Deal Island Vacation Rentals from ￥30,237: Search Short-Term Rentals

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Our top choices for Deal Island vacation rentals

1. Deal Island Bay Cottage

Deal Island

Christopher M.

￥42,079 total

includes taxes & fees

Aug 30 - Aug 31

2. Tangier Escape, great place get away from it all on Deal Island, MD.

Deal Island Historic District

Jennifer P.

￥39,359 total

includes taxes & fees

Sep 14 - Sep 15

3. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek

Thomas S.

￥52,197 total

includes taxes & fees

Aug 29 - Aug 30

4. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek

Robin E.

￥52,197 total

includes taxes & fees

Aug 29 - Aug 30

5. The end of summer is here on Smith Island! Come out for some peace and quiet!

Smith Island

Samantha J.

￥54,494 total

includes taxes & fees

Sep 7 - Sep 8

6. Historic home on Smith Island w/ dock!

Smith Island

"Great place on Smith Island. Amazing community feeling for 48 hours. The ferry is super expensive (it was 25 per person each way ,so 50 total per person!!!), adding 250 to the entire visit for 5, so something to really consider. The island is beautiful, house was perfect, very quiet and well kept. No downsides, but not tons of activities for very active teenagers. Everything super easy in terms of house/info/check in and out."

Nina Z.

￥48,133 total

includes taxes & fees

Sep 7 - Sep 8

7. Cottage near the Bay

Crisfield

Pamela

￥30,237 total

includes taxes & fees

Aug 30 - Aug 31

8. Salisbury Cottage

Salisbury

Fred W.

￥58,278 total

includes taxes & fees

Sep 28 - Sep 29

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Top Deal Island Hotel Reviews

Best Western Plus Pocomoke City

10/10 Excellent

"Clean, quiet, and comfortable. Good breakfast choices"

Tangier Escape, great place get away from it all on Deal Island, MD.

10/10 Excellent

"My husband, two year old and myself had a great time staying in this house. The owner is thoughtful if you are traveling with a kid, (toys, high chair, etc). The location was perfect for a weekend away to explore with our boat for our anniversary! House was very spacious and super clean! Will be back!"

Saltwater Serenity Waterfront Cottage

8/10 Good

"Place was just as described. View was amazing! Crabbing pots already at the end of the dock! Place was a little out of the way but that was ok with us. Backyard was covered with dragonflies so we couldn’t relax in the yard but the end of the dock was a great place to relax! Small beach area was not accessible and would’ve been nice to have a ladder off the dock to access it. It’s a new listing and they could improve on a few things: new front door knob, microwave, new stove (broke on day 4)"

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

10/10 Excellent

"Was a wonderful stay, our daughter got married on the island and reception at the fire hall, all we needed was right on the island and our daughter was able to get ready and the house and all went perfectly. P.S. her husbands grandmother and uncle leave right across the street, which was unbelievable."

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

10/10 Excellent

"This was a return trip for me, as always the property was clean, comfortable, quiet, The communication with the host was excellent, and we’ll definitely be back in the future to enjoy the gem that Hoopers Island is. Thank you for sharing your property again."

Beautiful Bayfront with Sanctuary Private Beach

8/10 Good

"Place is nice and big. It’s in a quiet town which is what we were looking for. The place has well water but when you turn it on it smells like straight rotten eggs. It was definitely hard to shower because that’s all you can smell. During our stay we had some electrical issues but the owner was very attentive to it. Just wish it was caught before our stay. Overall we had a nice stay!"

Deal Island Bay Cottage

10/10 Excellent

"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"

Find out more about Deal Island

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Frequently asked questions

Can I find a vacation rental in Deal Island?

Yes, we offer vacation rentals near well known sights in Deal Island, or you can go with a more secluded option if you'd like a relaxing place to stay. Deal Island is known for its beaches and seafood restaurants. Make sure you have time to check out the bars while you're in the area.

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

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly: This vacation home rental outside of Deal Island is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Deal Island?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Deal Island stay.

What’s there to see and do in Deal Island?

Crab Island and Franks Island are a couple of lovely local spots to get outside and enjoy nature. Rock Island and Shark Fin Shoal are other places to visit while you're in town.

What’s a vacation rental in Deal Island like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Deal Island. Vacation rentals feature extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for families.

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Check prices for these dates

Our top choices for Deal Island vacation rentals

1. Deal Island Bay Cottage

2. Tangier Escape, great place get away from it all on Deal Island, MD.

3. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

4. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

5. The end of summer is here on Smith Island! Come out for some peace and quiet!

6. Historic home on Smith Island w/ dock!

7. Cottage near the Bay

8. Salisbury Cottage

9. Salisbury Hideaway

Find vacation rentals that suit your style

Top Deal Island Hotel Reviews

Best Western Plus Pocomoke City

Americas Best Value Inn Princess Anne

Tangier Escape, great place get away from it all on Deal Island, MD.

Saltwater Serenity Waterfront Cottage

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Historic home on Smith Island w/ dock!

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Beautiful Bayfront with Sanctuary Private Beach

Deal Island Bay Cottage

Find out more about Deal Island

Frequently asked questions

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