Cottage holiday rentals in San Diego

Cottage in Normal Heights

The entrance showcases a bright red exterior with a welcoming porch. A wooden door opens to the interior, illuminated warmly. Decorative lanterns hang beside the door, while a unique wall art piece, resembling a figure, adds character to the facade.

4.95 out of 5 average rating, 153 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.

LocationFamilyPets

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, 225 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*

FamilyValueView

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, 268 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.

FamilyLocationHospitality

4.97 out of 5 average rating, 266 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!

ValueLocationQuiet

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, 451 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.

ValueFamilyDecor

A spacious living room features high, exposed beam ceilings and light wood flooring. A cozy gray sofa is situated next to a modern coffee table, while a light fixture hangs above a dining area with seating for guests. Natural light filters in through large windows.

4.94 out of 5 average rating, 108 reviews

NEW Private PB Modern Cottage w/ Large Wood Deck

Escape to Pacific Beach in our recently updated guesthouse just 2 1/2 blocks from the sandy shores! Perfect location within minutes to La Jolla. Restaurants, bars, and beaches all within walking distance. Large Living Room provides space for remote workers, full kitchen, and outdoor deck patio for al fresco dining or morning coffee. Everything you need for a day at the beach is provided and even surfboard storage for convenience.

FamilyLocationAir conditioning

4.96 out of 5 average rating, 363 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 comfy and the bathroom is stocked. The space is only for those looking for quiet. No partying/loud socializing. Located 20 min from downtown San Diego and 25 min from the nearest beach (Ocean Beach).

FamilyValueSleep quality

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, 444 reviews

Pepper Berry Beach Cottage

Located in a quiet neighborhood of Ocean Beach. Built in the 1940's, Pepper Berry Beach Cottage is a classic Southern California beach cottage with the authentic charm and character that comes from age and good maintenance. If you like bright airy open spaces with no cleaning fee then Pepperberry Beach cottage is the place for you.

ValueLocationHiking

4.95 out of 5 average rating, 277 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.

LocationValueCleanliness

4.99 out of 5 average rating, 107 reviews

A charming Cape Cod cottage exterior is framed by manicured hedges and a gravel driveway. Sunlight highlights the white siding and stone chimney. In the background, the road leads toward the ocean, suggesting easy access to the nearby beach.

Cottage in Del Mar

Ocean view, Del Mar beach house

Gorgeous Cape Cod cottage! Enjoy a breathtaking sunset over the Pacific ocean, miles of gorgeous walks overlooking the ocean which is just steps from the cottage. Walk to the beach or into the village of Del Mar. Walking distance to delightful breakfast spots, indulgent spa treatments, fabulous restaurants.

ValueLocationSleep quality

4.93 out of 5 average rating, 367 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.

ValueLocationAccuracy

4.99 out of 5 average rating, 269 reviews

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 La Jolla

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.

LocationFamilyParking

Popular amenities for San Diego cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

5 out of 5 average rating, 6 reviews

Cottage in Oceanside

D27 NCV - Ground level Oceanfront Cottage

FamilyValueNearby

4.84 out of 5 average rating, 86 reviews

The Avocado Hut- Private Guesthouse, HOT TUB!

FamilyLocationWalkability

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, 255 reviews

Crown Point Gem with Salt Water Pool

ValueLocationCleanliness

4.87 out of 5 average rating, 542 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

FamilyLocationDecor

Cottage in Oceanside

4.74 out of 5 average rating, 132 reviews

BEACHFRONT STRAND COTTAGE 2 BED 1 BATH UPPER UNIT

FamilyLocationNearby

Cottage in Cardiff

Aether House at Twelve Senses Retreat Encinitas

LocationDecorComfort

4.93 out of 5 average rating, 272 reviews

A small wooden bridge crosses over a gently flowing stream surrounded by lush green grass and trees. The natural landscape features scattered rocks and various plants, creating a peaceful and inviting outdoor setting.

Cottage in San Marcos

Country cottage 30 mins from San Diego beaches!

LocationFamilyQuiet

4.9 out of 5 average rating, 440 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!

ValueLocationWalkability

Pet-friendly cottage rentals

4.97 out of 5 average rating, 529 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 Oceanside

Writers' Cottage -Pets OK, Last minute DEALS avail

ValueFamilyAccess

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, 181 reviews

Cheerful & Sunny-3BR House in Pacific Beach CA

ValueLocationKitchen

4.89 out of 5 average rating, 413 reviews

Beach Days Are Booking Fast at Green Door!

LocationValueLong stay

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, 164 reviews

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

ValueLocationAccuracy

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.

4.82 out of 5 average rating, 331 reviews

Ocean Beach ~ Your dream vacation!

FamilyValueHeating

4.98 out of 5 average rating, 110 reviews

A charming country cottage is nestled under a clear blue sky. The building features a light yellow exterior, with a front porch framed by green vines. A large oak tree stands nearby, adding to the peaceful rural setting.

Cottage in Valley Center

Cheerful, Peaceful, 4 BR Country Cottage

LocationValueCheck-in

A cozy living area features a brown leather sofa paired with a light armchair on a textured rug. A wooden coffee table sits centrally, surrounded by decorative plants. Natural light enters through the window, highlighting the dark wooden paneling on the walls and a mirror above the couch.

4.84 out of 5 average rating, 103 reviews

Cape May Casita

FamilyLocationCheckout

4.97 out of 5 average rating, 116 reviews

Brighton Beach Cottage 2 - Literally Steps to Sand

ValueFamilyBackyard

Private cottage rentals

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.

4.86 out of 5 average rating, 337 reviews

Private Cottage near Balboa Park

ValueLocationBathroom

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, 645 reviews

Cozy Cottage -3 blocks from beach+parking+bikes

FamilyValueSolo travel

4.9 out of 5 average rating, 137 reviews

An outdoor seating area features a built-in bench and a fire pit, with a backdrop of a brightly painted cottage. Large glass doors open to a cozy indoor space, illuminated by soft lighting, creating a seamless connection between the outdoor and indoor environments.

Cottage in Mission Beach

Yellow 2-Bedroom Cottage Steps to The Beach

LocationValueQuiet

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.

4.88 out of 5 average rating, 263 reviews

Hilltop Cottage - Incredible views of San Diego!

LocationFamilyHospitality

4.92 out of 5 average rating, 544 reviews

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.

Cottage in La Jolla

La Jolla Beach Cottage Gem

ValueLocationCleanliness

4.94 out of 5 average rating, 475 reviews

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.

Cottage in La Jolla

Pearl 1 Cottage - La Jolla Village All sanitized

FamilyLocationWalkability

A private courtyard features a vibrant red door, surrounded by lush greenery and a well-maintained lawn. A shaded table and seating area are positioned on one side, while a lounge chair rests near the walkway, creating an inviting outdoor space.

4.92 out of 5 average rating, 564 reviews

Resort Style - Cottage Getaway

ValueLocationLayout

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.