Cottage vacation rentals in San Diego Bay

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Top-rated cottage rentals in San Diego Bay

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Guest favorite

Cottage in San Diego

4.87 out of 5 average rating, 109 reviews

Historic Casita in Bungalow Court, Bikes incl.!

Cozy Spanish cottage w/wood floors, & vintage charm, located in a historic Bungalow Court with 11 units total, surrounding a center grass courtyard, & each has a small, private rear patio, and sits facing a center, gated, grass courtyard. All the other units are occupied by our long term tenants, many who have lived here for years, and love it, and we hope you do too! Please be considerate of others while enjoying your stay, as this is a quaint, urban setting, with many neighbors nearby. Thanks

Oct 10 – 17

R2,278 ZAR per night

Guest favorite

Cottage in North Ocean Beach

4.92 out of 5 average rating, 132 reviews

Oceanfront Cottage ON Beach w/ Prvt. Yard & Garage

Imagine waking up to the sound of the ocean and the smell of the ocean air. You are ON the sand, beachfront in this cottage. Enjoy your coffee on the patio or on the front porch as you plan your day of beach fun & relaxation. The private side yard & private garage are yours to enjoy away from other beach goers if you want your own space, or you can get out there on the beach & enjoy the water, waves & sand! The choice is yours. This Ocean Beach property is the perfect location for your holiday!

Aug 15 – 22

R9,060 ZAR per night

Guest favorite

Cottage in San Diego

4.95 out of 5 average rating, 114 reviews

Custom built Beach Cottage - Sail Bay!

Custom Sail Bay Beach Cottage! CUSTOM-BUILT cottage located in the most prime coastal location of Crowne Point! 2 minute walk in either direction to the most pristine & beautiful beachfront in San Diego. Dozens of top restaurants & cafe's within a 4-block radius but parking is never an issue with reserved spot directly in front of your private entrance. Come experience the best of San Diego coastal living in this brand new, high end, super comfy beach cottage with all the amenities!

Mar 30 – Apr 6

R3,545 ZAR per night

Guest favorite

Cottage in Pacific Beach

4.91 out of 5 average rating, 405 reviews

Resort Style - Cottage

GREAT FOR STAYCATIONS, REMOTE WORKING, GETAWAYS, WEEKLY & MONTHLY RENTALS, NO PARTIES. 1 bed 1 bath cottage, offers resort style accommodations for 1-4 guests in Pacific Beach. A comfortable QUEEN size bed in the bedroom and a QUEEN air mattress in the living room. Private courtyard & backyard; firepit, BBQ, and outdoor shower. Luxury bathroom and fully equipped kitchen. Lots of street parking in front. Included: bikes, bike trailer, pack n play . Lots of beach toys, cooler, etc.

Jan 16 – 23

R2,749 ZAR per night

Guest favorite

Cottage in San Diego

4.88 out of 5 average rating, 265 reviews

Cozy 1br Cottage in Trendy South Park

This comfortable updated 1 br cottage is in the heart of South Park. Walk to all the hot spots, including restaurants, breweries and coffee houses. Close to Balboa Park, and the Gaslamp/downtown.. A quick ride to North Park and all it has to offer. Room for 3rd guest on the couch. Lovely setting on a canyon, behind a front house. Full kitchen recently remodeled. Grill or relax on the patio. Pets welcome for $95 Pet Fee. Non-smoking only ($150 smoking fee if rule is violated)

Jun 19 – 26

R3,002 ZAR per night

Guest favorite

Cottage in San Diego

4.95 out of 5 average rating, 335 reviews

Mid-Century Retreat in Hillcrest

This 2nd floor retreat sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very bright, quiet, and private and sits directly behind our house(pictured) with no common walls. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Oct 14 – 21

R3,181 ZAR per night

Guest favorite

Cottage in San Diego

4.86 out of 5 average rating, 463 reviews

Private Ocean Beach Cottage and Courtyard

Our bright and comfy one bedroom/ one bath beach cottage is the perfect place to enjoy Ocean Beach and San Diego. It is conveniently located three blocks down the street from the beach with a full kitchen, full bathroom and private courtyard. Free parking is provided. We've taken additional steps to reduce the spread of infection due to COVID-19 with enhanced deep cleaning, linens laundered on sanitary cycle, and providing sanitary wipes to guests.

Oct 10 – 17

R2,832 ZAR per night

Guest favorite

Cottage in San Diego

4.95 out of 5 average rating, 298 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.

Feb 28 – Mar 7

R3,892 ZAR per night

Guest favorite

Cottage in La Mesa

4.97 out of 5 average rating, 277 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).

Sep 1 – 8

R3,039 ZAR per night

Guest favorite

Cottage in Adams North

4.78 out of 5 average rating, 303 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!

Jun 13 – 20

R2,661 ZAR per night

Superhost

Cottage in Downtown San Diego

4.82 out of 5 average rating, 150 reviews

Stylish, cozy studio in the heart of Little Italy

La Cantuccio - "the nook" - is Villa Little Italy's cozy studio. Set in an original 1930's bungalow, this two room studio, this has a main room with a Murphy bed and stylish living area as well charming kitchen. Every effort has been made to make this small space both functional and exquisitely comfortable ... the perfect hideaway to launch your exploration of Little Italy, San Diego, and parts beyond!

Dec 13 – 20

R2,475 ZAR per night

Guest favorite

Cottage in Ocean Beach

4.95 out of 5 average rating, 350 reviews

Ocean Beach Cottages 3 Sunset Cottage

Charming OB beach cottage built in 1918. We’ve kept the original hardwood floors, wood beam ceilings & exterior. While updating to include everything you need for perfect beach vacation. The small one room studio accommodations include air conditioning, queen size bed, full bath, kitchenette, internet, tv with Apple TV to stream apps.

Sep 8 – 15

R3,035 ZAR per night