Luxury Vacation Rentals Ocean Pines
Pool, Trail Access! Dog-Friendly Ocean Pines Haven
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Nestled a 10-minute drive from Ocean Pines Golf and Country Club, Pool, Trail Access! Dog-Friendly Ocean Pines Haven Villa entices guests to explore various tourist destinations nearby.
Pool, Trail Access! Dog-Friendly Ocean Pines Haven
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Pool, Trail Access! Dog-Friendly Ocean Pines Haven
Nestled a 10-minute drive from Ocean Pines Golf and Country Club, Pool, Trail Access! Dog-Friendly Ocean Pines Haven Villa entices guests to explore various tourist destinations nearby.
Seafarer 7
- BBQ facilities
- Air conditioning
- Heating
- Outdoor swimming pool
Located about 4 km from Ocean Downs Casino, the 3-bedroom Seafarer 7 Villa Ocean Pines has a swimming pool and is ideal for up to 9 guests.
Seafarer 7
- BBQ facilities
- Air conditioning
- Heating
- Outdoor swimming pool
Seafarer 7
Located about 4 km from Ocean Downs Casino, the 3-bedroom Seafarer 7 Villa Ocean Pines has a swimming pool and is ideal for up to 9 guests.
Trinity Place Treasure
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
- Indoor swimming pool
The 3-bedroom Trinity Place Treasure Ocean Pines villa is located around a 25-minute walk from Pine Shore Golf North and welcomes its guests to enjoy horseback riding and fisheries. Offering horse riding tours, the holiday home can accommodate up to 7 people.
The accommodation offers a swimming pool, as well as a casino.
Trinity Place Treasure
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
- Indoor swimming pool
Trinity Place Treasure
The 3-bedroom Trinity Place Treasure Ocean Pines villa is located around a 25-minute walk from Pine Shore Golf North and welcomes its guests to enjoy horseback riding and fisheries. Offering horse riding tours, the holiday home can accommodate up to 7 people.
The accommodation offers a swimming pool, as well as a casino.
Cheap Vacation Rentals in Ocean Pines Maryland
Pool Access, Deck & Grill: Ocean Pines Getaway
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Terrace
Featuring a swimming pool, Pool Access, Deck & Grill: Ocean Pines Getaway Villa is suitable for up to 7 people and is located 15 minutes' drive from Baja's Amusements. Providing guests with Wi-Fi and parking, the 3-bedroom holiday home is 7 km from the Pay-as-you-go Jolly Roger Family Amusement Park.
Such leisure options as board games and toys are available at the Ocean Pines accommodation to ensure childrens' entertaiment.
Pool Access, Deck & Grill: Ocean Pines Getaway
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Terrace
Pool Access, Deck & Grill: Ocean Pines Getaway
Featuring a swimming pool, Pool Access, Deck & Grill: Ocean Pines Getaway Villa is suitable for up to 7 people and is located 15 minutes' drive from Baja's Amusements. Providing guests with Wi-Fi and parking, the 3-bedroom holiday home is 7 km from the Pay-as-you-go Jolly Roger Family Amusement Park.
Such leisure options as board games and toys are available at the Ocean Pines accommodation to ensure childrens' entertaiment.
Beaconhill Road 68
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Beaconhill Road 68 Villa Ocean Pines is located 10 minutes' drive from Ocean Downs Casino and provides a swimming pool, ensuring a relaxing stay. The 3-bedroom villa hosts up to 8 guests and provides them with a car park.
Beaconhill Road 68
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Beaconhill Road 68
Beaconhill Road 68 Villa Ocean Pines is located 10 minutes' drive from Ocean Downs Casino and provides a swimming pool, ensuring a relaxing stay. The 3-bedroom villa hosts up to 8 guests and provides them with a car park.
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Top location
Drawbridge Rd 38
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Located around a 10-minute ride from Ocean Resorts Golf Club, the 4-bedroom Drawbridge Rd 38 Villa Ocean Pines has a swimming pool and is ideal for up to 8 guests.
Drawbridge Rd 38
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Drawbridge Rd 38
Located around a 10-minute ride from Ocean Resorts Golf Club, the 4-bedroom Drawbridge Rd 38 Villa Ocean Pines has a swimming pool and is ideal for up to 8 guests.
