A marina with numerous boats docked at wooden piers under a clear sky.

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Check availability on Eastern Shore Romantic Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Eastern Shore romantic hotels

A balcony with two chairs and a table, overlooking a beach with the ocean and a clear sky.
A living room with a television, a dining table, chairs, a sofa, a coffee table, and a potted plant.
A crowded boardwalk with beach umbrellas and people walking.
A rooftop pool with a view of the beach and ocean.

1. #1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too
North Ocean City
United States
Ed B.
￥14,011
￥43,904 total
includes taxes & fees
Oct 4 - Oct 5
#1 Rated Condo, Oceanfront, with Bay View Too
A dining area with a wooden table set for four, surrounded by wicker chairs.
A swimming pool with lounge chairs and a covered seating area, surrounded by a white fence.
A row of white multi-story residential buildings with balconies, a clear sky, and a straight street in the foreground.
A dining area with a wooden table set for two, a wicker chair, and a grey sofa with cushions.

2. "BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
North Ocean City
United States
Rebecca D.
￥11,965
￥53,955 total
includes taxes & fees
Oct 4 - Oct 5
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
A waterfront property with multiple-story buildings, a dock with boats, and a wooden pier.
A covered balcony with white chairs and a view of neighboring houses.
A waterfront hotel with a dock, a calm river, and a clear blue sky.
A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and wicker chairs.

3. BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
North Ocean City
United States
Mike G.
￥7,111
￥46,549 total
includes taxes & fees
Nov 1 - Nov 2
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
A living room with a sofa, a lamp, a TV, and a view of the sea through a balcony.
A hallway with white paneled walls, a tiled floor, and a door leading outside.
A modern kitchen with stainless steel appliances, a dining area with a view, and a teal console table with decorative items.
A living room with teal armchairs, a round coffee table, and a dining area with a wooden table and chairs.

4. Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Downtown Ocean City
United States
Lisa K.
￥7,111
￥53,629 total
includes taxes & fees
Nov 1 - Nov 2
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.
A bedroom with a bed, a desk, a chair, a wardrobe, a ceiling fan, and a window.
Two people fishing on a sandy beach with a sunset in the background.
A covered outdoor area with a table and chairs, a grill, and a view of the surrounding landscape.

5. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
United States
Harold B.
￥21,961
￥40,467 total
includes taxes & fees
Oct 5 - Oct 6
Deal Island Bay Cottage
A balcony with wicker furniture overlooking the ocean.
A dining area with wicker chairs and a round table, large windows with beach views, and a hanging light fixture.
An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outside.
A modern living room with a striped sofa, wooden chairs, a glass coffee table, and a view of the ocean through large windows.

6. Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
United States
Jay channel R.
￥15,645
￥72,213 total
includes taxes & fees
Nov 1 - Nov 2
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
A modern kitchen with wooden cabinets, a dining area set for six, and a large window providing natural light.
A living room with two beige sofas, a coffee table, and a TV stand.
A bedroom with a bed, nightstand, lamp, potted plant, and a TV on a dresser.
A kitchen with wooden cabinets, a black refrigerator, and a dining table set with plates and glasses.

7. BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!
North Ocean City
United States
Emma W.
￥30,816
￥78,585 total
includes taxes & fees
Oct 30 - Oct 31
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.
A living room with a fireplace, a television, a ceiling fan, and a door with glass panels.
A house with a red and white exterior, a covered porch with wicker furniture, and a stone patio.
A narrow hallway with a white cabinet, a small table with a vase of flowers, and a door leading to a bedroom.

8. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
United States
Lance W.
￥27,550
￥52,232 total
includes taxes & fees
Oct 5 - Oct 6
Private 3 room Queen Suite w/Kitchenette
A modern living room with a sofa, coffee table, dining table, and chairs. There is a TV mounted on the wall and artwork displayed above the table.
A modern living room with a blue sofa, a wooden coffee table, and a striped rug.
A modern kitchen with wooden cabinets, a central island with stools, and a view of the living area.
A modern kitchen with white cabinetry, a central island, and a dining area with white chairs and a wooden table.

9. Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk

Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk
Downtown Ocean City
United States
Cleotrina S.
￥9,245
￥50,178 total
includes taxes & fees
Oct 20 - Oct 21
Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk
A wooden gazebo with a table and chairs, surrounded by plants and a grill.
A staircase with white and dark wooden steps leading to a second floor. A wooden handrail is on the left, and a white vase is on the right.
A modern kitchen with white cabinets, stainless steel appliances, a central island, and a blue stool.
A cozy room with wicker furniture, a blue vase, and a view of the outdoors through large windows.

10. BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
United States
Jim C.
￥31,486
￥60,478 total
includes taxes & fees
Oct 4 - Oct 5
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
View all properties

Top Eastern Shore Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Being on ocean front made our stay fabulous! Great spot to enjoy your beach vacation."
Jacqueline 3-night trip
Posted 7 hours ago
Holiday Inn & Suites Ocean City by IHG
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"Clean rooms. Clean property."
Joshua 4-night trip
Posted 16 hours ago
Bonita Beach Hotel
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"Everything was great, front desk was very helpful"
Hilda 1-night trip
Posted 22 hours ago
Crystal Beach Hotel
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

10/10 Excellent
"My sister in law and I spent Sept 21-26 2026 for a girls trip. We were pleased with our ocean front balcony room and appreciated having the restaurant, indoor pool and hot tub on premises. We were there during the Sept nor'easter so not having to leave the hotel to eat was very nice. All the staff were polite and friendly. We plan to come again hoping to be able to enjoy the beach next time."
Teresa 4-night trip
Posted 2 days ago
Carousel Resort Hotel & Condominiums

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