Photo by Mary Pat Collins

Dagsboro holiday rentals

We found 2,077 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Dagsboro that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Dagsboro

Showing deals for:5 Feb - 12 Feb

Image gallery for Bethany Beach Home - Gated Seabreak Steps to the Beach, Bay Sunsets & EV Charger

Gourmet Kitchen - 6 Burner Range, 48" Refrigerator, 2 Dishwashers, Ice Maker
10 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)

Bethany Beach Home - Gated Seabreak Steps to the Beach, Bay Sunsets & EV Charger

Bethany Beach

9% off
Price is AU$20,233
for 7 nights, 1 home
AU$2,890 per night
includes taxes & fees
Bethany Beach Home - Gated Seabreak Steps to the Beach, Bay Sunsets & EV Charger

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Book a holiday rental for your Dagsboro getaway

Learn about the unique charm of Dagsboro with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Dagsboro

Do you want to discover things to do in the city? Venture out of your holiday home and experience everything that makes Dagsboro a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Baywood Greens Golf Course (3.7 mi / 5.9 km)
  • Baywood Greens (7.2 mi / 11.7 km)
  • Bear Trap Dunes Golf Club (7.5 mi / 12.1 km)
  • Bayside Resort Golf Club (9.3 mi / 14.9 km)
  • Carousel Ice Skating Rink (13.5 mi / 21.7 km)
  • Jungle Jim's River Safari Water Park (13.6 mi / 21.8 km)

Exploring the natural features in Dagsboro

Whether you're looking for fun outdoor activities or just want to take in the scenery, Dagsboro is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Ocean City Beach (17.7 mi / 28.5 km)
  • Bethany Beach Beaches (10.4 mi / 16.8 km)
  • Indian River Inlet (10.7 mi / 17.2 km)
  • Fenwick Island Beach (10.9 mi / 17.5 km)
  • Assawoman Bay (12 mi / 19.3 km)
  • Maryland Beach (12.7 mi / 20.5 km)

Transport to and around Dagsboro

The nearest airport is in Georgetown, DE (GED-Sussex County), located 11.6 mi (18.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Ocean City, MD (OCE-Ocean City Municipal), which is 17.9 mi (28.8 km) away.

Frequently asked questions

What is the best area to stay in Dagsboro when booking a holiday rental?
When considering a holiday rental in Dagsboro, Delaware, a great area to explore is the vicinity around the scenic Indian River Bay. This charming neighbourhood offers a delightful blend of tranquillity and access to nature, making it a popular choice for visitors. Here, you'll find a variety of holiday properties that cater to different preferences, from quaint cottages to more spacious homes.

One of the top attractions nearby is the beautiful Holts Landing State Park, where you can enjoy a range of outdoor activities, such as hiking, fishing, and birdwatching. The park provides a stunning backdrop of natural beauty, great for those seeking relaxation or adventure. Additionally, the proximity to the Indian River Marina allows for opportunities to engage in water sports or simply soak in the picturesque views.

Staying in this area not only places you close to nature but also offers convenient access to the local dining scene and shops in nearby towns.
Where are the best areas for renting a beach house in Dagsboro?
For renting a beach house in Dagsboro, consider the nearby coastal areas of Bethany Beach and Fenwick Island, which are both within a short drive. These charming beach towns offer a range of holiday rentals, including spacious family homes and quaint cottages, many of which come with amenities such as private pools, outdoor decks for entertaining, and easy beach access.

In Bethany Beach, you can find properties that are just a stroll away from the sandy shores, often equipped with modern kitchens and ample living spaces, ideal for families looking to enjoy seaside holidays. This area also features local shops, restaurants, and a lovely boardwalk, great for evening strolls.

Fenwick Island, slightly further south, offers a quieter atmosphere with beautiful beach houses that often include features like outdoor showers, barbecue grills, and panoramic ocean views. Many rentals here provide easy access to the beach and are close to scenic spots such as the Fenwick Island State Park, where visitors can enjoy nature trails and wildlife.
What is the most popular type of holiday rental accomodation in Dagsboro?
In Dagsboro, holiday houses are the most popular type of holiday rental, with about 15 available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. Many also offer outdoor spaces, such as patios or gardens, great for enjoying the pleasant Delaware weather. Additionally, there are several condos and cottages, which provide more compact alternatives for travellers looking for a cozier stay.
Are there any family house rentals in Dagsboro?
In Dagsboro, Delaware, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features spacious homes that often include amenities such as full kitchens, allowing families to prepare meals together, and comfortable living areas for relaxation after a day of exploring. Many properties also boast outdoor spaces, superb for kids to play and enjoy the fresh air.

