
Cottage holiday 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.

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

EcoTopia: Beach, Art, Surf, & Ceremony Cottage
EcoTopia is more than a home, it is a ceremonial experience. Intentionally designed by Dr. Tomas Frymann & the As We Wake community, it calls to those who seek transcendence & ease. The space is authentic and unforgettable, artistically inspired, and created with love. In the <b>perfect location</b> (3 min walk to world-renowned La Jolla Cove, seals, snorkeling, surf, sea caves, & restaurants). You’ll find magical murals & décor collected from around the world. Book while dates are available!

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.

It’s so Lovely on Larkspur Adorable Cottage in OB
Relax in our remodeled and sunshine filled 1 bed, 1 bath cottage with easy access to the beach, parks, restaurants, coffee shops, grocery and more. Uniquely away from the hustle and bustle, our charming neighborhood has limited through traffic and that friendly OB vibe you are looking for. We live next door and are Superhosts and ambassadors of Ocean Beach; to prove it, check out our reviews before our remodel by going to my profile or searching for "Charming OB Cottage with Private Patio".

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.

La Jolla Beach Cottage Gem
This is the perfect beach cottage for your La Jolla stay. Located a few short blocks to world famous beaches & La Jolla's iconic Village. Within walking distance is the La Jolla Cove, restaurants, shops, parks, historic buildings, museums, art center, the library, yoga, gyms, spas and more. A short drive to The Shores, scuba diving, kayaking, snorkeling, the Pier & Birch Aquarium. Enjoy all the comforts of home and the pleasures of a vacation.

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).

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.

La Jolla Shores redwood beach cottage
Redwood cottage 3 blocks walking distance to beautiful La Jolla Shores beach. Large serene back yard with patio, hot tub, outdoor shower and beautiful plants and trees. Near shopping and restaurants but in a quiet setting. In 2025, 45% of our bookings were from repeat guests.
Popular amenities for cottage rentals in Lakeside
Cottage rentals with a hot tub

Crown Point Gem with Salt Water Pool

Ocean front Paradise– see waves from Jacuzzi!

Cute, modern, private back house w/ free parking

HideAway - Cottage Retreat in Village

Dragonfly Cottage - In the Heart of San Diego

1bd large backyard with spa, firepit, dining, pets
Pet-friendly cottage rentals

Charming Cottage: Parking, Bikes & Walk to Sand!

Cheerful & Sunny-3BR House in Pacific Beach CA

Last-Minute Discount at Green Door Cottage!

FLS Morningside Cottage

Ocean Beach ~ Your dream vacation!

2 Bedroom Beach Cottage - Literally Steps to Sand

Pepper Berry Beach Cottage

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

Renovated Central Beach House w AC, Steps to Beach

Walk to Beach & Village-AC-King Beds

Sunset Cliffs Garden Studio

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

Perfection! Steps to the Sand w/ Air Conditioning!

Cottage by the Beach!!

Carriage House Studio in Historic Victorian

Ocean Beach Private Cottage Getaway
Quick stats about cottage rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at £89 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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- Rentals with a firepit Lakeside
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