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Our top choices for Deal Island holiday homes
1. Tangier Escape, great place get away from it all on Deal Island, MD.
Tangier Escape, great place get away from it all on Deal Island, MD.Deal Island Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Helpful host, clean house, peaceful location! "
Jennifer P.
The price is €237
includes taxes & fees
14 Nov - 15 Nov
2. Cottage near the Bay
Cottage near the BayCrisfield
8.6 out of 10, Excellent, (65 reviews)
"Nice cottage at the end of a quiet lane, priced reasonably. Host is very accommodating. We had a lovely stay and enjoyed our time in Crisfield."
Karen J.
The price is €164
includes taxes & fees
17 Nov - 18 Nov
3. Come out and enjoy Autumn at the HH Ranch on Smith Island.
Come out and enjoy Autumn at the HH Ranch on Smith Island.Smith Island
9.8 out of 10, Exceptional, (17 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
Samantha J.
The price is €278
includes taxes & fees
30 Nov - 1 Dec
4. Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Riverside Lodge Bed & Breakfast on the Honga River UNIT CFishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
Thomas S.
The price is €290
includes taxes & fees
18 Nov - 19 Nov
5. Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Riverside Lodge Bed & Breakfast on the Honga River UNIT EFishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
Robin E.
The price is €260
includes taxes & fees
16 Nov - 17 Nov
6. Salisbury Hideaway
Salisbury HideawaySalisbury
10.0 out of 10, Exceptional, (24 reviews)
"Perfect for our weekend away watching college softball!!!"
Michelle S.
The price is €291
includes taxes & fees
1 Dec - 2 Dec
7. Salisbury Cottage
Salisbury CottageSalisbury
10.0 out of 10, Exceptional, (40 reviews)
"The property has cute and cozy curb appeal. The interior was attractive and very clean. The location was excellent for our planned events. Host, Ryan, easily accommodated our needs and we plan to check for availability in the future. Thanks Ryan!"
Star R.
The price is €326
includes taxes & fees
15 Nov - 16 Nov
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.
Learn more about Deal Island
Watermen's heritage tours reveal the authentic Chesapeake Bay lifestyle while you learn about the island's historic skipjack fleet. Explore pristine marshlands by kayak or visit the Deal Island Wildlife Management Area where birdwatchers spot rare migratory species.
