A vast sunflower field with a line of trees in the background.

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Dagsboro holiday rentals

We found 2,123 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:18 Dec - 25 Dec

Exceptional

(13 reviews)

Bayside Cottage, near Rehoboth-sleeps 8!

Lewes

8% off

AU$2,281

for 7 nights, 1 cottage

AU$326 per night

includes taxes & fees

Exceptional

(41 reviews)

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

Ocean View

8% off

AU$7,567

for 7 nights, 1 home

AU$1,081 per night

includes taxes & fees

Exceptional

(7 reviews)

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

Millsboro

8% off

AU$4,616

for 7 nights, 1 home

AU$659 per night

includes taxes & fees

Exceptional

(85 reviews)

Just reduced. Book now for labor day! Unbelievable deal on golf course, 4bdrms

Ocean View

8% off

AU$3,816

for 7 nights, 1 home

AU$545 per night

includes taxes & fees

38 Degrees Restaurant overlooking the bay at the Point.

Quartz kitchen island, counter height table and stainless steel appliances

Exceptional

(19 reviews)

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

Selbyville

8% off

AU$4,820

for 7 nights, 1 villa

AU$689 per night

includes taxes & fees

Exceptional

(47 reviews)

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

Selbyville

8% off

AU$3,893

for 7 nights, 1 home

AU$556 per night

includes taxes & fees

Exceptional

(33 reviews)

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

Millsboro

8% off

AU$4,527

for 7 nights, 1 home

AU$647 per night

includes taxes & fees

Exceptional

(38 reviews)

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

Bethany Beach

8% off

AU$5,451

for 7 nights, 1 home

AU$779 per night

includes taxes & fees

Exceptional

(18 reviews)

Peaceful waterfront retreat - sleeps 12

Bethany Beach

9% off

AU$8,439

for 7 nights, 1 home

AU$1,206 per night

includes taxes & fees

Exceptional

(42 reviews)

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

Selbyville

8% off

AU$4,336

for 7 nights, 1 home

AU$619 per night

includes taxes & fees

Exceptional

(61 reviews)

ONLY A 7 MINUTE WALK TO THE BEACH!

Bethany Beach

8% off

AU$6,897

for 7 nights, 1 home

AU$985 per night

includes taxes & fees

SunRidge! Pools, fitness center and courts - avail with purchase of resort pass

Award-Winning Jack Nicklaus golf course (available for addl fees)

Health & Aquatic Club Indoor Pool (available with purchase of resort pass)

Exceptional

(31 reviews)

Bayside Resort! Spacious Townhome-Sleeps 13-Pools, Beach, Bikes, Pond, Golf!

Selbyville

8% off

AU$3,103

for 7 nights, 1 home

AU$443 per night

includes taxes & fees

Exceptional

(11 reviews)

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

Selbyville

8% off

AU$6,758

for 7 nights, 1 home

AU$965 per night

includes taxes & fees

Excellent

(21 reviews)

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

Bethany Beach

8% off

AU$3,612

for 7 nights, 1 home

AU$516 per night

includes taxes & fees

Exceptional

(30 reviews)

Spacious End-unit Town house w/lots of Amenities

Millville

19% off

AU$3,832

for 7 nights, 1 home

AU$547 per night

includes taxes & fees

If you're not familiar with Sea Colony, check out seacolony.com

One of Sea Colony's 12 pools, all heated, in/outdoor.

Exceptional

(166 reviews)

Sea Colony, Walk to Beach & Tennis--Beautiful, Sparkling Clean Getaway!

Bethany Beach

8% off

AU$1,825

for 7 nights, 1 apartment

AU$261 per night

includes taxes & fees

Exceptional

(64 reviews)

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

Bethany Beach

8% off

AU$3,734

for 7 nights, 1 home

AU$533 per night

includes taxes & fees

Very good

(16 reviews)

Turtle Walk on Trolley Ride 1 mile to Bethany Beach 4BR 3BA 8G Back to Tree lot

Bethany Beach

8% off

AU$3,535

for 7 nights, 1 home

AU$505 per night

includes taxes & fees

Exceptional

(9 reviews)

Relax, enjoy the sun, pool and bay!

