Photo by Mary Pat Collins

Dagsboro holiday homes

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

Family Room
Pool
Living Room
Exterior
Exceptional
(32 reviews)

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

Millsboro

8% off
NZ$5,490
for 7 nights, 1 home
NZ$784 per night
includes taxes & fees
The Peninsula- 5 Star Resort-Townhome (Near Rehoboth)
Sit by the water with a coffee or cocktail!
Interior
Dock for crabbing or watching wildlife
Private kitchen
Exceptional
(98 reviews)

Stay at Heron Cove located in popular Mallard Lakes!

Selbyville

9% off
NZ$1,246
for 7 nights, 1 apartment
NZ$178 per night
includes taxes & fees
Stay at Heron Cove located in popular Mallard Lakes!
Terrace/patio
Private kitchen
Exterior
Property grounds
Exceptional
(6 reviews)

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

Millsboro

8% off
NZ$5,561
for 7 nights, 1 home
NZ$794 per night
includes taxes & fees
Our Shorebird Way-Brand New Family-Friendly, 4 bedroom Home by the Shore
Quartz kitchen island, counter height table and stainless steel appliances
brand new state of the art kitchen with GE Cafe Appliances.
38 Degrees Restaurant overlooking the bay at the Point.
master bedroom king bed
Exceptional
(18 reviews)

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

Selbyville

8% off
NZ$4,722
for 7 nights, 1 villa
NZ$675 per night
includes taxes & fees
Bayside Resort Golf Club. Brand New 5BR sleeps 10- 12. Enjoy all the amenities.
Exterior
Pool
Dining
Fitness facility
Exceptional
(45 reviews)

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

Selbyville

8% off
NZ$4,816
for 7 nights, 1 home
NZ$688 per night
includes taxes & fees
Bayside Resort Golf Club Townhome-Walk to pool, playground, tennis. Sleeps 11
Private kitchen
Property grounds
Dining
Interior
Exceptional
(36 reviews)

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

Ocean View

8% off
NZ$6,762
for 7 nights, 1 home
NZ$966 per night
includes taxes & fees
Beautiful home with elevator and amazing views! Kayaks, Fire Pit and more!
Health and Aquatics Club
Sun Ridge
Playground at Sun Ridge
Signatures clubhouse and restaurant
Exceptional
(40 reviews)

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

Selbyville

7% off
NZ$4,656
for 7 nights, 1 home
NZ$665 per night
includes taxes & fees
Bayside Resort 4bd/3.5ba+Loft Beach/Golf Home
Kitchen - Main Level
Dining Room Table - Seats 8
Kitchen - Main Level
Main Level Living Room
Exceptional
(15 reviews)

Peaceful waterfront retreat - sleeps 14.

Bethany Beach

8% off
NZ$10,366
for 7 nights, 1 home
NZ$1,481 per night
includes taxes & fees
Peaceful waterfront retreat - sleeps 14.
Terrace/patio
Pool
Living area
Golf
Exceptional
(10 reviews)

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

Selbyville

8% off
NZ$6,035
for 7 nights, 1 home
NZ$862 per night
includes taxes & fees
Luxurious 5-Bed Retreat: Steps to Pools & Sports Center, Near Beaches & Dining
Pool
Outdoor dining
Interior
Interior
Exceptional
(37 reviews)

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

Bethany Beach

8% off
NZ$6,676
for 7 nights, 1 home
NZ$954 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
Bethany West Back Pool - daily or weekly fee payable at pool
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
NZ$3,702
for 7 nights, 1 home
NZ$529 per night
includes taxes & fees
4BR 2BA-Pet friendly. Walk to beach, town, dining. Pool, pickleball, tennis, gym
Interior
Dining
Living area
Terrace/patio
Exceptional
(60 reviews)

ONLY A 7 MINUTE WALK TO THE BEACH!

Bethany Beach

8% off
NZ$8,410
for 7 nights, 1 home
NZ$1,201 per night
includes taxes & fees
ONLY A 7 MINUTE WALK TO THE BEACH!
breakfast bar
Outdoor dining
Spacious bright and airy living room off the den and kitchen
Sunny TV den/sunroom
Exceptional
(62 reviews)

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

Bethany Beach

8% off
NZ$4,580
for 7 nights, 1 home
NZ$654 per night
includes taxes & fees
Gorgeous Bethany retreat! Dog friendly, 4 BR/3BA, near trails, <2 miles to beach
Driveway
Kitchen
Front deck
Hallway to kids room
Excellent
(20 reviews)

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

Bethany Beach

8% off
NZ$4,460
for 7 nights, 1 home
NZ$637 per night
includes taxes & fees
1 Mile to Bethany Beach with Grill Free Wifi on Trolley Route 4 BR 3BA 8 Guests
Private kitchen
Exterior
Interior
Terrace/patio
Exceptional
(12 reviews)

Gorgeous Seaside Paradise - The Ultimate Family Getaway!

