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Vacations by Zumper

Ocean Pines Vacation Rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Ocean Pines, MD

Book a vacation rental in Ocean Pines that has the highest visitor rating. Here are 6 of the best vacation rentals in Ocean Pines.
Price drop
Ocean view condo in a beachfront building with balcony, AC & great location
10

Excellent

·
Condo
·
2 br
·
Sleeps 8
·
Ocean · Furnished · Beach ·
From
$74/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Furnished
Beach
In Unit Laundry
On Site Laundry
Wifi
Elevator
Air Conditioning
Other spaces
Kitchen, Balcony
Price drop
Bayberry Woods condo with fast WiFi, central AC, fireplace, pool & tennis
10

Excellent

·
House
·
3 br
·
Sleeps 9
·
Dishwasher · Swimming Pool · Outdoor Space ·
From
$98/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Dishwasher
Swimming Pool
Furnished
Wifi
In Unit Laundry
Air Conditioning
Free Parking
Pool
Other spaces
Kitchen
Waterfront Condo - Shared dock - Free WiFi, Partial AC, Washer/Dryer
10

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Waterfront · Beach · In Unit Laundry ·
From
$123/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Waterfront
Beach
In Unit Laundry
Dishwasher
Oven
Furnished
On Site Laundry
Wifi
Other spaces
Balcony, Kitchen
Price drop
Waterfront condo with central AC, W/D, and pool - short stroll to the boardwalk
10

Excellent

·
Condo
·
3 br
·
Sleeps 12
·
Fireplace · Swimming Pool · In Unit Laundry ·
From
$237/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Fireplace
Swimming Pool
In Unit Laundry
On Site Laundry
Air Conditioning
Furnished
Free Parking
Oven
Other spaces
Balcony, Kitchen
Price drop
Our Place At The Beach 2 BR very spacious Condo with Large Pool
10

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Dishwasher · Furnished · Kitchen ·
From
$179/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Dishwasher
Furnished
Pool
In Unit Laundry
Swimming Pool
Package Service
Assigned Parking
Air Conditioning
Other spaces
Kitchen, Balcony
Family-Friendly Compound with Balcony, Porch, Grill, & WiFi - Walk to Beach!
10

Excellent

·
House
·
9 br
·
Sleeps 22
·
Furnished · Outdoor Space · Kitchen ·
From
$724/night
Check availability
Property
House · 9 Beds · 4 baths
Amenities
Furnished
In Unit Laundry
Swimming Pool
Fireplace
On Site Laundry
Wifi
Oven
Dishwasher
Other spaces
Kitchen, Balcony

Budget-Friendly Vacation Rentals in Ocean Pines, MD

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Ocean Pines starting at $27. Use the price filter at the top of the page to search for more specific prices.
$800 - 1 Bedroom in a Shared 5 Bedroom House In Millsboro With Great Amenities

No rating

·
Apartment
·
1 br
·
Storage · Air Conditioning · Hardwood Floor ·
From
$27/night
Min stay: 30 nights
Property
Apartment · 1 Bed · 1 bath
Amenities
Storage
Air Conditioning
Hardwood Floor
Central Heat
In Unit Laundry
Assigned Parking
Other spaces
Deck
Price drop
canal front with boat slip, boat ramp, WiFi, Cable, Netflix, HBO & more
10

Excellent

·
Apartment
·
1 br
·
Sleeps 5
·
Wifi · Air Conditioning · Oven ·
From
$35/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Air Conditioning
Oven
Onsite Management
Furnished
Residents Lounge
Other spaces
Balcony, Kitchen
Price drop
Come Relax in our Peaceful 3 Bedroom Twinhome just 3 miles from Beach!
10

Excellent

·
Apartment
·
3 br
·
Sleeps 12
·
Pool · Air Conditioning · Wifi ·
From
$41/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Pool
Air Conditioning
Wifi
Furnished
In Unit Laundry
Fitness Center
Oven
Swimming Pool
Other spaces
Kitchen
WINTER RENTAL Ocean City Beach Access Condo

No rating

·
Condo
·
1 br
·
Dishwasher · Assigned Parking · Microwave ·
From
$45/night
Min stay: 30 nights
Property
Condo · 1 Bed · 1 bath
Amenities
Dishwasher
Assigned Parking
Microwave
On Site Laundry
Furnished
In Unit Laundry
Cable
Package Service
Other spaces
Balcony
Downtown Parrot Bay Ocean City
10

Excellent

·
Condo
·
1 br
·
Sleeps 5
·
Furnished · Pool · Air Conditioning ·
From
$45/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Furnished
Pool
Air Conditioning
Swimming Pool
Beach
Oven
Other spaces
Kitchen, Balcony
Hampton Inn & Suites Ocean City West
8.7

