Top 13 Dewey Beach Vacation Rentals

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Dewey Beach is a fun place to visit in Delaware, not only for the beach but also for the exciting nightlife scene, great restaurants, and live music. This Mid-Atlantic destination has a youthful vibe and a location with both beaches and a bay.

One of the best ways to experience this underrated beach spot is to book a vacation rental home where you can really relax and live like a local. Here are some of the best vacation rental options to consider in Dewey Beach, Delaware.

Cozy and Pet-Friendly Two-Bedroom Cottage
Vrbo.com
Cozy and Pet-Friendly Two-Bedroom Cottage

Cozy and Pet-Friendly Two-Bedroom Cottage

With two bedrooms and one bathroom, this cottage in Dewey Beach sleeps six people. It is a duplex-style cottage with a screened porch and a location in the heart of Dewey Beach. From here, you can hop on the trolley to get to Rehoboth Beach – one of the best beaches on the East Coast – during the warm season. The cottage is pet-friendly when you pay an additional fee. There is a three-night minimum during high season, and you will need to bring your own linens, towels, and paper products when you stay here because the Vrbo host does not provide them.

Luxury Water-View Condo with High-End Finishes
Airbnb.com
Luxury Water-View Condo with High-End Finishes

Luxury Water-View Condo with High-End Finishes

Enjoy a luxurious stay for up to six people in this two-bedroom Dewey Beach condo. The condo is a block from the ocean and an easy walk to shops, nightlife, and restaurants. Here, you’ll be in a recently built condo and can enjoy a stocked kitchen with high-end appliances. Some great outdoor amenities include a rooftop infinity pool that’s heated, an outdoor seating area, and gas grills. And if the weather doesn’t cooperate, there is an indoor saltwater pool and fitness center available onsite. Your rental includes linens, bath towels, and two private parking spaces.

Houseboat with Two Bedrooms
Vrbo.com
Houseboat with Two Bedrooms

Houseboat with Two Bedrooms

A truly unique way to experience Dewey Beach is to stay on a houseboat, such as this 500-square-foot houseboat in Pier Point Marina. It is a docked houseboat rental with two bedrooms and one bathroom for your group of up to four people. The boat is fully furnished and never leaves its current location. You can enjoy the lovely sunsets from the boat and walk to the beach from here. Guests can use the complimentary Wi-Fi and park for free here too. Also, one dog weighing less than 50 pounds can stay with you on the boat.

Serene, Pet-Friendly Cottage with Three Bedrooms
Vrbo.com
Serene, Pet-Friendly Cottage with Three Bedrooms

Serene, Pet-Friendly Cottage with Three Bedrooms

Bring your pup along to this 850-square-foot cottage that sleeps six people in Dewey Beach. It is a three-bedroom, 2.5-bathroom rental just steps from the beach. This very dog-friendly home even has two dog runs so the pups can get some exercise. Gardens and a six-foot-tall privacy fence surround the home. Other outdoor features are a screened porch, outdoor patio, grill, and outdoor shower. Heading inside, you’ll find high-speed internet, cable TV on two flat-screen televisions, central air conditioning, and a full kitchen to cook meals.

Bayfront Condo by the Beach and Dewey Reed Avenue
Airbnb.com
Bayfront Condo by the Beach and Dewey Reed Avenue

Bayfront Condo by the Beach and Dewey Reed Avenue

This condo is in the heart of Dewey Beach on the bay and two blocks from the beach. It accommodates up to six guests and has three bedrooms and two bathrooms. You’ll be on the bay and have a private beach, a private boat slip, and water access. The rental includes sheets, towels, and shampoo too. Here in Pelican Cove, you’ll be comfortable and enjoy the fact that everything you want to do is within walking distance. Families will enjoy convenient perks like the crib and cot for young children and the sandpit where kids can build sandcastles.

Quaint Beach Block Cottage, 100 Steps to the Beach
Airbnb.com
Quaint Beach Block Cottage, 100 Steps to the Beach

Quaint Beach Block Cottage, 100 Steps to the Beach

Known as A’s by the Beach, this Dewey Beach cottage is a popular and charming Airbnb rental. It is at the north end of Dewey Beach and on quiet Carolina Street. You’ll be just about 100 steps from the beautiful beach and can squeeze in up to eight adults and four children comfortably. The home has three bedrooms and two bathrooms in a single-story space. You can walk to Rehoboth’s nationally renowned boardwalk and Dewey’s downtown from here to get to restaurants, bars, and shops. Previous guests have loved the spacious backyard and large screened porch for ultimate outdoor living.

