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.

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Top guest favorite
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, 159 reviews

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

Superhost
An outdoor patio features a large stone sun design at its center, surrounded by a mosaic of differently shaped stones. Bright murals depicting a sun and nature adorn the cottage wall, while a cozy seating area includes a wooden bench and lounge chairs amidst lush greenery.
Cottage in La Jolla
4.93 out of 5 average rating, 108 reviews

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!

Top guest favorite
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, 144 reviews

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.

Top guest favorite
Cottage in Pacific Beach
4.85 out of 5 average rating, 270 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 favorite
Cottage in Lakeside
4.95 out of 5 average rating, 141 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 favorite
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
4.96 out of 5 average rating, 257 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 favorite
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 El Cajon
4.94 out of 5 average rating, 206 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. Plenty of street parking.

Guest favorite
The living room features a spacious, soft sectional sofa adorned with decorative pillows. A round coffee table is centered on a colorful area rug, while a bright window allows natural light. The room is connected to a dining area with a visible ceiling fan and wooden furniture.
Cottage in Pacific Beach
4.93 out of 5 average rating, 173 reviews

Cheerful & Sunny-3BR House in Pacific Beach CA

Family owned for over 50 years, this sunny and original bungalow, built on a corner lot in the1940’s, has been newly renovated, while preserving elements of priceless patina. It’s located just 1 mile away from Crown Point, and less than 2 miles from the beach boardwalk and Crystal Pier. This rental is perfect for families, or a group of adults, looking for a rejuvenating vacation. Enjoy and relax in this quiet neighborhood, tucked away from the busy streets.

Top guest favorite
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, 442 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.

Guest favorite
Double glass doors open to a spacious outdoor patio, revealing a sunny coastal view. Natural light fills the room, highlighting a light-colored countertop with woven placemats. Palm trees sway gently outside, adding a touch of greenery to the inviting atmosphere.
Cottage in Ocean Beach
4.86 out of 5 average rating, 311 reviews

Ocean Beach ~ Your dream vacation!

Welcome to our charming Beach Bungalow, a coastal haven just steps away from the sand and sea. This idyllic retreat offers a cozy living space with panoramic ocean views, a well-equipped kitchen, and comfortable bedrooms for peaceful nights. Enjoy private patio moments, beach walks, and the soothing sound of the waves. Your ultimate beach bum experience begins here.

Guest favorite
A charming outdoor area is surrounded by lush greenery, featuring a small wooden path leading to a light-hued cottage. A pair of red chairs and a round table are positioned on the earthy ground, complemented by various potted plants and a hanging swing nearby.
Cottage in Escondido
4.89 out of 5 average rating, 280 reviews

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.

Top guest favorite
A panoramic view of rolling green hills meets a shimmering bay, dotted with residential areas. Lush trees frame the foreground, while the coastline stretches into the distance under a clear blue sky.
Cottage in Pacific Beach
4.94 out of 5 average rating, 358 reviews

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

Quick stats about cottage rentals in Lakeside

  • Nightly prices starting at

    Lakeside vacation rentals start at €104 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!