Pet Friendly Vacation Rentals Ocean Pines
Ocean Pines Fairway
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Ocean Pines Fairway Villa is located within 7 km of the Ocean City Boardwalk and provides horse riding and fishing for active guests.
Ocean Pines Fairway
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Ocean Pines Fairway
Ocean Pines Fairway Villa is located within 7 km of the Ocean City Boardwalk and provides horse riding and fishing for active guests.
57 Wood Duck Drive
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf centre
Nestled approximately 6 km from Roland E Powell Convention Center, the 3-bedroom 57 Wood Duck Drive Villa Ocean Pines is boasting an aqua park and a golf course for guests' enjoyment. Located about 15 minutes' drive from Ocean City Boardwalk, the holiday home provides Wi-Fi and private car parking.
The surrounding area offers to enjoy windsurfing.
57 Wood Duck Drive
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Golf centre
57 Wood Duck Drive
Nestled approximately 6 km from Roland E Powell Convention Center, the 3-bedroom 57 Wood Duck Drive Villa Ocean Pines is boasting an aqua park and a golf course for guests' enjoyment. Located about 15 minutes' drive from Ocean City Boardwalk, the holiday home provides Wi-Fi and private car parking.
The surrounding area offers to enjoy windsurfing.
14 Clipper On The Bay
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Located 3.9 km from Isle of Wight, the 4-bedroom 14 Clipper On The Bay Villa Ocean Pines has a swimming pool and is ideal for up to 8 guests.
For a more enjoyable stay, this Ocean Pines accommodation offers a casino and entices guests to participate in horseback riding and fisheries.
14 Clipper On The Bay
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
14 Clipper On The Bay
Located 3.9 km from Isle of Wight, the 4-bedroom 14 Clipper On The Bay Villa Ocean Pines has a swimming pool and is ideal for up to 8 guests.
For a more enjoyable stay, this Ocean Pines accommodation offers a casino and entices guests to participate in horseback riding and fisheries.
Ocean Pines Vacation Rentals Oceanfront
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Great deal
Boat Dock! Waterfront Group Getaway In Ocean Pines
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Located approximately 25 minutes' walk from Pine Shore Golf North, the 4-bedroom Boat Dock! Waterfront Group Getaway In Ocean Pines Villa boasts an outdoor swimming pool with a Jacuzzi.
Boat Dock! Waterfront Group Getaway In Ocean Pines
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Boat Dock! Waterfront Group Getaway In Ocean Pines
Located approximately 25 minutes' walk from Pine Shore Golf North, the 4-bedroom Boat Dock! Waterfront Group Getaway In Ocean Pines Villa boasts an outdoor swimming pool with a Jacuzzi.
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Guest favorite
Coral Shells
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Featuring a swimming pool for guests' relaxation, the 3-bedroom Coral Shells Villa Ocean Pines is located within 3 km of Ocean Resorts Golf Club.
The surrounding area is popular for fisheries.
Coral Shells
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Outdoor swimming pool
Coral Shells
Featuring a swimming pool for guests' relaxation, the 3-bedroom Coral Shells Villa Ocean Pines is located within 3 km of Ocean Resorts Golf Club.
The surrounding area is popular for fisheries.
9 Mi To Beach! Family Getaway In Ocean Pines
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Staying at the 2-bedroom 9 Mi To Beach! Family Getaway In Ocean Pines villa, guests can easily reach Baja's Amusements, located approximately 6 km away. This Ocean Pines holiday home is suitable for up to 4 guests and features private parking.
9 Mi To Beach! Family Getaway In Ocean Pines
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
9 Mi To Beach! Family Getaway In Ocean Pines
Staying at the 2-bedroom 9 Mi To Beach! Family Getaway In Ocean Pines villa, guests can easily reach Baja's Amusements, located approximately 6 km away. This Ocean Pines holiday home is suitable for up to 4 guests and features private parking.
