
Cottage holiday rentals in Dewey Beach
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Top-rated cottage rentals in Dewey Beach
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Popular amenities for cottage rentals in Dewey Beach
Cottage rentals with a hot tub

Bethany Beach Sea Colony Canalside Sleeps 7
We enjoyed Kristen’s home it was so he perfect location for our itinerary on this adventure. Blessings - joe and Jen

Uncle Buck's
My friend and I loved staying at this little house. It was so close to the beach, the hot tub was amazing in the evenings and the house was comfortable and welcoming. It was clean, organized and well stocked with the towels. Great little getaway spot at a wonderful price.

2br | 2 bath. tennis, pool, hot tub, 0.5m to beach
Our stay was great! The house was perfect size and had everything we need for a great beach trip. Just a short drive (or tram ride) to the beach and some great places within walking distance. We felt right at home. Gannon was extremely responsive, friendly, and a great host.

Dog friendly *HOT TUB* Close to outlets, Sleeps 7
We had a great experience at JoJo’s Cottage! Our two goldens loved the fenced in backyard. We had cooler weather at the beginning of our vacation week and were able to spend a few nights in the hot tub which was an unexpected bonus! Quiet neighborhood and had a great time!

Lewes beach family cottage
We were the very first guests in Eric’s house and we thought Eric did a good job to prepare for his first guests. There are still a few things to improve but I’m sure those will get improved with time. Overall, this is a great house in a very quiet neighborhood. Only a few miles away from the beach. There is a full size on the ground pool that is pretty new and it was a nice surprise especially for kids. Kitchen has everything you need and maybe more. We’ve had a few issues in the beginning but Eric was real quick to respond and help resolve the issues. Additionally, he was checking in sporadically through our stay to make sure everything was going well. We thought it was a good value for a house in Lewes during very busy season. I would recommend anyone looking for a stay in Lewes to give this house a chance.

Cropper Creek House
The house is spacious, clean, and conveniently located. Laura made everything simple, including easy check-in and good local tips. It was perfect and fun for four, but would comfortably accommodate more!

Beach Suite 2 King Beds Pet Friendly Canalside Inn
Had a great couple of days here with our outsized chocolate lab! Everything you would need is provided including a friendly welcome!

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV
We didn’t get to spend much time at the house other than to sleep as we were busy out doing things. While there though, there was plenty of things for the kids to do with a large selection of games and such for them. It was quiet in the area and saw deer and turkeys every day. There were plenty of shopping and eating options nearby as well. Great stay.
Pet-friendly cottage rentals

Captain’s Hill Cottage - Ocean City
The house was as described. Cozy and comfy with a nice, big yard and quiet surroundings. Aaron was totally responsive and went above and beyond to accommodate us and our dog, Gumbo. Definitely recommend him as a host and his place if you want a quiet place in West Ocean City.

3-bedroom cottage in Ocean Pines
Viktoria's place was exactly what we were looking for. A three-bedroom place not far from Ocean City and Assateague, in a peaceful environment. Was super easy to go to both places during the long Week-End. The house was as advertised, spacious enough to accommodate the family but not too big. Next time we plan another WE in this area, we will certainly Viktoria's place again.

Dog Friendly Fenced In Backyard Cozy Home
We truly enjoyed our stay again, this was our second time here with our pups and now baby and grandparents. We came back because we loved the house and truly feel at home. Liz provides all the basic things we need and some for us and our pups. There is plenty of space for everyone, the fenced backyard is such a plus. The location is great for us because it's far from the busy streets of Rehoboth and Lewes but close enough to get there and enjoy all both beach cities destinations have to offer. Liz is so easy to reach and communicate with, very thoughtful, flexible and understanding. We hope to be back soon.

Bayshore Cottage, Steps to the beach!!
Great, quiet location if that’s what you are looking for, which we were! Extremely close to the beach too! Beach was quiet and relaxing. It’s about a 20 minute drive to most restaurants, but it’s a beautiful drive through Prime Hook Sanctuary:))

Brand New Lakefront Cottage | 2 Miles to Bethany!
We had a very nice stay. Everything was very clean and nicely appointed. Our two doodles loved it too. Will is a very gracious host and we highly recommend him and his properties anytime you want to come to the Bethany beach area. We will be coming back very soon. Thank you.

