Cottage holiday rentals in Hillcrest

4.79 out of 5 average rating, 242 reviews

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

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.

A cozy sleeping area features a spacious bed with light bedding and decorative pillows. Natural light filters through two windows, enhancing the room's warmth. A small table with a lamp and a television on a white dresser complete the inviting atmosphere.

4.95 out of 5 average rating, 429 reviews

Ocean Beach Cottages 3 Sunset Cottage

Charming beach cottage built in 1918. We’ve kept the original hardwood floors, wood beam ceilings & exterior. While updating to include everything you need for perfect beach vacation. The small one room studio accommodation includes air conditioning, heat, queen size bed, full bath with shower & tub. Kitchenette has microwave & 2 burner hot plate for light cooking. Fast internet &smart tv to stream apps. Cottage is one block off the main street & 2 blocks to beach at end of our street.

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, 128 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.

4.98 out of 5 average rating, 214 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!

Cottage in Greater North Park

A well-lit interior features a spacious bed with a multi-striped blanket. Two wooden chairs are positioned beside a small table with a bottle and vase of flowers. Large windows provide natural light, and a subtle color palette creates a serene ambiance.

4.85 out of 5 average rating, 294 reviews

Private Cottage near Balboa Park

Welcome to this stylish, romantic, and quiet casita situated in a private garden setting! Located in exciting North Park, you can walk just blocks to some of San Diego's best restaurants, cafes, and breweries, as well as the Observatory for concerts and Morley Field, home to a beautiful outdoor public pool and tennis facility. You are a five minute drive to the San Diego Zoo and Balboa Park, a 10 minute drive to downtown/airport, and a 15 minute drive to beautiful beaches.

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, 407 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, 332 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).

Cottage in Normal Heights

A well-lit living area features a comfortable navy blue sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall near a rustic wooden console table. Natural light streams in through double French doors, leading to an outdoor space, framed by patterned curtains.

4.8 out of 5 average rating, 393 reviews

Kensington Cottage Escape- Sleeps 2!

Live and enjoy life like a local in this Chic Cozy Cottage in an upscale Kensington neighborhood! Enjoy the tranquil outdoor dining area along with comfortable queen bed with 1800 thread count sheets. There is ample free street parking. You are only 7-10 minutes to downtown, airport, zoo, Sea World & beaches! Walking distance to tons of restaurants, bars, shops, coffee shops & restaurants! This cottage has AC and heat throughout!

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.

4.86 out of 5 average rating, 277 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.

4.86 out of 5 average rating, 503 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

Cozy cottage located in HIllcrest, the heart of San Diego. Private entrance with a full kitchen and shared patio/BBQ area and Hot Tub. Super close to Balboa Park, The San Diego Zoo, Beaches and Downtown. Walking distance to an amazing array of restaurants and bars. A great place to relax and enjoy all that San Diego has to offer.

Cottage in Sherman Heights

4.96 out of 5 average rating, 251 reviews

Historic Charmer Steps to Downtown

Charming, fully renovated cottage located in an Historic District on the edge of Downtown San Diego. This is a safe, QUIET historic neighborhood. Not a tourist area. Most guests drive or ride share. There is one off-street parking spot for you. There no coffee shops or restaurants in the immediate few blocks.

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, 248 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 2024, 45% of our bookings were from repeat guests.

Popular amenities for Hillcrest cottage rentals

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The exterior of a beach cottage features a welcoming entrance with a dark door and a doormat that reads 'Welcome.' A small porch is adorned with two wicker chairs and surrounded by vibrant landscaping, including green grass and blooming flowers.

5 out of 5 average rating, 3 reviews

2 BED/1 BA Coastal Haven in SD

A quaint historic cottage is visible with a white exterior and a covered porch. Lush green grass surrounds the property, complemented by a bubbling fountain and several outdoor chairs. The ocean can be glimpsed in the distance, framed by palm trees and nearby buildings.

4.75 out of 5 average rating, 8 reviews

La Jolla Cove Cottage in Prime location.

4.93 out of 5 average rating, 238 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

4.9 out of 5 average rating, 397 reviews

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.

Cottage in Mission Beach

Ocean front Paradise– see waves from Jacuzzi!

5 out of 5 average rating, 11 reviews

Cottage in La Mesa

Relaxing Garden Chalet: Sleeps 6 Family Friendly

4.76 out of 5 average rating, 25 reviews

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

Holiday fun at Safari Hideaway-pet friendly yard!

Pet-friendly cottage rentals

4.94 out of 5 average rating, 337 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

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

4.89 out of 5 average rating, 375 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, 102 reviews

FLS Morningside Cottage

A cozy living area is highlighted by vaulted ceilings and a cheerful color palette. A gray sofa is accented with colorful pillows, accompanied by mid-century modern furnishings. Natural light filters through patterned curtains, illuminating the unique patterned rug beneath.

4.93 out of 5 average rating, 160 reviews

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

4.93 out of 5 average rating, 199 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 La Mesa

Private cozy cottage

An outdoor living area features comfortable seating arranged around a stone fire pit. A large umbrella provides shade, while string lights create a welcoming ambiance. The cottage's exterior, painted in soft shades, is visible with a vibrant door, enhancing the inviting outdoor space.

4.95 out of 5 average rating, 306 reviews

Outdoor living at its finest!

4.96 out of 5 average rating, 103 reviews

Brighton Beach Cottage 2 - Literally Steps to Sand

Private cottage rentals

A cozy living room features a soft leather sofa adorned with textured cushions. A round rattan coffee table sits in front of a white faux brick fireplace, with light streaming through sheer curtains. Decorative elements include a wall mirror and a small plant on a side table.

4.84 out of 5 average rating, 475 reviews

Boho Bungalow | Cozy Hideaway | Walk Everywhere!

4.77 out of 5 average rating, 384 reviews

A bright living room is presented with a comfortable grey couch adorned with decorative pillows. A glass coffee table sits on a patterned area rug, while large windows allow natural light to fill the space. A ceiling fan and modern artwork enhance the room's appeal.

Cottage in Mission Beach

Bay Cottage, 0.1mi to Beach, 5.5mi to Airport

A dining area is situated near large windows, offering natural light and views of the outdoors. A round wooden table with dark chairs accommodates seating, while a counter with green tile complements the purple walls and wooden ceiling.

4.81 out of 5 average rating, 618 reviews

Charming cottage near Sunset Cliffs

4.88 out of 5 average rating, 259 reviews

The entrance to the cottage is framed by a white picket fence, leading to a spacious patio area. Lush trees provide shade, while outdoor seating arrangements invite relaxation. The exterior features pastel hues, with decorative windows and charming accents enhancing the inviting appearance of the home.

Cottage in Encanto

Hilltop Cottage - Incredible views of San Diego!

4.86 out of 5 average rating, 336 reviews

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.

Cottage in Mission Beach

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

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.

4.77 out of 5 average rating, 527 reviews

Cottage by the Beach!!

A clear view of the ocean showcases gentle waves rolling onto a rocky shoreline. The water reflects deep blue hues under a bright sky, with minimal whitecaps visible. Coastal vegetation softly frames the foreground, enhancing the serene coastal landscape.

4.85 out of 5 average rating, 478 reviews

La Jolla Bird Rock Beach Cottage Studio

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.