Visitors will appreciate the proximity to local attractions, including nearby beaches and nature reserves, which offer plenty of opportunities for outdoor activities such as hiking, fishing, and swimming. Additionally, the charming town centre provides access to shops and restaurants, ensuring that families have everything they need for a memorable stay.
Can I rent a holiday home with a pool or hot tub in Dagsboro?
In Dagsboro, Delaware, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful option for those looking to relax during their stay. This quaint town offers a charming atmosphere, with properties often located near scenic waterways and nature reserves. Many of these rentals come equipped with private pools, hot tubs, and spacious outdoor areas, great for family gatherings or a peaceful retreat. Additionally, travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and outdoor dining areas, enhancing the overall holiday experience.
Are there pet-friendly house rentals in Dagsboro?
In Dagsboro, there are several pet-friendly house rentals available, making it an appealing destination for travellers looking to bring their furry companions along. Many of these holiday homes feature spacious layouts, fully equipped kitchens, and outdoor areas where pets can roam freely. Some properties may also include amenities such as fenced yards, which provide a safe space for pets to play.

The surrounding area offers various outdoor activities, with nearby parks and nature trails ideal for walks and exploration. Additionally, the proximity to the beaches of Delaware's coastline allows for enjoyable outings with your pet.
Are there any remote work holiday rentals in Dagsboro?
In Dagsboro, Delaware, there are a number of remote work-friendly holiday rentals available—specifically around 18 options to choose from. This charming town is ideal for those looking to blend work with a peaceful getaway. Many of the properties come equipped with essential amenities for remote work, such as free Wi-Fi, dedicated desks, and comfortable chairs, ensuring that you can stay productive during your visit.

The area offers a serene environment, making it easy to unwind after work hours, with nearby attractions like local parks and the scenic beauty of the Delaware coastline. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Dagsboro?
In Dagsboro, popular holiday rental amenities cater to a comfortable and convenient stay. Most rentals include a fully equipped kitchen, allowing guests to prepare their own meals, while many also feature a deck or patio where visitors can relax and enjoy the surroundings. A coffee and tea maker is commonly available, ensuring that guests can start their mornings with ease. Onsite parking is another essential amenity, making it convenient for those who arrive by car. Additionally, dining areas are typically included in the accommodations, providing a space for guests to gather and enjoy meals together.
When is the best time to visit Dagsboro for a holiday rental?
The best time to visit Dagsboro for a holiday rental is during the peak season from June to August, with July being particularly popular. This vibrant period attracts families and beach enthusiasts eager to enjoy the sunny weather and the charming local beaches. With temperatures typically ranging from 20 to 30 degrees Celsius, visitors can enjoy a variety of outdoor activities, from swimming and sunbathing to exploring the nearby nature trails.

During these summer months, the town comes alive with numerous events and activities, making it an ideal time for those seeking a lively option filled with fellow holidaymakers. The warm evenings are superb for enjoying al fresco dining at local eateries, where fresh seafood is often on the menu.

For those looking for a more budget-conscious option, consider visiting in December. While this is the low season, it offers a unique opportunity to experience Dagsboro's quieter charm, including holiday festivities and the chance to enjoy peaceful walks along the beach without the summer crowds.

Ultimately, your choice depends on whether you prefer the bustling energy of summer or the tranquil beauty of winter.
What are the top attractions in Dagsboro?
In Dagsboro, Delaware, visitors can enjoy a blend of natural beauty and local charm. One of the main attractions is the tranquil Indian River Bay, where you can enjoy activities such as fishing, boating, and kayaking. The nearby Assawoman Canal offers scenic trails for walking and biking, making it a lovely spot for outdoor enthusiasts.

The town's historical significance is showcased at the Dagsboro Historical Society, which provides insights into the area's rich past. For those interested in nature, the surrounding areas feature numerous wildlife refuges and parks that are superb for birdwatching and picnicking.
Are all fees included in the Dagsboro holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Dagsboro holiday homes with parking?
Stayz offers a wide selection of holiday homes in Dagsboro with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Dagsboro holiday homes?
You can find great discounts on holiday homes in Dagsboro on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Dagsboro holiday home booking on Stayz?
To find Dagsboro holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Dagsboro?
A long-stay holiday home in Dagsboro is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Dagsboro holiday home?
Book your Dagsboro holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Dagsboro?
Prices for holiday homes in Dagsboro vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Dagsboro to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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