Cottage vacation rentals in Lakeside

4.95 out of 5 average rating, 126 reviews

Dog friendly California Cottage near SDSU

Whether you're staying in town for business at the college or the local hospitals; or just vacationing for the week or the weekend, this house is centrally located near SDSU, the village of La Mesa & Lake Murray. Relax and enjoy the private setting of your own 1 bed room cottage. We refer to the premises as The Olive Tree Cottages. Our olive trees are original (1935) to the property which host in addition to the tiny house-two cottages; each with their own private yards and private entrances.

4.84 out of 5 average rating, 248 reviews

Pacific Beach Cottage w/ backyard & parking

You’ll love our cozy beach cottage because it is fully equipped in a wonderful area in North Pacific Beach. Only a few blocks away from the beach and boardwalk. Our cottage is good for couples, solo adventurers, business travelers, families, and furry friends. It's close to the beach and lots of bars, restaurants, shops, cafes...Everything a traveler wants for a wonderful stay. We also love long stays and want to accommodate whatever you might need for your longer term stay in San Diego!

4.95 out of 5 average rating, 128 reviews

Cottage in Lakeside

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

4.99 out of 5 average rating, 140 reviews

Cottage in El Cajon

Cedar Cottage Retreat with Mountain View’s

Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3 in 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 in any direction.

4.95 out of 5 average rating, 111 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.

4.97 out of 5 average rating, 175 reviews

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!

4.97 out of 5 average rating, 293 reviews

Cottage in Vista

Hummingbird Cottage a farmhouse in the hills

Hummingbird Cottage Secluded 1 bedroom farm style cottage in the woods. In our wee little cottage on the side of a hill where eucalyptus trees sway and then be still The tiny hummingbird flutters her wings in an emerald green coat spreading beauty and hope wherever she goes Hens in the distance joyfully chatting away laying eggs and making music during the day The bumble bees dance in the early sun contentment can be found here your peace has begun

4.98 out of 5 average rating, 714 reviews

Cottage in Julian

Cottage on the Rock | Hot Tub · King Bed · Bikes

Couples, Families, & Mountain Peace Seekers only, please. Perched on top of a granite boulder outcropping sits this idyllic cottage for your magical retreat in Julian. Originally constructed as a tourmaline miner's cabin in 1930, the Cottage on the Rock was completely rebuilt from top-to-bottom nearly a century later for the modern Californian. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

4.93 out of 5 average rating, 380 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, 321 reviews

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).

4.93 out of 5 average rating, 196 reviews

Cottage in La Mesa

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.