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Cottage holiday rentals in Sail Bay

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Top-rated cottage rentals in Sail Bay

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Cottage in San Diego

4.81 out of 5 average rating, 245 reviews

Pacific Beach Cottage 1 Walk to the Beach and Bay!

This cute cottage is in a property with another 3 similar units, all renovated and decorated with much care and love! Each one of them is fully furnished and comfortable to accommodate 4 people who are looking for some great time in San Diego. Our 4 Cottages are in Pacific Beach, only 5 blocks from the Beach. This is a great location, close to everything you will need but also quiet and private enough for you to relax in the cottage watching some movies or sipping your favorite drink. Cheers!

Guest favourite

Cottage in San Diego

4.88 out of 5 average rating, 338 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, 2 sitting chairs, separate full bathroom with shower & tub. Kitchen with gas stove & oven. Fast internet and tv with Amazon Firestick for viewing your favorite shows.

Guest favourite

Cottage in San Diego

4.94 out of 5 average rating, 461 reviews

Grand Ave. Getaway - Just 3 Blocks to the Beach

GREAT FOR STAYCATIONS, REMOTE WORKING, GETAWAYS, WEEKLY & MONTHLY RENTALS, NO PARTIES. Beautiful 1 bed/1 bath resort style cottage is perfect for up to 4 guests (1 QUEEN bed & 1 QUEEN sofa bed). 3 blocks to the beach. Family friendly tons of amenities: board games, wagon, bikes, boogie boards, beach chairs/towels, cooler. Modern kitchen. A/C. Quality linens and towels. Stackable washer/dryer. Smart TVs., internet. Private yard includes outdoor shower, BBQ and firepit. Designated parking.

Guest favourite

Cottage in San Diego

4.91 out of 5 average rating, 115 reviews

Ocean Beach Private Cottage Getaway

Welcome to paradise! Cozy 1 BR/1 BA cottage is 6 blocks from Ocean Beach & 4 blocks to grocery stores, bars, shopping, restaurants & nightlife. 2 miles to SeaWorld & 8 miles to the San Diego Zoo. 1 Queen bed & pull-out couch (Queen Bed size). 70" TV, ceiling fans, central heat, A/C unit, Washer/Dryer, BBQ & beach supplies all provided for your trip! The cottage is fenced in it's own private lot with plenty of street parking available. Ideal for 2, but can squeeze a small family of 4.

Guest favourite

Cottage in San Diego

4.95 out of 5 average rating, 129 reviews

Custom built Beach Cottage - Sail Bay!

Custom Sail Bay Beach Cottage! CUSTOM-BUILT cottage located in the most prime coastal location of Crowne Point! 2 minute walk in either direction to the most pristine & beautiful beachfront in San Diego. Dozens of top restaurants & cafe's within a 4-block radius but parking is never an issue with reserved spot directly in front of your private entrance. Come experience the best of San Diego coastal living in this brand new, high end, super comfy beach cottage with all the amenities!

Guest favourite

Cottage in San Diego

4.98 out of 5 average rating, 123 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!

Guest favourite

Cottage in San Diego

4.87 out of 5 average rating, 157 reviews

Charming Coastal Cottage with AC Blocks from Beach

Welcome to our cozy and charming 1 bedroom, 1 bathroom cottage in the heart of Pacific Beach! Our cottage is the perfect place for a romantic getaway or a solo adventure to the beach. Located just a few blocks from the ocean, this charming cottage is nestled in a quiet neighborhood. Stroll down to the beach for a relaxing day in the sun or head out to explore the local shops, restaurants, and nightlife. Please inquire about our off season, longer term stays.

Cottage in San Diego

4.83 out of 5 average rating, 121 reviews

921 Beach Cottage-Hottest location in San Diego

Be the first to stay at this Extraordinary Property in the Hottest Neighborhood in San Diego! Newly renovated, this gorgeous Pacific Beach cottage is 200 yards away from the sand and 700 yards away from the bay. Nested in the middle of award winning restaurants, coffee shops, bars and trendy shops. Countless fun beach and bay actives are all within minutes walk from the property. The location can not get better for a perfect beachside family vacation!

