
Cottage vacation rentals in Lakeside
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Top-rated cottage rentals in Lakeside
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Beach Bungalow on the Sand & Sea - Cottage 20
PLEASE NOTE neighboring cottage is under construction. I’ve dropped weekday prices down because of noise. It will be under construction through April+. Wake up to the sound of waves. Fall asleep to the sun setting over the Pacific. Steps to the sand and sea! Right in the heart of the action on The Strand while being set back from the hustle & bustle in your private oasis. Walk to the pier, harbor, downtown, restaurants, shops, etc. No service/support animals as the owner has severe allergies.

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

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

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).

Last-Minute Discount at Green Door Cottage!
Just three blocks from the ocean, our cozy cottage is the ideal San Diego getaway! Green Door Cottage sits in the heart of a bustling area in quirky Ocean Beach—steps from top restaurants, tasting rooms, yoga studios, and shops. Enjoy free parking for one car and bring your dog! Dog beach and the dog park are both a few blocks away. The home is designed with stylish décor and A/C for comfort and fun, we welcome everyone to our home!

Writers' Cottage -Pets OK, Last minute DEALS avail
A cozy Writer's Cottage retreat surrounded by a garden as well as views of trees and mountains. This cottage is ideal for 1-3 people looking to relax and unwind in a quiet neighborhood. About 1 mile to closest beach access. Pet friendly environment (private front yard completely fenced in). We also have a larger place called Coastal Retreat for 3-4 people comfortably. Last minute deals available!!!

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!

Historic Charmer Steps to Downtown
Charming, fully renovated cottage located in an Historic District on the edge of Downtown San Diego. This is a safe, QUIET historic neighborhood. Not a tourist area. Most guests drive or ride share. There is one off-street parking spot for you. There no coffee shops or restaurants in the immediate few blocks.

Family and Pet Friendly Beach Bungalow
Our newly renovated beach bungalow has 2 bedrooms, a large comfy couch and a full bath. It is located 1 mile from the beach, 0.2 miles to Vons, Starbucks, Trader Joe's, restaurants and bars. Bikes, beach chairs and a beach umbrella are available for use. Private gated parking. Pets welcome.
Popular amenities for Lakeside cottage rentals
Cottage rentals with a hot tub

BEACHFRONT STRAND COTTAGE 2 BED 1 BATH UPPER UNIT

Ocean front Paradise– see waves from Jacuzzi!

Crown Point Gem with Salt Water Pool

Cute, modern, private back house w/ free parking

Luxury Retreat | Hot Tub • Fire Pit • Walk Beach!

HideAway - Guest Favorite for 12 Years!

Dragonfly Cottage - In the Heart of San Diego
Pet-friendly cottage rentals

Charming Cottage: Parking, Bikes & Walk to Sand!

Cheerful & Sunny-3BR House in Pacific Beach CA

FLS Morningside Cottage

EcoTopia: Beach, Art, Surf, & Ceremony Cottage

Canyon Views w/ Outdoor Seating & Parking

2 Bedroom Beach Cottage - Literally Steps to Sand

Pepper Berry Beach Cottage

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

Mari’s Sunshine Cottage

Kensington Cottage Escape- Sleeps 2!

Aqua-Sun-Kissed Shores -Cozy Beach Cottage

Ocean Beach Cottages 3 Sunset Cottage

Yellow 2-Bedroom Cottage Steps to The Beach

Charming Coastal Cottage with AC Blocks from Beach

Charming Beach Cottage Steps to Sand + Bikes & A/C

#1 Historic Cottage, 1 minute walk from downtown.
Quick stats about cottage rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at € 102 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!
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