Photo by Mary Pat Collins

Dagsboro Holiday Rentals

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Holiday Rentals in Dagsboro

Majestic Hotel & Apartments
3.0 star property
6.6 out of 10, (77)
"The rocking chairs facing the ocean."
The price is NZ$193
includes taxes & fees
10 Jun - 11 Jun
Majestic Hotel & Apartments
Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (66)
"Check In was quick and convenient! The property was amazing - cute, calm and peaceful. Definitely child friendly! Even my teenagers enjoyed it. Very close to Ocean Beach boardwalk and various restaurants and stores. I will definitely stay here again. "
Shore Point Cottages
Near it all OC beaches,Assateague island.Family-friendly white horse park
10.0 out of 10, Exceptional, (12)
"This place was perfect for us. We were coming for a quick getaway and this place was extremely clean, no weird smells, and looks like the pictures. Two things I want to mention that could help with booking is the campground does rent out bikes and I think kayaks which would have been helpful to know ahead of time. Also we couldn’t find towels which was a first for me in a bnb. Not a big deal for us because we wanted new ones for home anyway. Thanks for a great weekend and we will definitely be...
Near it all OC beaches,Assateague island.Family-friendly white horse park
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Coconut Malorie Resort Ocean City a Ramada by Wyndham
3.0 star property
7.4 out of 10, Good, (1184)
"Staff was extremely kind and helpful. We will look to stay here during the season and will stay here again for cheerleading competition in the future"
Coconut Malorie Resort Ocean City a Ramada by Wyndham
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
9.8 out of 10, Exceptional, (7)
"clean - updated - fabulous location!"
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
Safari Apartments
3.0 star property
9.6 out of 10, Exceptional, (11)
"Great place. Good location. I dont remember their names but all 3 employees I interacted with were great"
Safari Apartments
Beachfront condo with ocean views, pool, enclosed balcony, AC, & W/D
8.4 out of 10, Very good, (5)
"The property is okay but needs a thorough head-to-toe cleaning! Twin mattresses were hard and found cookies under the bed. The key to the unit didn't work, thank the Lord the 2nd key did. Wifi didn't register until 24 hrs later. Main TV couldn’t get sound to work but master bedroom TV worked fine. We girls just wanted to celebrate us and we did just that on Mother’s Day!"
Beachfront condo with ocean views, pool, enclosed balcony, AC, & W/D
Spacious Two-Story Condo w/Deck, Balcony, Beach Access, Free WiFi, Central A/C
8.8 out of 10, Excellent, (32)
"Great location, free convenient parking, good lay out. However, furniture and decor very outdated. Only one TV ( no TV’s in bedrooms). Saw a mouse run by and noted mouse droppings on lower level. However, we had a great time."
Spacious Two-Story Condo w/Deck, Balcony, Beach Access, Free WiFi, Central A/C
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location
9.0 out of 10, Wonderful, (65)
"The unit was very clean and comfortable. It’s a bit inconvenient that I had to bring my own linen but will definitely stay here again."
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location
Charming house & casita near the ocean with private pool, W/D & central AC
8.4 out of 10, Very good, (33)
"We are OC locals and did a staycation for my husband’s 52nd birthday. The property was spacious. The two houses in one location was great foe privacy."
Charming house & casita near the ocean with private pool, W/D & central AC
New Listing! Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool
9.6 out of 10, Exceptional, (28)
"Great location, beautiful condo, enjoyed our stay!"
New Listing! Amazing View from 2 BR 2 BA Beachfront Building with Indoor Pool
2nd-floor oceanfront condo with balcony, AC, & stunning beach view
7.6 out of 10, Good, (4)
"Location of this condo was great however it was very dirty when we arrived. Moldy half eaten food was beside and around all couches in the family room. Shower curtain in master bath was very moldy. Shelves in both bathrooms were very dirty. Cupboards were so dirty we had to remove all dishes and glasses and clean them out. Dryer did not work very well, it took 3 cycles to get the clothes/towels dry. All board games have most of the pieces missing. The only good thing about this condo was it’s...
2nd-floor oceanfront condo with balcony, AC, & stunning beach view
Lovely ocean-side condo with balcony, parking & pool - walk to beach access
9.2 out of 10, Wonderful, (21)
"A few friends and I decided to take an Ocean City trip. We booked BEFORE we heard there would be a full blown tropical storm! We got all of the rain and wind. We had a little bit of trouble getting the key from the lock to check in. It wasn't clear how to retrieve it from the lockbox even though we had the accurate code. The lock may need replacement as it was hard to maneuver. As well, the lock on the door was a bit wobbly. It is probably due to the direct ocean air as the condo is located a...
Lovely ocean-side condo with balcony, parking & pool - walk to beach access
Newly updated condo with water views & balcony - less than a block to the beach
9.4 out of 10, Exceptional, (20)
"Everything was as expected."
Newly updated condo with water views & balcony - less than a block to the beach
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
7.6 out of 10, Good, (11)
"UNIT WAS CLEAN AND LOCATION GREAT"
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
8.6 out of 10, Excellent, (18)
"Great place!! The view was beautiful!!"
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views
9.2 out of 10, Wonderful, (15)
"Great location and nice view. 2 minute walk through the parking lot to the beach. Short drive to the boardwalk and plenty of places to walk to on the strip. The condo was clean of dust and dirt, however there was an ant issue. Sitting on the couch on several occasions random ants crawled on us, they were also found on the kitchen counter, stove and in the bathroom. Keep in mind of the 3 flights of stairs when packing. The beds were not very comfortable and the pillows were flat. It would be...
Delightful Beach Condo Near the Boardwalk W/ Private Balcony & Ocean Views
Fourth-Floor Condo near the Beach w/Private Balcony, Ocean View, A/C, Free WiFi
8.6 out of 10, Excellent, (8)
"Property was in good condition. Dishes and glasses practically new. However, pots and pans are in need of replacing but would rent again."
Fourth-Floor Condo near the Beach w/Private Balcony, Ocean View, A/C, Free WiFi
Renovated condo in desirable North Ocean City on the ocean block
9.6 out of 10, Exceptional, (18)
"Exceeded all expectations! Perfect choice!"
Renovated condo in desirable North Ocean City on the ocean block
Charming 1st-Floor Condo w/Private Balcony, Free WiFi, Partial A/C, and W/D
7.4 out of 10, Good, (29)
"Half bath was a great and needed addition. Small unit but amazing location!"
Charming 1st-Floor Condo w/Private Balcony, Free WiFi, Partial A/C, and W/D
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See all available properties in Dagsboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Dagsboro you may be interested in

