
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 G$25,084 GYD per night before taxes and fees

Verified guest reviews
Over 130 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.

Walk to Beach & Village-AC-King Beds
Hear the waves from this fun little cottage. A block from the beach and just a few blocks more to The Village. This house is one of three units all on one property and has some shared patio areas. Relax under the mango tree while the monarch butterflies swirl and twirl around your head after a fun day at the beach and a rinse in one of the awesome outdoor surfboard showers. It’s got all you need to have a blast in north county San Diego’s best! No stairs in unit! Central AC Beach gear provided

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

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.

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

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!

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.

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

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).

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.

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!

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.
Popular amenities for Lakeside cottage rentals
Cottage rentals with a hot tub

D27 NCV - Ground level Oceanfront Cottage

The Avocado Hut- Private Guesthouse, HOT TUB!

Crown Point Gem with Salt Water Pool

Cute, modern, private back house w/ free parking

HideAway - Guest Favorite for 12 Years!

Dragonfly Cottage - In the Heart of San Diego

BEACHFRONT STRAND COTTAGE 2 BED 1 BATH UPPER UNIT

Aether House at Twelve Senses Retreat Encinitas
Pet-friendly cottage rentals

Writers' Cottage -Pets OK, Last minute DEALS avail

Cheerful & Sunny-3BR House in Pacific Beach CA

Green Door Cottage | Charming Coastal Getaway

Pippi's Paradise cottage 1 block to the beach w/AC

EcoTopia: Beach, Art, Surf, & Ceremony Cottage

Brighton Beach Cottage 2 - Literally Steps to Sand

Pepper Berry Beach Cottage

2b-Oceanview Pet Friendly Encinitas Beach Cottage
Private cottage rentals

NEW Private PB Modern Cottage w/ Large Wood Deck

Historic Charmer Steps to Downtown

Private Cottage near Balboa Park

Renovated Beach House • AC • Steps to Beach

Charming 1BR Point Loma Beach Cottage Near Water

Welcome to Secret Cottage!

Charming cottage near Sunset Cliffs

La Jolla Beach Cottage Gem
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