Cottage holiday rentals in Lakeside

Cottage in Harbison Canyon

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.

4.99 out of 5 average rating, 155 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

4.96 out of 5 average rating, 102 reviews

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

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!

Cottage in Normal Heights

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.

4.96 out of 5 average rating, 139 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.

A charming cottage with a welcoming porch is showcased. A colorful red umbrella provides shade over a patio table surrounded by several chairs on the paved outdoor area. Lush greenery accents the space, contributing to a relaxed atmosphere.

4.97 out of 5 average rating, 123 reviews

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".

4.96 out of 5 average rating, 137 reviews

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

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

4.97 out of 5 average rating, 244 reviews

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

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!

4.94 out of 5 average rating, 204 reviews

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

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.

4.92 out of 5 average rating, 520 reviews

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

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.

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.

4.94 out of 5 average rating, 430 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.

4.97 out of 5 average rating, 345 reviews

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

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).

4.93 out of 5 average rating, 349 reviews

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

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.

Cottage in La Jolla Shores

A charming cottage exterior features a brick pathway leading to the front door, surrounded by well-kept grass and shrubs. The wooden siding is complemented by a welcoming porch and a prominent chimney, set against a clear blue sky.

4.99 out of 5 average rating, 258 reviews

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

Kitchen

Wifi

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.92 out of 5 average rating, 242 reviews

A private entryway is framed by lush greenery and colorful plants. A rustic wooden gate provides access, set against a clean, beige wall. Blue pots filled with vibrant foliage are positioned at either side of the path leading to the entrance.

Cottage in Pacific Beach

Crown Point Gem with Salt Water Pool

A spacious outdoor patio features a dining table with an umbrella and four chairs. Potted palm trees line the edges, and the red decking adds a vibrant touch. The ocean is visible in the distance, enhancing the relaxing beachfront atmosphere.

4.9 out of 5 average rating, 417 reviews

Ocean front Paradise– see waves from Jacuzzi!

Cottage in College East

4.86 out of 5 average rating, 28 reviews

Cute, modern, private back house w/ free parking

Cottage in Carlsbad Village

An aerial view captures the expansive shoreline, showcasing gentle waves lapping against the sandy beach. Coastal homes line the waterfront, with a glimpse of a tranquil lagoon and lush fields nearby. The clear blue sky creates a serene backdrop for this vibrant beach community.

4.97 out of 5 average rating, 68 reviews

HideAway - Cottage Retreat in Village

4.86 out of 5 average rating, 518 reviews

A light-filled living area features a comfortable sofa adorned with patterned pillows. A round coffee table sits atop a decorative rug. A flat-screen TV is positioned on a console, while a dining nook with chairs and a small table is visible in the background.

Cottage in Hillcrest

Dragonfly Cottage - In the Heart of San Diego

Superhost

A spacious balcony overlooks a shared backyard featuring lush greenery and a glimpse of the neighboring homes. Adirondack chairs invite relaxation while a clear blue sky complements the vibrant landscape below.

Cottage in Bay Park

4.78 out of 5 average rating, 27 reviews

1bd large backyard with spa, firepit, dining, pets

Pet-friendly cottage rentals

The living area features a light grey sofa and a circular glass coffee table, positioned on a soft area rug. A ceiling fan hangs above, and light wood flooring complements the space. Natural light enters through windows adorned with minimalistic treatments, enhancing the room's welcoming feel.

4.93 out of 5 average rating, 165 reviews

Charming Cottage: Parking, Bikes & Walk to Sand!

4.93 out of 5 average rating, 173 reviews

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

Cheerful & Sunny-3BR House in Pacific Beach CA

4.88 out of 5 average rating, 390 reviews

Last-Minute Discount at Green Door Cottage!

A welcoming entrance is framed by decorative wrought iron railings. A colorful welcome mat leads to an open door, revealing a cozy living area with a gray sofa and patterned cushions, complemented by a multi-striped area rug on the floor.

