Cottage vacation rentals in Lakeside

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Quick stats about cottage rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at €114 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

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

ValueLocationBackyard

4.99 out of 5 average rating, 165 reviews

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

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

LocationValueOutdoor spaces

4.95 out of 5 average rating, 150 reviews

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

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.

LocationFamilyHospitality

4.94 out of 5 average rating, 207 reviews

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

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

LocationFamilyCondition

4.98 out of 5 average rating, 832 reviews

Top guest favorite

A well-lit living area features a comfortable navy blue sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall near a rustic wooden console table. Natural light streams in through double French doors, leading to an outdoor space, framed by patterned curtains.

Cottage in Normal Heights

Kensington Cottage Escape- Sleeps 2!

Live and enjoy life like a local in this Chic Cozy Cottage in an upscale Kensington neighborhood! Enjoy the tranquil outdoor dining area along with comfortable queen bed with 1800 thread count sheets. There is ample free street parking. You are only 7-10 minutes to downtown, airport, zoo, Sea World & beaches! Walking distance to tons of restaurants, bars, shops, coffee shops & restaurants! This cottage has AC and heat throughout!

FamilyValueLayout

4.81 out of 5 average rating, 438 reviews

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

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).

LocationValueOutdoor spaces

4.96 out of 5 average rating, 365 reviews

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

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.

FamilyLocationView

4.88 out of 5 average rating, 268 reviews

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

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!

LocationValueAir conditioning

5.0 out of 5 average rating, 314 reviews

Superhost

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.

Cottage in Ocean Beach

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.

ValueFamilyQuiet

4.8 out of 5 average rating, 342 reviews

Guest favorite

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.

FamilyLocationBeach

4.87 out of 5 average rating, 547 reviews

Top guest favorite

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.

Cottage in Ocean Beach

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.

ValueLocationIndoor spaces

4.91 out of 5 average rating, 455 reviews

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

Ocean view, Del Mar beach cottage

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.

ValueLocationHospitality

4.99 out of 5 average rating, 108 reviews