
Vacation rentals in Dewey Beach
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Top-rated vacation rentals in Dewey Beach
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Pet-friendly vacation rentals in Dewey Beach

Delightful Skoolie Near Bethany Beach
Our second time here and it was even more lovely the second year! The skoolie is always clean and cozy. The bathroom and shower is clean and so so cute. I love the distance to local beaches like Rehoboth and Dewey. The goats and chicken are so precious, it’s so fun to feed the goats and wake up to the roosters. Our dog loved to watch the chickens from the window. Katelyn is very responsive and her instructions for the skoolie were very clear and easy to follow. I highly recommend this stay if you are looking to unplug and reconnect with nature/travel companions. Thank you again for an amazing stay! We will definitely be back.

"Sandy Feet" Broadkill Beachfront Home
We had a great stay at this AirBnB, it truly is right on the water. The pictures and all the listed amenities are accurate. The house was very clean and the air conditioning worked great on hot days. The kitchen is well stocked and spacious and each bedroom and the living room has their own Smart TV. We appreciated the first floor bedroom and bathroom for our older guests. The location provides immediate access to the beach with a lovely deck, a short drive to Milton restaurants and a quick walk to the Broadkill store for pantry items. The houses are close together and everyone was friendly and respectful of quiet hours. Linda was incredibly responsive and check-in was easy.

*Radcliffe Retreat* Studio, Pool & RB Parking Pass
Great deal and pet friendly! Responded when I needed something within seconds and answered any questions I had. Clean and beautiful! Thanks again!

19th Century Coastal Cottage with Modern Amenities
- It is hard to put into words how special of a place Lisa and Larry’s cottage is. Every detail is incredibly thought through—from the welcome gifts within the pristine home to the wonderfully cared for gardens, animals, and property. Our interactions with them both were wonderfully fun and pleasant. As someone who works in interiors and travels a lot, I have truly never come across such a beautiful gem. The location is a pleasant and convent drive to local hiking, gardens, beaches, and state parks. It is a place that will stay in my heart and mind for a long time and I cannot wait to return.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

Beach Perfect Getaway: 2-Bedroom Apartment
Florian's place in Rehoboth was great. Pictures perfectly show the apartment. Spotlessly clean! Although it is not in town, the place is close to the outlets, grocery stores and restaurants, and is a short drive to town and the beach. The unit is really comfortable, and has all the kitchen amenities one needs for a stay there. The grounds of the condo are really nice - surrounded by woods, and it is very quiet. Would definitely recommend it!

The Bohemian Rhapsody
what an amazing space, everything was set up beyond expectations, so much work went into this AIRBNB. this is glamping and beyond! the sand area with the fire pit was our favorite place at night, played games and made s'mores and just relaxed by the fire. there is a compost which was really a plus. I will definitely come back. I highly recommend Whitney's place!!!!! just know it is glorified camping, so cook on charcoal grill, fire pit,outdoor sink area, eating area, tented area to hang out,perfect for when it rained.

Dodd House Beach Home w/private pool and hot tub
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!
Dewey Beach beach vacation rentals

Dewey Sunset
We had a great long weekend with our 18-month old. We were able to set up a slumber pod in the bathroom which was able to be kept cool with the ac from the bedroom and the slumber pod fan. Plenty of outlets. Everything was easy to use and host was super responsive. Great area to stay in between Northbeach and the Rusty Rudder/Lighthouse. There’s a playground a block away too. Loved it!

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.

In-Town Rehoboth Beach Condo
We loved our stay here! The aparment was very clean. It’s located in the perfect location, it’s close to everything you could possibly want to do in Rehoboth. The street is peaceful and close to lots of restauraunts and shops within a couple minutes walk. Amanda was quick to communicate with us and told us everything we needed to know.

Adorable cottage, door-2-door parking! Bikes/Kayak
Kara was incredibly hospitable and communicative during the entire stay. They made sure to check that everything at the property was available as described in the listing and the additional in-depth guide that they provided helped shape my stay with their invaluable local tips and suggestions. Will gladly book this property again in the future!

Beautiful Beach House in Rehoboth
Had the absolute best time staying at this gem. The house is stunning and Autumn was a fantastic host! The house is spacious and open. It was exactly as described but better. We couldn’t have been happier. Will definitely be back!

Adorable OCEAN BLOCK beach condo
We had a great stay! Elizabeth answered all of our questions and accommodated our need to get into the apartment a little early without any issues. Would definitely stay here again!