Dewey Beach Two-Bedroom Condo
Airbnb.com
Dewey Beach Two-Bedroom Condo

Dewey Beach Two-Bedroom Condo

This ground-floor condo is on the south side of Dewey Beach and 1.5 blocks from the beach. It is a top pick for groups of up to six people and has two bedrooms and one bathroom. You’ll be in a family-friendly atmosphere and can enjoy a relaxing and comfortable vacation. The condo is yours exclusively to enjoy, but there are six units in the building and shared common spaces among them. In this particular unit, you’ll have a full kitchen, laundry machines, beach chairs and umbrellas, two queen beds, and a sleeper sofa.

Luxury Bayfront Penthouse Condo One Block from the Beach
Vrbo.com
Luxury Bayfront Penthouse Condo One Block from the Beach

Luxury Bayfront Penthouse Condo One Block from the Beach

Located just a block from the beach, this coastal-inspired condo is a top pick on Vrbo. The home sleeps six people and has two bedrooms and two bathrooms. It’s located in the Residences at Lighthouse Cove and offers a large balcony, pool access, a full kitchen, and laundry machines. You’ll be next to the Hyatt Place Dewey Beach and have access to the hotel amenities, including the pools and fitness center. Guests can also use the stunning rooftop area where you’ll find views of Rehoboth Bay. The fourth-floor plaza’s community fire pits are great for watching the sunset.

Dog-Friendly, Ocean Block Beauty that Sleeps 16
Vrbo.com
Dog-Friendly, Ocean Block Beauty that Sleeps 16

Dog-Friendly, Ocean Block Beauty that Sleeps 16

A dog-friendly vacation property that can sleep up to 16 people, this Vrbo is a good option for large groups because there are five bedrooms and 5.5 bathrooms in the home. This rental is ideal for two families traveling together because there are two living areas, laundry areas, and refrigerators. The rental includes six parking spaces, Wi-Fi, two outdoor showers, and several porches. If your group is even larger than 16 people, you can rent the other side of the duplex too. Bring your own sheets and towels, or rent them from the Vrbo host.

One-Bedroom + Sleeper Sofa Home
Airbnb.com
One-Bedroom + Sleeper Sofa Home

One-Bedroom + Sleeper Sofa Home

Here’s a vacation home for up to five people that offers one bedroom and one bathroom in Dewey Beach. It is a highly-rated Airbnb vacation home and an affordable option on the north side of town. You’ll be in a ground-floor apartment and 1.5 blocks from the beach. Meanwhile, the restaurants and music venues are about three blocks away. Small families and groups of friends love staying here. Your rental comes with four beach chairs, a parking spot on the property, and free street parking passes. Overall, you’ll have about 600 square feet of living space and your own private entrance through the front door.

Three-Bedroom End Unit Condo, Sleeps Six
Vrbo.com
Three-Bedroom End Unit Condo, Sleeps Six

Three-Bedroom End Unit Condo, Sleeps Six

With about 1,000 square feet of space, this condo accommodates six people in Dewey Beach. It is two blocks from the beach and has three bedrooms and two bathrooms. You’ll be close to everything and able to take the trolley to one of the U.S.’s best beaches – Rehoboth Beach. Enjoy views from the deck, front and back deck space, a fireplace, laundry machines, and an outdoor shower. Two parking spaces are available for guests to use.

Three-Bedroom, One-Bathroom Cozy Cottage Steps from the Beach
Vrbo.com
Three-Bedroom, One-Bathroom Cozy Cottage Steps from the Beach

Three-Bedroom, One-Bathroom Cozy Cottage Steps from the Beach

For your next family vacation with the dogs, you can book this 1,100-square-foot house with three bedrooms and one bathroom. Six people will fit comfortably here, and you can enjoy a trip during any season of the year. Dogs are welcome to stay with you, and the home is just a few steps from the beach. During your stay, you’ll have a full kitchen, welcoming living room, TV, and Wi-Fi. The dog fee is just $25, but you’ll need to get a license to bring your furry friend along.

Pet-Friendly Two-Bedroom Cottage
Vrbo.com
Pet-Friendly Two-Bedroom Cottage

Pet-Friendly Two-Bedroom Cottage

This cute yellow Vrbo cottage is 700 square feet in size and sleeps six people. The home has two bedrooms and 1.5 bathrooms in a location off the road and down a private driveway. This area is shared with two other cottages. When you pay an extra pet fee, you can bring your well-behaved dogs along. Stay here for a quiet trip with your partner or small family. The minimum rental age is 38, as the host does not rent to students or groups of singles. Rentals are from Friday to Friday in the summer, but shorter stays are an option in the other seasons.

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