
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

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!

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.

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!

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.

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV
My family and I rented the house for a long weekend in early summer. We loved the privacy and the nature around the property literally had deer grazing around the house all of the time. The neighborhood is very good for walking. Close drive to Ocean City, Maryland plenty of restaurants and entertainment. We would definitely return.

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.

‘Christy's Cottage’ w/ Hot Tub - 2 Mi to Beach!
this place was terrific. so clean , I love the decorations. It felt just like home, beds were so comfortable, the place was made with love and care. The welcome basket was so great for the kids. Thank you so much for one of the best places we were.
Pet-friendly cottage rentals

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
The location is about 15 minutes to Rehoboth Beach so it is perfect. The house was clean and peaceful. The yard was great for our three dogs. My son and wife were also very happy about the space. We really enjoyed it and would definitely stay again.

WalkToTheBeach! FirePit-PingPng-N64-FencdYrd-Bikes
My family enjoyed our stay at the Blue House for a weekend getaway! The Host, Neil, allowed us to check in early, which was very much appreciated. The parking is right in front of the house. The check in was easy, after we realized you have to go through the back to access the entry door. The home was clean and we were very comfortable in it, especially the beds. I was able to prepare several meals and my husband prepared some bbq on the grill one evening. There are 5 bikes available, but only my younger son and I rode 2 of them around the neighborhood. The beach is only a few blocks away and easily assessible. I wanted to play ping pong, but couldn't figure out how to set up the table net lol. The host was very responsive and regularly reached out to make sure we were ok. He event sent us over some of the most delicious, warm donuts one morning. Overall, our experience was exceptional and we would love to stay there again next time we visit Ocean City!

BnB’s Dog-Friendly Cottage
Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!

Bayshore Cottage, Steps to the beach!!
Our stay was perfect! We had never been to the area before and were looking for a quiet stay with a less crowded beach, but still drivable to other towns and things to do. This location is perfect with a very short walk to the beach and local store. We appreciated the availability of beach chairs and umbrella. We would love to come back!

OV Central Beach Cottage
The house was exactly as seen on website would definitely stay again..definitely longer just to have a bbq and fire 🔥 easy to get to town..very quiet felt like home .i live in the woods in the hudson valley already showed my friends and family house 🏠 thank you so much 💓

Cozy Cottage Close to Downtown Built in 2021
John's place was perfect for me and my friends to bunker after a harsh school year. It was very cozy, comfortable, and had all the amenities we needed and more. The location was perfect since it was next to the beach as well as the outlets for some shopping. The owner was also very responsive and helpful and we felt right at home.

Cottage by the Sea Steps to Downtown Rehoboth!
This beach cottage was such a great space for my memorial weekend girls trip! Definitely recommend Greg’s space!
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.

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

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.

Charming Cottage Limited 2025 Openings Book Soon!
This cottage was perfect for our long weekend in Cape May. The place was clean, spacious and very private. The accommodations were great and the house was equipped with everything we needed. Lisa Marie was responsive and communicated well. I would recommend the cottage for any visit to the area.

Newly Renovated Turn of the Century Beach Cottage
Such a beautiful property. The photos don’t do it justice. Very well designed and decorated. We felt comfortable and right at home. Looking forward to staying again next year.

Dock Holiday - Waterfront A-frame Cottage
Dock Holiday is perfect for anyone seeking a relaxing vacation in a serene setting. The space is unique, funky and inviting. It feels like a family summer home, a place to make warm memories. It has everything you need for function and comfort—AC, wi-fi, fully equipped kitchen, comfortable beds and a screened in porch. The property is beautiful with a large shady yard and a lovely breeze off the bay. There are footpaths all around the neighborhood and the pool area is great for all ages. The ocean, beach, shopping, restaurants and other attractions are about 20 minutes away. That area is very crowded in summer, so it’s nice to go there when you want to and return to Dock Holiday to unwind. We’re already talking about when going back next year.

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!

Perfect Family Vacation at Bethany Beach Cottages!
Great place to stay, felt very safe and was quiet and relaxing! We had plenty of space in the house for everyone to stay comfortably and took full advantage of the bikes and kayaks. Dave was extremely responsive and took the time to check in with us each day of our visit!
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- Ocean City Beach
- Broadkill Beach
- Fortescue Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Poverty Beach
- Ocean City Boardwalk
- Dewey Beach Access
- Cape Henlopen State Park
- Jolly Roger Amusement Park
- Towers Beach
- Willow Creek Winery & Farm
- Stone Harbor Beach
- Ocean City Beach
- Poodle Beach
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Wildwood Dog Park & Beach
- Pearl Beach
- Peninsula Golf & Country Club