Holiday Houses in Ocean Pines

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1,520 Holiday homes

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 24 minutes

from £109 / night

£761 / week

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

2

from £165 / night

£1,070 / week

790 Ocean Parkway

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 9

1

from £165 / night

£1,116 / week

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

Ocean Pines house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 20 minutes

from £155 / night

£1,080 / week

Gorgeous, renovated townhome w/shared pool, St. Martin's River view

Ocean Pines house

3 bedrooms / 4 bathrooms / sleeps 7

Responds fast! avg. 1 hour 24 minutes

from £106 / night

£743 / week

Berlin Resort Comm Home - 15 Mins from Ocean City!

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 5 minutes

from £116 / night

£811 / week

Three-story bayview home w/ screened-in balcony on canal

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 20 minutes

from £89 / night

£618 / week

Charming Waterfront Beach home near Ocean City

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

from £306 / night

£2,142 / week

Golfer's paradise w/shared pool, tennis courts, & community boat docks, dogs OK!

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 50 minutes

from £116 / night

£812 / 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. 1 hour 20 minutes

from £90 / night

£624 / week

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

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 50 minutes

from £171 / night

£1,192 / week

Luxurious Home Sleeps 10 accepts pets

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 10

from £268 / night

£1,785 / 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. 1 hour 20 minutes

from £127 / night

£886 / week

NEW! Ocean City Home w/ Deck - 3 Mi. to Boardwalk!

Ocean Pines house

3 bedrooms / 1 bathroom / sleeps 10

Responds fast! avg. 2 hours 5 minutes

from £81 / night

£562 / week

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

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 5 minutes

from £103 / night

£719 / week

Brandywine Dr 26 Home

Ocean Pines house

4 bedrooms / 2 bathrooms / sleeps 10

from £140 / night

£1,104 - £1,834 / 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. 1 hour 24 minutes

from £188 / night

£1,317 / week

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 5 minutes

from £130 / night

£905 / week

Whitecap Lane 9 Home

Ocean Pines house

Studio / 3 bathrooms / sleeps 14

from £296 / night

£2,127 - £2,751 / 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. 1 hour 26 minutes

from £96 / night

£668 / week

Ocean Pines-Ocean Parkway 416

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

from £226 / night

£1,579 / week

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

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

from £89 / night

£618 / week

Quay View

Ocean Pines house

6 bedrooms / 2 bathrooms / sleeps 9

from £530 / night

£3,706 / week

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

Ocean Pines house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 24 minutes

from £127 / night

£886 / week

Lovely canalfront home w/ private dock, deck, patio & 2 bikes!

Ocean Pines house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 24 minutes

from £164 / night

£1,148 / week

Great rentals within 20 miles that match your search

Bay front 2 bedroom 2 bathroom condo with a pool

Ocean View condo

2 bedrooms / 2 bathrooms / sleeps 5

from £223 / night

£1,071 / week

Bradley On The Bay 136H

Ocean City apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 5 minutes

from £68 / night

£471 / week

Ocean Village WOC 9733-5

Ocean City house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 5 minutes

from £133 / night

£929 / week

Kristy Greg Unit 3- Unique Coastal Retreat... Ocean Block!

Ocean City condo

2 bedrooms / 1 bathroom / sleeps 7

9

Responds fast! avg. 1 hour 24 minutes

from £135 / night

£979 / week

Borderlinks Golf 3 br 40

Berlin house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 56 minutes

from £89 / night

£621 / week

Bradley On The Bay 222E

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 27 minutes

from £100 / night

£697 / week

#1107 at the Atlantis

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

1

Responds fast! avg. 3 hours 2 minutes

from £118 / night

£820 - £1,785 / week

2 Br 2 BA Condo with Million Dollar View 27

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 56 minutes

from £31 / night

£214 / week

Sunset South 2

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 27 minutes

from £84 / night

£584 / week

Apt A, 3 bedroom/2 bathroom ​bayside apartment, fully furnished.

Ocean City apartment

3 bedrooms / 2 bathrooms / sleeps 12

1

Responds fast! avg. 1 hour 47 minutes

from £358 / night

£2,779 / week

Ocean Front Holiday Rental

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 8

from £202 / night

£1,300 / week

Thunder Island 124C

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 27 minutes

from £254 / night

£1,776 / week

2 Br 2 BA Condo with Million Dollar View 24

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 56 minutes

from £31 / night

£214 / week

Magnificent Ocean Front Unit

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 2 hours 16 minutes

from £224 / night

£1,569 / week

Relaxing Bay Forest Villa near Bethany Beach

Ocean View villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 0 minutes

from £135 / night

£941 / week

Viewing 40 of 1,520
rentals in Ocean Pines