Ocean Pines Vacation Rentals with Private Pool
The Point 1437
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
Featuring a swimming pool, the 5-bedroom The Point 1437 Villa Ocean Pines is suitable for up to 10 people and is located 3.6 km from Baja's Amusements. Providing guests with Wi-Fi and parking, the holiday home is about 15 minutes' drive from the historic Trimper's Rides Amusement Park.
The Point 1437 Villa offers a casino for entertainment, as well as fisheries for sport lovers.
The Point 1437
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Outdoor swimming pool
The Point 1437
Featuring a swimming pool, the 5-bedroom The Point 1437 Villa Ocean Pines is suitable for up to 10 people and is located 3.6 km from Baja's Amusements. Providing guests with Wi-Fi and parking, the holiday home is about 15 minutes' drive from the historic Trimper's Rides Amusement Park.
The Point 1437 Villa offers a casino for entertainment, as well as fisheries for sport lovers.
Furnished Deck! Waterfront Ocean Pines Home
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Heating
Located a 10-minute drive from Isle of Wight, Furnished Deck! Waterfront Ocean Pines Home gives access to various tourist sites in the vicinity. The 2-bedroom holiday home hosts up to 5 guests and provides them with a car park.
Furnished Deck! Waterfront Ocean Pines Home
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Heating
Furnished Deck! Waterfront Ocean Pines Home
Located a 10-minute drive from Isle of Wight, Furnished Deck! Waterfront Ocean Pines Home gives access to various tourist sites in the vicinity. The 2-bedroom holiday home hosts up to 5 guests and provides them with a car park.
8 Mi To Beach: Ocean Pines Home Near Marina & Golf
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Located nearly 25 minutes' walk from Ocean Pines Golf and Country Club, the 3-bedroom 8 Mi To Beach: Ocean Pines Home Near Marina & Golf provides access to various tourist attractions in the vicinity. This Ocean Pines holiday home is suitable for up to 7 guests and features private car parking.
8 Mi To Beach: Ocean Pines Home Near Marina & Golf
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
8 Mi To Beach: Ocean Pines Home Near Marina & Golf
Located nearly 25 minutes' walk from Ocean Pines Golf and Country Club, the 3-bedroom 8 Mi To Beach: Ocean Pines Home Near Marina & Golf provides access to various tourist attractions in the vicinity. This Ocean Pines holiday home is suitable for up to 7 guests and features private car parking.
Game Room! Waterfront Group Haven In Ocean Pines
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Situated approximately a 25-minute stroll from Ocean Pines Golf and Country Club, the 6-bedroom Game Room! Waterfront Group Haven In Ocean Pines villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in.
Game Room! Waterfront Group Haven In Ocean Pines
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Bar/ Lounge area
- Outdoor swimming pool
Game Room! Waterfront Group Haven In Ocean Pines
Situated approximately a 25-minute stroll from Ocean Pines Golf and Country Club, the 6-bedroom Game Room! Waterfront Group Haven In Ocean Pines villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in.
Patio, Pool Access! Coastal Ocean Pines Cottage
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Spa & wellness centre
- Outdoor swimming pool
Located within 15 minutes' walk of Pine Shore Golf North, the 3-bedroom Patio, Pool Access! Coastal Ocean Pines Cottage provides access to various tourist attractions in the vicinity. This Ocean Pines holiday home hosts up to 3 guests and provides them with a private parking lot.
Boasting an outdoor swimming pool, Patio, Pool Access! Coastal Ocean Pines Cottage offers opportunities for hiking to stay active during your trip.
Patio, Pool Access! Coastal Ocean Pines Cottage
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Flat-screen TV
- Spa & wellness centre
- Outdoor swimming pool
Patio, Pool Access! Coastal Ocean Pines Cottage
Located within 15 minutes' walk of Pine Shore Golf North, the 3-bedroom Patio, Pool Access! Coastal Ocean Pines Cottage provides access to various tourist attractions in the vicinity. This Ocean Pines holiday home hosts up to 3 guests and provides them with a private parking lot.
Boasting an outdoor swimming pool, Patio, Pool Access! Coastal Ocean Pines Cottage offers opportunities for hiking to stay active during your trip.
