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Dagsboro Vacation Rentals

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Our top choices for Dagsboro vacation rentals

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1297)
"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
$92 nightly
The price is $103
Jan 7 - Jan 8, 2026
Total with taxes and fees
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (302)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
$123 nightly
The price is $138
Jan 4 - Jan 5, 2026
Total with taxes and fees
Shore Point Cottages

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk
2.0 star property
Downtown Ocean City
10.0 out of 10, Exceptional, (1)
"Great place to stay!"
United States
Joseph D.
$274 nightly
The price is $307
Jan 5 - Jan 6, 2026
Total with taxes and fees
BeachParadise1208-Charming 4BR Townhouse•DOWNTOWN•Short walk to Beach&Boardwalk

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

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Downtown Ocean City
9.8 out of 10, Exceptional, (62)
"The condo was very convenient to get to the beach. Beautiful view of the bay. Plenty of room for everyone to enjoy the stay. "
United States
David H.
$319 nightly
The price is $357
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Ocean calling & country concert availability!

Ocean calling & country concert availability!
North Ocean City
9.0 out of 10, Wonderful, (35)
"Perfect place to stay for oceans calling! On bus route but not in the craziness of the direct festival area."
United States
Jennifer F.
$186 nightly
The price is $218
Jan 1 - Jan 2, 2026
Total with taxes and fees
Ocean calling & country concert availability!

2 Bedroom Condo Henlopen Station w/ Brand New Bed

2 Bedroom Condo Henlopen Station w/ Brand New Bed
West Rehoboth
9.6 out of 10, Exceptional, (24)
"Great location for a brief trip to the beach."
United States
Kristina N.
$145 nightly
The price is $147
Jan 4 - Jan 5, 2026
Total with taxes and fees
2 Bedroom Condo Henlopen Station w/ Brand New Bed

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
Downtown Ocean City
9.2 out of 10, Wonderful, (19)
"Really nice place,had everything we needed very elegant and relaxing,tvs nice and updated will come back again "
United States
George H.
$278 nightly
The price is $311
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (28)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
$207 nightly
The price is $232
Jan 4 - Jan 5, 2026
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD

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

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
North Ocean City
9.8 out of 10, Exceptional, (135)
"Very lovely pkace!! Would def book again!!"
United States
Brenda F.
$278 nightly
The price is $311
Jan 4 - Jan 5, 2026
Total with taxes and fees
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (17)
"Fantastic clean rental. Great location!"
United States
Jeremy & Karen W.
$278 nightly
The price is $311
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
9.2 out of 10, Wonderful, (79)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
$364 nightly
The price is $367
Jan 1 - Jan 2, 2026
Total with taxes and fees
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Direct OceanFront Condo/ on the center of the Boardwalk/ Newly Remodeled w/Pool

Direct OceanFront Condo/ on the center of the Boardwalk/ Newly Remodeled w/Pool
Downtown Ocean City
9.6 out of 10, Exceptional, (71)
"Great location. "
United States
Connie N.
$238 nightly
The price is $267
Jan 7 - Jan 8, 2026
Total with taxes and fees
Direct OceanFront Condo/ on the center of the Boardwalk/ Newly Remodeled w/Pool

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
North Ocean City
10.0 out of 10, Exceptional, (18)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
$219 nightly
The price is $230
Jan 5 - Jan 6, 2026
Total with taxes and fees
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Elegant 3-Bedroom Condo in Lewes with Pond Views

Elegant 3-Bedroom Condo in Lewes with Pond Views
Plantations East
9.8 out of 10, Exceptional, (22)
"Amazing location!!!!"
United States
Tania W.
$243 nightly
The price is $246
Jan 7 - Jan 8, 2026
Total with taxes and fees
Elegant 3-Bedroom Condo in Lewes with Pond Views

#1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too
North Ocean City
10.0 out of 10, Exceptional, (317)
"Great location"
United States
Joshua I.
$256 nightly
The price is $287
Jan 2 - Jan 3, 2026
Total with taxes and fees
#1 Rated Condo, Oceanfront, with Bay View Too

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.6 out of 10, Exceptional, (93)
"Nice place. Great views"
United States
Jill M.
$396 nightly
The price is $444
Jan 4 - Jan 5, 2026
Total with taxes and fees
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (32)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
$304 nightly
The price is $338
Jan 2 - Jan 3, 2026
Total with taxes and fees
Charming 2-Bed Condo Steps From the Beach!

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (43)
"This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. "
United States
Alecia C.
$285 nightly
The price is $319
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague

Extraordinary Oceanfront Escape | Private Balcony

Extraordinary Oceanfront Escape | Private Balcony
2.5 star property
North Ocean City
10.0 out of 10, Exceptional, (3)
"Such a beautiful property. The owners were easy to deal with and very attentive. We will be back!"
United States
Tom C.
$347 nightly
The price is $388
Jan 1 - Jan 2, 2026
Total with taxes and fees
Extraordinary Oceanfront Escape | Private Balcony

Historic home, great yard & Walk to Dogfish Head Brewery!

Historic home, great yard & Walk to Dogfish Head Brewery!
Milton
9.8 out of 10, Exceptional, (13)
"We had a great experience! It was clean, cozy, and had easy access to a number of locations. Will book again!"
United States
Jeffrey
$122 nightly
The price is $125
Jan 11 - Jan 12, 2026
Total with taxes and fees
Historic home, great yard & Walk to Dogfish Head Brewery!
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dagsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dagsboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Dagsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $103 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dagsboro rentals

At Expedia, we put the best Dagsboro vacation 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 vacation.

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 vacation rental in Dagsboro?

Yes, we have vacation rentals close to the most popular local attractions in Dagsboro, or you can go with a more remote option if you're looking for a relaxing stay.

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

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15: This vacation home rental outside of Dagsboro is located on the waterfront and has an outdoor pool, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Dagsboro?

Expedia has 4 vacation 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 larger area, you’ll find Holts Landing State Park and Baywood Greens Golf Course.

What are vacation rentals like in Dagsboro?

Vacation rentals are privately owned properties you can reserve for several days or more in Dagsboro. Vacation rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for families.