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Holiday Homes in Ocean Pines

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
176 rentals in Ocean Pines.
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !, holiday rental in Ocean Pines
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !, holiday rental in Ocean Pines
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !, holiday rental in Ocean Pines

One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Dog friendly remodeled rancher & beach pass!, holiday rental in Ocean Pines
Dog friendly remodeled rancher & beach pass!, holiday rental in Ocean Pines
Dog friendly remodeled rancher & beach pass!, holiday rental in Ocean Pines

Dog friendly remodeled rancher & beach pass!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, holiday rental in Ocean Pines
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, holiday rental in Ocean Pines
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, holiday rental in Ocean Pines

Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Near it all OC beaches,Assateague island.Family-friendly white horse park, holiday rental in Ocean Pines
Near it all OC beaches,Assateague island.Family-friendly white horse park, holiday rental in Ocean Pines
Near it all OC beaches,Assateague island.Family-friendly white horse park, holiday rental in Ocean Pines

Near it all OC beaches,Assateague island.Family-friendly white horse park

Holiday Rental House
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, holiday rental in Ocean Pines
Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs, holiday rental in Ocean Pines
Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs, holiday rental in Ocean Pines

Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Home Away From Home,  pet friendly retreat!, holiday rental in Ocean Pines
Home Away From Home,  pet friendly retreat!, holiday rental in Ocean Pines
Home Away From Home,  pet friendly retreat!, holiday rental in Ocean Pines

Home Away From Home, pet friendly retreat!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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OCMD Family Beach Retreat, holiday rental in Ocean Pines
OCMD Family Beach Retreat, holiday rental in Ocean Pines
OCMD Family Beach Retreat, holiday rental in Ocean Pines

OCMD Family Beach Retreat

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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3 Bedroom 2 Bath Beach House/ Ocean City, MD/Ocean pines MD, holiday rental in Ocean Pines
3 Bedroom 2 Bath Beach House/ Ocean City, MD/Ocean pines MD, holiday rental in Ocean Pines
3 Bedroom 2 Bath Beach House/ Ocean City, MD/Ocean pines MD, holiday rental in Ocean Pines

3 Bedroom 2 Bath Beach House/ Ocean City, MD/Ocean pines MD

Holiday Rental House
3 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
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Dog-Friendly Berlin Home w/ Pool & Water Access!, holiday rental in Ocean Pines
Dog-Friendly Berlin Home w/ Pool & Water Access!, holiday rental in Ocean Pines
Dog-Friendly Berlin Home w/ Pool & Water Access!, holiday rental in Ocean Pines

Dog-Friendly Berlin Home w/ Pool & Water Access!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Million Dollar View! Waterfront oasis with Ocean City skyline view!, holiday rental in Ocean Pines
Million Dollar View! Waterfront oasis with Ocean City skyline view!, holiday rental in Ocean Pines
Million Dollar View! Waterfront oasis with Ocean City skyline view!, holiday rental in Ocean Pines

Million Dollar View! Waterfront oasis with Ocean City skyline view!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City, holiday rental in Ocean Pines
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City, holiday rental in Ocean Pines
Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City, holiday rental in Ocean Pines

Beautifully Remodeled 3 BR, Ocean Pines, 6 miles to Ocean City

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly coastal escape with yard and central AC - community amenities, holiday rental in Ocean Pines
Dog-friendly coastal escape with yard and central AC - community amenities, holiday rental in Ocean Pines
Dog-friendly coastal escape with yard and central AC - community amenities, holiday rental in Ocean Pines

Dog-friendly coastal escape with yard and central AC - community amenities

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Colorful dog-friendly waterfront home with fireplace, pool, dock, & tennis court, holiday rental in Ocean Pines
Colorful dog-friendly waterfront home with fireplace, pool, dock, & tennis court, holiday rental in Ocean Pines
Colorful dog-friendly waterfront home with fireplace, pool, dock, & tennis court, holiday rental in Ocean Pines

