
Cottage vacation 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.

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.

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".

Ocean Beach Sunshine Cottage Includes parking
Charming Ocean Beach cottage in the heart of this vibrant beach community. Built in 1918-we’ve kept the original hardwood floors, wood beam ceilings & exterior. It includes excellent heat & air conditioning. We also provide beach towels & cooler for a perfect beach vacation. The one room studio accommodation, queen size bed, small couch, separate full bathroom with shower & tub. Kitchen with gas stove & oven. Fast internet and tv with Amazon Firestick for viewing your favorite shows.

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.

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.

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).

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!

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.

Cute Beach Cottage - Walk to Beach, Bay, & More
Perfect little 1br/studio in Pacific Beach near the beach, bay, shopping, restaurants, and bars. Private entrance from the driveway. Separate kitchen area has mini fridge, mini stove, Keurig coffee maker, and a nice dining table area that doubles as the perfect spot to work from home.
Popular amenities for Hillcrest cottage rentals
Cottage rentals with a hot tub

2 BED/1 BA Coastal Haven in SD

La Jolla Cove Cottage in Prime location.

Crown Point Gem with Salt Water Pool

Ocean front Paradise– see waves from Jacuzzi!

SunDial | 2BR | Relaxing La Mesa retreat — near

Holiday fun at Safari Hideaway-pet friendly yard!
Pet-friendly cottage rentals

Family and Pet Friendly Beach Bungalow

Cheerful & Sunny-3BR House in Pacific Beach CA

Last-Minute Discount at Green Door Cottage!

FLS Morningside Cottage

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

Ocean Beach ~ Your dream vacation!

Private cozy cottage

Outdoor living at its finest!
Private cottage rentals

Bay Cottage, 0.1mi to Beach, 5.5mi to Airport

Renovated Central Beach House w AC, Steps to Beach

Ocean Beach Garden Cottage - Cozy Coastal Retreat

Charming cottage near Sunset Cliffs

Hilltop Cottage - Incredible views of San Diego!

Modern Beach Cottage with AC-Steps from Sand in PB

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

Cottage by the Beach!!
Quick stats about cottage rentals in Hillcrest

Nightly prices starting at
Hillcrest vacation rentals start at R2,184 ZAR per night before taxes and fees

Verified guest reviews
Over 680 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
- Guesthouse rentals Hillcrest
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