Cottage holiday rentals in San Diego County

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.

4.96 out of 5 average rating, 156 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.

4.95 out of 5 average rating, 561 reviews

A vibrant living area features an open door with a bright orange frame, revealing an outdoor space. A modern red chair and sleek gray sofa are arranged on light wood flooring, complemented by a wall adorned with geometric patterns in bold colors. A flat-screen TV is mounted nearby.

Cottage in Mission Beach

50 Steps to the Bay & 100 steps to the Ocean!

Mid-Century Modern inspired fully remodeled 1-bdrm + 1-bath beach bungalow with an additional Queen sofa pull-out bed for up to 4 people. All new interior finishes, air conditioning, heating, appliances, and furniture. Located on the nicest pedestrian-only court in Mission beach, this quiet community is occupied by long-term native SD residents. This cozy high-end contemporary home is perfect for a quiet & relaxing beach vacation. Unsafe for children (under 12), infants, or pets.

4.97 out of 5 average rating, 268 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!

4.92 out of 5 average rating, 375 reviews

Cottage in Oceanside

Beach Cottage Steps to Sand | Family Friendly #20

Wake up to the sound of waves. Fall asleep to the sun setting over the Pacific. Steps to the sand and sea! Right in the heart of the action on The Strand while being set back from the hustle & bustle in your private oasis. Walk to the pier, harbor, downtown, restaurants, shops, etc. No service/support animals as the owner has severe allergies. PLEASE NOTE neighboring cottage is under construction. I’ve dropped weekday prices down because of noise.

4.91 out of 5 average rating, 547 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

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.

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, 256 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 cottage exterior showcases a bright white facade complemented by a blue front door. Lush palm trees and green plants surround the property, while a low white fence lines the yard, offering a welcoming entrance.

4.92 out of 5 average rating, 793 reviews

Charming 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.

4.96 out of 5 average rating, 365 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).

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.

4.8 out of 5 average rating, 336 reviews

Ocean Beach ~ Your dream vacation!

Welcome to our charming Beach Bungalow, a coastal haven just steps away from the sand and sea. This idyllic retreat offers a cozy living space with panoramic ocean views, a well-equipped kitchen, and comfortable bedrooms for peaceful nights. Enjoy private patio moments, beach walks, and the soothing sound of the waves. Your ultimate beach bum experience begins here.

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, 449 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.

4.87 out of 5 average rating, 543 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.