OV Central Beach Cottage
Nice location with a nice size yard for our dog. Clean place and there's restaurants and places within walking distance.

Cozy Cottage Close to Downtown Built in 2021
Very much enjoyed our stay at the Cottage! Place was even nicer than the pictures showed and there were a lot of thoughtful extras for our kids as well. Would definitely stay there again!

Modern Beach Cottage less than 3 miles to beach
We had a great time - convenient location, very comfortable. We especially enjoyed watching the birds in the morning from the back deck! Very peaceful neighborhood and just what we needed to relax for a few days.
Private cottage rentals

Cozy Cottage near the Ocean and Wild Horses
House was very clean and cozy. Everything is labeled and easy to find and Anne was very responsive with questions l had. The location is quiet and great for walking or bike riding. Restaurants are super close and so is the grocery store. Beach and other cute towns such as Berlin and Snow Hill are very easy to get to as well. We had a wonderful time staying at Anne's place.

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD
Everything you would need! Linens, coffee, all kitchen utensils and appliances. Easy entry. Super cool AC! Nice quiet neighborhood. Clean and cozy. Very happy. Thank you!

Relaxing Beach Cottage
We stayed here for a mom and kids getaway over memorial Day weekend! From first contact, Sarah was welcoming, helpful and accommodating to our needs. We had several children 5 and under and there was plenty of games and rooms for everyone to have a good time. The kitchen was fully stocked with plenty of utensils, bags, plates pots pans etc. the appliances were a bit dated, but honestly worked better than anything you'd get new! We were about 20 mins away from Cape Henlopen, Rebobeth and other local beaches. It was an easy drive for us and we got to enjoy to quiet neighborhood rather than the hustle and hustle of your traditional east coast beach town. All in all this was one of the best Air BnB experiences I've ever had and I could not recommend these hosts enough!! -Mandy

Charming Cottage Limited 2025 Openings Book Soon!
Our family of 5 stayed at the cabin and it was the perfect space for us. We rented bikes and parked the car for the week. The bike ride to town is a little over a mile and so we were conveniently located to everything Cape May. The cottage was very comfortable, clean and well appointed. Highly recommended!

Newly Renovated Turn of the Century Beach Cottage
Our family stayed at Maja’s Cape May Cottage for a week and we loved it so much! This was our fourth time visiting Cape May for a weeklong stay, and the location is absolutely perfect- a 5 minute drive to the beaches, shops, and restaurants, yet quiet and peaceful, perfect for our family with two little boys. The game room was a huge hit, as was the fire out area with the tree swings. We played games and read on the porch and enjoyed the swing bench there. Everything was clean, well maintained, and stocked with games, books, and all the little things we needed. Maja was kind and super responsive. We enjoyed it here so much, and will be back!

5 Miles to Beach Quiet Secluded 3 Bedroom Cottage
What a great house and location for our beach trip! The little boys played in the sand mound before and after each beach day! The outdoor shower is amazing, not rough and ugly like some. The back porch is a perfect place to land! We had everything we needed in the kitchen to have nice family dinners and relax at home in the evening. We had a blessed beach vacation at The Little Beach Cottage!

Quiet Retreat near Assateague Island
This was our second trip to Catherine's retreat and we loved our stay this time even more than our first. Both Catherine and her husband assisted us when we had questions and provided suggestions for local events. The property is such a restful delight; from the pool, the views of the marshes, the quiet, and the plethora of wildlife to see. The home is comfy and we had everything we needed to make ourselves great meals and just soothe the soul. Between spending time on Assateague by day and returning to this special place at night, we came home restored. Thanks again!

Immaculate 2 Bedroom Cottage
What a great stay in Ocean City! Robert couldn’t have been more responsive and the space was better than advertised. So many amenities provided - it felt like we were at home! Highly recommended - we will be booking again on our next trip to the OC.
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- Ocean City Beach
- Broadkill Beach
- Fortescue Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Ocean City Boardwalk
- Poverty Beach
- Dewey Beach Access
- Cape Henlopen State Park
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- Willow Creek Winery & Farm
- Ocean City Beach
- Northside Park
- Towers Beach
- Stone Harbor Beach
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Poodle Beach
- Delaware Seashore State Park
- Pearl Beach
- Peninsula Golf & Country Club
- Whiskey Beach