Top Guest favourite
A modern kitchen with white cabinetry and granite countertops is paired with a round dining table set for four. Sunlight fills the space through large windows, and a cozy seating area features a dark leather sofa, creating an inviting atmosphere.
Cottage in La Mesa
4.97 out of 5 average rating, 328 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).

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, 493 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
4.96 out of 5 average rating, 246 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.

Popular amenities for Hillcrest cottage rentals

Quick stats about cottage rentals in Hillcrest

  • Nightly prices starting at

    Hillcrest holiday rentals start at $199 AUD per night before taxes and fees

  • Verified guest reviews

    Over 680 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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