Photo by Mary Pat Collins

Dagsboro holiday lettings

We found 2,163 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:13 Nov - 20 Nov

Living Room
Pool
Club House Rec room
Family Room
Exceptional
(32 reviews)

The Peninsula- 5 Star Resort-Townhome (Near Rehoboth)

Millsboro

8% off
£2,434
for 7 nights, 1 home
£348 per night
includes taxes & fees
The Peninsula- 5 Star Resort-Townhome (Near Rehoboth)
Interior
Property grounds
Private kitchen
Interior
Exceptional
(36 reviews)

Beautiful home with elevator and amazing views! Kayaks, Fire Pit and more!

Ocean View

8% off
£3,027
for 7 nights, 1 home
£432 per night
includes taxes & fees
Beautiful home with elevator and amazing views! Kayaks, Fire Pit and more!
Property grounds
Private kitchen
Exterior
Interior
Exceptional
(6 reviews)

Our Shorebird Way-Brand New Family-Friendly, 4 bedroom Home by the Shore

Millsboro

8% off
£2,451
for 7 nights, 1 home
£350 per night
includes taxes & fees
Our Shorebird Way-Brand New Family-Friendly, 4 bedroom Home by the Shore
Jack Nicklaus Golf Course.
brand new state of the art kitchen with GE Cafe Appliances.
Quartz kitchen island, counter height table and stainless steel appliances
38 Degrees Restaurant overlooking the bay at the Point.
Exceptional
(18 reviews)

Bayside Resort Golf Club. Brand New 5BR sleeps 10- 12. Enjoy all the amenities.

Selbyville

8% off
£2,082
for 7 nights, 1 villa
£297 per night
includes taxes & fees
Bayside Resort Golf Club. Brand New 5BR sleeps 10- 12. Enjoy all the amenities.
Dining
Pool
Exterior
Private kitchen
Exceptional
(45 reviews)

Bayside Resort Golf Club Townhome-Walk to pool, playground, tennis. Sleeps 11

Selbyville

8% off
£2,123
for 7 nights, 1 home
£303 per night
includes taxes & fees
Bayside Resort Golf Club Townhome-Walk to pool, playground, tennis. Sleeps 11
Playground at Sun Ridge
Sun Ridge
Health and Aquatics Club
Signatures clubhouse and restaurant
Exceptional
(40 reviews)

Bayside Resort 4bd/3.5ba+Loft Beach/Golf Home

Selbyville

7% off
£2,070
for 7 nights, 1 home
£296 per night
includes taxes & fees
Bayside Resort 4bd/3.5ba+Loft Beach/Golf Home
Sit by the water with a coffee or cocktail!
Interior
Private kitchen
Dock for crabbing or watching wildlife
Exceptional
(98 reviews)

Stay at Heron Cove located in popular Mallard Lakes!

Selbyville

9% off
£542
for 7 nights, 1 apartment
£77 per night
includes taxes & fees
Stay at Heron Cove located in popular Mallard Lakes!
Private kitchen
Pool
Golf
Living area
Exceptional
(10 reviews)

Luxurious 5-Bed Retreat: Steps to Pools & Sports Center, Near Beaches & Dining

Selbyville

8% off
£2,673
for 7 nights, 1 home
£382 per night
includes taxes & fees
Luxurious 5-Bed Retreat: Steps to Pools & Sports Center, Near Beaches & Dining
Kitchen - Main Level
Dining Room Table - Seats 8
Kitchen - Main Level
2nd Floor Living Room Wet Bar
Exceptional
(15 reviews)

Peaceful waterfront retreat - sleeps 14.

Bethany Beach

8% off
£4,618
for 7 nights, 1 home
£660 per night
includes taxes & fees
Peaceful waterfront retreat - sleeps 14.
Entrance into downstairs suite
Outdoor dining
Pool
Interior
Exceptional
(37 reviews)

Beautiful Bethany House in Salt Pond 1.5 miles from beach! All Seasons are nice!

Bethany Beach

8% off
£2,991
for 7 nights, 1 home
£427 per night
includes taxes & fees
Beautiful Bethany House in Salt Pond 1.5 miles from beach! All Seasons are nice!
Bethany West Playground Front Pool
kitchen - counter seating for 4
Front entrance
Enter through the porch into dining/kitchen area
Exceptional
(127 reviews)

4BR 2BA-Pet friendly. Walk to beach, town, dining. Pool, pickleball, tennis, gym

Bethany Beach

16% off
£1,659
for 7 nights, 1 home
£237 per night
includes taxes & fees
4BR 2BA-Pet friendly. Walk to beach, town, dining. Pool, pickleball, tennis, gym
Front deck
Kitchen
Driveway
Living room
Excellent
(20 reviews)

1 Mile to Bethany Beach with Grill Free Wifi on Trolley Route 4 BR 3BA 8 Guests

Bethany Beach

7% off
£1,963
for 7 nights, 1 home
£280 per night
includes taxes & fees
1 Mile to Bethany Beach with Grill Free Wifi on Trolley Route 4 BR 3BA 8 Guests
Nothing tops off a great beach day like a stop at the pool life is good !
A great place to relax with a cocktail or your morning coffee !
A brighter picture of the master bedroom.
Another picture of our updated kitchen.
Exceptional
(171 reviews)

Bethany Bay Relaxation Awaits

Ocean View

9% off
£1,505
for 7 nights, 1 apartment
£215 per night
includes taxes & fees
Bethany Bay Relaxation Awaits
Exterior
Dining
Living area
Terrace/patio
Exceptional
(60 reviews)

ONLY A 7 MINUTE WALK TO THE BEACH!

