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Vacation Rentals & Apartments in Ocean Pines

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Price range

Per night

$10 - $500

Rental types

Vacation Rentals & Apartments in Ocean Pines

1,576 apartments

790 Ocean Parkway

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$171

1 / 19

14 Hickory Way

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$201

1 / 14

Family-friendly farmhouse, with plenty of room, privacy, & a hot tub!

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$100

1 / 48

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

Ocean Pines house

3 bedrooms / 4 bathrooms / sleeps 7

Price per night from

$113

1 / 45

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

Ocean Pines house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$140

1 / 45

Contemporary spacious family home, close to Ocean Pines Beach Club!

Ocean Pines house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$115

1 / 50

Berlin Resort Comm Home - 15 Mins from Ocean City!

Ocean Pines house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 16 minutes

Price per night from

$131

1 / 24

Charming Waterfront Beach home near Ocean City

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$402

1 / 19

Whitecap Lane 9

Ocean Pines house

Studio / 3 bathrooms / sleeps 16

Price per night from

$310

1 / 24

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

Ocean Pines house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$115

1 / 43

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

Ocean Pines house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$113

1 / 43

Windjammer Home

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$306

1 / 22

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

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$90

1 / 33

Deluxe 3 Bedroom Townhouses

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$201

1 / 19

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

Ocean Pines house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$150

1 / 63

Waterfront Home in Ocean Pines with Pier and View!

Ocean Pines house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 22 minutes

Price per night from

$478

1 / 34

Your Ocean Pines retreat 5 miles from the beach

Ocean Pines house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$151

1 / 20

Recently renovated 4 Bedroom 2 Bath home * Decorated Beautifully with Screened

Ocean Pines house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$201

1 / 18

Great rentals within 20 miles that match your search

Thunder Island Condominiums

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 22 minutes

Price per night from

$186

1 / 14

The best place with Ocean Front beach in OC, MD

Ocean City condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 12 minutes

Price per night from

$201

1 / 15

Jack Nickalus Signature Golf Course

Fenwick Island villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$186

1 / 20

NEW! Breezy Condo Steps from Ocean City Boardwalk!

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 17 minutes

Price per night from

$171

1 / 24

Luxury Oceanfront Condo, Jacuzzi Overlooking Ocean

Ocean City apartment

3 bedrooms / 2 bathrooms / sleeps 13

Price per night from

$175

1 / 142

Ocean City Townhome w/ Pool & Marina Access!

Ocean City house

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 55 minutes

Price per night from

$175

1 / 25

Luxury High End Sunset Island Condo walk to Beach

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 8

“Ocean City Vaca” This place was amazing, clean and the condo complex was beautiful. If you have kids they will Love here. We had a great experience and plan on visiting again. Did I mention that this condo was very clean. I was impressed the second w

Responds fast! avg. 2 hours 11 minutes

Price per night from

$207

1 / 44

Diamond Bay Condominium

Ocean City apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great Place” Affordable cool place. Very roomy and clean. Owner very responsive to messages. My son slept on the sofa bed and like all sofa beds the bar in the middle is always an issue. Other beds were comfortable. Plenty of kitchen items. New stove

Responds fast! avg. 2 hours 15 minutes

Price per night from

$225

1 / 26

HOT TUB!!!!Quiet Charming Bethany location. Remodeled 4 br 3 ba Dog friendly

Ocean View house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 59 minutes

Price per night from

$252

1 / 15

Gorgeous Direct Oceanfront Condo, 3BR/2 BA !!!

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 34 minutes

Price per night from

$280

1 / 71

Breathtaking 3Br 2B Condo, Steps to Ocean, dining, fun, Pool, Free Parking, Wifi

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 52 minutes

Price per night from

$201

1 / 24

Gorgeous Home Bayside OC Resort-Pools,Kayak dock, 5min to beach boardwalk, Golf

Ocean City house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 19 minutes

Price per night from

$201

1 / 52

Fantastic Seaside Condo, Pool, Free Parking, WIFI, Full Kitchen, Steps to Ocean

Ocean City condo

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 3 hours 52 minutes

Price per night from

$201

1 / 23

Just Steps to the Beach ~ 2Bdr Luxury Suite ~ Grads Welcome

Ocean City apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$251

1 / 6

Direct Ocean Front Townhome/Duplex Fenwick Island

Fenwick Island townhouse

3 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$704

1 / 11

Luxurious, Georgeous, Mini-week

Ocean City condo

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$803

1 / 25

Camelot 2 Large Bedrooms 2 Full Bathrooms Outdoor Pool and Tennis 2 car Parking

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$302

1 / 15

SHANNON--GREAT LOCATION FOR SENIOR 2019

Ocean City apartment

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 23 minutes

Price per night from

$215

1 / 6

Beach, Bay & Bicycle

Ocean City house

4 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$402

1 / 36

Beautiful OCMD Mid-Town Ocean View/Mini-Wks Avail

Ocean City condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

1 / 20
Viewing 38 of 1,576
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