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Holiday Houses in Ocean Pines

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997 Holiday homes

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 55 minutes

from £111 / night

£773 / week

790 Ocean Parkway

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 9

1

Responds fast! avg. 3 hours 32 minutes

from £166 / night

£1,119 / week

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

2

from £175 / night

£1,130 / week

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

Ocean Pines house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 55 minutes

from £153 / night

£1,070 / week

Berlin Resort Comm Home - 15 Mins from Ocean City!

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 15 minutes

from £96 / night

£671 / week

Charming Waterfront Beach home near Ocean City

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

from £319 / night

£2,230 - £2,277 / week

Luxurious Home Sleeps 10 accepts pets

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 40 minutes

from £274 / night

£1,914 - £2,233 / week

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 55 minutes

from £181 / night

£1,266 / week

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

Ocean Pines house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 55 minutes

from £126 / night

£878 / week

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

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 15 minutes

from £81 / night

£565 / week

Waterfront townhome w/deck, sunroom, amazing bay view & shared pool

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 55 minutes

from £98 / night

£680 / week

NEW! Spacious Ocean Pines House w/ Private Hot Tub

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 15 minutes

from £138 / night

£962 / week

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 15 minutes

from £125 / night

£869 / week

Canal front cottage in quiet neighborhood with furnished deck and free WiFi!

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 2 hours 55 minutes

from £150 / night

£1,045 / week

Endless Summer, water front oasis

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 32 minutes

from £307 / night

£2,148 / week

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 55 minutes

from £99 / night

£693 / week

Waterfront home w/ garage, dock, decks, shared pools, & tennis courts

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 10

from £170 / night

£1,187 / week

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

Ocean Pines house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 55 minutes

from £126 / night

£878 / week

NEW! Updated White Horse Park Condo: Walk to Water

Ocean Pines condo

3 bedrooms / 1 bathroom / sleeps 7

Responds fast! avg. 1 hour 15 minutes

from £74 / night

£515 / week

NEW! Stylish White Horse Park Condo w/Shared Pool!

Ocean Pines condo

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 15 minutes

from £74 / night

£515 / week

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

Ocean Pines house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 15 minutes

from £106 / night

£739 / week

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 55 minutes

from £98 / night

£680 / week

Great rentals within 20 miles that match your search

DIRECT OCEANFRONT 2 BEDRM, 2 BATH

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 8

from £188 / night

£1,785 / week

Back Bay Bungalows - Unit 1

Berlin cottage

1 bedroom / 1 bathroom / sleeps 4

14

from £104 / night

£705 / week

Jamaica 1 Condo North Side_OC

Ocean City condo

2 bedrooms / 3 bathrooms / sleeps 6

8

Responds fast! avg. 53 minutes

Travellers’ Choice award

from £216 / night

£1,198 / week

Beautiful Bayfront Coconut Malorie

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

from £212 / night

£1,483 / week

318 Le Pointe Dr Ocean Ridge West 5 bedroom home

Bethany Beach house

5 bedrooms / 5 bathrooms / sleeps 12

from £668 / night

£4,696 / week

Gateway Grand - Last Minute Deals

Ocean City condo

3 bedrooms / 3 bathrooms / sleeps 8

from £330 / night

£2,354 / week

Contemporary upgraded sophisticated beach condo

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

from £390 / night

£2,730 / week

#1107 at the Atlantis

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

1

Responds fast! avg. 3 hours 31 minutes

from £131 / night

£916 - £1,883 / week

3 Bedroom Townhouse ready for beach, golf and bay fun

Ocean City townhouse

3 bedrooms / 2 bathrooms / sleeps 8

from £270 / night

£1,883 / week

Ocean front 2 floor penthouse

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

from £320 / night

£2,241 / week

Beach Rental Condo

Bethany Beach condo

2 bedrooms / 3 bathrooms / sleeps 6

from £229 / night

£1,600 / week

Upscale 2 Bedroom, 2 Floor, 2 Balcony, Penthouse in N.OCMD

Ocean City apartment

2 bedrooms / 3 bathrooms / sleeps 8

from £296 / night

£2,071 - £2,212 / week

Beautiful Oceanfront Condo--2BR/2BA Fully Furnished

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £198 / night

£1,365 / week

Fenwick Island Waterfront 3BR Home, Bay access

Selbyville house

3 bedrooms / 2 bathrooms / sleeps 8

5

Responds fast! avg. 1 hour 34 minutes

from £184 / night

£1,224 / week

4BR Single Home, 3 miles to Bethany Beach

Ocean View house

4 bedrooms / 4 bathrooms / sleeps 10

from £179 / night

£1,252 / week

Ocean condo at Sea Colony Beach and Tennis resort

Bethany Beach apartment

3 bedrooms / 3 bathrooms / sleeps 12

from £706 / night

£4,941 / week

Bay front 2 bedroom 2 bathroom condo with a pool

Ocean View condo

2 bedrooms / 2 bathrooms / sleeps 5

from £236 / night

£1,130 / week

2 BR Bayside - 72nd street central enough to walk everywhere

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

from £206 / night

£1,436 / week

Viewing 40 of 997
rentals in Ocean Pines