Cottage holiday rentals in San Diego Bay

A wide sandy beach stretches out toward the ocean, where gentle waves meet the shore. In the distance, a long pier extends into the water under a cloudy sky. Lifeguard stands are positioned along the beach, contributing to the coastal atmosphere.

4.93 out of 5 average rating, 165 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!

A cozy sleeping area features a spacious bed with light bedding and decorative pillows. Natural light filters through two windows, enhancing the room's warmth. A small table with a lamp and a television on a white dresser complete the inviting atmosphere.

4.95 out of 5 average rating, 429 reviews

Ocean Beach Cottages 3 Sunset Cottage

Charming 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 accommodation includes air conditioning, heat, queen size bed, full bath with shower & tub. Kitchenette has microwave & 2 burner hot plate for light cooking. Fast internet &smart tv to stream apps. Cottage is one block off the main street & 2 blocks to beach at end of our street.

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.

4.96 out of 5 average rating, 128 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.

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.

4.98 out of 5 average rating, 215 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!

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.

4.94 out of 5 average rating, 407 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.

4.97 out of 5 average rating, 332 reviews

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

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).

4.89 out of 5 average rating, 376 reviews

Last-Minute Discount at Green Door Cottage!

Just three blocks from the ocean, our cozy cottage is the ideal San Diego getaway! Green Door Cottage sits in the heart of a bustling area in quirky Ocean Beach—steps from top restaurants, tasting rooms, yoga studios, and shops. Enjoy free parking for one car and bring your dog! Dog beach and the dog park are both a few blocks away. The home is designed with stylish décor and A/C for comfort and fun, we welcome everyone to our home!

A cozy living area features a dark gray sofa paired with a wooden coffee table. A small bar with black seating is seen in the background, alongside a wall-mounted television. Natural light enters through two windows, enhancing the warm atmosphere of the space.

4.93 out of 5 average rating, 517 reviews

Grand Ave. Getaway - Just 3 Blocks to the Beach

Perfect for staycations, remote work, romantic getaways, or extended stays (weekly & monthly). No parties, please. Charming 1 bed, 1 bath cottage offers resort-style comfort for two guests. Plush queen-sized bed, a luxurious bathroom and fully equipped kitchen. Step outside to your private courtyard—complete with a firepit, BBQ and outdoor shower. Includes parking, bikes, a Pack ’n Play, boogie boards, beach toys, cooler, and more!

Superhost

A cozy sleeping area is presented with a spacious bed featuring blue and white striped linens. Mirrored walls enhance the room's brightness. A ceiling fan hangs above, providing airflow. A small dresser is positioned beside the bed, and a compact washer and dryer set is discreetly tucked away.

4.86 out of 5 average rating, 279 reviews

Ocean Beach ~ Your dream vacation!

Welcome to our charming Beach Bungalow, a coastal haven just steps away from the sand and sea. This idyllic retreat offers a cozy living space with panoramic ocean views, a well-equipped kitchen, and comfortable bedrooms for peaceful nights. Enjoy private patio moments, beach walks, and the soothing sound of the waves. Your ultimate beach bum experience begins here.

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.

4.87 out of 5 average rating, 505 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.

4.96 out of 5 average rating, 251 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.

A charming cottage exterior features a brick pathway leading to the front door, surrounded by well-kept grass and shrubs. The wooden siding is complemented by a welcoming porch and a prominent chimney, set against a clear blue sky.