
Cottage vacation rentals in Sail Bay
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Top-rated cottage rentals in Sail Bay
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Sail Bay cottage rentals
Cottage rentals with a hot tub

2 BED/1 BA Coastal Haven in SD
My family loved this place! It is walking distance to the beach, coffee shops, eateries and convenience stores. You'll get used to the airplanes flying overhead every 20 minutes (and they don't fly after about 11 pm, so that's nice). Check in, and out, was super easy. We're already planning on coming back for summer!!!!

Gorgeous Zen Cottage with Ocean Views
I can’t say enough about this cottage. Not only was the place itself beautiful and charming, but the location!!! You can’t beat it!! Stop scrolling and book it!

The Avocado Hut- Private Guesthouse, HOT TUB!
Everything was perfect and peaceful and we enjoyed our stay very much!!! it was convenient that The washer and dryer were there. Definitely would stay again.

Mission Beach Family Retreat, Wake up to Waves!
This place was wonderful Felt right at home Loved the location Felt luxurious

Crown Point Gem with Salt Water Pool
Host was helpful and super responsive. House was well-stocked (especially bath and beach towels!) and had all the amenities we needed; we loved the book selection as well as the pool and hot tub. Even the sewing kit came in handy. Quiet location within walking distance of the beach, grocery stores, and restaurants.

La Jolla Shores redwood beach cottage
A wonderful place that we enjoy every time we visit! Close to everything you need, a great backyard, and always super clean and well maintained. 10/10.

Dragonfly Cottage - In the Heart of San Diego
Felt safe and right at home! After a day of sight seeing, the jacuzzi was a relaxing treat to have available. We’d definitely stay here again
Pet-friendly cottage rentals

LOFT: Detached Cottage with Patio
This place felt so well cared for and cozy! So many little touches gave the casita character. Would definitely stay here again.

Charming Cottage w/parking in Mission Beach
My wife, 2-year old daughter, and I stayed here for an extended weekend and had a great time. Perfect location near Belmont Park and close enough to walk to Pacific Beach. We would definitely stay here again.

Cozy 1br Cottage in Trendy South Park
We loved the quaint little cottage which also has a lovely outdoor sitting area! Everything was perfect! The cottage has a cozy feel to it! The cottage is nestled in a quiet neighborhood which is the perfect location to be able to walk to stores, shops, and restaurants! The cottage was exactly as it was described and the house was exactly what was shown in the photographs! We will definitely stay there again the next time we visit San Diego! We will definitely be recommending it to our friends and family!

Peaceful & Cheerful 3bd in Sunny Pacific Beach, CA
Thank you so much for hosting us. It was a great stay and we highly recommend. The water pressure is good, beds comfy, Wi-Fi strong, and kitchen stocked for melas at home. Thank you and hope to be back soon!

Charming coastal cottage Dogs free, 3 blocks ocean
Atalanta was a fantastic host for us at the Green Door Cottage. Easy booking and clear/responsive communication made getting into the place super easy. The private front yard was great and fully secure for our two labs, and dog beach was maybe a 10 minute walk away. Inside was clean and updated. Single private parking spot right next to the front yard was a plus. Everything about OB is super walkable anyway, and this place puts you right there. If there are other places in SD you want to visit, it is also very easy to get out of the neighborhood as well. Would definitely stay here again!

Dog friendly California Cottage near SDSU
Victor was an outstanding host. I loved the cottage and its beautiful surroundings. I was on an extended work trip and brought my dog along, and the hospitality was exceptional throughout my entire stay. My dog enjoyed the enclosed backyard and felt very safe. I also appreciated the Brita pitcher in the refrigerator. I highly recommend this Airbnb! Happy travels! ⭐️⭐️⭐️⭐️⭐️

Private cozy cottage
Lisa’s place is always the first place I search for when planning a trip to San Diego. Perfect location to avoid the congestion in mission valley or downtown, and it’s only 10 minutes from SDSU if you’re visiting your kid there.

2b-Oceanview Pet Friendly Encinitas Beach Cottage
The elephant in the room is the train. Let’s get that out of the way. You’re not going to stay anywhere close to the beaches or all the restaurants and shops available to you off the 101 in Encinitas and not deal with the train noise. With that aside, Lance’s place was the perfect little cottage for our long weekend. My wife and two teenage daughters had plenty of space available to us. The kitchen was well appointed. There is a washer and dryer outside in a shed attached to the house with easy access. I saw someone’s comment on another review of this place, and they said that having the washer and dryer outside was inconvenient in the event that it rains. 😏 I guess they’ve never been to Southern California before. Anyway, awesome fenced-in front yard with chairs, plenty of space for two vehicles in the driveway. Ultimately the access to all the shops restaurants and the beach was the driver and we scored with what the house had to offer. Will stay again.
Private cottage rentals

One bedroom Cottage at Blue Heron Cottages
Property is well kept and we really enjoyed our stay! Perfect place to relax! The common area was great for our dog to roam! Highly recommend for your fur baby! Thank you Denise!

Boho Bungalow | Cozy Hideaway | Walk Everywhere!
Jordy’s home was just as pictured. I enjoyed having my morning coffee & a meal on the patio. I loved how close I was to the beach! I will be visiting again. Thank you Jordy!

Private Beach Getaway w/ Ocean Views!
My husband and I had a peaceful and productive stay at Matt's place. Working remotely from this property was easy - strong wifi as well as plenty of little cafes nearby to choose from. Love the location because it's so walkable in Bird Rock (and 1 block from my best friend's house). Overall, everything about our stay was low-key in the best possible way.

Point Loma Beachy Cottage
Ronert was the kindest host ever - he had so much food and drinks stocked in the fridge - it's amazing! I really liked the place and the location - wil return here in my next trip back to San Diego for sure!

Charming Encinitas Beach Cottage- ocean views!
Lauri did a great job communicating. The place was perfect; clean, spacious living area, unbelievable ocean views off their deck. Awesome!

Classic PB Surf Cottage
I had an extended stay at Daniel’s place and had a great time. The place could not be in a more perfect spot close to everything you could want to do. It was the perfect California experience. Daniel was also responsive and provided great recommendations. Overall this was an awesome time!

Cottage La Jolla Cove Village Shops Dining Parking
Great place ! Quiet area so close to the beach. plenty of space and full kitchen. Spacious walk in shower . Whole place was spotless when we arrived. Easy self check in i would definitely return !

Brighton Beach Cottage - Literally Steps to Sand
My family and I enjoyed our stay. Loved that the beach was just a short walk away. The owner provided plenty of board games, sand toys, and boogie boards that kept my kiddos occupied. The house was clean and ready for our stay. We definitely didn't want our weekend stay to come to an end. We will indeed be booking a future stay.
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- Balboa Park
- Windansea Beach
- Surf Beach
- SeaWorld San Diego
- Hillcrest
- Santa Monica Beach
- Playas Los Buenos
- University of California San Diego
- Playa Popotla
- San Diego Zoo Safari Park
- San Onofre State Beach
- Pechanga Resort Casino
- Belmont Park
- Silver Strand State Beach
- South Mission Beach, San Diego
- Moonlight Beach
- Liberty Station
- LEGOLAND California
- Temecula Creek Inn
- Cuyamaca Rancho State Park
- Morgan Run Club & Resort
- Mission Trails Regional Park
- USS Midway Museum
- Torrey Pines Gliderport