Cottage holiday rentals in Chula Vista

Cottage in Normal Heights

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, 136 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, 118 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".

4.97 out of 5 average rating, 237 reviews

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 Hillcrest

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!

4.94 out of 5 average rating, 201 reviews

A welcoming entrance features a white front door framed by large windows, offering natural light. Two blue chairs are positioned on a small grassy area, ideal for outdoor relaxation. Surrounding plants enhance the calm and inviting setting.

Cottage in El Cajon

Private cozy cottage

Set on top of a hill with a wonderful breeze. It is a private, cozy quaint place. Five minutes from the trolley making it easy to go downtown. Close to the 8, 52, 94 & 125 freeways. Downtown San Diego is 20 mins away. If you like to hike we are only 5 minutes from Cowles mountain and other trails. Restaurants and shopping nearby. Beaches are 20 minutes away. We allow house trained pets. Please notify us of pets when booking. Plenty of street parking.

The living room features a spacious, soft sectional sofa adorned with decorative pillows. A round coffee table is centered on a colorful area rug, while a bright window allows natural light. The room is connected to a dining area with a visible ceiling fan and wooden furniture.

4.93 out of 5 average rating, 173 reviews

Cheerful & Sunny-3BR House in Pacific Beach CA

Family owned for over 50 years, this sunny and original bungalow, built on a corner lot in the1940’s, has been newly renovated, while preserving elements of priceless patina. It’s located just 1 mile away from Crown Point, and less than 2 miles from the beach boardwalk and Crystal Pier. This rental is perfect for families, or a group of adults, looking for a rejuvenating vacation. Enjoy and relax in this quiet neighborhood, tucked away from the busy streets.

A welcoming entrance is framed by lush greenery and a vibrant blue door. A small seating area with two chairs and a table is visible beside parked bicycles. Well-maintained grass covers the ground, creating a cozy outdoor space with a combination of natural and structured elements.

4.91 out of 5 average rating, 478 reviews

Resort Style - Cottage

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 and backyard—complete with a firepit, BBQ and outdoor shower. Includes free street parking, bikes, a Pack ’n Play, boogie boards, beach toys, cooler, and more!

A living room features warm tones and hardwood flooring. A comfortable beige sofa and a red armchair are complemented by a decorative area rug. A wooden coffee table sits in the center, and a TV is mounted on the wall opposite a welcoming entryway with red French doors.

4.93 out of 5 average rating, 127 reviews

Ocean Beach Garden Cottage - Cozy Coastal Retreat

Unwind in Coastal Charm at the Garden Cottage Welcome to the Garden Cottage, your serene home base in the heart of Ocean Beach. Relax in the private courtyard hammock or take a short stroll to sandy beaches, local shops, restaurants, and the vibrant weekly Farmers’ Market (every Wednesday). Explore the longest concrete pier on the West Coast or venture out to world-famous attractions like the San Diego Zoo, SeaWorld, or thrilling whale-watching tours.

4.97 out of 5 average rating, 344 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).

The private backyard features a grassy lawn bordered by brick pathways. Colorful Adirondack chairs surround a small fire pit, creating a cozy gathering spot. Two storage sheds are visible in the background, framed by lush greenery and flowering plants.

4.99 out of 5 average rating, 148 reviews

3br Cottage w/ private deck+yard, walk to beach

Charming cottage-style beach house located in the heart of North PB, steps from famous Tourmaline Beach. Our 3br/1.5ba home is perfectly situated between La Jolla and Pacific Beach, so you can enjoy all this area has to offer. Ideal for families! Work from home! Open to pets! Tenants live in the back unit with a friendly pups. Please keep gates secure and respect quiet hours for our neighbors: 9pm week nights & 10pm weekends

4.86 out of 5 average rating, 514 reviews

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.

Cottage in Hillcrest

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.

Cottage in Sherman Heights

4.95 out of 5 average rating, 259 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.

4.94 out of 5 average rating, 343 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.

Popular amenities for Chula Vista cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.9 out of 5 average rating, 412 reviews

A spacious outdoor patio features a dining table with an umbrella and four chairs. Potted palm trees line the edges, and the red decking adds a vibrant touch. The ocean is visible in the distance, enhancing the relaxing beachfront atmosphere.

Cottage in Mission Beach

Ocean front Paradise– see waves from Jacuzzi!

A private entryway is framed by lush greenery and colorful plants. A rustic wooden gate provides access, set against a clean, beige wall. Blue pots filled with vibrant foliage are positioned at either side of the path leading to the entrance.

