
Villa holiday rentals in Dewey Beach
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Top-rated villa rentals in Dewey Beach
Guests agree: these villas are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for villa rentals in Dewey Beach
Private villa rentals

Coastal Club * 3BR Luxury Villa Townhouse
This is a great place to stay on the Eastern Shore. House was clean, comfortable and well equipped, the beds were very comfortable. We really enjoyed our week! Highly recommend

4 Mi to Bethany Beach: Sunny Escape w/ Porches!
Thank you for allowing us to stay in your home! It was clean and comfortable. My family felt right at home. There were beach chairs, paddle boards and even crockpots available for our use. The pictures online do not show the beauty of this home. Would definitely recommend to stay in this home.

3 BR 1st floor condo, near beach, resort community
The community around Beth’s condo is amazing. Nice and quiet but still close enough to everything to where it’s not a hassle to get there! Plenty of space inside the condo so people don’t feel crammed! Sits on a beautiful golf course! Can’t recommend this condo enough!

Milo's By the Beach
This beautiful home was immaculate. Had everything g we needed and more. The host was very responsive. We left a very special item behind and David went above and beyond to ensure we got it back. We would definitely stay here again.

Bayside * 4BR Luxury Townhouse
Looked just like the photos. Clean, convenient, and nice place. We would stay again!

Firepit/Beach Shuttle/Pools/Office/Smart TVs
Our family enjoyed our vacation and stay in Judie’s home. She was a very responsive host throughout our stay. The home had everything we needed and more- which made things very convenient for us. The kitchen was well equipped, the rooms were all comfy and cozy and very clean. Bathrooms had all toiletries including makeup remover! We literally did not need to pack any towels from home because Judie had everything! We traveled with two kids ages 3 and 4 so the fact that she had beach toys and chairs for them and a wagon in the garage for us to use was very convenient. It was overall less things I had to worry about packing. We love the Bishop’s Landing community pools; the one pool is within a short walking distance from Judie’s home. The location to stores and restaurants are easy and quick as well. This is our second year staying in Bishop’s Landing and we hope to be back again. Judie’s home would be at the top of our list.

Fenwick Island-GOLF CART-Bayfront pool and beach!
This is our second time staying here and we loved everything about it! It’s so peaceful sitting out back on the porch overlooking the pond and it’s also wonderful sitting out by the pool that overlooks the bay. The small beach by the pool is the perfect place for families with little ones who don’t want to haul a bunch of stuff to the real beach. My 6 yr old daughter absolutely loves coming here and has already asked to come back this summer for a third trip. The house is beautifully decorated and has plenty of space for two families. It’s close to some great restaurants and having the golf cart is also a fun bonus to get everyone down to the pool/beach. Thank you Molly for another awesome stay!!

Luxury Bethany Beach Villa in Bishop's Landing
Christine was very responsive and I absolutely loved this house and our time spent there.
Luxury villa rentals

Cheery & Cozy Beach Villa - Walk to Beach
Bill was a great host and we had such a great time staying here. The house was exactly what we were looking for and super close to the beach!

Plush Villa in Bayside Resort Golf Club
5 STARS!!! This house is clean, spacious and so comfortable! Mark thought of everything that you could ever possibly need in the kitchen, bathrooms and bedrooms. My family of 4 adults had more than enough room, and the porch was wonderful! It was a great house to come home to at the end of the day! The gym, golf course, and pools in the complex were all beautiful and there was something to do every day! The community is gorgeous and we walked around the neighborhood several times! Close to the beach, restaurants and stores! The house is very large! The pictures do not do it justice! Thank you so much Mark for a wonderful house for our vacation! We didn't want to leave!!!

Fenwick Island-GOLF CART-Bayfront pool and beach!
This is our second time staying here and we loved everything about it! It’s so peaceful sitting out back on the porch overlooking the pond and it’s also wonderful sitting out by the pool that overlooks the bay. The small beach by the pool is the perfect place for families with little ones who don’t want to haul a bunch of stuff to the real beach. My 6 yr old daughter absolutely loves coming here and has already asked to come back this summer for a third trip. The house is beautifully decorated and has plenty of space for two families. It’s close to some great restaurants and having the golf cart is also a fun bonus to get everyone down to the pool/beach. Thank you Molly for another awesome stay!!

Beachfront luxury- Awesome sunsets Parking for 4.
Our family of 6 adults and 2 kids had a great time. The place is beautiful and just as described!!! We loved our stay, it was clean, fully equipped, communication was clear and the host was quick to get back to our queries. We will be back!!!

Spacious Retreat Near the Beach.

3BR Sea Colony Stay | Full Access to Resort Perks
Villa rentals with a pool

Bayside * 5BR Luxury Home
The rental house was just perfect for the reunion with our daughter's Uncles and Aunts who came for her wedding! Lots of room to gather, and to separate when needed. It's was clean when we arrived and, as Girl Scouts, hope it was even better when we left (if that was possible). We did take pictures of the smudges on the wall when we arrived on Friday. Other challenges were one of the shower heads upstairs and accessing the wifi (it could have been our service). But Tracey was right on any of the others. And YES! - we would consider the location again for a future gathering!

Coastal Club * 3 BR Beach Villa
Fantastic townhouse and clubhouse! My son even made friends and keeps asking when we’re going back! (And we just left a few days ago haha)

Coastal Club * 3BR Lux Townhouse End Unit 31415
We stayed here for a week in August. Me, my wife, and 10 year old son. Keyless check in was a breeze. The place was very clean and spacious. We loved the open layout, high ceilings, and abundant natural light. The kitchen was well stocked, beds were very comfortable, place was nicely furnished. The owners were really thoughtful in making this home feel welcoming. Easy drive to Lewes beach (about 16 min) or Rehoboth beach (about 20-25 minutes depending on beach traffic). We didn’t try any of the community amenities but great to know they were there. We look forward to staying here again! Highly recommend!

Coastal Club Resort Style Community 3 BR, 2.5 BA
Steve’s place was everything we expected/hoped for and more! Exceptionally clean and well kept. Location was perfect to restaurants, shopping, beach, grocery store, and more.

Bayside Resort * New Listing * 3BR Luxury Villa Ho
Beautiful clean place with everything we needed! The only down side was the 2nd floor bathroom was very small for the possible upstairs guests. But we made it work. We loved that we could walk to the Commons Pool. The hosts responded quickly to all our questions and requests. Had an awesome long holiday weekend!

Coastal Club * 3 BR Luxury Villa Twin House
This is a beautiful, spacious home in a great location. It was a great choice for our multi generational family. The pool with all of the water features was fantastic for our two year old grandson. The grownups enjoyed it as well. We were about 15-20 minutes from the beach and the busy part of town which was a good trade off for the space and the great amenities. The kitchen was well stocked so we were able to cook when we wanted. There were lots of good restaurants nearby and plenty of options for delivery. Check in was easy. We appreciated the thorough instructions and good communication. We will certainly be considering a return visit.

Coastal Club * 5BR Luxury House w 3.5 Baths
The home was beautiful, the kitchen is well stocked and perfect for 2 families. Very clean and welcoming!

New Listing: Waterfront at Bayville Shores w Panor
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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
- Ocean City Beach
- Stone Harbor Beach
- Poodle Beach
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Pearl Beach
- Wildwood Dog Park & Beach
- Peninsula Golf & Country Club