Cottage vacation rentals in Lakeside

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Lakeside

Guests agree: these cottages are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favorite
Cottage in Ocean Beach
4.84 out of 5 average rating, 468 reviews

Boho Bungalow | Cozy Hideaway | Walk Everywhere!

Feel right at home in this stylish hidden gem - The Boho Bungalow where you can live like a local and enjoy the sights, sounds and sea breezes of beautiful Ocean Beach all right on your doorstep. Soak up the sun on the front patio while the coffee is brewing in the kitchen, then retire to the beautiful bedroom before a movie with Netflix included.You will be an easy 15 min walk to the beach, 10 mins to the happening Newport Ave and a quick drive or scooter ride to San Diego's top hot spots.

Guest favorite
Cottage in Lakeside
4.95 out of 5 average rating, 132 reviews

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

Top guest favorite
Cottage in El Cajon
4.99 out of 5 average rating, 143 reviews

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.

Top guest favorite
Cottage in Normal Heights
4.96 out of 5 average rating, 122 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.

Guest favorite
Cottage in Hillcrest
4.98 out of 5 average rating, 203 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!

Guest favorite
Cottage in Pacific Beach
4.88 out of 5 average rating, 176 reviews

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.

Guest favorite
Cottage in Pacific Beach
4.93 out of 5 average rating, 165 reviews

Cheerful & Sunny-3BR House in Pacific Beach CA

Family owned for over 50 years, this sunny and original bungalow, built on a corner lot in the1940’s, has been newly renovated, while preserving elements of priceless patina. It’s located just 1 mile away from Crown Point, and less than 2 miles from the beach boardwalk and Crystal Pier. This rental is perfect for families, or a group of adults, looking for a rejuvenating vacation. Enjoy and relax in this quiet neighborhood, tucked away from the busy streets.

Top guest favorite
Cottage in Vista
4.97 out of 5 average rating, 303 reviews

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

Top guest favorite
Cottage in Julian
4.98 out of 5 average rating, 745 reviews

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

Top guest favorite
Cottage in Ocean Beach
4.93 out of 5 average rating, 394 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.

Top guest favorite
Cottage in La Mesa
4.97 out of 5 average rating, 326 reviews

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).

Top guest favorite
Cottage in La Mesa
4.93 out of 5 average rating, 198 reviews

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.

Popular amenities for Lakeside cottage rentals

Destinations to explore