A building with a sign reading "Ward Museum of Wildfowl Art" and a large bird sculpture in front.

Eastern Maryland Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Eastern Maryland vacation rentals

A room with a large bed, multiple windows, and a ceiling fan.

1. Salisbury Riverfront Lofts

Salisbury

Chad

￥40,192 total

includes taxes & fees

Nov 15 - Nov 16

A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

2. Shore Point Cottages

Berlin

Kelly

￥14,688 total

includes taxes & fees

Dec 3 - Dec 4

A balcony with a view of a river, greenery, and distant buildings.

3. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Midtown Ocean City

cara

￥16,670 total

includes taxes & fees

Dec 4 - Dec 5

A living room with a television, two chairs, a coffee table, and a ceiling fan.

4. Ocean City Townhome by Beach Bayside

North Ocean City

￥25,070 total

includes taxes & fees

Dec 7 - Dec 8

A deck with a view of a marina, including boats and docks.

5. Cass-N-Reel Luxury Houseboat

Grasonville

Yamilet

￥40,557 total

includes taxes & fees

Nov 12 - Nov 13

A living room with a sofa, a coffee table, a chair, and a dining table. There are two windows with curtains, a lamp, and a painting on the wall.

6. On Main Street - Apartment C - Berlin, MD

Downtown Berlin

Alyce S.

￥38,980 total

includes taxes & fees

Nov 15 - Nov 16

A calm river with a white fire hydrant and buildings in the background.

7. Retro Hipster: Close to downtown, dining and fun

Salisbury

Courtney L.

￥28,881 total

includes taxes & fees

Nov 16 - Nov 17

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

8. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

￥23,758 total

includes taxes & fees

Nov 18 - Nov 19

A single-story house with a front porch, a door, and a mailbox.

9. Salisbury Hideaway

Salisbury

Michelle S.

￥50,917 total

includes taxes & fees

Nov 29 - Nov 30

A living room with two grey sofas, a coffee table, and a ceiling fan.

10. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

￥50,991 total

includes taxes & fees

Nov 14 - Nov 15

A brick building with a white porch and a well-maintained lawn.

11. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Mary Beth S.

￥57,282 total

includes taxes & fees

Nov 30 - Dec 1

A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

12. Historic Chesapeake City Stay

Chesapeake City

John P.

￥45,222 total

includes taxes & fees

Nov 11 - Nov 12

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

13. Guest Suite for up to 2 in a Victorian on the Chester River

Millington

Quinton

￥18,424 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.

14. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Midtown Ocean City

Suzanne L.

￥32,045 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

15. Deal Island Bay Cabin

Deal Island

Margaret H.

￥37,266 total

includes taxes & fees

Nov 12 - Nov 13

A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

16. Salisbury Cottage

Salisbury

Star R.

￥51,419 total

includes taxes & fees

Nov 11 - Nov 12

A house with a blue front door, two windows, and a small porch.

17. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

lisa p.

￥44,788 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

18. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

￥38,188 total

includes taxes & fees

Nov 16 - Nov 17

A beachside table with a decorative centerpiece, two lanterns, and a view of the ocean.

19. BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401

Midtown Ocean City

Bethzaida

￥37,823 total

includes taxes & fees

Nov 15 - Nov 16

20. 6 Mi to Salisbury: Forest-view Sanctuary!

Parsonsburg

￥42,846 total

includes taxes & fees

Nov 19 - Nov 20

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Find vacation rentals that suit your style

Top Eastern Maryland Hotel Reviews

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

Fairfield Inn & Suites by Marriott Easton

Easton

10/10 Excellent

The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...

Richard

A beachfront property with a large tree, multiple buildings, and beach chairs.

Sandaway Suites & Beach

Oxford

10/10 Excellent

joseph

A modern hotel lobby with a long dining table, several chairs, and a bar area.

Hampton Inn & Suites Edgewood/Aberdeen-South

Edgewood

10/10 Excellent

John

A clear pool with palm trees, lounge chairs, and umbrellas.

Holiday Inn & Suites Ocean City by IHG

Downtown Ocean City

10/10 Excellent

Absolutely no complaints about our stay. Allowed an early time to check in and a hour late check out. Quiet place right on the boardwalk far enough away from public parking that it wasn’t crowded. If there is any complaint it would be minimum parking to where the overflow parking gets completely full that we were lucky to even get a spot in there. I wouldn’t even call that a complaint, just find your spot and that’s that. Balcony was spacious for us to play card games late night with 6-8 people....

Anthony

A covered patio area with wicker furniture and a view of a building with large windows.

Knapps Narrows Marina & Inn

Sherwood

10/10 Excellent

Stan and Joan

A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.

Lighthouse Club Hotel

Midtown Ocean City

10/10 Excellent

Holly

Shore Point Cottages

Berlin

10/10 Excellent

Justine

A modern hotel building with a prominent 'avid' sign, large windows, and a covered entrance area.

avid hotel Millsboro Georgetown South by IHG

Millsboro

10/10 Excellent

Elbert

A stone building with a fire feature, outdoor seating, and a view of trees.

Hampton Inn & Suites Ocean City West

West Ocean City

10/10 Excellent

Anonymous traveler

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

10/10 Excellent

The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...

Christina

A multi-story hotel with balconies, a beachside location, and various shops and restaurants.

Park Place Hotel

Downtown Ocean City

10/10 Excellent

Lois

A hotel room with a bed, a desk, a chair, a TV, and a view of the ocean through a sliding door.

Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

Downtown Ocean City

10/10 Excellent

Joni

A modern indoor pool area with wooden beams, a pool, and seating arrangements.

Hampton Inn & Suites Salisbury/Fruitland

Fruitland

10/10 Excellent

Anonymous traveler

Courtyard Ocean City Oceanfront

Downtown Ocean City

10/10 Excellent

Anonymous traveler

A modern restaurant with high ceilings, pendant lighting, and a mix of seating options including tables and booths.

Hilton Garden Inn Bel Air

Bel Air

10/10 Excellent

Ami

A Holiday Inn Express & Suites hotel with a stone facade, multiple windows, and a prominent entrance with a covered walkway.

Holiday Inn Express & Suites Elkton - University Area by IHG

Elkton

10/10 Excellent

Paula

A multi-story hotel with balconies, located near a beach with umbrellas and people.

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

10/10 Excellent

Angie

Find out more about Eastern Maryland

Vacation Apartments in Eastern Maryland

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Eastern Maryland Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Eastern Maryland vacation rentals

1. Salisbury Riverfront Lofts

2. Shore Point Cottages

3. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

4. Ocean City Townhome by Beach Bayside

5. Cass-N-Reel Luxury Houseboat

6. On Main Street - Apartment C - Berlin, MD

7. Retro Hipster: Close to downtown, dining and fun

8. First Floor Studio Apartment in Historic Chestertown

9. Salisbury Hideaway

10. Cambridge Apt in Walkable Neighborhood

11. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

12. Historic Chesapeake City Stay

13. Guest Suite for up to 2 in a Victorian on the Chester River

14. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

15. Deal Island Bay Cabin

16. Salisbury Cottage

17. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

18. Sailwinds Loft at Cambridge Creek

19. BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401

20. 6 Mi to Salisbury: Forest-view Sanctuary!

Find vacation rentals that suit your style

Top Eastern Maryland Hotel Reviews

Fairfield Inn & Suites by Marriott Easton

10/10 Excellent

Find out more about Eastern Maryland

Vacation Apartments in Eastern Maryland

Explore a world of travel with Expedia