Colorful dog-friendly waterfront home with fireplace, pool, dock, & tennis court

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, holiday rental in Ocean Pines
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, holiday rental in Ocean Pines
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, holiday rental in Ocean Pines

Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Ocean Pines Home with Screened Porch, Central AC, WiFi & Community Pool Access, holiday rental in Ocean Pines
Ocean Pines Home with Screened Porch, Central AC, WiFi & Community Pool Access, holiday rental in Ocean Pines
Ocean Pines Home with Screened Porch, Central AC, WiFi & Community Pool Access, holiday rental in Ocean Pines

Ocean Pines Home with Screened Porch, Central AC, WiFi & Community Pool Access

Holiday Rental House
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, holiday rental in Ocean Pines
Scenic Water front secluded house with pier and view of the bay  overlooking OC, holiday rental in Ocean Pines
Scenic Water front secluded house with pier and view of the bay  overlooking OC, holiday rental in Ocean Pines

Scenic Water front secluded house with pier and view of the bay overlooking OC

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit, holiday rental in Ocean Pines
Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit, holiday rental in Ocean Pines
Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit, holiday rental in Ocean Pines

Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Canal-front dog-friendly home with private hot tub, pools, sports courts, views, holiday rental in Ocean Pines
Canal-front dog-friendly home with private hot tub, pools, sports courts, views, holiday rental in Ocean Pines
Canal-front dog-friendly home with private hot tub, pools, sports courts, views, holiday rental in Ocean Pines

Canal-front dog-friendly home with private hot tub, pools, sports courts, views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Quaint dog-friendly A-frame home with tennis court, pool, washer/dryer, & WiFi, holiday rental in Ocean Pines
Quaint dog-friendly A-frame home with tennis court, pool, washer/dryer, & WiFi, holiday rental in Ocean Pines
Quaint dog-friendly A-frame home with tennis court, pool, washer/dryer, & WiFi, holiday rental in Ocean Pines

Quaint dog-friendly A-frame home with tennis court, pool, washer/dryer, & WiFi

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Newly Renovated Home in Ocean Pines- Oceans Calling only 8 miles away., holiday rental in Ocean Pines
Newly Renovated Home in Ocean Pines- Oceans Calling only 8 miles away., holiday rental in Ocean Pines
Newly Renovated Home in Ocean Pines- Oceans Calling only 8 miles away., holiday rental in Ocean Pines

Newly Renovated Home in Ocean Pines- Oceans Calling only 8 miles away.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Peaceful, pet and family-friendly beach retreat, holiday rental in Ocean Pines
Peaceful, pet and family-friendly beach retreat, holiday rental in Ocean Pines
Peaceful, pet and family-friendly beach retreat, holiday rental in Ocean Pines

Peaceful, pet and family-friendly beach retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Brandywine Home in the Pines | House on 17th Hole in Ocean Pines, holiday rental in Ocean Pines
Brandywine Home in the Pines | House on 17th Hole in Ocean Pines, holiday rental in Ocean Pines
Brandywine Home in the Pines | House on 17th Hole in Ocean Pines, holiday rental in Ocean Pines

Brandywine Home in the Pines | House on 17th Hole in Ocean Pines

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxe Get Away Vacation Home- 10 mins Away from the Beach, holiday rental in Ocean Pines
Luxe Get Away Vacation Home- 10 mins Away from the Beach, holiday rental in Ocean Pines
Luxe Get Away Vacation Home- 10 mins Away from the Beach, holiday rental in Ocean Pines

Luxe Get Away Vacation Home- 10 mins Away from the Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Payment Protection
This house is a 2 bedroom(s), 1 bathrooms, located in Ocean Pines, MD., holiday rental in Ocean Pines
This house is a 2 bedroom(s), 1 bathrooms, located in Ocean Pines, MD., holiday rental in Ocean Pines
This house is a 2 bedroom(s), 1 bathrooms, located in Ocean Pines, MD., holiday rental in Ocean Pines

