Vacation Rentals with Private Pool in Ocean Pines Golf and Country Club, MD: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Maryland

  5.  Ocean City
  6.  Ocean Pines Golf and Country Club

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499 Best Vacation Rentals with Private Pool in Ocean Pines Golf and Country Club (Starting from $165)

Borderlinks 10
Borderlinks 10
House
Ocean Pines, MD, USA
0.4k from Ocean Pines Golf and Country Club center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
7.0

Good

4 reviews

$257
Average price / night
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Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!
Cozy home featuring a screened-in porch and access to a refreshing pool. Your oasis awaits!!
House
Ocean Pines, MD, 21811, United States
1.2k from Ocean Pines Golf and Country Club center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms7 Guests
New to Booking
$345
Average price / night
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Borderlinks 20
Borderlinks 20
Apartment
Ocean Pines, MD, USA
0.4k from Ocean Pines Golf and Country Club center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$562
Average price / night
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Coastal Cottage - Charm, Comfort and Spectacular Bay Front Views near OC Beaches
Coastal Cottage - Charm, Comfort and Spectacular Bay Front Views near OC Beaches
Cottage
Berlin (Ocean Pines), MD, 21811, United States
1.5k from Ocean Pines Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

28 reviews

$285
Average price / night
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Borderlinks 28
Borderlinks 28
House
Ocean Pines Golf and Country Club, Berlin, Maryland, USA
0.4k from Ocean Pines Golf and Country Club center

Parking, Balcony/Terrace, Air Conditioner, Private Pool, Internet, Pool, Laundry

3 Bedrooms6 Guests
New to Booking
$404
Average price / night
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Recovery Room offers a Private Pool and Hot Tub !!   Now Available Monthly !!
Recovery Room offers a Private Pool and Hot Tub !! Now Available Monthly !!
House
Berlin, MD, 21811, United States
1.8k from Ocean Pines Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

152 reviews

$416
Average price / night
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Whimsy Waterfront
Whimsy Waterfront
House
Ocean Pines, MD, USA
0.5k from Ocean Pines Golf and Country Club center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
8.5

Very Good

2 reviews

$340
Average price / night
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3BR Waterfront Retreat with Pool and Deck
3BR Waterfront Retreat with Pool and Deck
House
Berlin, MD, 21811, United States
2.1k from Ocean Pines Golf and Country Club center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, No Smoking, Pool

3 Bedrooms10 Guests
New to Booking
$625
Average price / night
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Teal Haven
Teal Haven
House
Ocean Pines, MD, USA
0.7k from Ocean Pines Golf and Country Club center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
7.0

Good

1 reviews

$165
Average price / night
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Upscale paradise w/pool, game room, poolside kitchen, fire pit, A/C & free WiFi
Upscale paradise w/pool, game room, poolside kitchen, fire pit, A/C & free WiFi
House
Bishopville, MD, 21813, United States
3.9k from Ocean Pines Golf and Country Club center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Kitchen, Living Area

5 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$665
Average price / night
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Charming Ocean Pines Home - 9 Mi to Beach!
Charming Ocean Pines Home - 9 Mi to Beach!
House
Ocean Pines, MD, USA
0.7k from Ocean Pines Golf and Country Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
8.8

Fabulous

4 reviews

$173
Average price / night
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Sea La Vie- 4 Br - sleeps 10 - private pool
Sea La Vie- 4 Br - sleeps 10 - private pool
House
Berlin, MD, 21811, United States
4.0k from Ocean Pines Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Microwave

4 Bedrooms10 Guests
New to Booking
$655
Average price / night
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8 Mi to Ocean City Beach Home with Pool Access!
8 Mi to Ocean City Beach Home with Pool Access!
House
Ocean Pines, MD, USA
0.7k from Ocean Pines Golf and Country Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms5 Guests
New to Booking
$269
Average price / night
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West OC Bayside Getaway W/  Private Pool
West OC Bayside Getaway W/ Private Pool
House
Ocean City, MD, 21842, United States
4.6k from Ocean Pines Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
9.0