Cottage in San Diego

4.85 out of 5 average rating, 499 reviews

Private Ocean Beach Cottage and Courtyard

Our bright and comfy one bedroom/ one bath beach cottage is the perfect place to enjoy Ocean Beach and San Diego. It is conveniently located three blocks down the street from the beach with a full kitchen, full bathroom and private courtyard. Free parking is provided. We've taken additional steps to reduce the spread of infection due to COVID-19 with enhanced deep cleaning, linens laundered on sanitary cycle, and providing sanitary wipes to guests.

Guest favourite

Cottage in San Diego

4.91 out of 5 average rating, 463 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.

Guest favourite

Cottage in San Diego

4.79 out of 5 average rating, 343 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!

Cottage in San Diego

4.81 out of 5 average rating, 414 reviews

Beach Getaway w/AC, Steps to Sand

With AC! This beach cottage is just 300 feet from the beach. It has an updated kitchen and bathroom while maintaining it's original charm. With a new memory foam mattress as of mid-march 2024. There is a deck in the front with seating for four people. It is the front cottage in our small beach complex. Rent one or rent all three! See all my listings: https://www.airbnb.com/s?host_id=17168667

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Popular amenities for cottage rentals in Sail Bay

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in San Diego

4.78 out of 5 average rating, 200 reviews

Gorgeous Zen Cottage with Ocean Views

Cottage in San Diego

4.84 out of 5 average rating, 76 reviews

The Avocado Hut- Private Guesthouse, HOT TUB!

Guest favourite

Cottage in San Diego

4.95 out of 5 average rating, 43 reviews

Mission Bay Cottage

Guest favourite

Cottage in San Diego

4.89 out of 5 average rating, 361 reviews

Sunset paradise-ocean view w/jacuzzi! Jan. sale!

Cottage in San Diego

4.93 out of 5 average rating, 204 reviews

Crown Point Gem with Salt Water Pool

Guest favourite

Cottage in San Diego

4.99 out of 5 average rating, 220 reviews

La Jolla Shores redwood beach cottage

Guest favourite

Cottage in San Diego

4.87 out of 5 average rating, 458 reviews

Dragonfly Cottage - In the Heart of San Diego

Pet-friendly cottage rentals

Guest favourite

Cottage in San Diego

4.95 out of 5 average rating, 292 reviews

Family and Pet Friendly Beach Bungalow

Guest favourite

Cottage in San Diego

4.93 out of 5 average rating, 148 reviews

Mission Bay Cottage

Guest favourite

Cottage in San Diego

4.88 out of 5 average rating, 307 reviews

Cozy 1br Cottage in Trendy South Park

Guest favourite

Cottage in San Diego

4.95 out of 5 average rating, 136 reviews

Peaceful & Cheerful 3bd in Sunny Pacific Beach, CA

Guest favourite

Cottage in San Diego

4.88 out of 5 average rating, 341 reviews

Daily beach walks with your pups—no dog fees!

Guest favourite

Cottage in San Diego

4.96 out of 5 average rating, 116 reviews

Dog friendly California Cottage near SDSU

Guest favourite

Cottage in La Mesa

4.93 out of 5 average rating, 189 reviews

Private cozy cottage

Guest favourite

Cottage in San Diego

4.91 out of 5 average rating, 345 reviews

Pepper Berry Beach Cottage

Private cottage rentals

Cottage in Spring Valley

4.78 out of 5 average rating, 350 reviews

Serene and comfy, your private retreat!

Cottage in San Diego

5 out of 5 average rating, 4 reviews

One bedroom Cottage at Blue Heron Cottages

Cottage in San Diego

4.84 out of 5 average rating, 422 reviews

Boho Bungalow | Cozy Hideaway | Walk Everywhere!

Guest favourite

Cottage in San Diego

4.83 out of 5 average rating, 295 reviews

Private Beach Getaway w/ Ocean Views!

Guest favourite

Cottage in San Diego

4.98 out of 5 average rating, 114 reviews

Point Loma Beachy Cottage

Cottage in San Diego

4.9 out of 5 average rating, 90 reviews

Classic PB Surf Cottage

Guest favourite

Cottage in San Diego

4.97 out of 5 average rating, 121 reviews

Brighton Beach Cottage - Literally Steps to Sand

Guest favourite

Cottage in Solana Beach

4.95 out of 5 average rating, 166 reviews

Casita Solana / private & peaceful + big backyard

Destinations to explore