
Cottage vacation rentals in Dewey Beach
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Top-rated cottage rentals in Dewey Beach
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dewey Beach cottage rentals
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!

New Waterfront Listing! 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
Uncle Bucks was exactly as pictured and described. The location cannot be beat either, having walkable access to the beach was perfect. A lot of amenities at the cottage as well, the hot tub being the best in my opinion. I had a nice relaxing week, which was the goal of my visit. Thank you again!

Beach Suite 2 King Beds Pet Friendly Canalside Inn
I was a bit skeptical at first because I've never booked a hotel room through airbnb. This experience was great. The suite was clean and I was able to have my pup with me. Located close to the beach and attractions. Great stay, would recommend.

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV
The place was perfect for what me and my guests were looking for. Great location with a great host, Rebekka. The home is secluded but still close enough to get to anywhere in the area with a short drive. The description, amenities and pictures of her place, are spot on Rebekka was very friendly, responsive, gave tips for things to do, and was just very easy to deal with. It was a hassle free stay and would definitely stay here again if ever in the area again.

Hot Tub, Fire Pit, Private Back Yard, Relaxing
Laura and Red were great, the ice maker was not working properly before we arrived and they dropped off a bag of ice to tide us over until the machine was back online. The location is great, close to everything and also easy to get to. If you know Rehoboth, you know it can be complicated when you need to make u-turns every time you want to go somewhere. This house has easy access to a grocery store without having to get on 1. Hot tub was super clean and there are shocks provided to keep it that way through the week. Nice touches like sound machines in all of the bedrooms to drown out any outside noise. Great spot!!

Dog friendly *HOT TUB* Close to outlets, Sleeps 7
This was a great place to stay and was exactly what we expected. The house is set in a residential neighborhood, but felt private. Definitely have to drive to get to the beaches, but it was not far (maybe 10 minutes, more during the busy season, I'm sure). Everything was clean. Check in was simple and easy. They do not bug you, and since everything was simple, I had no reason to contact them. Dog friendly, but so clean you wouldn't know. Fenced in back yard was perfect for your dog. Plenty of indoor and outdoor seating area - although, 7 adults might be pretty cramped. Maybe 2 families max. Will definitely stay here again.
Pet-friendly cottage rentals

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD
What a great home right in the middle of the Ocean City and Berlin areas! So cozy and super clean!!! We definitely enjoyed that it was pet-friendly. Super responsive hosts who also provided a lot of extras like extra linens and disposable coffee cups, etc. We hope to come back to stay!

1BR Town of Rehoboth Beach dog-friendly cottage
Our vacation house was absolutely beautiful and exuded a romantic charm that made our stay truly special. The pool was fantastic, providing the perfect spot to relax and unwind. We appreciated the exceptional privacy, which allowed us to enjoy our time without any interruptions. The house itself was impeccably maintained and spotless, making us feel right at home from the moment we arrived.

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
We enjoyed every moment of our stay. Viktoria was incredibly kind and the cottage was fully stocked. We came during the offseason and weather was not cooperative at first but we were able to use the board games, watch movies, and learn some origami on the wet days. We rode the bikes and my kids loved the nearby playground and basketball court. There were treats and bowls for our dog and the neighborhood was peaceful. We were able to go to Assateague Island a couple of times and the horses were a huge hit with everyone. Our dog enjoyed the beach, too. The only misunderstanding we had was thinking the community indoor pool was included in the amenities for free. There’s a user fee but we ended up getting a couple of nice beach/boardwalk days instead so it all worked out. Viktoria was quick to respond when we asked about it and sent instructions for how to access it if we chose to do so. This was a great time away from the city for all of us. We wouldn’t hesitate to stay again.

The Blue House! FencedYard-FirePit-PingPong-Bikes!
This is an excellent home and the host is just awesome! Very responsive and proactively made sure we had the best time over there in OC. This is our first trip with our 6 month old pet and she was very happy and we had no problem at all. Very highly recommended. This will be our go to place in OC

Bayshore Cottage, Steps to the beach!!
I had a wonderful stay! Excellent location just steps from the beach. Quiet and peaceful. Dog friendly. Comfortable bed. Kitchen was stocked with everything I needed. WiFi worked great, which was important for me to work remotely (lots of video conferencing). I hope to return soon!

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 💓

Monthly Rental w/ TONS of Storage! Please message
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.
Private cottage rentals

Cozy Beach Getaway in the Lovely Ocean Pines North
We loved the house! It was very quiet and cozy. They had everything we needed for a great stay. I had no complaints. Would definitely recommend and stay there again!

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!

Hidden Pines in Downtown Rehoboth w/Private Yard
We had a wonderful 3 nights at Rehoboth Beach staying in Ruth's cottage. We had a very private stay and enjoyed walking to downtown Rehoboth as well as hanging around the cottage. It is small and cozy and has everything two people could want...including the amazing garden of a backyard! We hope to be back!

Dewey Beach Ocean Block 3 BR, 2BA Beach Cottage
We booked this beach rental less than 24 hours before check-in, and it exceeded all our expectations! The house was perfect, with everything we needed, from beach chairs and umbrellas to bikes we enjoyed riding around. Being within walking distance of the beach was amazing, and we loved that we could bring our dogs. Our family had a wonderful time, and we would definitely stay here 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.

Country Cottage -7 Miles from Fenwick Island Beach
I was in the area for work and just had to look up this great place again, very excited that it was available for the dates i needed. When you're so far from home all you need is a little place that feels like home to help you get cozy amd relaxed after a hard days work. A few apdated additions since last time i sayed were very nice to see, the paved drive, the gravel walkway to the porch amd firepit and also the outside shower. Of all the places ive been to this is by far my favorite! Thanks so much again for the wonderful stay, im already looking foward to the next trip up :)

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!

Classic Cottage for Two, Rehoboth Beach
This is our second time here and we loved it as always. Great spot for a weekend getaway. Big fan of the nearby trail and tranquility.
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- Ocean City Beach
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- Northside Park
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- Jolly Roger Amusement Park
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- Heritage Shores
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- Killens Pond State Park
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- Willow Creek Winery & Farm
- Peninsula Golf & Country Club
- Bayside Resort Golf Club
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