We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Deal Island Historic District vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Deal Island Historic District

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Tiny home in Cambridge

4.89 out of 5 average rating, 497 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Aug 31 – Sep 7

R1,666 ZAR per night

Farm stay in Madison

4.98 out of 5 average rating, 161 reviews

Madison Nature Getaway

We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.

Aug 5 – 12

R2,365 ZAR per night

Cottage in Heathsville

4.94 out of 5 average rating, 178 reviews

HedgeRow, Deer Haven in the NNK- Dock & Boat Ramp

We welcome you to stay at "HedgeRow" a deer haven on the Great Wicomico River, located in a hidden corner of the popular Northern Neck of Virginia. You'll be delighted in all the area and this charming listing has to offer. Located just 10 minutes from Kilmarnock, enjoy wineries, shopping and local attractions nearby. Bring your boat, kayaks, fishing rods or friends, then relax in all things that encompass river life. There is a boat ramp and fishing dock available for guests use (Adults Only).

Aug 4 – 11

R2,651 ZAR per night

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Jul 14 – 21

R1,578 ZAR per night

Home in Reedville

4.97 out of 5 average rating, 118 reviews

Sunkissed Cottage-private, natural waterfront home

Want a cozy, private getaway surrounded by nature, lush trees, beautiful sunsets on the Little Wicomico? Sunkissed Cottage is cheerful home full of wonderful amenities! Enjoy drinking coffee on the porch watching the deer and birds. Take a 2 minute walk down our path through the woods to our waterfront where you can enjoy the water. Our home has high speed internet, smart tvs in every bedroom, corn hole boards, firepit and gas grill. The kitchen is well stocked for all your culinary needs.

Aug 13 – 20

R2,839 ZAR per night

Cottage in California

4.97 out of 5 average rating, 192 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has been completely remodeled. The open floor plan allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum and St. Leonard Volunteer Fire Department featuring live concerts by top name bands.

Mar 3 – 10

R1,698 ZAR per night

Cottage in Westover

4.99 out of 5 average rating, 180 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

Winter time is a great time at Rumbley! Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all window. Look out to the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Wifi, Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Jan 16 – 23

R6,441 ZAR per night

Home in Crisfield

4.95 out of 5 average rating, 254 reviews

Cozy Home near Waterfront in Crisfield, MD

Our home is close to great views, restaurants and shopping, the beach and family-friendly activities. You’ll love the sunsets over the water and viewing working boats in the harbor. Great for couples, solo adventurers, business travelers, and families (with kids). Beach is walking distance and the boat launch is 1/2 mile away. New library, playground, fishing, crabbing and gorgeous sunsets are all close by. Owners live only 15 minutes away for anything you may need.

Jan 12 – 19

R3,057 ZAR per night

Apartment in Lexington Park

5.0 out of 5 average rating, 313 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Feb 9 – 16

R1,682 ZAR per night

Tiny home in Cambridge

4.99 out of 5 average rating, 155 reviews

Blackwater Refuge House on The Farm, water access

The Little House on The Farm is located on a beautiful family farm in rural Dorchester County! Located just 1.5 miles from the Blackwater Wildlife Refuge and Harriet Tubman National Park, This space is quaint,yet provides all the basics for a cozy welcoming getaway! Bring your bikes and cycle to the refuge and kayak in the Blackwater River. Kitchen is fully stocked for cooking. Coffee, tea and basic condiments and all linens and towels are provided.

Sep 12 – 19

R2,046 ZAR per night

Cottage in Westover

4.92 out of 5 average rating, 142 reviews

Heaven on the Bay - A Peaceful Waterfront Retreat

This Chesapeake Bayfront cottage has spectacular views to take you away from everything in any season. It boasts more than 120 feet of waterfront, and you can dangle your feet off the 70 ft “dock of the bay”. Launch kayaks from the small sandy beach in summer, or cozy up to the wood stove in the winter. Inside, you’ll find wood floors throughout, modern kitchen & baths with bay views from every room. Kayaks, SUP, bicycles & crab traps too!