4.92 out of 5 average rating, 240 reviews

Crown Point Gem with Salt Water Pool

5 out of 5 average rating, 18 reviews

Cottage in La Mesa

Modern Family Home in San Diego: Private Yard, 2BR

4.77 out of 5 average rating, 26 reviews

A spacious balcony overlooks a shared backyard featuring lush greenery and a glimpse of the neighboring homes. Adirondack chairs invite relaxation while a clear blue sky complements the vibrant landscape below.

Cottage in Bay Park

1bd large backyard with spa, firepit, dining, pets

Pet-friendly cottage rentals

4.97 out of 5 average rating, 86 reviews

A bright living area features a white sofa adorned with colorful cushions, complemented by a wooden coffee table. Shelves filled with books line one wall, while a small dining table sits nearby. Light enters through windows, highlighting the room's warm and inviting design.

Cottage in South Park

Historical 1920s Cottage in Heart of South Park

4.89 out of 5 average rating, 386 reviews

Last-Minute Discount at Green Door Cottage!

A welcoming entrance is framed by decorative wrought iron railings. A colorful welcome mat leads to an open door, revealing a cozy living area with a gray sofa and patterned cushions, complemented by a multi-striped area rug on the floor.

5 out of 5 average rating, 105 reviews

FLS Morningside Cottage

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, 292 reviews

Ocean Beach ~ Your dream vacation!

Cottage in Sherman Heights

4.85 out of 5 average rating, 231 reviews

Private 2BR Downtown House + Parking

4.96 out of 5 average rating, 105 reviews

Brighton Beach Cottage 2 - Literally Steps to Sand

The exterior of the cottage is shown, featuring a white wooden structure with a welcoming front porch. A stylish railing borders the porch, while the entrance is framed by large windows and a decorative door. Surrounding greenery adds to the charm of the setting.

4.91 out of 5 average rating, 411 reviews

Pepper Berry Beach Cottage

The living area features vaulted ceilings and a blend of vintage and modern decor. A plush gray sofa is complemented by colorful throw pillows, while a stylish swivel chair is positioned nearby. An intimate dining area with sleek chairs and a round table is visible, enhancing the welcoming ambiance.

4.9 out of 5 average rating, 228 reviews

Grant's Getaway, cottage 1 block to beach w/AC

Private cottage rentals

A cozy living room features a soft leather sofa adorned with textured cushions. A round rattan coffee table sits in front of a white faux brick fireplace, with light streaming through sheer curtains. Decorative elements include a wall mirror and a small plant on a side table.

4.85 out of 5 average rating, 484 reviews

Boho Bungalow | Cozy Hideaway | Walk Everywhere!

4.97 out of 5 average rating, 223 reviews

A bright living area features a comfortable gray sofa adorned with colorful throw pillows. A light blue accent chair complements the space, which is enhanced by a decorative area rug with floral patterns. Natural light filters through windows, illuminating the serene environment.

Cottage in Mission Beach

Aqua-Sun-Kissed Shores -Cozy Beach Cottage

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, 168 reviews

Oceanfront Cottage ON Beach w/ Prvt. Yard & Garage

4.79 out of 5 average rating, 252 reviews

Two cozy chairs are positioned around a small table on a patterned rug. Lush green palm trees frame the background, creating a serene outdoor setting. A plant and decorative items add subtle touches to the table, enhancing the calm atmosphere of the shaded patio.

Cottage in Mission Hills

Quiet Cottage Retreat Just Minutes from Downtown

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.

4.89 out of 5 average rating, 183 reviews

Charming Coastal Cottage with AC Blocks from Beach

A private outdoor space features a grassy area surrounded by tall hedges. A large patio umbrella provides shade over a dining table with chairs, while additional seating chairs are arranged on the lawn. The space offers a peaceful environment for relaxation.

4.77 out of 5 average rating, 536 reviews

Cottage by the Beach!!

4.84 out of 5 average rating, 492 reviews

A clear view of the ocean showcases gentle waves rolling onto a rocky shoreline. The water reflects deep blue hues under a bright sky, with minimal whitecaps visible. Coastal vegetation softly frames the foreground, enhancing the serene coastal landscape.

Cottage in Bird Rock

La Jolla Bird Rock Beach Cottage Studio

A charming cottage exterior is framed by a white picket fence, featuring a small porch with two adirondack chairs and a wooden bench. The structure is accented by a wreath on the front door and surrounded by manicured grass.