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Cottage vacation rentals in Lakeside

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

  • Verified guest reviews

    Over 140 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lakeside rentals

  • 5 Average rating

    Lakeside stays are highly rated by guests—averaging 5 out of 5!

Top-rated cottage rentals in Lakeside

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

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Top guest favorite
The welcoming entrance of Cedar Cottage is framed by lush greenery and decorative potted plants. A wooden porch, adorned with comfortable seating, leads to glass-paned doors. Elements such as a bubbling fountain and seasonal pumpkins add charm to the rustic facade.
Cottage in El Cajon
4.99 out of 5 average rating, 162 reviews

Cedar Cottage Retreat with Mountain View’s

Welcome to the Cedar Cottage Retreat- a serene countryside escape set on a former horse & cattle ranch, where wide open skies, rolling pastures, and quiet vintage luxury come together. Tucked away in a peaceful valley, this thoughtfully designed cottage invites you to slow down and reconnect-with nature, with loved ones, and with yourself. Once home to horses and grazing cattle, the land still carries that grounding , pastoral beauty. The Cottage sleeps 3. 1 Queen bed, one twin bed. Pets OK

Guest favorite
The spacious bedroom features a vaulted-beamed ceiling and an inviting California King-size bed, draped with a light blanket. Decorative elements include a wooden headboard, a vintage bench at the foot of the bed, and tasteful wall art. Natural light enters through the frosted window.
Cottage in Normal Heights
4.95 out of 5 average rating, 148 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.

Guest favorite
An open living area features a comfortable sofa and a sleek glass coffee table. Natural light fills the space through large windows, complemented by soft curtains. Nearby, a dining area with seating and a well-equipped kitchen area is visible, enhancing the overall spacious feel.
Cottage in Lakeside
4.95 out of 5 average rating, 144 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

Guest favorite
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
4.97 out of 5 average rating, 260 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!

Top guest favorite
A welcoming entrance features a white front door framed by large windows, offering natural light. Two blue chairs are positioned on a small grassy area, ideal for outdoor relaxation. Surrounding plants enhance the calm and inviting setting.
Cottage in El Cajon
4.94 out of 5 average rating, 206 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. Plenty of street parking.

Top guest favorite
A spacious living area is featured with vaulted wooden ceilings and a large window revealing views of the surrounding landscape. A comfortable grey sofa is centered on a blue patterned rug, with a modern coffee table and a small kitchenette nearby.
Cottage in Julian
4.98 out of 5 average rating, 814 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

Guest favorite
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.
Cottage in Ocean Beach
4.94 out of 5 average rating, 445 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
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.
Cottage in Pacific Beach
4.94 out of 5 average rating, 106 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.

Top guest favorite
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
4.96 out of 5 average rating, 357 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 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).

Guest favorite
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.
Cottage in San Diego
4.88 out of 5 average rating, 263 reviews

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.

Top guest favorite
A charming cottage is nestled among vibrant flowers in the front garden. The entrance features a wooden deck with a railing, leading up to the home, which has large windows allowing natural light to fill the space.
Cottage in Julian
5 out of 5 average rating, 305 reviews

Briar Patch Cottage | Hot Tub · Downtown Julian!

Enjoy modern comfort with a twist of vintage charm at Briar Patch Cottage. This 950 square foot cottage has been curated for the ultimate guest experience- with a fully stocked kitchen, efficient (new!) ac/heating, wood burning stove, private patio with hot tub, laundry, alley access, terraced deck and front flower garden- all a block and a half from Main Street in Julian!

Top guest favorite
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
4.99 out of 5 average rating, 107 reviews

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.

Popular amenities for Lakeside cottage rentals