Dawn's Beach House
Dawn and Dan were great hosts - the place was phenomenal and the location is impossible to beat. They were responsive right away every time, and were very helpful. 10/10, would recommend to everyone!

Dewey Beach Ocean Block 3 BR, 2BA Beach Cottage
We had a fantastic stay at Kim’s place! The house was spacious, spotless, and located in an excellent area—close to everything we needed. Kim was a wonderful host: very communicative and incredibly accommodating. She even brought us extra beach towels, which was much appreciated. We’d absolutely love to stay here again. Highly recommended!
Family friendly vacation rentals in Dewey Beach

Rehoboth Ave Boardwalk Ocean and Bandstand Views
It was an amazing place and we had an awesome trip!

Vintage 1929 Rehoboth Beach House
This was our second year at this very special home. We had been looking forward to our stay and we were not disappointed! This nearly one hundred year old place is like no other home in Rehoboth. Cozy and such a wonderful location ...steps from the beach. Hope we can enjoy it next year as well!

Cozy Condo on Silver Lake - Walk to the beach!
We have two elementary aged kids and the location was perfect for us - we were next to the pool, and two playgrounds and the basketball and tennis courts were a few minutes walk away. We enjoyed the wildlife and quiet but were able to go into town and visit the boardwalk easily. Thank you for a lovely stay Sue!

Two room apartment 2 blocks from downtown Rehoboth
John’s place was the perfect spot for a weekend getaway with some friends! We could walk to everything and it was great to have a place to park the car!

Amazing Bay Vista Beauty with Private Pool!
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.

Beach Front living
I had a wonderful stay! This unit is in a prime location, easily accessible to the beach and walkable to all the local attractions. Great ocean views. Hosts were excellent, very accommodating, great communication and an easy to check in and out. Highly recommended!

Beach Sunrise * Walk & Bike * Culinary Coast
We had a wonderful stay at Mike's condo in Lewes! The location was absolutely perfect — just a short, pleasant walk to both the charming town center and the beach. It made exploring the area so easy and enjoyable. The condo itself was comfortable and had everything we needed for a relaxing getaway. The bikes were a huge plus! We loved biking to Cape Henlopen State Park. Highly recommend for anyone looking to enjoy the best of Lewes!

Secluded beach beauty with private, heated pool
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.
Your guide to Dewey Beach
All About Dewey Beach
Sandwiched between Rehoboth Beach (just 2.5 miles to the north) and Delaware Seashore State Park 4 miles south, Dewey Beach is known for drawing the most energetic visitors to Delaware beaches. Water sports, from jet skiing to kayaking, reign supreme here by day (though lounging at the beach is perfectly acceptable as well!), and when the sun falls, the nightclubs and bayside restaurants come to life. Its central location among the Sussex County coastal destinations makes it easy to travel between them, with Cape Henlopen State Park about 10 miles north, Bethany Beach about 11 miles south, South Bethany about 12 miles south, and Fenwick Island about 16 miles south.
The best time to stay in a vacation rental in Dewey Beach
Dewey Beach springs to life in the summer months, between Memorial Day and Labor Day, when all you need to pack is your beachwear. Daytime highs sit in the 80s Fahrenheit and lows usually don’t go below the mid-60s, but pack that extra layer, as it can feel chilly at times. Of course, that’s also the beach destination’s busiest season, so book early and pack your patience. May and September temperatures are in the mid-50s to 70s, perhaps a strategic time to visit and still enjoy comfortable temperatures without the crowds. Winters in the coastal town have quite the bite, with temperatures in the 30s and 40s. Average monthly rainfall is fairly consistent year-round, between 3.2 to 4.8 inches, so be sure to monitor conditions while you’re there.
Top things to do in Dewey Beach
Dewey Beach
The very set-up of the beach showcases what an active lifestyle beachcombers chase here. Tucked between the lifeguard stands are eight volleyball nets and 14 tetherball stations. When it’s time to hit the water, wakeboarding, windsurfing, and other water sports are popular area activities.
Rehoboth Bay Marina
This full-service marina offers boat rentals to head into the area’s waters for fishing, clamming, or crabbing, which the area is so well known for.
Coastal Highway
The main drag in town is home to a brewery, a hot dog stand, bars, and restaurants serving seafood, pizza, and Mexican food. Also on the highway (which is known as Highway 1 as well) is a grocery store and convenience store for all your beach day essentials.
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