Cottage holiday rentals in San Diego Bay

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Top-rated cottage rentals in San Diego Bay

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Top guest favourite
The welcoming entrance of Cedar Cottage is framed by lush greenery and decorative potted plants. A wooden porch, adorned with comfortable seating, leads to glass-paned doors. Elements such as a bubbling fountain and seasonal pumpkins add charm to the rustic facade.
Cottage in El Cajon
4.99 out of 5 average rating, 147 reviews

Cedar Cottage Retreat with Mountain View’s

Escape to the countryside. Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3. 1 Queen bed and 1 comfortable Twin bed 1 bathroom. Pet friendly Just 2 miles from Sycuan resort, casino & golf . Get back to nature at this delightful cabin hideaway in the hills just 3.5 miles from the quaint town of Alpine. This very special private estate has natural beauty when looking out from the cottage.

Top guest favourite
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.
Cottage in San Diego
4.97 out of 5 average rating, 110 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".

Guest favourite
A bright living area features a spacious sectional sofa opposite a wooden coffee table, with a large world map artwork mounted on the wall. Natural light floods the space through sliding glass doors that lead to the outdoor area. Potted plants add a touch of greenery.
Cottage in San Diego
4.95 out of 5 average rating, 180 reviews

Renovated Central Beach House w AC, Steps to Beach

Amazing location next to the beach. Recently remodeled property has lots of comforts and luxury amenities. The private 2 bedroom, 1 bath beach bungalow features one off-street parking space, is climate controlled, and has a beautifully remodeled professional kitchen. Centrally located, a short walk from restaurants, shopping, nightlife, and the rest of downtown Ocean Beach (OB). You are far enough away from the heart of the action to have a relaxing time. Truly the best of both worlds!!

Top guest favourite
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.
Cottage in San Diego
4.96 out of 5 average rating, 125 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.

Guest favourite
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.
Cottage in San Diego
4.98 out of 5 average rating, 210 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!

Guest favourite
An outdoor patio features a sleek BBQ grill covered with a protective cover. A cozy seating area with a tan leather couch is visible through open sliding doors. Potted plants add greenery, while an umbrella provides shade, creating an inviting space for relaxation.
Cottage in San Diego
4.88 out of 5 average rating, 179 reviews

Charming Coastal Cottage with AC Blocks from Beach

Welcome to our cozy and charming 1 bedroom, 1 bathroom cottage in the heart of Pacific Beach! Our cottage is the perfect place for a romantic getaway or a solo adventure to the beach. Located just a few blocks from the ocean, this charming cottage is nestled in a quiet neighborhood. Stroll down to the beach for a relaxing day in the sun or head out to explore the local shops, restaurants, and nightlife. Please inquire about our off season, longer term stays.

Top guest favourite
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.
Cottage in San Diego
4.94 out of 5 average rating, 402 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.

Top guest favourite
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
4.97 out of 5 average rating, 330 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).

Guest favourite
Cottage in San Diego
4.88 out of 5 average rating, 371 reviews

Charming coastal cottage Dogs free, 3 blocks ocean

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!

Guest favourite
A spacious garden studio features a vaulted ceiling and bright natural light. A large bed is adorned with a colorful quilt, while a round dining table is accompanied by two black chairs. A wooden wardrobe and a piece of wall art contribute to the room's inviting ambiance.
Cottage in San Diego
4.89 out of 5 average rating, 153 reviews

Sunset Cliffs Garden Studio

Located 1 block from Sunset Cliffs Natural Park. Watch amazing sunsets everyday & do yoga on the cliffs facing the ocean! The garden studio is cozy, cute, and we use natural products for cleaning, etc. We're kid/baby-friendly too. We are located 3 miles from Seaworld & close to Ocean Beach, Pt. Loma, Cabrillo Light House, downtown San Diego, Pt. Loma Nazarine University.

Top guest favourite
Cottage in San Diego
4.96 out of 5 average rating, 247 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.

Top guest favourite
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.
Cottage in San Diego
4.99 out of 5 average rating, 246 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 2024, 45% of our bookings were from repeat guests.

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