Dec 6 – 13

R4,470 ZAR per night

Villa in Princess Anne

4.83 out of 5 average rating, 120 reviews

Waterfront Retreat & Guest House

Enjoy a relaxing private retreat with an amazing view of the water. Come to stay at the house the whole time enjoying sunsets, kayaking, building sand castles, playing in the water, and making great meals or venture to many nearby towns with great restaurants, hikes, golfing, breweries, bike paths, and more. Enjoy your own private 100 ft pier and sandy beach. **great wifi in main house and guesthouse

Dec 11 – 18

R15,499 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Deal Island Historic District vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Deal Island Historic District's top sights

Arby's Dockside Bar and Grill4 locals recommend

Deal Island Boat Ramp3 locals recommend

Arby's General Store4 locals recommend

Other great vacation rentals in Deal Island Historic District

Home in Crisfield

4.78 out of 5 average rating, 116 reviews

BayTime

Apr 20 – 27

R2,796 ZAR per night

Farm stay in Onancock

4.99 out of 5 average rating, 172 reviews

Private romantic pet friendly waterfront cottage

Feb 27 – Mar 6

R3,406 ZAR per night

Cottage in Onancock

4.97 out of 5 average rating, 194 reviews

Waterfront romantic getaway Eastern Shore w dock

Dec 7 – 14

R3,453 ZAR per night

Guesthouse in Lusby

4.97 out of 5 average rating, 133 reviews

Cozy Lakeside Studio Retreat.

Aug 2 – 9

R2,479 ZAR per night

Loft in Lusby

5.0 out of 5 average rating, 310 reviews

Coastal Treetop Retreat w/ Private Beach Access

Aug 27 – Sep 3

R2,540 ZAR per night

Home in Reedville

4.96 out of 5 average rating, 203 reviews

Waterfront FamilyFriendly Home Improved for 2023

Nov 30 – Dec 7

R3,097 ZAR per night

Tiny home in Accomac

4.93 out of 5 average rating, 440 reviews

Little Red House on a Farm - Quiet Rural Waterview

Nov 25 – Dec 2

R2,308 ZAR per night

Cottage in White Stone

4.91 out of 5 average rating, 297 reviews

The Moore Cottage

Nov 4 – 11

R2,301 ZAR per night

Other great vacation rentals in Deal Island Historic District

Guest suite in Deal Island Historic District

4.91 out of 5 average rating, 88 reviews

Private guest suite near Deal Island Maryland

Nov 12 – 19

R1,310 ZAR per night

Home in Deal Island Historic District

5.0 out of 5 average rating, 12 reviews

House of the Setting Sun/Deal Island Bayfront Home

Jan 12 – 19

R4,066 ZAR per night

Cottage in Deal Island Historic District

4.96 out of 5 average rating, 68 reviews

Private Beachfront Cottage with 2 Bedrooms + Loft

Oct 1 – 8

R5,213 ZAR per night

Camper/RV in Deal Island Historic District

4.86 out of 5 average rating, 14 reviews

Delightful Two Bedroom Camper

Jul 10 – 17

R1,721 ZAR per night

Home in Deal Island Historic District

5.0 out of 5 average rating, 20 reviews

Deal Island Lodge

Mar 28 – Apr 4

R4,678 ZAR per night

Home in Deal Island Historic District

5.0 out of 5 average rating, 39 reviews

"Promise Point" Bay front home with dock. 3BR 2BA

Dec 12 – 19

R5,528 ZAR per night

Home in Princess Anne

4.83 out of 5 average rating, 6 reviews

Ole Pirate House

Jan 30 – Feb 6

R3,488 ZAR per night

Cottage in Wingate

4.82 out of 5 average rating, 51 reviews

Blue Crab Cottage: Remote+Nature+Fishing+Views

Jan 31 – Feb 7

R2,976 ZAR per night

Destinations to explore