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, 139 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 charming cottage with a welcoming porch is showcased. A colorful red umbrella provides shade over a patio table surrounded by several chairs on the paved outdoor area. Lush greenery accents the space, contributing to a relaxed atmosphere.

4.97 out of 5 average rating, 123 reviews

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".

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, 198 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 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.

4.97 out of 5 average rating, 244 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!

An open living space showcases a red sofa adorned with colorful cushions, complemented by a wood coffee table and decorative flowers. A kitchen with stainless steel appliances and vibrant blue cabinetry is visible, with sliding glass doors leading to an outdoor covered patio area.

4.84 out of 5 average rating, 232 reviews

Beach Cottage for family stay and work from home

WE ARE TWO BEDROOM NOW + 4 beds.. Remodeled attached cottage offers an open space concept. Open living room/kitchen, wood flooring, stainless steel appliances. Relax and eat in front cover patio. Walk to the beach and downtown Ocean Beach. Enjoy local eateries, walk to Target, beach, restaurants Farmers Market. Take in the sunset from OB Pier and Sunset cliffs. Sea World nearby. Eleven minutes to airport. Easy access to freeways.

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, 429 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.

A dining area is situated near large windows, offering natural light and views of the outdoors. A round wooden table with dark chairs accommodates seating, while a counter with green tile complements the purple walls and wooden ceiling.

4.81 out of 5 average rating, 632 reviews

Charming cottage near Sunset Cliffs

Super cute, 2-bedroom house cottage, with inviting ambiance, in Ocean Beach, blocks from the sparkling Pacific Ocean and Sunset Cliffs. Quiet neighborhood, short walk to ocean, yet centrally located for convenience, great dining and sight-seeing (The Zoo, Airport, Downtown/Gaslamp Quarter, La Jolla, Belmont Park, Little Italy). I use a professional cleaner who is aware of covid-19 needs.

4.95 out of 5 average rating, 263 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.

4.93 out of 5 average rating, 349 reviews

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.

The exterior of the cottage is presented with a bright yellow facade and a welcoming entrance. A white bench with cushions is situated on a pathway of stone slabs, surrounded by artificial grass and greenery, enhancing the cottage's charm.

4.98 out of 5 average rating, 628 reviews

Cozy Cottage -3 blocks from beach+parking+bikes

Private cottage for your Ocean Beach getaway. Includes secure parking, keyless entry, TV with streaming apps and local channels, high-speed internet, and an outdoor shower to freshen up after a day at the beach just three blocks away. Dining and shopping are conveniently located nearby.

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.

4.99 out of 5 average rating, 258 reviews

La Jolla Shores redwood beach cottage

Redwood cottage 3 blocks walking distance to beautiful La Jolla Shores beach. Large serene back yard with patio, hot tub, outdoor shower and beautiful plants and trees. Near shopping and restaurants but in a quiet setting. In 2025, 45% of our bookings were from repeat guests.

The living area features a comfortable dark sofa and a light wooden dining table surrounded by white chairs. Natural light enters through large windows, highlighting decorative elements such as plants and colorful cushions. A ceiling fan adds to the airy atmosphere, creating a relaxed space.