Compare Dagsboro Cottage Rentals

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Featured Cottages in Dagsboro

Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy Berlin MD
$92 nightly
The price is $103 total per night
$103 total
Sep 13 - Sep 14
Total with taxes and fees
At Shore Point Cottages, guests have access to a seasonal outdoor pool, laundry facilities, and a vending machine. A stay here includes free parking.
Pool
Kitchen
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

Dewey Beach DE
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Pet-Friendly Coastal Cottage on Broadkill, just steps to the beach!

Pet-Friendly Coastal Cottage on Broadkill, just steps to the beach!

Milton DE
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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 DE
$227 nightly
The price is $232 total per night
$232 total
Sep 14 - Sep 15
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, local meal delivery service, and a garden. This cottage also has barbecue grills.
Pool
Kitchen
Heron’s Haven- a dog friendly beach oasis

Heron’s Haven- a dog friendly beach oasis

Milford DE
Guests staying at this cottage have access to laundry facilities, a water dispenser, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Seahaven Cottage- a beach-front, pet friendly cottage on Prime Hook Beach

Seahaven Cottage- a beach-front, pet friendly cottage on Prime Hook Beach

Milford DE
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
Exceptional Dewey Beach Stay Central Location Near Ocean & Bay

Exceptional Dewey Beach Stay Central Location Near Ocean & Bay

Dewey Beach DE
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
SWEET 3 BR, DOG-FRIENDLY COTTAGE IN OCEAN BLOCK DEWEY - 24 West St.

SWEET 3 BR, DOG-FRIENDLY COTTAGE IN OCEAN BLOCK DEWEY - 24 West St.

Dewey Beach DE
Guests staying at this cottage enjoy a water park, a garden, and barbecue grills.
Kitchen
Washer
Summer 2026 check our low rates.

Summer 2026 check our low rates.

Rehoboth Beach DE
This cottage is a smoke-free cottage.
Kitchen
Air conditioning
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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.

Hotel Options in Dagsboro

    Princess Royale Oceanfront Resort

    Princess Royale Oceanfront Resort

    Oceanfront on 91st Street Ocean City MD
    $133 nightly
    The price is $147 total per night from Sep 20 to Sep 21
    $147 total
    Sep 20 - Sep 21
    Total with taxes and fees
    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave Ocean City MD
    $118 nightly
    The price is $133 total per night from Sep 7 to Sep 8
    $133 total
    Sep 7 - Sep 8
    Total with taxes and fees
    9/10 Wonderful! (3,844 reviews)
    Fenwick Inn

    Fenwick Inn

    13801 Coastal Highway Ocean City MD
    $84 nightly
    The price is $95 total per night from Sep 21 to Sep 22
    $95 total
    Sep 21 - Sep 22
    Total with taxes and fees
    8.8/10 Excellent! (2,125 reviews)

Cottages

Book a cottage in Dagsboro
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Dagsboro. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Dagsboro better.

Cottage apartments in Dagsboro range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Dagsboro
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Dagsboro and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Dagsboro cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Dagsboro. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Dagsboro Cottages essential information

Accommodation
257 Cottages
Lowest Price
$95
Highest Price
$232
Popular accommodation
Shore Point Cottages, Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill, Pet-Friendly Coastal Cottage on Broadkill, just steps to the beach!, EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!, Heron’s Haven- a dog friendly beach oasis, Seahaven Cottage- a beach-front, pet friendly cottage on Prime Hook Beach, Exceptional Dewey Beach Stay Central Location Near Ocean & Bay, SWEET 3 BR, DOG-FRIENDLY COTTAGE IN OCEAN BLOCK DEWEY - 24 West St., Summer 2026 check our low rates.