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Ocean Pines Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
229 rentals in Ocean Pines.
Gorgeous Waterfront Property With Three Bedrooms And A Loft., vacation rental in Ocean Pines
Gorgeous Waterfront Property With Three Bedrooms And A Loft., vacation rental in Ocean Pines
Gorgeous Waterfront Property With Three Bedrooms And A Loft., vacation rental in Ocean Pines

Gorgeous Waterfront Property With Three Bedrooms And A Loft.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, vacation rental in Ocean Pines
Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, vacation rental in Ocean Pines
Recovery Room offers a Private Pool and Hot Tub !!    Rental License # 1993, vacation rental in Ocean Pines

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Million Dollar View! Waterfront oasis with Ocean City skyline view!, vacation rental in Ocean Pines
Million Dollar View! Waterfront oasis with Ocean City skyline view!, vacation rental in Ocean Pines
Million Dollar View! Waterfront oasis with Ocean City skyline view!, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Newly Renovated Home With Impressive Views Of The 7Th Green!, vacation rental in Ocean Pines
Newly Renovated Home With Impressive Views Of The 7Th Green!, vacation rental in Ocean Pines
Newly Renovated Home With Impressive Views Of The 7Th Green!, vacation rental in Ocean Pines

Newly Renovated Home With Impressive Views Of The 7Th Green!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX..., vacation rental in Ocean Pines
CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX..., vacation rental in Ocean Pines
CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX..., vacation rental in Ocean Pines

CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX...

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Quaint waterfront bungalow just minutes from the beaches of Ocean City, MD, vacation rental in Ocean Pines
Quaint waterfront bungalow just minutes from the beaches of Ocean City, MD, vacation rental in Ocean Pines
Quaint waterfront bungalow just minutes from the beaches of Ocean City, MD, vacation rental in Ocean Pines

Quaint waterfront bungalow just minutes from the beaches of Ocean City, MD

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious, well maintained, 4br 3bath home overlooking Golf Course., vacation rental in Ocean Pines
Spacious, well maintained, 4br 3bath home overlooking Golf Course., vacation rental in Ocean Pines
Spacious, well maintained, 4br 3bath home overlooking Golf Course., vacation rental in Ocean Pines

Spacious, well maintained, 4br 3bath home overlooking Golf Course.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Quiet Beach Home in the Pines Close to Everything, vacation rental in Ocean Pines
Beautiful Quiet Beach Home in the Pines Close to Everything, vacation rental in Ocean Pines
Beautiful Quiet Beach Home in the Pines Close to Everything, vacation rental in Ocean Pines

Beautiful Quiet Beach Home in the Pines Close to Everything

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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waterfront beach retreat with boat dock, vacation rental in Ocean Pines
waterfront beach retreat with boat dock, vacation rental in Ocean Pines
waterfront beach retreat with boat dock, vacation rental in Ocean Pines

waterfront beach retreat with boat dock

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous wired waterfront home with magnificent sunset views.  Kayaks included., vacation rental in Ocean Pines
Gorgeous wired waterfront home with magnificent sunset views.  Kayaks included., vacation rental in Ocean Pines

Gorgeous wired waterfront home with magnificent sunset views. Kayaks included.

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Waterfront 6 BR/5.5BA/Elevator/4 Decks/5 star reviews/Amenities/Perfect, vacation rental in Ocean Pines
Spacious Waterfront 6 BR/5.5BA/Elevator/4 Decks/5 star reviews/Amenities/Perfect, vacation rental in Ocean Pines
Spacious Waterfront 6 BR/5.5BA/Elevator/4 Decks/5 star reviews/Amenities/Perfect, vacation rental in Ocean Pines

Spacious Waterfront 6 BR/5.5BA/Elevator/4 Decks/5 star reviews/Amenities/Perfect

Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Dog-Friendly Ocean Pines Home w/ Pool Access!, vacation rental in Ocean Pines
Dog-Friendly Ocean Pines Home w/ Pool Access!, vacation rental in Ocean Pines
Dog-Friendly Ocean Pines Home w/ Pool Access!, vacation rental in Ocean Pines

Dog-Friendly Ocean Pines Home w/ Pool Access!