Bethany Beach

8% off
£3,822
for 7 nights, 1 home
£546 per night
includes taxes & fees
ONLY A 7 MINUTE WALK TO THE BEACH!
Living area
Exterior
Interior
Terrace/patio
Exceptional
(12 reviews)

Gorgeous Seaside Paradise - The Ultimate Family Getaway!

Ocean View

8% off
£2,440
for 7 nights, 1 home
£349 per night
includes taxes & fees
Gorgeous Seaside Paradise - The Ultimate Family Getaway!
Spacious bright and airy living room off the den and kitchen
Outdoor dining
Sunny TV den/sunroom
Room
Exceptional
(62 reviews)

Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach

Bethany Beach

8% off
£2,000
for 7 nights, 1 home
£286 per night
includes taxes & fees
Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach
Private kitchen
Marina
Exterior
Living area
Exceptional
(8 reviews)

Relax, enjoy the sun, pool and bay!

Lewes

8% off
£1,693
for 7 nights, 1 home
£242 per night
includes taxes & fees
Relax, enjoy the sun, pool and bay!
Sunroom (2)
Sunroom
Kitchen - 2021 Remodel
Interior
Exceptional
(6 reviews)

Ocean View Villa ★ Non-Smoking ★ Private Vacation Home Near Bethany Beach

Ocean View

8% off
£1,818
for 7 nights, 1 home
£260 per night
includes taxes & fees
Ocean View Villa ★ Non-Smoking ★ Private Vacation Home Near Bethany Beach
Outdoor dining
Private kitchen
Fitness facility
Living area
Exceptional
(28 reviews)

Spacious End-unit Town house w/lots of Amenities

Millville

19% off
£2,164
for 7 nights, 1 home
£309 per night
includes taxes & fees
Spacious End-unit Town house w/lots of Amenities
Master Bedroom Entry
Community salt water pool
Walking Trail from backyard
Backyard Fire Pit
Exceptional
(28 reviews)

Beach House in waterfront gated community w/ salt water pool

Lewes

7% off
£1,284
for 7 nights, 1 home
£183 per night
includes taxes & fees
Beach House in waterfront gated community w/ salt water pool
Screened in porch
Sunridge pool. Two pools and splash zone. (Must buy a resort pass)
Splash zone at sun ridge pool.
Dining
Exceptional
(31 reviews)

Bayside Resort-One floor 2400sq ft condo,Steps to Sunridge,semiprivate elevator

Selbyville

8% off
£2,344
for 7 nights, 1 apartment
£335 per night
includes taxes & fees
Bayside Resort-One floor 2400sq ft condo,Steps to Sunridge,semiprivate elevator
View of loft on third floor from Great Room
Parking on the left and the right, on the other side of the island of plants
Walking up staircase to 2nd floor, hall bath to right
Exterior detail
Exceptional
(52 reviews)

Close to Beach! 2026 Prime Weeks Available! Family Oriented Home! Dogs Welcome!

Bethany Beach

8% off
£3,137
for 7 nights, 1 home
£448 per night
includes taxes & fees
Close to Beach! 2026 Prime Weeks Available! Family Oriented Home! Dogs Welcome!
Terrace/patio
Living Room
Exterior
Private kitchen
Exceptional
(19 reviews)

Bethany Beach Getaway!

Bethany Beach

8% off
£3,914
for 7 nights, 1 home
£559 per night
includes taxes & fees
Bethany Beach Getaway!
Interior
Outdoor dining
Room
Exterior
Wonderful
(42 reviews)

Immaculate townhome with many amenities and views.

Selbyville

8% off
£1,814
for 7 nights, 1 home
£259 per night
includes taxes & fees
Immaculate townhome with many amenities and views.
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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. Maryland Beach and Ocean City Beach are just a couple of the must-see attractions in the area. 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)
  • 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)
  • Funland (14.6 mi / 23.5 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:

  • Maryland Beach (12.7 mi / 20.5 km)
  • 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)

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.
How much does it cost to rent a holiday home in Dagsboro?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Dagsboro to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Dagsboro holiday house rentals?
You can find great discounts on house rentals in Dagsboro on Vrbo, 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.
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.
Can I find long-stay holiday rentals in Dagsboro?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 Vrbo.
Are there any Dagsboro holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Dagsboro holiday rental?
Book your Dagsboro holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Dagsboro home rental booking on Vrbo?
To find Dagsboro holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Dagsboro holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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