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Beach access
Teal Haven
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Located 2.4 km from Pine Shore Golf North, the 3-bedroom Teal Haven Villa Ocean Pines has a swimming pool and is ideal for up to 8 guests.
Teal Haven Villa offers a casino for entertainment, as well as fisheries for sport lovers.
Teal Haven
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Golf centre
- Outdoor swimming pool
Teal Haven
Located 2.4 km from Pine Shore Golf North, the 3-bedroom Teal Haven Villa Ocean Pines has a swimming pool and is ideal for up to 8 guests.
Teal Haven Villa offers a casino for entertainment, as well as fisheries for sport lovers.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Ocean Pines, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Pool, Trail Access! Dog-Friendly Ocean Pines Haven |
9.8 / 10 (5 Reviews) |
From 434$ | |
| Seafarer 7 |
6.8 / 10 (8 Reviews) |
From 169$ | |
| Trinity Place Treasure |
8.8 / 10 (5 Reviews) |
From 246$ | |
| Pool Access, Deck & Grill: Ocean Pines Getaway |
10.0 / 10 (1 Reviews) |
From 213$ | |
| Beaconhill Road 68 |
9.5 / 10 (2 Reviews) |
From 219$ |
Frequently Asked Questions
What dog-friendly vacation rentals in Ocean Pines are available?
Dog-friendly rentals like the Pool, Trail Access! Dog-Friendly Ocean Pines Haven and the Boat Dock! Waterfront Group Getaway In Ocean Pines welcome your pets. They provide secure spaces for pets to enjoy.
Choose a rental with a yard for your dog to stretch and play - this is common in many Ocean Pines homes.
Which vacation rentals in Ocean Pines are suitable for families with kids?
The 9 Mi To Beach! Family Getaway In Ocean Pines and Game Room! Waterfront Group Haven In Ocean Pines cater specifically to families. These properties often have extra space and amenities for children.
Look for rentals that provide kid-friendly games and activities nearby to keep the little ones entertained.
What rentals in Ocean Pines have pools for guests?
Options like the Patio, Pool Access! Coastal Ocean Pines Cottage and Pool Access, Deck & Grill: Ocean Pines Getaway feature private or community pools. This is perfect for cooling off during hot days.
Reserve your stay in late spring or early summer to fully enjoy the pool before peak tourist season.
What are the best Ocean Pines vacation homes with views?
Stay at the Furnished Deck! Waterfront Ocean Pines Home or the 14 Clipper On The Bay for beautiful views. These homes highlight the waterfront scenery, enhancing your vacation experience.
Book a rental with a deck or balcony for the best views of sunrises and sunsets over the water.
Which Ocean Pines rentals are popular for extended stays?
Coral Shells and Ocean Pines Fairway are known for being comfortable for extended visits. They offer amenities that make longer stays more enjoyable.
Consider properties with kitchen facilities to save on dining costs during your stay.
What are some budget-friendly vacation homes in Ocean Pines?
The Seafarer 7 and Drawbridge Rd 38 offer great options for budget-conscious travelers. These homes provide comfortable stays at affordable rates.
Try booking your stay during weekdays to find lower prices compared to weekends.
Are there boutique vacation rentals in Ocean Pines?
The Trinity Place Treasure provides a unique boutique-style stay. It combines comfort with personalized touches for a memorable experience.
Opt for rentals that highlight local art and decor to enhance your boutique experience.
What activities are popular in Ocean Pines during the summer?
In summer, families enjoy the local beaches, water sports, and community events like the Ocean Pines Farmers Market. Activities provide something for everyone to enjoy.
Visit the farmers market on Sundays for fresh produce and local crafts - it's a fun family outing.
How can I get around Ocean Pines efficiently?
Ocean Pines is easily navigated by car or bike, with bike trails available for outdoor enthusiasts. Having a vehicle allows you to explore nearby beaches and attractions.
Bring your bicycle for exploring nearby tranquil trails or to reach beach areas quickly and affordably.
What is the ideal season to visit Ocean Pines?
The best time to visit Ocean Pines is during late spring and early summer for pleasant weather. This time also allows you to enjoy fewer crowds ahead of the peak summer months.
Plan your visit in June to catch the early summer activities before peak prices hit.