
Cottage holiday rentals in Lakeside
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Quick stats about cottage rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $208 NZD per night before taxes and fees

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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.

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

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.

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.

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).

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.

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 Lakeside cottage rentals
Cottage rentals with a hot tub

Aether House at Twelve Senses Retreat Encinitas

The Avocado Hut- Private Guesthouse, 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 - Guest Favorite for 12 Years!

Dragonfly Cottage - In the Heart of San Diego

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

Family and Pet Friendly Beach Bungalow

Cheerful & Sunny-3BR House in Pacific Beach CA

Beach Days Are Booking Fast at Green Door!

FLS Morningside Cottage

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

Ocean Beach ~ Your dream vacation!

EcoTopia: Beach, Art, Surf, & Ceremony Cottage

Pepper Berry Beach Cottage
Private cottage rentals

Kensington Cottage Escape- Sleeps 2!

Historic Charmer Steps to Downtown

Private Cottage near Balboa Park

Charming 1BR Point Loma Beach Cottage Near Water

Renovated Beach House • AC • Steps to Beach

Charming Encinitas Beach Cottage- ocean views!

It’s so Lovely on Larkspur Adorable Cottage in OB

La Jolla Beach Cottage Gem
Destinations to explore
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- Rentals with a patio Lakeside
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- Rentals with a fireplace Lakeside
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- Pet-friendly rentals Lakeside
- Rentals with a hot tub Lakeside
- Rentals with outdoor seating Lakeside
- Rentals with pools Lakeside
- Fitness-friendly rentals Lakeside
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- Rosarito Beach
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