Ocean View

8% off
NZ$5,490
for 7 nights, 1 home
NZ$784 per night
includes taxes & fees
Gorgeous Seaside Paradise - The Ultimate Family Getaway!
Kitchen - 2021 Remodel
Sunroom
Kitchen + Family Room - 2021 Remodel
Sunroom (2)
Exceptional
(6 reviews)

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

Ocean View

8% off
NZ$4,154
for 7 nights, 1 home
NZ$593 per night
includes taxes & fees
Ocean View Villa ★ Non-Smoking ★ Private Vacation Home Near Bethany Beach
Open concept kitchen with large island
Resort Pool and Clubhouse
Open concept living
Local vineyard only minutes away
Exceptional
(17 reviews)

Coastal Charm- 4BR Spacious, with Resort Pool- Bright and Inviting

Ocean View

8% off
NZ$4,402
for 7 nights, 1 home
NZ$629 per night
includes taxes & fees
Coastal Charm- 4BR Spacious, with Resort Pool- Bright and Inviting
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
NZ$7,101
for 7 nights, 1 home
NZ$1,014 per night
includes taxes & fees
Close to Beach! 2026 Prime Weeks Available! Family Oriented Home! Dogs Welcome!
Outdoor dining
Private kitchen
Living area
Exterior
Exceptional
(28 reviews)

Spacious End-unit Town house w/lots of Amenities

Millville

19% off
NZ$4,995
for 7 nights, 1 home
NZ$714 per night
includes taxes & fees
Spacious End-unit Town house w/lots of Amenities
Private kitchen
Living Room
Terrace/patio
Exterior
Exceptional
(19 reviews)

Bethany Beach Getaway!

Bethany Beach

8% off
NZ$8,618
for 7 nights, 1 home
NZ$1,231 per night
includes taxes & fees
Bethany Beach Getaway!
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 !
Welcome to Bethany Bay beautiful landscaping everywhere you turn.
Another picture of our updated kitchen.
Exceptional
(171 reviews)

Bethany Bay Relaxation Awaits

Ocean View

9% off
NZ$3,347
for 7 nights, 1 apartment
NZ$478 per night
includes taxes & fees
Bethany Bay Relaxation Awaits
Exterior
Marina
Private kitchen
Living area
Exceptional
(8 reviews)

Relax, enjoy the sun, pool and bay!

Lewes

8% off
NZ$3,745
for 7 nights, 1 home
NZ$535 per night
includes taxes & fees
Relax, enjoy the sun, pool and bay!
Living area
Dining
Private kitchen
Interior
Exceptional
(6 reviews)

5BR home, pools & amenities, minutes to beach

Millville

8% off
NZ$8,009
for 7 nights, 1 home
NZ$1,144 per night
includes taxes & fees
5BR home, pools & amenities, minutes to beach
Exterior
Interior
Pool
Living area
Exceptional
(14 reviews)

Beautiful beach bliss

Ocean View

8% off
NZ$4,333
for 7 nights, 1 home
NZ$619 per night
includes taxes & fees
Beautiful beach bliss
  • 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. 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 home?
If you're planning a getaway to Dagsboro, West Beach is one of the most desired places to stay. Whether you want a chalet, cottage or another property style, you'll always have the entire place to yourself.
What is the most popular type of holiday home accommodation in Dagsboro?
The most popular types of holiday homes in Dagsboro are houses. Hoping for something different? Bookabach has plenty of options to match the unique needs of our guests, so you'll see properties in all shapes and sizes, and for all budgets. The perfect home away from home is waiting for you — grab yours today.
How much does it cost to rent a holiday home in Dagsboro?
Length of stay, property type and time of year are some of the conditions that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect match. From homey country cottages to expansive luxury villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Dagsboro?
Prices for beach houses in Dagsboro can vary depending on the type and size of the property and when you're travelling. Simply enter your travel dates into Bookabach and the number of guests to view your holiday home options and prices. From there you can use our filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in Dagsboro?
With five holiday homes that welcome four-legged guests, your furry friend can join you on your Dagsboro holiday. Use the filter tool to browse our pet-friendly holiday homes and find the pawfect pad on Bookabach.
What are popular home amenities in Dagsboro?
The most popular home amenities people are searching for in Dagsboro are a firepit, a barbecue grill and a water view. Whether you're going on holiday with family, friends or even pets, Bookabach holiday homes have the best amenities for making epic memories with the people closest to you.
Are there large group holiday homes in Dagsboro?
With four Dagsboro properties that can sleep five or more people, you can invite a few extra family members or buddies along. Whether you're planning a casual gathering or a birthday party, we'll help you find the perfect space to fit the occasion.
Are there holiday homes in Dagsboro that welcome kids?
Bring the entire family together for an epic adventure in Dagsboro at one of our five family-friendly holiday properties. Lots of these stays come with amenities that are ideal for getaways with youngsters, such as laundries, extra bedrooms and patios. Simply click on the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Dagsboro?
There's a ton of fabulous things to see and do with the family in Dagsboro, including:
  • Nanticoke Indian Museum
  • Holts Landing State Park
  • 2nd Time Designs
How can I find holiday homes with air conditioning in Dagsboro?
Dagsboro has five holiday homes where you can relax in air-conditioned comfort. To locate a property on Bookabach offering this perk, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Dagsboro?
The minimum age allowed can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in Dagsboro you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Dagsboro for?
The length of time you can book a holiday home in Dagsboro varies according to the property. Simply enter your selected dates to see a list of options offering extended stays. With lots of features such as air conditioning and laundries, as well as some offering weekly or monthly discounts, you're sure to discover somewhere perfect to call your home away from home in Dagsboro.