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Dagsboro Holiday Rentals

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Holiday Rentals in Dagsboro

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1296)
"Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker."
United States
Isolda
The price is NZ$161
includes taxes & fees
30 Nov - 1 Dec
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Majestic Hotel & Apartments

2.5 star property
Downtown Ocean City
6.2 out of 10, (348)
"Clean and very friendly staff"
United States
Randy
Majestic Hotel & Apartments

Saint Tropez

3.0 star property
North Ocean City
9.2 out of 10, Wonderful, (130)
"I always stay here when in OC"
United States
Terry
Saint Tropez

Shore Point Cottages

3.0 star property
Berlin
9.4 out of 10, Exceptional, (298)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages

Beach Retreat Located in the Heart of Dewey!

Dewey Beach
9.4 out of 10, Exceptional, (105)
"The place was wonderful, good location and an easy walk to the beach! "
United States
Christopher C.
Beach Retreat Located in the Heart of Dewey!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

North Ocean City
9.8 out of 10, Exceptional, (132)
"A very clean property."
United States
David Y.
The price is NZ$544
includes taxes & fees
24 Nov - 25 Nov
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

North Ocean City
9.8 out of 10, Exceptional, (119)
"Great property in a great location. Host was quick to get ahold of and the instructions were incredibly easy. Highly recommend this property for a family or large group. We would stay here again!"
United States
Joseph G.
The price is NZ$534
includes taxes & fees
30 Nov - 1 Dec
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

Boardwalk One

3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (170)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
United States
ANGELA
Boardwalk One

Monte Carlo Condos

3.0 star property
Downtown Ocean City
6.8 out of 10, (58)
"The condo was small, but it’s still accommodated my family of eight and we were right next to the pool, which was great for the kids anytime we needed something. We just called the Hotel and it was brought over in a reasonable amount of time or we could pick it up later. Staff were very friendly."
United States
Amy
Monte Carlo Condos

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

North Ocean City
9.6 out of 10, Exceptional, (57)
"The place was beautiful , convenient to walk around to the beach and the stores "
United States
Theresa K.
The price is NZ$530
includes taxes & fees
23 Nov - 24 Nov
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Downtown Ocean City
9.8 out of 10, Exceptional, (59)
"Perfect family beach house, we had a blast! Our family of 7 stayed for 3 nights. We loved the easy check-in, location, and spacious, clean condo. Thank you for letting us use your gorgeous home Kim, we really enjoyed our stay!"
United States
Amy R.
The price is NZ$620
includes taxes & fees
23 Nov - 24 Nov
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Breathtaking Ocean Front Condominium . Fall weekends with the dog.

Dewey Beach
9.6 out of 10, Exceptional, (89)
"Location was perfect and the sunsets from the upper deck were beautiful. Walk out the door and you have a short walk to water’s edge or to a great choice of restaurants and shops. This is the vacation rental my family has been wishing for. "
United States
Suzanne S.
Breathtaking Ocean Front Condominium . Fall weekends with the dog.

Club Ocean Villas II

3.5 star property
North Ocean City
8.6 out of 10, Excellent, (58)
"Property was in a great location. Check in and check out was easy. Having a hot tub and deck with table and chairs was nice. Unit was clean with an exception of the floors. I can understand it being a little sandy because of being at the beach, but there were tortilla chips in several areas of the floor. "
United States
Tami
Club Ocean Villas II

SunburstParadise: LUX TH OceanView DOWNTOWN BOARDWALK 3BR 3BA with 2 Car Garage

Downtown Ocean City
9.6 out of 10, Exceptional, (49)
"Overall a very nice property. Great location with many food and activity options within walking distance."
United States
Erik G.
SunburstParadise: LUX TH OceanView DOWNTOWN BOARDWALK 3BR 3BA with 2 Car Garage

Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

Midtown Ocean City
9.8 out of 10, Exceptional, (244)
"Property was clean, decorated nicely and so very close to the beach. Great location! "
United States
Kristine M.
The price is NZ$400
includes taxes & fees
20 Nov - 21 Nov
Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

Americana Condos 10th street

3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (19)
"straight fire, definitely going back"
United States
stephen
The price is NZ$770
includes taxes & fees
28 Nov - 29 Nov
Americana Condos 10th street

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

Rehoboth by the Sea
9.8 out of 10, Exceptional, (62)
"Great home and perfect location. Steps from the beach and walkable to both Dewey and Rehoboth. "
United States
Beth H.
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

North Ocean City
9.8 out of 10, Exceptional, (141)
"We had great time. The house was clean and perfect for my entire family. I would recommend and go back. "
United States
Kristina P.
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

North Ocean City
9.6 out of 10, Exceptional, (92)
"Good location with great views."
United States
Mark M.
The price is NZ$780
includes taxes & fees
20 Nov - 21 Nov
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Ocean Glass Inn Condominiums

3.5 star property
West Rehoboth
9.6 out of 10, Exceptional, (39)
"Just a great relaxing getaway. "
United States
Tanya
Ocean Glass Inn Condominiums
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.
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Top Dagsboro Hotel Reviews

Find out more about Dagsboro

Everything you need to know about Dagsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dagsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dagsboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dagsboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dagsboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dagsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dagsboro holiday rentals we have selected for you start as low as NZ$161 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dagsboro rentals

At Expedia, we put the best Dagsboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dagsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dagsboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dagsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!: This holiday home rental outside of Dagsboro is located next to a golf course, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Dagsboro?

Expedia has 6 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 Bethany Beach Beaches. In the wider area, you’ll find Holts Landing State Park 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.