This house is a 2 bedroom(s), 1 bathrooms, located in Ocean Pines, MD.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Skipjack Beach Cottage, holiday rental in Ocean Pines
Skipjack Beach Cottage, holiday rental in Ocean Pines
Skipjack Beach Cottage, holiday rental in Ocean Pines

Skipjack Beach Cottage

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming house in a beach town community, holiday rental in Ocean Pines
Charming house in a beach town community, holiday rental in Ocean Pines
Charming house in a beach town community, holiday rental in Ocean Pines

Charming house in a beach town community

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Martinique Beach Retreat!, holiday rental in Ocean Pines
Martinique Beach Retreat!, holiday rental in Ocean Pines
Martinique Beach Retreat!, holiday rental in Ocean Pines

Martinique Beach Retreat!

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Berlin Resort Comm Home - 15 Mins from Ocean City!, holiday rental in Ocean Pines
Berlin Resort Comm Home - 15 Mins from Ocean City!, holiday rental in Ocean Pines
Berlin Resort Comm Home - 15 Mins from Ocean City!, holiday rental in Ocean Pines

Berlin Resort Comm Home - 15 Mins from Ocean City!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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7 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street, holiday rental in Ocean Pines
7 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street, holiday rental in Ocean Pines
7 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street, holiday rental in Ocean Pines

7 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Coastal Oasis in Ocean Pines, holiday rental in Ocean Pines
Coastal Oasis in Ocean Pines, holiday rental in Ocean Pines
Coastal Oasis in Ocean Pines, holiday rental in Ocean Pines

Coastal Oasis in Ocean Pines

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, holiday rental in Ocean Pines
pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, holiday rental in Ocean Pines
pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, holiday rental in Ocean Pines

pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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cottage, community pool, playground, boating, crabbing kayaking and  fishing!!!!, holiday rental in Ocean Pines
cottage, community pool, playground, boating, crabbing kayaking and  fishing!!!!, holiday rental in Ocean Pines
cottage, community pool, playground, boating, crabbing kayaking and  fishing!!!!, holiday rental in Ocean Pines

cottage, community pool, playground, boating, crabbing kayaking and fishing!!!!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Endless Summer �, holiday rental in Ocean Pines
Endless Summer �, holiday rental in Ocean Pines
Endless Summer �, holiday rental in Ocean Pines

Endless Summer �

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Waterfront Vacation Home!, holiday rental in Ocean Pines
Gorgeous Waterfront Vacation Home!, holiday rental in Ocean Pines
Gorgeous Waterfront Vacation Home!, holiday rental in Ocean Pines

Gorgeous Waterfront Vacation Home!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, holiday rental in Ocean Pines
Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, holiday rental in Ocean Pines
Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, holiday rental in Ocean Pines

Recovery Room offers a Private Pool and Hot Tub !! Rental License # 1993

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Serene Ocean PInes Cottage - Close to all area attractions!, holiday rental in Ocean Pines
Serene Ocean PInes Cottage - Close to all area attractions!, holiday rental in Ocean Pines
Serene Ocean PInes Cottage - Close to all area attractions!, holiday rental in Ocean Pines

Serene Ocean PInes Cottage - Close to all area attractions!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Seaside Golf Getaway in Ocean Pines -  just minutes to Ocean City, holiday rental in Ocean Pines
Seaside Golf Getaway in Ocean Pines -  just minutes to Ocean City, holiday rental in Ocean Pines
Seaside Golf Getaway in Ocean Pines -  just minutes to Ocean City, holiday rental in Ocean Pines

Seaside Golf Getaway in Ocean Pines - just minutes to Ocean City

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Pet Friendly Two Bedroom Townhouse on a Golf Course, holiday rental in Ocean Pines
Pet Friendly Two Bedroom Townhouse on a Golf Course, holiday rental in Ocean Pines
Pet Friendly Two Bedroom Townhouse on a Golf Course, holiday rental in Ocean Pines