Grand Hotel Ocean City Oceanfront
3.0 star property
8.8 out of 10, Excellent, (2060)
"Nice hotel to stay. Really clean "
The price is NZ$425
includes taxes & fees
11 Jun - 12 Jun
Grand Hotel Ocean City Oceanfront
Fenwick Inn
2.0 star property
8.2 out of 10, Very good, (1769)
"Extremely clean and friendly staff. Far enough from the crowds that it is quiet at night, yet close enough to make it ultra convenient. Check in and out was a breeze, multiple elevators and ice machines. Sweet indoor pool with a splash pad for the little ones. "
The price is NZ$194
includes taxes & fees
9 Jun - 10 Jun
Fenwick Inn
Henlopen Hotel
2.0 star property
8.4 out of 10, Very good, (1037)
"Friendly staff, easy check in, room is well equipped w microwave, fridge and shower supplies. Parking is very tight but location is great. "
The price is NZ$295
includes taxes & fees
6 Jun - 7 Jun
Henlopen Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Dagsboro holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Dagsboro. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Dagsboro. Seeing all the best attractions is bound to make you fall in love with Dagsboro. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Dagsboro short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Dagsboro?

Yes, there are holiday rentals close to the most popular sights in Dagsboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Dagsboro has to offer?

Ocean City Bayside Retreat unit B: This holiday home rental outside of Dagsboro is located near the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Dagsboro?

Expedia has 7 holiday rentals for your stay in Dagsboro.

What can I see and do in Dagsboro?

While exploring the area, visit family-friendly sights like Carousel Ice Skating Rink, or get outside and enjoy nature at Holts Landing State Park. In the wider area, you’ll find Ocean City Beach and Baywood Greens Golf Course.

What are holiday rentals like in Dagsboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dagsboro. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.

Recent reviews of Dagsboro properties
Expedia verified reviews