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, vacation rental in Ocean Pines
pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, vacation rental in Ocean Pines
pet friendly -wifi-cable, tv-3 beds. A/C & Heat. Bunk beds for kids. Playstation, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Home Away From Home,  pet friendly retreat!, vacation rental in Ocean Pines
Home Away From Home,  pet friendly retreat!, vacation rental in Ocean Pines
Home Away From Home,  pet friendly retreat!, vacation rental in Ocean Pines

Home Away From Home, pet friendly retreat!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !, vacation rental in Ocean Pines
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !, vacation rental in Ocean Pines
One Level Waterfront Home-Pet Friendly - 5 Pools- Golf-Sleeps 8- Self Check-In !, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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12%-15% Discounts 6BR, 4BA, 5 Pools, Private Ocean Beach Club, Sleeps 12. Ocean, vacation rental in Ocean Pines
12%-15% Discounts 6BR, 4BA, 5 Pools, Private Ocean Beach Club, Sleeps 12. Ocean, vacation rental in Ocean Pines
12%-15% Discounts 6BR, 4BA, 5 Pools, Private Ocean Beach Club, Sleeps 12. Ocean, vacation rental in Ocean Pines

12%-15% Discounts 6BR, 4BA, 5 Pools, Private Ocean Beach Club, Sleeps 12. Ocean

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Superb Waterfront location on the St. Martin River in Ocean Pines with 2 dock, vacation rental in Ocean Pines
Superb Waterfront location on the St. Martin River in Ocean Pines with 2 dock, vacation rental in Ocean Pines
Superb Waterfront location on the St. Martin River in Ocean Pines with 2 dock, vacation rental in Ocean Pines

Superb Waterfront location on the St. Martin River in Ocean Pines with 2 dock

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Beautiful Views From This 3 BR 2 BA Home on Quiet Canal in Ocean Pines., vacation rental in Ocean Pines
Enjoy Beautiful Views From This 3 BR 2 BA Home on Quiet Canal in Ocean Pines., vacation rental in Ocean Pines
Enjoy Beautiful Views From This 3 BR 2 BA Home on Quiet Canal in Ocean Pines., vacation rental in Ocean Pines

Enjoy Beautiful Views From This 3 BR 2 BA Home on Quiet Canal in Ocean Pines.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Ocean Pines House w/ Screened-In Deck & Grill!, vacation rental in Ocean Pines
Ocean Pines House w/ Screened-In Deck & Grill!, vacation rental in Ocean Pines
Ocean Pines House w/ Screened-In Deck & Grill!, vacation rental in Ocean Pines

Ocean Pines House w/ Screened-In Deck & Grill!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, vacation rental in Ocean Pines
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, vacation rental in Ocean Pines
Spacious Home, With Dock, Sleeps 9, Access To Beach Club & Pool, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Enjoy the Peace and Quiet in this Waterfront Ocean Pines Home!, vacation rental in Ocean Pines
Enjoy the Peace and Quiet in this Waterfront Ocean Pines Home!, vacation rental in Ocean Pines
Enjoy the Peace and Quiet in this Waterfront Ocean Pines Home!, vacation rental in Ocean Pines

Enjoy the Peace and Quiet in this Waterfront Ocean Pines Home!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City, vacation rental in Ocean Pines
Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City, vacation rental in Ocean Pines
Ocean Pines-3 bdrm 2 bath home 8 minutes from Ocean City, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, vacation rental in Ocean Pines
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, vacation rental in Ocean Pines
Cozy, family friendly cottage, 2 BR, 1 Bath, 10m to Ocean City, pool & clubhouse, vacation rental in Ocean Pines

