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Dagsboro Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Dagsboro holiday rentals

Desk, iron/ironing board, WiFi, bed sheets

Private Pool-Fire Pit- Game Room - 20min to Beach

Private Pool-Fire Pit- Game Room - 20min to Beach
Dagsboro
The price is HK$2,901
HK$6,006 total
includes taxes & fees
19 Aug - 20 Aug
Private Pool-Fire Pit- Game Room - 20min to Beach
Terrace/patio

Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
6.0 out of 10, (429 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is HK$910
HK$1,059 total
includes taxes & fees
22 Jul - 23 Jul
Majestic Hotel & Apartments
Exterior

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (53 reviews)
"The place was extremely nice but the could not sleep on that bed again. Sinks way down like you are in two hammocks with a big lump in the middle. May work for some people but we couldn’t sleep. Other than that extremely nice and very well stocked. Good location to sports on the Beach complex for tournaments."
United States
Walter
The price is HK$1,129
HK$2,105 total
includes taxes & fees
19 Aug - 20 Aug
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
TV

SandleWoods 102B

SandleWoods 102B
North Ocean City
The price is HK$903
HK$3,312 total
includes taxes & fees
20 Aug - 21 Aug
SandleWoods 102B
Property grounds

401 142nd Street

401 142nd Street
North Ocean City
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful stay at a clean cottage"
United States
Jenn C.
401 142nd Street
Property grounds

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Selbyville
9.4 out of 10, Exceptional, (127 reviews)
"We had a great time! The house was very cozy. Ralph was very quick to respond if we needed anything. The backyard view with the water was very nice. The neighborhood was quiet and neighbors friendly. Bedrooms had smart tv’s and Wi-Fi was fast. Would definitely stay again! "
United States
Stephanie N.
The price is HK$1,616
HK$3,172 total
includes taxes & fees
27 Jul - 28 Jul
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Interior

Steps to Shore: Gem w/ Pool in Ocean City

Steps to Shore: Gem w/ Pool in Ocean City
4.0 star property
Midtown Ocean City
10.0 out of 10, Exceptional, (1 review)
"Our stay was perfect!! Near by shops, restaurants and beach just a few steps away!"
United States
Alonso
Steps to Shore: Gem w/ Pool in Ocean City
Interior

Spacious Condo•Pond Views•Centrally located

Spacious Condo•Pond Views•Centrally located
Plantations East
9.8 out of 10, Exceptional, (35 reviews)
"Stayed at this VRBO before. Great location. Pet friendly. "
United States
Betty L.
The price is HK$1,223
HK$3,003 total
includes taxes & fees
6 Aug - 7 Aug
Spacious Condo•Pond Views•Centrally located
Smart TV

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.2 out of 10, Wonderful, (44 reviews)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
The price is HK$1,270
HK$2,626 total
includes taxes & fees
27 Jul - 28 Jul
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
Beach nearby

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (37 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is HK$1,231
HK$2,626 total
includes taxes & fees
6 Aug - 7 Aug
On Main Street - Apartment C - Berlin, MD
Pool

Parrot Bay 34

Parrot Bay 34
Downtown Ocean City
The price is HK$1,059
HK$3,618 total
includes taxes & fees
10 Aug - 11 Aug
Parrot Bay 34
Beach

1 Bedroom, Sleeps 4, Balcony w/ Ocean View

1 Bedroom, Sleeps 4, Balcony w/ Ocean View
North Ocean City
10.0 out of 10, Exceptional, (4 reviews)
"Don’t pay oceanfront prices when you can stay here! View from balcony of ocean better than many oceanfront properties. Due to location beach was not crowded, yet close to many venues, restaurants, etc. Was thrilled at how clean condo was."
United States
Sherod H.
1 Bedroom, Sleeps 4, Balcony w/ Ocean View
Smart TV

Top Rated Cozy Mid-town Efficiency w/ Pool- 1 1/2 Blocks to Beach!

Top Rated Cozy Mid-town Efficiency w/ Pool- 1 1/2 Blocks to Beach!
Midtown Ocean City
9.6 out of 10, Exceptional, (90 reviews)
"great place to stay.good valuegreat locationmurphy bed is a good idea."
United States
Tom H.
The price is HK$1,098
HK$2,011 total
includes taxes & fees
22 Jul - 23 Jul
Top Rated Cozy Mid-town Efficiency w/ Pool- 1 1/2 Blocks to Beach!
Property grounds

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes

Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Lewes
9.0 out of 10, Wonderful, (9 reviews)
The price is HK$2,783
HK$4,610 total
includes taxes & fees
21 Aug - 22 Aug
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
2 bedrooms, iron/ironing board (on request), free WiFi

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (26 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is HK$701
HK$2,154 total
includes taxes & fees
22 Jul - 23 Jul
Salisbury Riverfront Lofts
Living area

Modern Minimalist Condo

Modern Minimalist Condo
North Ocean City
The price is HK$1,741
HK$2,213 total
includes taxes & fees
2 Aug - 3 Aug
Modern Minimalist Condo
Interior

Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is HK$1,160
HK$2,599 total
includes taxes & fees
29 Jul - 30 Jul
Getaway on 1/2 Acre w/ Deck in Georgetown
Exterior

Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
The price is HK$1,968
HK$4,103 total
includes taxes & fees
18 Aug - 19 Aug
Bayside Resort -11282 Signature Blvd.
Indoor pool, outdoor pool

1st floor suite, EV car charger, 6 patios&porches at 5 star Peninsula resort!

1st floor suite, EV car charger, 6 patios&porches at 5 star Peninsula resort!
Millsboro
10.0 out of 10, Exceptional, (23 reviews)
"We love this property and always enjoy our stay "
United States
HeatherJohn D.
The price is HK$3,575
HK$6,590 total
includes taxes & fees
24 Jul - 25 Jul
1st floor suite, EV car charger, 6 patios&porches at 5 star Peninsula resort!
Outdoor pool

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, (51 reviews)
"Great accomodations!"
United States
Linda S.
The price is HK$1,764
HK$3,741 total
includes taxes & fees
26 Jul - 27 Jul
Comfortable cottage in gated community, 5 mins to OC and Assateague
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

Fenwick Inn

Fenwick Inn

10/10 Excellent
"Room was very clean when we arrived"
Samantha 7-night trip
Posted less than an hour ago
Fenwick Inn

Find out more about Dagsboro

Search for holiday rentals in Dagsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Dagsboro using one of the methods below:

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Look no further and take a look at our great range of rental properties in Dagsboro!

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?

Beachy Studio Condo with Pool and steps from the OC Boardwalk: This holiday home rental outside of Dagsboro offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a coffee maker to make your meal-planning easier.

How many holiday rentals are there in Dagsboro?

Expedia has 3 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 Ocean City Beach. In the wider area, you’ll find popular places such as Maryland Beach and Lewes Beach.

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.