Cottage holiday rentals in San Diego Bay

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, 144 reviews

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.

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, 457 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.

A welcoming entrance features a set of steps leading to a private door. A picnic table sits on a grassy area nearby, surrounded by a white fence. Soft evening light highlights the entrance, creating a cozy and inviting appearance.

4.98 out of 5 average rating, 207 reviews

Charming 1BR Point Loma Beach Cottage Near Water

*Point Loma Beach Cottage** Freshly Remodeled 509 Sq. Ft.**Single Story* One Bedroom *One Bathroom* With Ample Side By Side Parking For 2 Cars*** Brand New Appliances* Refrigerator* Gas Stove Top Oven w 4 Burners*Microwave* Stacked Washer Dryers***Mini Split AC/ Heating ***Starbucks*Ralphs 2 Blocks***San Diego Yacht Club *San Diego Bay*Shelter Island 10 to 15 Minutes Walk** Downtown***Airport**Balboa Park ***Zoo*Sea World*Petco Park 10 -15 Minutes Without Having To Get On A Freeway*

A private back patio is showcased, featuring two gray wicker armchairs positioned on an outdoor rug. Wooden steps lead up to the house, while lush greenery and flowering plants create a serene backdrop. A small table is set between the chairs for convenience.

4.96 out of 5 average rating, 262 reviews

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.

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.

4.96 out of 5 average rating, 254 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, 441 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.

4.83 out of 5 average rating, 193 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!

4.88 out of 5 average rating, 402 reviews

Green Door Cottage | Charming Coastal Getaway

Just 3 blocks from the beach, Green Door Cottage is a cozy, colorful, dog-friendly escape in the heart of Ocean Beach. Enjoy a private yard, full kitchen, A/C, stylish vintage touches, and free parking for one car. Walk to top restaurants, local shops, tasting rooms, yoga studios, and Dog Beach just a few blocks away. Warm, welcoming, and full of coastal charm, it’s the perfect San Diego getaway.

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, 310 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.

4.86 out of 5 average rating, 528 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, 268 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 panoramic view of rolling green hills meets a shimmering bay, dotted with residential areas. Lush trees frame the foreground, while the coastline stretches into the distance under a clear blue sky.