
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.

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.

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.

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".

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.

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).

Charming Cottage: Parking, Bikes & Walk to Sand!
Escape to our seaside retreat and experience the relaxing vibe of costal living! Just a short stroll from the sandy beaches, restaurants and shopping! Enjoy the cool coastal breeze as you cruise around on our bikes, gather around the outdoor dining table under the stars, and make unforgettable family memories in America's Finest City! 2 minute walk to beach or bay! 4 min walk to Belmont Park 10 min drive to SeaWorld

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.

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
Cottage rentals with a hot tub

La Jolla Shores redwood beach cottage

Ocean front Paradise– see waves from Jacuzzi!

Crown Point Gem with Salt Water Pool

Dragonfly Cottage - In the Heart of San Diego

1bd large backyard with spa, firepit, dining, pets
Pet-friendly cottage rentals

Historical 1920s Cottage in Heart of South Park

Cheerful & Sunny-3BR House in Pacific Beach CA

Last-Minute Discount at Green Door Cottage!

Ocean Beach ~ Your dream vacation!

Private cozy cottage

Outdoor living at its finest!

Brighton Beach Cottage 2 - Literally Steps to Sand

Grant's Getaway, cottage 1 block to beach w/AC
Private cottage rentals

Boho Bungalow | Cozy Hideaway | Walk Everywhere!

Ocean Beach Garden Cottage - Cozy Coastal Retreat

Cozy City Cottage with Bay View & Fast Wi-Fi

Yellow 2-Bedroom Cottage Steps to The Beach

Hilltop Cottage - Incredible views of San Diego!

Cottage by the Beach!!

Carriage House Studio in Historic Victorian

La Jolla Bird Rock Beach Cottage Studio
Quick stats about cottage rentals in Hillcrest

Nightly prices starting at
Hillcrest holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 750 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
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- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- Oceanside City Beach
- San Diego Convention Center E Ent
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Torrey Pines State Beach
- Tijuana Beach
- Coronado Beach
- Pacific Beach
- Balboa Park
- San Diego Zoo
- Pechanga Resort Casino
- Liberty Station
- Moonlight State Beach
- La Misión Beach
- San Onofre Beach
- Belmont Park
- Sesame Place San Diego
- Oceanside Harbor
- San Diego State University




