Oceanfront Rentals in Ocean Pines, MD: Compare 10+ Sites & Save

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3009 Best Oceanfront Rentals in Ocean Pines (Starting from $100)

Admirals' Cottage
Admirals' Cottage
House
Ocean Pines, MD, USA
0.7k from Ocean Pines center

Sports/Activities, Wellness Facilities, Child Friendly, Entertainment, Oceanfront, Ocean View, Internet

1 Bedroom2 Guests
New to Booking
$100
Average price / night
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Rhapsody in Blue Beach Cottage in Ocean Pines OC MD w/ Beach Club Parking Pass
Rhapsody in Blue Beach Cottage in Ocean Pines OC MD w/ Beach Club Parking Pass
House
Ocean Pines, MD, 21811, United States
0.4k from Ocean Pines center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
10.0

Exceptional

31 reviews

$284
Average price / night
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Foxes Den a Home in Ocean Pines
Foxes Den a Home in Ocean Pines
House
MD, USA
0.8k from Ocean Pines center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$495
Average price / night
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Beautiful Beach House totally renovated 4 Bedroom 2 bath Pet friendly
Beautiful Beach House totally renovated 4 Bedroom 2 bath Pet friendly
House
Ocean Pines, MD, 21811, United States
0.6k from Ocean Pines center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms12 Guests
9.8

Exceptional

12 reviews

$586
Average price / night
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Cozy home in Ocean Pines
Cozy home in Ocean Pines
House
Berlin, MD, USA
1.4k from Ocean Pines center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$337
Average price / night
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Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen
Serene Ocean Pines home w/private deck all-season room & fully stocked kitchen
House
Ocean Pines, MD, 21811-1835, United States
0.7k from Ocean Pines center

AC, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
2.0

Review score

1 reviews

$216
Average price / night
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Pool Access Dog-Friendly Ocean Pines Home
Pool Access Dog-Friendly Ocean Pines Home
House
Berlin, MD, USA
2.3k from Ocean Pines center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

2 Bedrooms3 Guests
10.0

Exceptional

4 reviews

$349
Average price / night
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Lovely Ocean Pines home w/picnic area, firepit, fully stocked kitchen, AC & WiFi
Lovely Ocean Pines home w/picnic area, firepit, fully stocked kitchen, AC & WiFi
House
Ocean Pines, MD, 21811, United States
0.7k from Ocean Pines center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms10 Guests
6.8

Good

5 reviews

$328
Average price / night
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Breezy Ocean Pines Cottage with Patio and Pool Access!
Breezy Ocean Pines Cottage with Patio and Pool Access!
House
MD, USA
2.4k from Ocean Pines center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

3 Bedrooms3 Guests
10.0

Exceptional

1 reviews

$239
Average price / night
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Cozy Ocean Pines Cottage
Cozy Ocean Pines Cottage
House
Ocean Pines, MD, 21811, United States
0.7k from Ocean Pines center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
8.0

Good

8 reviews

$303
Average price / night
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Francis Scott Key Family Resort
Francis Scott Key Family Resort
Resort
Ocean City, MD, USA
6.9k from Ocean Pines center

Cheap, Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Places to stay, Family

197 Bedrooms27 Guests
8.1

Very Good

2590 reviews

$166
Average price / night
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Ocean Pines, 3 bedroom, sleeps 6, dog friendly
Ocean Pines, 3 bedroom, sleeps 6, dog friendly
House
Ocean Pines, MD, 21811, United States
0.8k from Ocean Pines center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
8.0

Good

1 reviews

$407
Average price / night
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1 Mi to Beach Waterfront Retreat in Ocean City
1 Mi to Beach Waterfront Retreat in Ocean City
Apartment
Ocean City, MD, USA
7.1k from Ocean Pines center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

2 Bedrooms6 Guests
4.1

Review score

14 reviews

$253
Average price / night
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Home Away From Home,  pet friendly retreat!
Home Away From Home, pet friendly retreat!
House
Ocean Pines, MD, 21811, United States
0.8k from Ocean Pines center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