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!, vacation rental in Ocean Pines
Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!, vacation rental in Ocean Pines
Updated 3 Bedroom Ocean Pine Home with Screen Porch & Back Decking!, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Seaside Golf Getaway in Ocean Pines -  just minutes to Ocean City, vacation rental in Ocean Pines
Seaside Golf Getaway in Ocean Pines -  just minutes to Ocean City, vacation rental in Ocean Pines
Seaside Golf Getaway in Ocean Pines -  just minutes to Ocean City, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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An escape for all seasons, vacation rental in Ocean Pines
An escape for all seasons, vacation rental in Ocean Pines
An escape for all seasons, vacation rental in Ocean Pines

An escape for all seasons

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Fairway to  Heaven, vacation rental in Ocean Pines
Fairway to  Heaven, vacation rental in Ocean Pines
Fairway to  Heaven, vacation rental in Ocean Pines

Fairway to Heaven

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chelsea on the Green - Golf front, 3 beds, 3 baths, Sleeps 9, Non Group Rental, vacation rental in Ocean Pines
Chelsea on the Green - Golf front, 3 beds, 3 baths, Sleeps 9, Non Group Rental, vacation rental in Ocean Pines
Chelsea on the Green - Golf front, 3 beds, 3 baths, Sleeps 9, Non Group Rental, vacation rental in Ocean Pines

Chelsea on the Green - Golf front, 3 beds, 3 baths, Sleeps 9, Non Group Rental

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches, vacation rental in Ocean Pines
Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches, vacation rental in Ocean Pines
Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches, vacation rental in Ocean Pines

Coastal Cottage - Charm, Comfort and Spectacular Water Front near OC Beaches

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Waterfront townhome with deck, sunroom, amazing bay view & pool, vacation rental in Ocean Pines
Waterfront townhome with deck, sunroom, amazing bay view & pool, vacation rental in Ocean Pines
Waterfront townhome with deck, sunroom, amazing bay view & pool, vacation rental in Ocean Pines

Waterfront townhome with deck, sunroom, amazing bay view & pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Welcoming home on wooded lot with loft, deck, & fire pit, vacation rental in Ocean Pines
Welcoming home on wooded lot with loft, deck, & fire pit, vacation rental in Ocean Pines
Welcoming home on wooded lot with loft, deck, & fire pit, vacation rental in Ocean Pines

Welcoming home on wooded lot with loft, deck, & fire pit

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Beach Cottage in Ocean Pines, vacation rental in Ocean Pines
Beautiful Beach Cottage in Ocean Pines, vacation rental in Ocean Pines
Beautiful Beach Cottage in Ocean Pines, vacation rental in Ocean Pines

Beautiful Beach Cottage in Ocean Pines

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Charming Getaway, 9 Mi to Ocean City Beach!, vacation rental in Ocean Pines
Charming Getaway, 9 Mi to Ocean City Beach!, vacation rental in Ocean Pines
Charming Getaway, 9 Mi to Ocean City Beach!, vacation rental in Ocean Pines

Charming Getaway, 9 Mi to Ocean City Beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private and pet-friendly in OP, vacation rental in Ocean Pines
Private and pet-friendly in OP, vacation rental in Ocean Pines
Private and pet-friendly in OP, vacation rental in Ocean Pines

Private and pet-friendly in OP

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Peaceful Portage - Waterfront, 3 Bedroom, 2 bath, Sleeps 5, Non Group Rental, vacation rental in Ocean Pines
Peaceful Portage - Waterfront, 3 Bedroom, 2 bath, Sleeps 5, Non Group Rental, vacation rental in Ocean Pines
Peaceful Portage - Waterfront, 3 Bedroom, 2 bath, Sleeps 5, Non Group Rental, vacation rental in Ocean Pines

Peaceful Portage - Waterfront, 3 Bedroom, 2 bath, Sleeps 5, Non Group Rental

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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*Catch Me By The Sea*, vacation rental in Ocean Pines
*Catch Me By The Sea*, vacation rental in Ocean Pines
*Catch Me By The Sea*, vacation rental in Ocean Pines

