Find Extended Stay Hotels in Deal Island, MD

Start date: Check-in selected.
To Date
End date: Check-out

Top Deal Island Extended Stay Hotels | Reserve now, pay later

Fridge, microwave, oven, stovetop
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$248 nightly
The price is $263
Dec 6 - Dec 7
Total with taxes and fees
Deal Island Bay Cottage
Fridge, microwave, oven, stovetop
Salisbury Cottage

Salisbury Cottage

Salisbury
10.0 out of 10, Exceptional, (33)
"Very clean, great communication and fabulous location close to SU!"
United States
Anne M.
$296 nightly
The price is $330
Dec 7 - Dec 8
Total with taxes and fees
Salisbury Cottage
Exterior detail
Salisbury Hideaway

Salisbury Hideaway

Salisbury
10.0 out of 10, Exceptional, (19)
"This property was wonderful for our trip to Salisbury for my daughter's travel softball tournament. It was only 30-45 minutes from Ocean City (give or take traffic), and very close to many shopping areas and restaurants. The property itself was very clean and provided many necessities. "
United States
Lisa H.
$284 nightly
The price is $316
Dec 8 - Dec 9
Total with taxes and fees
Salisbury Hideaway
Dining
Cottage near the Bay

Cottage near the Bay

Crisfield
8.8 out of 10, Excellent, (52)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
$178 nightly
The price is $189
Dec 8 - Dec 9
Total with taxes and fees
Cottage near the Bay
Smart TV, fireplace, table tennis, books
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Smith Island
9.8 out of 10, Exceptional, (15)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
$296 nightly
The price is $314
Dec 5 - Dec 6
Total with taxes and fees
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Exterior
Kingsbay Mansion & Vacation Houses

Kingsbay Mansion & Vacation Houses

3.5 star property
Marion Station
9.8 out of 10, Exceptional, (28)
"An overall excellent place to stay, relax and rest "
United States
Tracy
$408 nightly
The price is $453
Dec 5 - Dec 6
Total with taxes and fees
Kingsbay Mansion & Vacation Houses
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.
View all properties

Expand your search

Most booked related extended stays in Deal Island in 2026

Deal Island apart-hotels
Apart-hotels for extended stays
Apart-hotels for extended stays
Deal Island vacation homes with a kitchen
Vacation homes with a kitchen
Vacation homes with a kitchen

Frequently asked questions

Why book an extended stay hotel in Deal Island through Expedia?
Lock in your extended stay hotel in Deal Island with Expedia and get ready to save. In addition to our special offers and reward programs, we make finding the perfect long-term stay a cinch. Use our handy filter to search for properties based on location, affordability, nearby attractions and more. Some long-term rentals may offer weekly rates so you have money left over for the fun stuff. Often equipped with essential amenities like a dining area and refrigerator, your next extended stay in Deal Island is only a few clicks away!
What can I expect from an extended stay hotel?
Featuring amenities such as kitchens, laundries and dining spaces, extended stay hotels in Deal Island can be a convenient and economical alternative to your standard hotel room. Whip up your own tasty meals and forget about laundromat bills. Sometimes offering weekly rates, extended stay hotels range from studio apartments to large and luxurious options with several rooms. They also have many of the same amenities you'd expect to find in a standard hotel, like restaurants or 24/7 guest services. If you're seeking flexibility, privacy and a comfy retreat for a few weeks or longer, an extended stay hotel is a wonderful choice.

Top Deal Island Hotel Reviews

Econo Lodge Princess Anne

Econo Lodge Princess Anne

10/10 Excellent
"Wonderful and accommodating experience every single time I stay here. 4 years straight! "
Abu 1-night trip
Posted 3 weeks ago
Econo Lodge Princess Anne

Explore a world of travel with Expedia