Cottage holiday rentals in Lakeside

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Top-rated cottage rentals in Lakeside

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Two cozy chairs are positioned around a small table on a patterned rug. Lush green palm trees frame the background, creating a serene outdoor setting. A plant and decorative items add subtle touches to the table, enhancing the calm atmosphere of the shaded patio.
Cottage in Mission Hills
4.78 out of 5 average rating, 246 reviews

Quiet Cottage Retreat Just Minutes from Downtown

Welcome to your serene escape just outside downtown San Diego. Nestled in a quiet, safe, and affluent neighborhood, this beautiful place offers the perfect blend of tranquility and convenience. Surrounded by elegant canary palm trees and the soothing sounds of local birds, the property is a peaceful oasis where you can relax and recharge after a day of exploring the city. Come experience the best of both worlds: the comfort of a peaceful retreat and the energy of the city right at your doorstep.

Top guest favourite
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
4.99 out of 5 average rating, 149 reviews

Cedar Cottage Retreat with Mountain View’s

Escape to the countryside. Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3. 1 Queen bed and 1 comfortable Twin bed 1 bathroom. Pet friendly Just 2 miles from Sycuan resort, casino & golf . Get back to nature at this delightful cabin hideaway in the hills just 3.5 miles from the quaint town of Alpine. This very special private estate has natural beauty when looking out from the cottage.

Top guest favourite
A living area features a light grey sofa and an elegant glass coffee table on a patterned rug. A ceiling fan hangs above, and large sliding glass doors open to a landscaped backyard. A cozy armchair and a TV complete the inviting space.
Cottage in Pacific Beach
4.85 out of 5 average rating, 257 reviews

Pacific Beach Cottage w/ backyard & parking

You’ll love our cozy beach cottage because it is fully equipped in a wonderful area in North Pacific Beach. Only a few blocks away from the beach and boardwalk. Our cottage is good for couples, solo adventurers, business travelers, families, and furry friends. It's close to the beach and lots of bars, restaurants, shops, cafes...Everything a traveler wants for a wonderful stay. We also love long stays and want to accommodate whatever you might need for your longer term stay in San Diego!

Guest favourite
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
4.96 out of 5 average rating, 135 reviews

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

Guest favourite
The studio features original wood beam ceilings with a calm color palette. A queen-size bed with white linens is positioned next to a wooden nightstand. A cozy sitting area includes a light-colored couch and a decorative rug lies beneath.
Cottage in Ocean Beach
4.88 out of 5 average rating, 391 reviews

Ocean Beach Sunshine Cottage Includes parking

Charming Ocean Beach cottage in the heart of this vibrant beach community. Built in 1918-we’ve kept the original hardwood floors, wood beam ceilings & exterior. It includes excellent heat & air conditioning. We also provide beach towels & cooler for a perfect beach vacation. The one room studio accommodation, queen size bed, small couch, separate full bathroom with shower & tub. Kitchen with gas stove & oven. Fast internet and tv with Amazon Firestick for viewing your favorite shows.

Top guest favourite
A private back patio is showcased, featuring two gray wicker armchairs positioned on an outdoor rug. Wooden steps lead up to the house, while lush greenery and flowering plants create a serene backdrop. A small table is set between the chairs for convenience.
Cottage in Pacific Beach
4.95 out of 5 average rating, 241 reviews

Perfect Beach Home w/Air Conditioning and Parking

Great Reviews, Pro Cleaners, Experienced Host. Instant Booking Confirmation. Fully Renovated Beach Bungalow with Air Conditioning and great indoor/outdoor living spaces. Enjoy living close to the beach and bay in Pacific Beach with a 5 min walk to a hundred restaurants/activities, & only about 10 minutes drive to downtown. Pacific Beach has the only boardwalk in San Diego that runs right along the beach and bay. Central location means Coffee, Restaurants, Beach, and Bay are all close.

Top guest favourite
The spacious bedroom features a vaulted-beamed ceiling and an inviting California King-size bed, draped with a light blanket. Decorative elements include a wooden headboard, a vintage bench at the foot of the bed, and tasteful wall art. Natural light enters through the frosted window.
Cottage in Normal Heights
4.96 out of 5 average rating, 129 reviews

LOFT: Detached Cottage with Patio

The LOFT is in the heart of Normal Heights; which is by far the best spot in the best part of town you could possibly stay. Everything is walkable, so it’s a local’s favorite! 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.

Top guest favourite
A bright living area features a comfortable light gray sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, and a wall-mounted television is visible. Natural light filters through a large window beside the front door, which is framed with greenery.
Cottage in Hillcrest
4.98 out of 5 average rating, 222 reviews

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!

Top guest favourite
A serene beach scene at sunset captures gentle waves lapping at the shore. The sky is painted in soft hues of blue, pink, and orange, while palm trees line the coastline in the distance. The tranquil atmosphere invites relaxation and reflection.
Cottage in La Jolla
4.92 out of 5 average rating, 507 reviews

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.

Top guest favourite
The living room features a comfortable sofa and inviting chairs arranged around a low coffee table. A large TV is positioned against a white wall, complementing the artistic decor. Natural light enters through the windows, creating a welcoming ambiance in the cozy space.
Cottage in Ocean Beach
4.94 out of 5 average rating, 409 reviews

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.

Top guest favourite
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
4.97 out of 5 average rating, 334 reviews

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).

Top guest favourite
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 La Mesa
4.93 out of 5 average rating, 199 reviews

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.

Popular amenities for cottage rentals in Lakeside

Quick stats about cottage rentals in Lakeside

  • Nightly prices starting at

    Lakeside holiday rentals start at ₹10,828 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!