Pet Friendly Two Bedroom Townhouse on a Golf Course

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Your Private Oasis on the Shore - Free Linens & Towels, holiday rental in Ocean Pines
Your Private Oasis on the Shore - Free Linens & Towels, holiday rental in Ocean Pines
Your Private Oasis on the Shore - Free Linens & Towels, holiday rental in Ocean Pines

Your Private Oasis on the Shore - Free Linens & Towels

Condo/Apartment
0 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Cottage in Ocean PInes MD is the your perfect, holiday rental in Ocean Pines
Cozy Cottage in Ocean PInes MD is the your perfect, holiday rental in Ocean Pines
Cozy Cottage in Ocean PInes MD is the your perfect, holiday rental in Ocean Pines

Cozy Cottage in Ocean PInes MD is the your perfect

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ocean Pines-Borderlinks 48-AC, WIFI, Pool., holiday rental in Ocean Pines
Ocean Pines-Borderlinks 48-AC, WIFI, Pool., holiday rental in Ocean Pines
Ocean Pines-Borderlinks 48-AC, WIFI, Pool., holiday rental in Ocean Pines

Ocean Pines-Borderlinks 48-AC, WIFI, Pool.

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Ocean Cove Beautiful Beach Home w/Pool Access!!!, holiday rental in Ocean Pines
Ocean Cove Beautiful Beach Home w/Pool Access!!!, holiday rental in Ocean Pines
Ocean Cove Beautiful Beach Home w/Pool Access!!!, holiday rental in Ocean Pines

Ocean Cove Beautiful Beach Home w/Pool Access!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!, holiday rental in Ocean Pines
Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!, holiday rental in Ocean Pines
Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!, holiday rental in Ocean Pines

Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Jumpstart your ultimate beach getaway at this impressive 3-BR, 2-BATH house!, holiday rental in Ocean Pines
Jumpstart your ultimate beach getaway at this impressive 3-BR, 2-BATH house!, holiday rental in Ocean Pines
Jumpstart your ultimate beach getaway at this impressive 3-BR, 2-BATH house!, holiday rental in Ocean Pines

Jumpstart your ultimate beach getaway at this impressive 3-BR, 2-BATH house!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bigi's Beach House-Non Group Rental- Sleeps 5, holiday rental in Ocean Pines
Bigi's Beach House-Non Group Rental- Sleeps 5, holiday rental in Ocean Pines
Bigi's Beach House-Non Group Rental- Sleeps 5, holiday rental in Ocean Pines

Bigi's Beach House-Non Group Rental- Sleeps 5

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Moonraker Road 54-AC, W/D, Free WIFI, holiday rental in Ocean Pines
Moonraker Road 54-AC, W/D, Free WIFI, holiday rental in Ocean Pines
Moonraker Road 54-AC, W/D, Free WIFI, holiday rental in Ocean Pines

Moonraker Road 54-AC, W/D, Free WIFI

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!, holiday rental in Ocean Pines
Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!, holiday rental in Ocean Pines
Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!, holiday rental in Ocean Pines

Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Ocean Pines / Ocean City Cottage, holiday rental in Ocean Pines
Cozy Ocean Pines / Ocean City Cottage, holiday rental in Ocean Pines
Cozy Ocean Pines / Ocean City Cottage, holiday rental in Ocean Pines

Cozy Ocean Pines / Ocean City Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relaxing house in Ocean Pines, holiday rental in Ocean Pines
Relaxing house in Ocean Pines, holiday rental in Ocean Pines
Relaxing house in Ocean Pines, holiday rental in Ocean Pines

Relaxing house in Ocean Pines

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City, holiday rental in Ocean Pines
Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City, holiday rental in Ocean Pines
Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City, holiday rental in Ocean Pines

Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 176
Frequently Asked Questions about Ocean Pines