Cottage holiday rentals in San Diego

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.

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, 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.

4.98 out of 5 average rating, 215 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!

The entrance to the cottage features a light blue door framed by a neutral-colored stucco exterior. Two large windows are visible on either side, adorned with potted green plants, while a white trellis extends overhead, providing shade.

4.94 out of 5 average rating, 438 reviews

Pearl 1 Cottage - La Jolla Village All sanitized

STRP License: STR - 01334L This Stylish Cottage; It's prestigious clean and tidy as well as functional; We are located in the heart of LJ Village close to all things you need for your vacation 0.6 miles walking distance to the beach, 1/2 block to Vons supermarket, a street off Girard Ave, corner of Pearl St. easy access to shops and arrays of restaurants, Sunday Farmer market; walking distance to La Jolla Cove & tidy pool, home of seals and sea lions.

A serene beach scene at sunset captures gentle waves lapping at the shore. The sky is painted in soft hues of blue, pink, and orange, while palm trees line the coastline in the distance. The tranquil atmosphere invites relaxation and reflection.

4.92 out of 5 average rating, 507 reviews

La Jolla Beach Cottage Gem

This is the perfect beach cottage for your La Jolla stay. Located a few short blocks to world famous beaches & La Jolla's iconic Village. Within walking distance is the La Jolla Cove, restaurants, shops, parks, historic buildings, museums, art center, the library, yoga, gyms, spas and more. A short drive to The Shores, scuba diving, kayaking, snorkeling, the Pier & Birch Aquarium. Enjoy all the comforts of home and the pleasures of a vacation.

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!

Cottage in Sherman Heights

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.

4.99 out of 5 average rating, 249 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.

Cottage in Greater North Park

A comfortable living area features a sectional sofa with decorative pillows, offering a cozy seating option. A sleek TV stand holds a flat-screen television, while two windows allow natural light to brighten the space. The wood floor adds warmth to the environment.

4.88 out of 5 average rating, 864 reviews

Quaint Cottage Heart of North Park, Location A+!

Fully remodeled in 2022, beautiful studio cottage in the heart of North Park, San Diego's most vibrant urban neighborhood. Near to Balboa Park & Zoo and many cafes, bars, and restaurants nearby. Explore San Diego from the heart of a great community!

Popular amenities for cottage rentals in San Diego

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Superhost

A patio area is visible with a round table and multiple black chairs, shaded by a large umbrella. The lush green lawn extends towards the beach, displaying ocean waves in the distance. The patio provides a clear view of the coastline and nearby pier.

Cottage in Oceanside

5 out of 5 average rating, 6 reviews

D27 NCV - Ground level Oceanfront Cottage

A quaint historic cottage is visible with a white exterior and a covered porch. Lush green grass surrounds the property, complemented by a bubbling fountain and several outdoor chairs. The ocean can be glimpsed in the distance, framed by palm trees and nearby buildings.

4.75 out of 5 average rating, 8 reviews

La Jolla Cove Cottage in Prime location.

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.

4.93 out of 5 average rating, 238 reviews

Crown Point Gem with Salt Water Pool

Cottage in Carlsbad Village

4.97 out of 5 average rating, 67 reviews

HideAway - Cottage Retreat in Village

5 out of 5 average rating, 11 reviews

Cottage in La Mesa

Relaxing Garden Chalet: Sleeps 6 Family Friendly

4.87 out of 5 average rating, 504 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

An outdoor deck features a wooden table with six chairs, shaded by a large umbrella. The space invites relaxation, with views of the surrounding area visible through large glass doors that separate it from the interior.

Cottage in Oceanside

4.74 out of 5 average rating, 123 reviews

BEACHFRONT STRAND COTTAGE 2 BED 1 BATH UPPER UNIT

The exterior of a beach cottage features a welcoming entrance with a dark door and a doormat that reads 'Welcome.' A small porch is adorned with two wicker chairs and surrounded by vibrant landscaping, including green grass and blooming flowers.

5 out of 5 average rating, 3 reviews

2 BED/1 BA Coastal Haven in SD

Pet-friendly cottage rentals

4.97 out of 5 average rating, 479 reviews

A modern living space is presented with a sleek black futon and two coffee tables, decorated with table mats. A distant view of a bedroom is visible, featuring a queen-sized bed with light bedding. A wall clock and decorative artwork add character to the room.

Cottage in Fire Mountain

Writers' Cottage -Pets OK, Last minute DEALS avail

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, 338 reviews

Family and Pet Friendly Beach Bungalow

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

A cozy living area is highlighted by vaulted ceilings and a cheerful color palette. A gray sofa is accented with colorful pillows, accompanied by mid-century modern furnishings. Natural light filters through patterned curtains, illuminating the unique patterned rug beneath.

4.93 out of 5 average rating, 160 reviews

Pippi's Paradise cottage 1 block to the beach w/AC

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, 102 reviews

FLS Morningside Cottage

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, 278 reviews

Ocean Beach ~ Your dream vacation!

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, 147 reviews

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

4.93 out of 5 average rating, 199 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 La Mesa

Private cozy cottage

Private cottage rentals

Cottage in Normal Heights

A well-lit living area features a comfortable navy blue sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall near a rustic wooden console table. Natural light streams in through double French doors, leading to an outdoor space, framed by patterned curtains.

4.8 out of 5 average rating, 393 reviews

Kensington Cottage Escape- Sleeps 2!

Cottage in Greater North Park

A well-lit interior features a spacious bed with a multi-striped blanket. Two wooden chairs are positioned beside a small table with a bottle and vase of flowers. Large windows provide natural light, and a subtle color palette creates a serene ambiance.

4.85 out of 5 average rating, 296 reviews

Private Cottage near Balboa Park

4.94 out of 5 average rating, 236 reviews

A scenic view from the large wrap-around deck showcases the vast Pacific Ocean and the charming, quaint historic district of Old Encinitas. The clear blue sky contrasts with the greenery and roofs of nearby homes, creating a peaceful coastal atmosphere.

Cottage in Cardiff

Charming Encinitas Beach Cottage- ocean views!

4.88 out of 5 average rating, 259 reviews

The entrance to the cottage is framed by a white picket fence, leading to a spacious patio area. Lush trees provide shade, while outdoor seating arrangements invite relaxation. The exterior features pastel hues, with decorative windows and charming accents enhancing the inviting appearance of the home.

Cottage in Encanto

Hilltop Cottage - Incredible views of San Diego!

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.

4.88 out of 5 average rating, 181 reviews

Charming Coastal Cottage with AC Blocks from Beach

An outdoor living area features comfortable seating arranged around a stone fire pit. A large umbrella provides shade, while string lights create a welcoming ambiance. The cottage's exterior, painted in soft shades, is visible with a vibrant door, enhancing the inviting outdoor space.

4.95 out of 5 average rating, 306 reviews

Outdoor living at its finest!