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Cottages, Villas, Apartments in Ocean Pines
Holiday Rentals
USA
Maryland (MD)
Cottages, Villas, Apartments in Ocean Pines
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Internet or Wifi (181)
Air Conditioning (174)
Washer/Dryer (169)
Other outdoor space (138)
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Kid friendly (183)
Pet friendly (57)
Elder access (1)
Wheelchair access (0)
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Holiday Rental House (179)
Condominium/Apartment (4)
Cabin Holiday Rental (0)
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Waterfront (56)
Boat Available (6)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Ocean Pines Sports Core Pool
Ocean Pines Golf Club
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183 rentals
in Ocean Pines.
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !
99
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Pet friendly with fenced in backyard!
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Near it all OC beaches,Assateague island.Family-friendly white horse park
25
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs
16
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Home Away From Home, pet friendly retreat!
21
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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OCMD Family Beach Retreat
7
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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As seen on
Dog-Friendly Ocean Pines Home w/ Pool Access!
24
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Million Dollar View! Waterfront oasis with Ocean City skyline view!
88
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 9
Match:
Sleeps
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Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City
21
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Dog-friendly coastal escape with yard and central AC - community amenities
12
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Dog-friendly, waterfront home with dock, fireplace, pools & great location
19
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool
78
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Scenic Water front secluded house with pier and view of the bay overlooking OC
12
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit
57
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 10
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Sleeps
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Canal-front dog-friendly home, shared pools, sports courts, views
19
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
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Quaint A-frame home with tennis court, pool, washer/dryer, & WiFi
6
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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Modern and Updated Home in Ocean Pines- Oceans Calling only 8 miles away.
18
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Peaceful, pet and family-friendly beach retreat
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Brandywine Home in the Pines | House on 17th Hole in Ocean Pines
3
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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This house is a 2 bedroom(s), 1 bathrooms, located in Ocean Pines, MD.
6
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Skipjack Beach Cottage
3
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 4
Match:
Sleeps
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Martinique Beach Retreat!
2
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 8
Match:
Sleeps
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10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined
2
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Coastal Oasis in Ocean Pines
6
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation
16
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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cottage, community pool, playground, boating, crabbing kayaking and fishing!!!
11
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
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Endless Summer �
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Recovery Room offers a Private Pool and Hot Tub !! Rental License # 1993.
140
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Serene Ocean PInes Cottage - Close to all area attractions!
15
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Cozy Cottage in Ocean PInes MD
4
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Ocean Pines-Borderlinks 48-AC, WIFI, Pool.
1
Condo/Apartment
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5 bedrooms
1 bathroom
Sleeps 10
Match:
Sleeps
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Ocean Pines House w/ Hot Tub & 2 Mi to Golf!
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Jumpstart your ultimate beach getaway at this impressive 3-BR, 2-BATH house!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Moonraker Road 54-AC, W/D, Free WIFI
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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As seen on
Cozy Ocean Pines / Ocean City Cottage
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Relaxing house in Ocean Pines
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City
29
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
South Ocean Pines Home with Central AC, WiFi, W/D & Community Pool Access
4
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Ocean Pines Dog Friendly Cottage
6
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Cozy house in Ocean pines, only 10 mins away from Ocean City.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Remodeled, Waterfront Home with Beautiful View, Dock, Large Deck - 1 Dog OK
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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3-bedroom vacation home just 15 minutes from Ocean City Boardwalk
5
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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As seen on
Cozy Beach Getaway
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Sandy Pines Retreat - 3 Bedrooms, 2 Bathrooms, Sleeps 10-Non Group Rental
10
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Vintage A-Frame at the Beach, with boat trailer parking & boat ramp privileges.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Moonshell - Waterfront, 3 Bedrooms, 2 Bathrooms, Sleeps 6, Non Group Rental
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Beautiful Quiet Beach Home in the Pines Close to Everything
67
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Relaxing Family Friendly Getaway in Ocean Pines
23
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Charming House in a Beach Town Community!
6
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Eastern Shore Getaway with Screened Porch, WiFi & Access to 5 Pools & Beach Club
12
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Showing results 1-50 of 183
Frequently Asked Questions about Ocean Pines
Do any holiday rentals in Ocean Pines have a pool?
Yes, here are some popular holiday rentals in Ocean Pines that have a pool:
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !
Pet friendly with fenced in backyard!
Near it all OC beaches,Assateague island.Family-friendly white horse park
See all holiday rentals with a pool in Ocean Pines on Tripadvisor
Do any holiday rentals in Ocean Pines have internet access?
Yes, here are some popular holiday rentals in Ocean Pines that have internet access:
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !
Pet friendly with fenced in backyard!
Near it all OC beaches,Assateague island.Family-friendly white horse park
See all holiday rentals in Ocean Pines on Tripadvisor
What are the best pet friendly rentals in Ocean Pines?
The best pet friendly rentals in Ocean Pines are:
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !
Pet friendly with fenced in backyard!
Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs
See all pet friendly holiday rentals in Ocean Pines on Tripadvisor
What are some great rentals in Ocean Pines that are kid friendly?
Some of the most popular kid friendly rentals in Ocean Pines are:
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !
Pet friendly with fenced in backyard!
Near it all OC beaches,Assateague island.Family-friendly white horse park
See all kid friendly holiday rentals in Ocean Pines on Tripadvisor
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