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Ocean Pines Holiday Apartments

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46 rentals in Ocean Pines.
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Newly Renovated Home With Impressive Views Of The 7Th Green!, holiday rental in Ocean Pines

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

3 bedrooms
3 bathrooms
Sleeps 9
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!

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful Quiet Beach Home in the Pines Close to Everything, holiday rental in Ocean Pines

Beautiful Quiet Beach Home in the Pines Close to Everything

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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CANAL FRONT - GREAT VIEWS - 5 BDRM, 3&1/2 BATHS, 2 KINGS, GOLF, RELAX..., holiday rental in Ocean Pines

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

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spacious, well maintained, 4br 3bath home overlooking Golf Course. LINEN OPTION, holiday rental in Ocean Pines

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

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming Getaway with Boat Dock Minutes from Ocean City, holiday rental in Ocean Pines

Charming Getaway with Boat Dock Minutes from Ocean City

6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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White Horse Park. Quiet Community. Close to Ocean City. Sleeps 7. Pet Friendly!, holiday rental in Ocean Pines

White Horse Park. Quiet Community. Close to Ocean City. Sleeps 7. Pet Friendly!

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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waterfront beach retreat with boat dock, holiday rental in Ocean Pines

waterfront beach retreat with boat dock

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Handycap accessible home in Ocean Pines with Beach Parking permit., holiday rental in Ocean Pines

Beautiful Handycap accessible home in Ocean Pines with Beach Parking permit.

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Ocean City, MD Area Luxury Big Water View, 6+ BR/5.5 BA Decks/Views/Perfect!, holiday rental in Ocean Pines

Ocean City, MD Area Luxury Big Water View, 6+ BR/5.5 BA Decks/Views/Perfect!

6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Quaint waterfront bungalow just minutes from the beaches of Ocean City, MD, holiday rental in Ocean Pines

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Recently Painted and Furnished Ocean Pines Cottage, holiday rental in Ocean Pines

Recently Painted and Furnished Ocean Pines Cottage

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing open concept, huge back yard and two fire pits., holiday rental in Ocean Pines

Amazing open concept, huge back yard and two fire pits.

5 bedrooms
3 bathrooms
Sleeps 13
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!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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OFF SEASON DISCOUNTS AVAILABLE!  Beautiful single story home in Ocean Pines., holiday rental in Ocean Pines

OFF SEASON DISCOUNTS AVAILABLE! Beautiful single story home in Ocean Pines.

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Family-friendly home on a wooded lot w/ a loft, deck, & fire pit, holiday rental in Ocean Pines

Family-friendly home on a wooded lot w/ a loft, deck, & fire pit

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Reasonably Priced Family- Friendly Home, Sleeps 7, holiday rental in Ocean Pines

Reasonably Priced Family- Friendly Home, Sleeps 7

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Golf course front home - 4 Bedrooms/3 full baths - 8 separate beds, holiday rental in Ocean Pines

Golf course front home - 4 Bedrooms/3 full baths - 8 separate beds

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Unique waterfront home w/ shared pools, a furnished deck, & a full kitchen, holiday rental in Ocean Pines

Unique waterfront home w/ shared pools, a furnished deck, & a full kitchen

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Renovated, family-friendly cottage w/ hot tub & plenty of privacy!, holiday rental in Ocean Pines

Renovated, family-friendly cottage w/ hot tub & plenty of privacy!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious home w/ shared pool and tennis court! Great home for families!, holiday rental in Ocean Pines

Spacious home w/ shared pool and tennis court! Great home for families!

3 bedrooms
2 bathrooms
Sleeps 10
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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious, two-story home w/full kitchen, balcony & outdoor fire pit, holiday rental in Ocean Pines

Spacious, two-story home w/full kitchen, balcony & outdoor fire pit

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Waterfront West Ocean City Home w/ Skyline View!, holiday rental in Ocean Pines

Waterfront West Ocean City Home w/ Skyline View!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Ocean Pines / Ocean City Cottage, holiday rental in Ocean Pines

Cozy Ocean Pines / Ocean City Cottage

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family-friendly home on canal w/entertainment, dock & free WiFi, holiday rental in Ocean Pines

Family-friendly home on canal w/entertainment, dock & free WiFi

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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14 Hickory Way, holiday rental in Ocean Pines

14 Hickory Way

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly condo with shared pool plus lake, canal, and golf course views, holiday rental in Ocean Pines

Dog-friendly condo with shared pool plus lake, canal, and golf course views

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

790 Ocean Parkway

3 bedrooms
2 bathrooms
Sleeps 9
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!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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NEW! Cozy Ocean Pines Cottage: Swim, Shop & Golf!, holiday rental in Ocean Pines

NEW! Cozy Ocean Pines Cottage: Swim, Shop & Golf!

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean Pines House w/ Screened-In Deck & Grill!, holiday rental in Ocean Pines

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

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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New Listing! Charming Eastern Shore Retreat w/ Access to 5 Pools - Near Beach, holiday rental in Ocean Pines

New Listing! Charming Eastern Shore Retreat w/ Access to 5 Pools - Near Beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Waterfront getaway in a quiet neighborhood w/ free WiFi, dock, & furnished deck, holiday rental in Ocean Pines

Waterfront getaway in a quiet neighborhood w/ free WiFi, dock, & furnished deck

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxurious Home Sleeps 10 accepts pets, holiday rental in Ocean Pines

Luxurious Home Sleeps 10 accepts pets

4 bedrooms
3 bathrooms
Sleeps 10
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!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Ocean Pines Family Home w/Deck: 8 Mi to Beach, holiday rental in Ocean Pines

NEW! Ocean Pines Family Home w/Deck: 8 Mi to Beach

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Ocean Pines Home with Private Dock, Garage & Gourmet Kitchen, holiday rental in Ocean Pines

Waterfront Ocean Pines Home with Private Dock, Garage & Gourmet Kitchen

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Lovely Ocean Pines Home w/ Loft & Pool Access, holiday rental in Ocean Pines

NEW! Lovely Ocean Pines Home w/ Loft & Pool Access

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming Waterfront Beach home near Ocean City, holiday rental in Ocean Pines

Charming Waterfront Beach home near Ocean City

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serene Ocean Pines Hideaway - Near Beach Club, Pools, Marina & Golf Course!, holiday rental in Ocean Pines

Serene Ocean Pines Hideaway - Near Beach Club, Pools, Marina & Golf Course!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Endless Summer, water front oasis, holiday rental in Ocean Pines

Endless Summer, water front oasis

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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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!

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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New Listing! Prime Eastern Shore Getaway w/ Access to 5 Pools & Beach Club, holiday rental in Ocean Pines

New Listing! Prime Eastern Shore Getaway w/ Access to 5 Pools & Beach Club

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Coastal Getaway with Pools, Golf, Tennis, Boat Launch & Beach Club, holiday rental in Ocean Pines

Renovated Coastal Getaway with Pools, Golf, Tennis, Boat Launch & Beach Club

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Canalfront Ocean City Getaway w/ Deck & Dock!, holiday rental in Ocean Pines

NEW! Canalfront Ocean City Getaway w/ Deck & Dock!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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