Ocean Pines

Hotels with pools in Ocean Pines

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Best Ocean Pines Hotels with Swimming Pools

Check out our selection of Ocean Pines hotels with Pools
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OCMD Family Beach Retreat
OCMD Family Beach RetreatOCMD Family Beach RetreatOCMD Family Beach RetreatOCMD Family Beach RetreatOCMD Family Beach RetreatOCMD Family Beach Retreat
16
Hotels in Ocean Pines
This is the perfect beach home getaway with 6 Br plus 3 full baths and outdoor shower. Kitchen is fully equipped with everything you need. There are endless amenities. 5 pools, 1 indoor pool and 1 at the beach club on the beach, golf, parks, boat marinas, reastaurants, live outdoor music in the summer months at the Yacht club. Close to beaches, boardwalk, and restaurants, local farmers market. Your family will love all this home has to offer. 72" Roku TV in extra large family room. All bedrooms also have Roku TV's. Beautiful front porch with swing for morning coffee or just relaxing with your favorite book as well as a back deck. In the evening there is a fire pit in the back for family fun to unwind from your fun filled day. A gas grill is ready for evenings when you just want to relax at home for lunch or dinners. 6 Beach chairs and beach towels are provided and 2 umbrellas are available for your use. The property has a ring front doorbell for added security and keyless lock system. Linen service can be scheduled at letsmakebeds.com if you do not want to supply your own bedding and towels. they will provide linens ,make the beds and pick up dirty linens all put in the bag that is provided for you. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
14 reviews
10.0/10
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Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Updated 3 Bedroom 2 Bathroom Home - Ocean PinesUpdated 3 Bedroom 2 Bathroom Home - Ocean PinesUpdated 3 Bedroom 2 Bathroom Home - Ocean PinesUpdated 3 Bedroom 2 Bathroom Home - Ocean PinesUpdated 3 Bedroom 2 Bathroom Home - Ocean PinesUpdated 3 Bedroom 2 Bathroom Home - Ocean Pines
76
Hotels in Ocean Pines
Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10-15 minutes to the beach!About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.
Outstanding
17 reviews
10.0/10
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Newley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk in
Newley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk inNewley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk inNewley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk inNewley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk inNewley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk inNewley Renovated Beach Home, Min. to Ocean City,1st FL. Master Suite, walk in
32
Hotels in Ocean Pines
There is nothing quite like getting your fill of quality time and sweet relaxation here in Ocean Pines, so make yourself at home and spread out in this stunning home-away-from-home. Sitting mere minutes from the heart of town and the calm waters of Isle of Wight Bay, you will have no trouble filling each day with fun activities and memories in no time. Plus, you can easily take advantage of the on-site tennis courts, pickleball courts, fitness center, indoor pool, beach club, three outdoor pools, marina, fishing and crabbing piers, a skate park, and so much more! When you find yourself having a bit of downtime inside, the bright interior of this home will dazzle even the most design-oriented guests. Modern decor, comfortable furnishings, and an open concept layout are just the beginning of how special this escape is. Hop into the full kitchen and prepare anything from a quick snack to munch on during movie nights in the living room to a gourmet meal enjoyed at the accommodating dining table. And, if you want a bit of alone time at the end of an exciting day, the jetted tub in the primary bedroom will be just the place to soak in bliss!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Notice Trash and Recycling Schedule. Located in Seahorsing Around Manual..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.
Outstanding
19 reviews
10.0/10
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Ocean Pines
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Near it all OC beaches,Assateague island.Family-friendly white horse park
Near it all OC beaches,Assateague island.Family-friendly white horse parkNear it all OC beaches,Assateague island.Family-friendly white horse parkNear it all OC beaches,Assateague island.Family-friendly white horse parkNear it all OC beaches,Assateague island.Family-friendly white horse parkNear it all OC beaches,Assateague island.Family-friendly white horse parkNear it all OC beaches,Assateague island.Family-friendly white horse park
8
Hotels in Ocean Pines
Home2 bedroom-1 bathroom Laundry in unitFull eat in kitchen with crockpot, coffee maker, rice cooker, pots,pans,cups,plates and utensils.linens are provided-sorry no bath towelsCable TV and free Wi-FiPicnic table with umbrella and BBQ grill for family outdoor entertainmentClose to Ocean City,Assateegue Island,Glen Riddle Golf,Burly Oak Brewing,Windmill Creek Winery. Community pool,playground,crabbing and fishing pier with water excess . If bringing boat it most be stored off site at places like race track marina Near by on rt 589 on racetrack rd with public ramp near by fee 50 dollars a week to keep there as of 2023 . Sorry this is park rules . Great place for family fun and relaxation . Kayaks canoes ok but no boats or trailers .About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Sorry no boats or trailers park rules.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
40 reviews
9.8/10
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Beautiful Beach Cottage in Ocean Pines