5 out of 5 average rating, 108 reviews

FLS Morningside Cottage

A cozy sleeping area is presented with a spacious bed featuring blue and white striped linens. Mirrored walls enhance the room's brightness. A ceiling fan hangs above, providing airflow. A small dresser is positioned beside the bed, and a compact washer and dryer set is discreetly tucked away.

4.87 out of 5 average rating, 300 reviews

Ocean Beach ~ Your dream vacation!

A sunny outdoor deck is shown, featuring a glass table surrounded by chairs. A large umbrella provides shade, while teal bar stools are positioned nearby. An American flag adds a festive touch against the light-colored exterior of the cottage.

4.96 out of 5 average rating, 146 reviews

2 Bedroom Beach Cottage - Literally Steps to Sand

The exterior of the cottage is shown, featuring a white wooden structure with a welcoming front porch. A stylish railing borders the porch, while the entrance is framed by large windows and a decorative door. Surrounding greenery adds to the charm of the setting.

4.91 out of 5 average rating, 416 reviews

Pepper Berry Beach Cottage

4.79 out of 5 average rating, 362 reviews

A spacious living area features a large sectional sofa with a light blue throw blanket draped over it. A white coffee table sits in front, and the walls are painted in soft blue tones, complemented by nautical-themed artwork hung above a decorative shelf.

Cottage in Encinitas

2b-Oceanview Pet Friendly Encinitas Beach Cottage

Private cottage rentals

A bright living area features a spacious sectional sofa opposite a wooden coffee table, with a large world map artwork mounted on the wall. Natural light floods the space through sliding glass doors that lead to the outdoor area. Potted plants add a touch of greenery.

4.95 out of 5 average rating, 202 reviews

Renovated Central Beach House w AC, Steps to Beach

4.95 out of 5 average rating, 173 reviews

The cottage is visible through lush tropical foliage, with palm leaves framing the view. Green shrubs surround the walkway leading to the entrance, creating a sense of privacy. Sunlight filters through the greenery, enhancing the tranquil outdoor atmosphere.

Cottage in Carlsbad

Walk to Beach & Village-AC-King Beds

4.89 out of 5 average rating, 159 reviews

A spacious garden studio features a vaulted ceiling and bright natural light. A large bed is adorned with a colorful quilt, while a round dining table is accompanied by two black chairs. A wooden wardrobe and a piece of wall art contribute to the room's inviting ambiance.

Cottage in Sunset Cliffs

Sunset Cliffs Garden Studio

A light-filled living room showcases a comfortable grey sofa adorned with patterned cushions. A simple wooden coffee table sits atop a textured area rug. The space is enhanced by a ceiling fan and warm-toned walls, providing a calm atmosphere. A dining area is visible through an opening.

4.86 out of 5 average rating, 343 reviews

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

The exterior of the cottage features a welcoming front porch with comfortable seating. A white railing surrounds the porch, enhancing its charm. Lush greenery lines the walkway, and the entrance showcases a decorative sign, inviting guests to enjoy the serene beachside atmosphere.

4.87 out of 5 average rating, 181 reviews

Perfection! Steps to the Sand w/ Air Conditioning!

A private outdoor space features a grassy area surrounded by tall hedges. A large patio umbrella provides shade over a dining table with chairs, while additional seating chairs are arranged on the lawn. The space offers a peaceful environment for relaxation.

4.78 out of 5 average rating, 544 reviews

Cottage by the Beach!!

Superhost

A comfortable sleeping area features a rustic wooden headboard and two white pillows arranged against it. Two decorative pillows with bird designs add a touch of charm. A bedside table is positioned next to the bed, enhancing the cozy atmosphere.

Cottage in Golden Hill

4.9 out of 5 average rating, 322 reviews

Carriage House Studio in Historic Victorian

A charming cottage exterior is framed by a white picket fence, featuring a small porch with two adirondack chairs and a wooden bench. The structure is accented by a wreath on the front door and surrounded by manicured grass.