Cottage holiday rentals in Lakeside

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.

Modern Cottage Getaway!

Welcome to your cozy getaway! This charming 1,000+ sq ft cottage offers an open-concept layout. Perfect for couples, small families, solo travelers, or anyone looking for a peaceful retreat. 🧺 Washer and dryer included for added convenience Located in a very quiet, residential neighborhood—ideal for those seeking rest and relaxation. 🚗 Parking: Guests have 1/2 reserved parking spot in the driveway. No Street Parking 🚭 No smoking 🐾 No pets or service animals due to health concerns

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.

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!

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.

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!

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.

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).

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!

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.

Hilltop Cottage - Incredible views of San Diego!

The best views in San Diego! This quaint cottage sits atop the tallest hill in Rosemont Heights, offering panoramic views of the incredible San Diego coastline, including the Coronado Bridge, Downtown, Point Loma, Mexico and Islas Coronado. We're centrally located - only 10 minutes from the Gaslamp District, downtown and the zoo, 20 minutes from the airport and beaches, and 30 minutes to the casinos.

Mari’s Sunshine Cottage

Sweet little private cottage with a beautiful view. Walk to hiking & biking trails. Peaceful and beautiful surroundings. Please note: must be able to climb stairs to get to the cottage... There is a garden and a chicken coop and a lovely outdoor area for you to enjoy. We are a 100% non-smoking property.