Beautiful Beach Cottage in Ocean PinesBeautiful Beach Cottage in Ocean PinesBeautiful Beach Cottage in Ocean PinesBeautiful Beach Cottage in Ocean PinesBeautiful Beach Cottage in Ocean Pines
10
Hotels in Ocean Pines
Open concept floor plan with lots of light and space for all of your guests in beautiful Ocean Pines. The property features a large open living area, screened in porch and patio with firepit and grill. The living room has a full-size sleep sofa to accommodate extra guests. The oversized master bedroom has an ensuite bathroom with a walk-in shower. The front bedroom has a full size bed while the middle bedroom has a queen bed. The "kids room" feature two twin beds and all of the bedrooms, along with the living room, are equipped with Smart TV's (note: the house does not have cable and linens are not provided). The property is right down from Bainbridge Park which features a stocked fishing pond, playground, and nature trails. Rental includes beach club parking pass for the Ocean Pines Beach Club on 49th Street. Pool passes can be purchased separately for an additional fee as well as passes for other community amenities such as tennis or golf.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Amazing
6 reviews
9.6/10
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Coastal Waterfront Getaway- Pet Friendly - Pools- Golf-Sleeps 8- Self Check-in !
Coastal Waterfront Getaway- Pet Friendly - Pools- Golf-Sleeps 8- Self Check-in !Coastal Waterfront Getaway- Pet Friendly - Pools- Golf-Sleeps 8- Self Check-in !Coastal Waterfront Getaway- Pet Friendly - Pools- Golf-Sleeps 8- Self Check-in !Coastal Waterfront Getaway- Pet Friendly - Pools- Golf-Sleeps 8- Self Check-in !Coastal Waterfront Getaway- Pet Friendly - Pools- Golf-Sleeps 8- Self Check-in !Coastal Waterfront Getaway- Pet Friendly - Pools- Golf-Sleeps 8- Self Check-in !
31
Hotels in Ocean Pines
Welcome to our charming 3-bedroom, 2-bathroom beach retreat, where relaxation and adventure come together! Perfect for families, couples, and friends, our home offers self check-in, sleeps 8 comfortably, a screened porch for morning coffee or evening cocktails, and a cozy, coastal atmosphere to unwind.Located in a beautiful community with a golf course and four pools, you can enjoy a morning swim, a round of golf, or a game of tennis or pickleball. Many parks and trails for a leisure walk. For water lovers, the kayak launch offers easy access to scenic paddling adventures. In the evenings, visit the nearby family-friendly yacht club for waterfront dining and live music. Don’t miss the Saturday farmers market, where you’ll find fresh produce, baked goods, and local treasures.Best of all, our home is dog-friendly, so your four-legged companion can join in on the fun! Whether you're seeking peaceful beach days, outdoor activities, or delicious dining, this is the perfect place to make unforgettable memories.Book your stay today and start your coastal escape!Ocean Pines Community: Ocean Pines is a premier residential community nestled on Maryland's Eastern Shore . With over 9 miles of waterfront property and enough trees to shade the majority of the 3,000 acres, Ocean Pines is truly a jewel located only 5 miles from Ocean City and the Atlantic Ocean. The community boasts four outdoor pools, one indoor pool, an 18-hole Robert Trent Jones, Sr. designed golf course, a yacht club, two marinas. a community hall, a tennis complex, pickleball courts,soccer fields, baseball fields, basketball courts, several lakes, and numerous parks, playgrounds, walking trails, and a new skateboard park. All Ocean Pines amenities ( pools and golf facilities) require a fee to use. Parking at Beach Club is not included. About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:No Boats / Jetskis or trailers permitted on our property or docking on canal..Please no smoking inside our home.,Pet Rules: please don’t leave pets on outside porches without someone with them. Ocean Pines has a noise ordinance and it pertains to pets..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.No smoking allowed inside only outside.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Great
24 reviews
9.2/10
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Cozy Coastal Cottage Ocean Pines
Cozy Coastal Cottage Ocean PinesCozy Coastal Cottage Ocean PinesCozy Coastal Cottage Ocean PinesCozy Coastal Cottage Ocean PinesCozy Coastal Cottage Ocean PinesCozy Coastal Cottage Ocean Pines
21
Hotels in Ocean Pines
New paint and flooring! Escape to a fun-filled getaway in this cozy coastal cottage nestled in the Ocean Pines community. Soak in beautiful morning views while inside the screened-in porch. Find top-notch amenities that Ocean Pines is known for: indoor and outdoor pools, golf, fine dining and much more. Minutes to Ocean City beaches, the local casino and only a short drive to the Assateague Island National park. Now under owner management.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Great
14 reviews
9.2/10
Check Availability
Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.
Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.Quiet coastal retreat, minutes from Ocean City, MD, full kitchen.
27
Hotels in Ocean Pines
Enjoy nature and wildlife from your window! The property backs up to a marsh and the Manklin Creek. Located just minutes from Ocean City and Assateague Island. The apartment is separate from the main house, allowing for extra privacy. There is a bedroom with sitting area, full bath, and eat-in kitchen. Large windows in the sitting area give you a view of the marsh and our wildlife visitors.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10.0/10
Check Availability
See All Hotels with Pools in Ocean Pines

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