Very good

·
Hotel
·
1 br
·
Sleeps 6
·
Outdoor Space · Carpet · Elevator ·
From
$45/night
Check availability
Property
Hotel · 1 Bed
Amenities
Carpet
Elevator
Free Parking
On Site Laundry
Pool
Air Conditioning
Furnished
Fireplace
Other spaces
Workspace

Vacation Rentals With AC and/or Heat in Ocean Pines, MD

Whether you need air conditioning or central heating, these vacation rentals are for you.
Canalfront Ocean City Getaway w/ Deck & Dock!
10

Excellent

·
House
·
3 br
·
Sleeps 10
·
Oven · Kitchen · Furnished ·
From
$426/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Oven
Furnished
Ceiling Fan
Wifi
Dishwasher
Central Heat
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Upscale Coastal Home, 2 Mi to Bethany Beach!
10

Excellent

·
House
·
5 br
·
Sleeps 10
·
Wifi · Kitchen · Swimming Pool ·
From
$324/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Wifi
Swimming Pool
Beach
Furnished
Pool
Dishwasher
Central Heat
Air Conditioning
Other spaces
Kitchen, Workspace, Balcony
Sea Colony Condo w/ Balcony - Walk to Town!
10

Excellent

·
Condo
·
3 br
·
Sleeps 8
·
Residents Lounge · Ceiling Fan · Hot Tub ·
From
$233/night
Check availability
Property
Condo · 3 Beds · 3 baths
Amenities
Residents Lounge
Ceiling Fan
Hot Tub
Fireplace
Pool
Dishwasher
Furnished
Central Heat
Other spaces
Kitchen

Family-Friendly Vacation Rentals in Ocean Pines, MD

Heading to Ocean Pines for your next family vacation? Check out these family-friendly vacation rentals, which have more bedrooms and more space for you and your loved ones. Use the filters at the top of the page to narrow your search and find what you need.
Price drop
Comfy 1 BR 1 BA Unit With Pool and Close to the Boardwalk.
10

Excellent

·
Condo
·
1 br
·
Sleeps 6
·
Oven · Carpet · Beach ·
From
$97/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Oven
Carpet
Beach
In Unit Laundry
Hardwood Floor
Dishwasher
Elevator
Swimming Pool
Other spaces
Balcony, Kitchen
Price drop
Inviting oceanfront condo with pool, balcony, central AC, & W/D
10

Excellent

·
Condo
·
1 br
·
Sleeps 4
·
Beach · Furnished · Swimming Pool ·
From
$100/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Beach
Furnished
Swimming Pool
Air Conditioning
Waterfront
In Unit Laundry
Oven
On Site Laundry
Other spaces
Balcony, Kitchen
Price drop
Beautiful 1 Bedroom Ocean City Condo with Outdoor Pool in Orleans Court!
10

Excellent

·
Condo
·
1 br
·
Sleeps 6
·
On Site Laundry · Balcony · Swimming Pool ·
From
$101/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
On Site Laundry
Swimming Pool
Package Service
Furnished
Assigned Parking
Elevator
Pool
Wifi
Other spaces
Balcony

Pet-Friendly Vacation Rentals in Ocean Pines, MD

Pets are part of the family, so instead of leaving them at home, book one of these pet-friendly vacation rentals in Ocean Pines. Read the details of each rental more closely for specific pet policies.
Price drop
Incredible 5-bedroom home in the Estuary Community! Pool, Play Pool, Covered Pavilion, 17 miles of Trails and Walkways, Tennis Courts and Fitness Center! Priced Great for 2 week Stay! Dogs Allowed!
10

Excellent

·
House
·
5 br
·
Sleeps 12
·
Outdoor Space · Fitness Center · Furnished ·
From
$286/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Fitness Center
Furnished
Fireplace
Air Conditioning
Roof Deck
Dishwasher
Oven
Swimming Pool
Other spaces
Kitchen
Price drop
Double condo near the beach, patio, central AC & washer/dryer - dog-friendly
10

Excellent

·
Condo
·
5 br
·
Sleeps 14
·
Dishwasher · Kitchen · Beach ·
From
$291/night
Check availability
Property
Condo · 5 Beds · 5 baths
Amenities
Dishwasher
Beach
Air Conditioning
On Site Laundry
In Unit Laundry
Oven
Free Parking
Fireplace
Other spaces
Kitchen, Balcony
Price drop
Bethany Bay - Inviting dog-friendly condo with pool, tennis, central AC, & W/D
10

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Pool · In Unit Laundry · Oven ·
From
$350/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Pool
In Unit Laundry
Oven
Dishwasher
Furnished
Fireplace
Free Parking
On Site Laundry
Other spaces
Kitchen, Balcony
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Updated: September 29, 2023