Lewes

8% off

AU$3,147

for 7 nights, 1 home

AU$450 per night

includes taxes & fees

Bay Forest Drive Pools - Slides, Lazy River, Toddler Pool, Lap Pool, Volleyball

Exceptional

(10 reviews)

Luxury 5-Bedroom Villa, Exclusive Resort Community, Minutes To Bethany Beach

Ocean View

8% off

AU$7,527

for 7 nights, 1 home

AU$1,075 per night

includes taxes & fees

Exceptional

(6 reviews)

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

Ocean View

8% off

AU$3,359

for 7 nights, 1 home

AU$480 per night

includes taxes & fees

Exceptional

(104 reviews)

Large 2-bedroom, 2 bath villa, sleeps 6, w/grill on the golf course-Bear Trap

Ocean View

18% off

AU$1,635

for 7 nights, 1 apartment

AU$234 per night

includes taxes & fees

Sit by the water with a coffee or cocktail!

Exceptional

(102 reviews)

Stay at Heron Cove located in popular Mallard Lakes!

Selbyville

9% off

AU$914

for 7 nights, 1 apartment

AU$131 per night

includes taxes & fees

Welcome to Bethany Bay beautiful landscaping everywhere you turn.

A great place to relax with a cocktail or your morning coffee !

Nothing tops off a great beach day like a stop at the pool life is good !

A brighter picture of the master bedroom.

Exceptional

(175 reviews)

Bethany Bay Relaxation Awaits

Ocean View

9% off

AU$1,806

for 7 nights, 1 apartment

AU$258 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Dagsboro

Large house with fire pit on 1 acre. Near Bethany Beach! Dogs ok.

Sleeps 6 · 4 bedrooms · 2 bathrooms

Premier Host

Relaxing Retreat – Pet Friendly, Kayak & Canoe Included, Near Bethany Beach

Sleeps 6 · 2 bedrooms · 1+ bathroom

Beach Air Landing, Beaches, Shops, and Golf!

Sleeps 10 · 3 bedrooms · 3+ bathrooms

Premier Host

Private 3-bedroom ranch, 10 miles from Bethany Beach, on a dead-end street.

Sleeps 6 · 3 bedrooms · 1 bathroom

Family Friendly, Waterfront home in the Bethany Beach area

Sleeps 6 · 4 bedrooms · 2 bathrooms

Dog Friendly: Pool, Game Room, Near Bethany Beach

Sleeps 8 · 3 bedrooms · 2+ bathrooms

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, laundry, 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. 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.

More holiday ideas

Holiday homes

Dagsboro holiday rentals

Holiday rentals with weekly discounts – Dagsboro

Showing deals for:18 Dec - 25 Dec

Bayside Cottage, near Rehoboth-sleeps 8!

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

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

Just reduced. Book now for labor day! Unbelievable deal on golf course, 4bdrms

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

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

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

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

Peaceful waterfront retreat - sleeps 12

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

ONLY A 7 MINUTE WALK TO THE BEACH!

Bayside Resort! Spacious Townhome-Sleeps 13-Pools, Beach, Bikes, Pond, Golf!

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

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

Spacious End-unit Town house w/lots of Amenities

Sea Colony, Walk to Beach & Tennis--Beautiful, Sparkling Clean Getaway!

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

Turtle Walk on Trolley Ride 1 mile to Bethany Beach 4BR 3BA 8G Back to Tree lot

Relax, enjoy the sun, pool and bay!

Luxury 5-Bedroom Villa, Exclusive Resort Community, Minutes To Bethany Beach

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

Large 2-bedroom, 2 bath villa, sleeps 6, w/grill on the golf course-Bear Trap

Stay at Heron Cove located in popular Mallard Lakes!

Bethany Bay Relaxation Awaits

Find spaces that suit your style

Find the best place to stay - Dagsboro

Large house with fire pit on 1 acre. Near Bethany Beach! Dogs ok.

Relaxing Retreat – Pet Friendly, Kayak & Canoe Included, Near Bethany Beach

Beach Air Landing, Beaches, Shops, and Golf!

Private 3-bedroom ranch, 10 miles from Bethany Beach, on a dead-end street.

Family Friendly, Waterfront home in the Bethany Beach area

Dog Friendly: Pool, Game Room, Near Bethany Beach

Peace of mind

More quality time

All the privacy of home

More for less

Book a holiday rental for your Dagsboro getaway

Activities and attractions in and around Dagsboro

Exploring the natural features in Dagsboro

Transport to and around Dagsboro

Frequently asked questions

More holiday ideas