Fabulous

59 reviews

$528
Average price / night
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Ocean Pines Paradise
Ocean Pines Paradise
House
Ocean Pines, MD, USA
0.8k from Ocean Pines Golf and Country Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$328
Average price / night
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Gorgeous Views, Direct Bayfront Condo
Gorgeous Views, Direct Bayfront Condo
Condo
Ocean City, MD, 21842, United States
6.3k from Ocean Pines Golf and Country Club center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

51 reviews

$250
Average price / night
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Trinity Place Treasure
Trinity Place Treasure
House
Ocean Pines, MD, USA
0.8k from Ocean Pines Golf and Country Club center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

3 Bedrooms7 Guests
8.0

Good

3 reviews

$411
Average price / night
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2 bedroom condo Located on 28th street
2 bedroom condo Located on 28th street
Condo
Ocean City, MD, 21842, United States
6.4k from Ocean Pines Golf and Country Club center

AC, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$339
Average price / night
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Battersea on the Canal
Battersea on the Canal
House
Ocean Pines Golf and Country Club, Berlin, Maryland, USA
0.9k from Ocean Pines Golf and Country Club center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$327
Average price / night
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Water View Home in West Ocean City,  minutes to the Beach and Marinas with Pools
Water View Home in West Ocean City, minutes to the Beach and Marinas with Pools
House
Ocean City, MD, 21842, United States
6.5k from Ocean Pines Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms8 Guests
New to Booking
$452
Average price / night
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Luxury Getaway Condo at Sunset Island in OC
Luxury Getaway Condo at Sunset Island in OC
Apartment
Ocean City, MD, 21842, United States
6.5k from Ocean Pines Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$537
Average price / night
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Walk to Pool & Beach! Family Condo in Ocean City
Walk to Pool & Beach! Family Condo in Ocean City
Condo
Ocean City, MD, 21842, United States
6.5k from Ocean Pines Golf and Country Club center

AC, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
8.4

Very Good

5 reviews

$344
Average price / night
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Great Location for your vacation.  Within walking distance to beach, restaurants
Great Location for your vacation. Within walking distance to beach, restaurants
Condo
Ocean City, MD, 21842, United States
6.6k from Ocean Pines Golf and Country Club center

AC, Free Parking, Heater, Internet, Kitchen, Microwave, Outdoor Space, Patio, Pool

2 Bedrooms8 Guests
9.2

Superb

103 reviews

$324
Average price / night
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Cozy Loft Style Condo Overlooking Canal
Cozy Loft Style Condo Overlooking Canal
Condo
Ocean City, MD, 21842, United States
6.6k from Ocean Pines Golf and Country Club center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms8 Guests
10.0

Exceptional

23 reviews

$366
Average price / night
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\"A Shore Thing\" is Family friendly \nOcean City MD\nWalking distance to The beach!
\"A Shore Thing\" is Family friendly \nOcean City MD\nWalking distance to The beach!
Condo
Ocean City, MD, 21842, United States
6.7k from Ocean Pines Golf and Country Club center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$339
Average price / night
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Walk to Beaches & Restaurants: Ocean City Condo
Walk to Beaches & Restaurants: Ocean City Condo
Condo
Ocean City, MD, 21842, United States
6.7k from Ocean Pines Golf and Country Club center

AC, Arcade, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

1 Bedroom4 Guests
10.0

Exceptional

25 reviews

$381
Average price / night
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Walk to Beach! Family-Friendly Ocean City Condo
Walk to Beach! Family-Friendly Ocean City Condo
Condo
Ocean City, MD, 21842, United States
6.8k from Ocean Pines Golf and Country Club center

AC, Balcony, Crib, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet

2 Bedrooms8 Guests
9.8

Exceptional

10 reviews

$493
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Ocean Pines Golf and Country Club.

Where to stay in Ocean Pines Golf and Country Club? Best neighborhoods & areas

Ocean Pines Golf and Country Club Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 499 verified vacation rentals with a private pool in Ocean Pines Golf and Country Club. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Ocean Pines Golf and Country Club vary depending on the property size, location, and travel season. Rates typically start from around $165 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Ocean Pines Golf and Country Club also welcome pets. Currently, 15 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Ocean Pines Golf and Country Club often include additional features such as Private Pool, Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Ocean Pines Golf and Country Club include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.