73 reviews

$228
Average price / night
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Golden Gate 37
Golden Gate 37
Apartment
Ocean City, MD, USA
7.2k from Ocean Pines center

Child Friendly, Oceanfront, Security/Safety, Ocean View, Balcony/Terrace, Pool, Internet

2 Bedrooms6 Guests
New to Booking
$160
Average price / night
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Dog-friendly home with wood-burning fireplace, central AC, WiFi, & pool access
Dog-friendly home with wood-burning fireplace, central AC, WiFi, & pool access
House
Ocean Pines, MD, 21811, United States
0.8k from Ocean Pines center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms9 Guests
7.6

Good

18 reviews

$215
Average price / night
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Boat Slip and Pool Access Ocean City Home!
Boat Slip and Pool Access Ocean City Home!
House
Ocean City, MD, USA
7.2k from Ocean Pines center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
New to Booking
$530
Average price / night
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Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
House
Ocean Pines, MD, 21811, United States
0.8k from Ocean Pines center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

40 reviews

$362
Average price / night
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Less Than 1 Mi to Beach Ocean City Retreat with Pool Access
Less Than 1 Mi to Beach Ocean City Retreat with Pool Access
House
Ocean City, MD, USA
7.2k from Ocean Pines center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms7 Guests
9.0

Fabulous

4 reviews

$424
Average price / night
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Cozy, family friendly 4 bed, 3 bath. Large driveway and spacious new deck.
Cozy, family friendly 4 bed, 3 bath. Large driveway and spacious new deck.
House
Ocean Pines, MD, 21811, United States
0.9k from Ocean Pines center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
8.0

Good

5 reviews

$319
Average price / night
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8 Mi to Beach: Ocean Pines Home Near Marina & Golf
8 Mi to Beach: Ocean Pines Home Near Marina & Golf
House
Ocean Pines, MD, 21811, United States
0.9k from Ocean Pines center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
9.0

Fabulous

6 reviews

$351
Average price / night
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Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!
Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!
House
Ocean Pines, MD, 21811, United States
0.9k from Ocean Pines center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms7 Guests
New to Booking
$345
Average price / night
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Canalside Home in Ocean Pines with Large Deck, Canoes, Kayaks & Shared Pools
Canalside Home in Ocean Pines with Large Deck, Canoes, Kayaks & Shared Pools
House
Ocean Pines, MD, 21811, United States
0.9k from Ocean Pines center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
5.6

Review score

9 reviews

$273
Average price / night
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Updated! With new appliances and a new patio!
Updated! With new appliances and a new patio!
House
Ocean Pines, MD, 21811, United States
0.9k from Ocean Pines center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

25 reviews

$305
Average price / night
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Eastern Shore Getaway with Screened Porch, WiFi & Access to 5 Pools & Beach Club
Eastern Shore Getaway with Screened Porch, WiFi & Access to 5 Pools & Beach Club
House
Ocean Pines, MD, 21811, United States
1.0k from Ocean Pines center

AC, Dryer, Extra Bed, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
8.6

Fabulous

15 reviews

$318
Average price / night
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This is it!! Rancher central to beaches, pools, golf, casino! Fenced yard, Deck.
This is it!! Rancher central to beaches, pools, golf, casino! Fenced yard, Deck.
House
Ocean Pines, MD, 21811, United States
1.0k from Ocean Pines center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms10 Guests
10.0

Exceptional

14 reviews

$367
Average price / night
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Canalside home with lovely deck, central AC, WiFi, and shared pools
Canalside home with lovely deck, central AC, WiFi, and shared pools
House
Ocean Pines, MD, 21811, United States
1.1k from Ocean Pines center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
8.0

Good

11 reviews

$469
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Ocean Pines.

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Ocean Pines Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 3009 verified oceanfront rentals in Ocean Pines. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Ocean Pines vary depending on the property size, exact beachfront location, and season. Rates typically start from around $100 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Ocean Pines offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Ocean Pines welcome pets. Currently, 27 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Ocean Pines often include features designed for a comfortable coastal stay, such as Oceanfront, Ocean View, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.