*Catch Me By The Sea*

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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60% Discount for Long-Term Rentals, October 1st - April 30th, vacation rental in Ocean Pines
60% Discount for Long-Term Rentals, October 1st - April 30th, vacation rental in Ocean Pines
60% Discount for Long-Term Rentals, October 1st - April 30th, vacation rental in Ocean Pines

60% Discount for Long-Term Rentals, October 1st - April 30th

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Updated 3 Bedroom 2 Bathroom Home - Ocean Pines, vacation rental in Ocean Pines
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines, vacation rental in Ocean Pines
Updated 3 Bedroom 2 Bathroom Home - Ocean Pines, vacation rental in Ocean Pines

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Reasonably Priced Family- Friendly Home, Sleeps 7, vacation rental in Ocean Pines
Reasonably Priced Family- Friendly Home, Sleeps 7, vacation rental in Ocean Pines
Reasonably Priced Family- Friendly Home, Sleeps 7, vacation rental in Ocean Pines

Reasonably Priced Family- Friendly Home, Sleeps 7

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!, vacation rental in Ocean Pines
Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!, vacation rental in Ocean Pines
Ocean Pines House w/ Private Hot Tub 2 Mi to Golf!, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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New SFH, Close to Beaches, Golf, Pool, Casinos and More, vacation rental in Ocean Pines
New SFH, Close to Beaches, Golf, Pool, Casinos and More, vacation rental in Ocean Pines
New SFH, Close to Beaches, Golf, Pool, Casinos and More, vacation rental in Ocean Pines

New SFH, Close to Beaches, Golf, Pool, Casinos and More

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs, vacation rental in Ocean Pines
Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs, vacation rental in Ocean Pines
Cottage on the Canal minutes from Ocean City, Assateague Island and Ocean Downs, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Relaxing Family Friendly Getaway in Ocean Pines, vacation rental in Ocean Pines
Relaxing Family Friendly Getaway in Ocean Pines, vacation rental in Ocean Pines
Relaxing Family Friendly Getaway in Ocean Pines, vacation rental in Ocean Pines

Relaxing Family Friendly Getaway in Ocean Pines

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit, vacation rental in Ocean Pines
Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit, vacation rental in Ocean Pines
Spacious Two-Story Home with Full Kitchen, Balcony & Outdoor Fire Pit, vacation rental in Ocean Pines

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

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Hingham House in OCMD!, vacation rental in Ocean Pines
The Hingham House in OCMD!, vacation rental in Ocean Pines
The Hingham House in OCMD!, vacation rental in Ocean Pines

The Hingham House in OCMD!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Moonraker Road 54-AC, W/D, Free WIFI, vacation rental in Ocean Pines
Moonraker Road 54-AC, W/D, Free WIFI, vacation rental in Ocean Pines
Moonraker Road 54-AC, W/D, Free WIFI, vacation rental in Ocean Pines

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Best kept secret on the Eastern Shore!, vacation rental in Ocean Pines
Best kept secret on the Eastern Shore!, vacation rental in Ocean Pines
Best kept secret on the Eastern Shore!, vacation rental in Ocean Pines

Best kept secret on the Eastern Shore!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Berlin Home w/ Community Perks Near Ocean City!, vacation rental in Ocean Pines
Berlin Home w/ Community Perks Near Ocean City!, vacation rental in Ocean Pines
Berlin Home w/ Community Perks Near Ocean City!, vacation rental in Ocean Pines

Berlin Home w/ Community Perks Near Ocean City!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Close to beach, multiple pools & the perfect porch to enjoy the sounds of nature, vacation rental in Ocean Pines
Close to beach, multiple pools & the perfect porch to enjoy the sounds of nature, vacation rental in Ocean Pines
Close to beach, multiple pools & the perfect porch to enjoy the sounds of nature, vacation rental in Ocean Pines

Close to beach, multiple pools & the perfect porch to enjoy the sounds of nature

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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790 Ocean Parkway, vacation rental in Ocean Pines
790 Ocean Parkway, vacation rental in Ocean Pines
790 Ocean Parkway, vacation rental in Ocean Pines

790 Ocean Parkway

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Showing results 1-50 of 229
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