Ocean Pines

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Best Ocean Pines Hotels with Free WiFi

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10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street
10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street10 minutes to Ocean/beaches, stylish, inviting home on a quiet tree-lined street
10
stylish
Hotels in Ocean Pines
"Experience modern, stylish living in this seamless open concept space with hardwood floors, panoramic windows, a vaulted ceiling, and skylights, this space is truly inviting. Enjoy the outdoors on the screened porch or spacious patios, and entertainment areas. Only minutes away from Ocean City's beautiful sandy beaches, it's the perfect refreshing getaway or a must-stop vacation."Ocean Pines, Maryland is a picturesque community located on the Eastern Shore of the state. Nestled amidst natural beauty, this residential area offers a tranquil and idyllic setting for residents and visitors alike. With its prime location just a few miles inland from the Atlantic Ocean and the popular resort town of Ocean City, Ocean Pines provides a desirable blend of serenity and access to coastal amenities.With its proximity to Ocean City, Ocean Pines residents have quick and convenient access to the area's world-class beaches, boardwalk, and resort amenities. Just a short drive away, Ocean City offers a bustling atmosphere with entertainment options, amusement parks, water parks, vibrant nightlife, and a wide array of dining establishments.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Outstanding
5 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
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
24
Min. to Ocean City
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
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 park
3
Assateague island.Family-friendly white horse park
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
19 reviews
9.8/10
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Beautiful Beach Cottage in Ocean Pines
0
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
9.6/10
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Incredible Bayfront Home with Amazing Sunsets!  A Warm Home with Lots of Space
Incredible Bayfront Home with Amazing Sunsets!  A Warm Home with Lots of SpaceIncredible Bayfront Home with Amazing Sunsets!  A Warm Home with Lots of SpaceIncredible Bayfront Home with Amazing Sunsets!  A Warm Home with Lots of SpaceIncredible Bayfront Home with Amazing Sunsets!  A Warm Home with Lots of SpaceIncredible Bayfront Home with Amazing Sunsets!  A Warm Home with Lots of SpaceIncredible Bayfront Home with Amazing Sunsets!  A Warm Home with Lots of Space
56
Hotels in Ocean Pines
A very warm home for three couples or a family of 6 or less. Three bedrooms and three and a half bathrooms. Nice open floor plan from kitchen to eating area to TV family room. Plenty of kitchen supplies for cooking. Grill on deck. Three TVs: family room, master bedroom and upstairs loft. Lovely UNADVERTISED space includes a loft area to chill and watch movies or read a book. The added upstairs area must be self cleaned as the cleaner will not clean the upstairs. The beds are not for sleeping due to the Worcester County laws of not having the bedrooms divided by a wall.Beautiful screened in porch along with an open deck that looks out on the water with beautiful sunsets. Outside deck is nice and large and is perfect for dining. Bicycles and Kayaks are available along with helmets and life vests. Please rinse off the kayaks if used. It's a little tricky get in and out of them from the lagoon. Lots of restaurants within the neighborhood including the Yacht Club, Southgate Grill, Southside deli, The Public House etc. Ocean Downs Casino is nearby on the bayside if you want to venture out for a fun night. Of course, many wonderful restaurants in Ocean City and Berlin.Ocean Pines Association offers day or weekly passes for the Ocean Club and pool. VERY IMPORTANT: BRING YOUR OWN SHEETS, BATH, AND BEACH TOWELS.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Bring your own sheets and towels No smoking No pets.You will be staying in our home. Please treat it with care and respect. Quiet hours between 10:00 pm - 7:00 am.,Trash pick up are Mondays and Thursdays Recyclables are on Thursday Please pull to curb the evening before..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Amazing
9.4/10
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Luxe Homey Get-Away Beach Cove
Luxe Homey Get-Away Beach CoveLuxe Homey Get-Away Beach CoveLuxe Homey Get-Away Beach CoveLuxe Homey Get-Away Beach CoveLuxe Homey Get-Away Beach CoveLuxe Homey Get-Away Beach Cove
34
Hotels in Ocean Pines
Quiet and Private Spacious home, our guest have the privacy of a full kitchen, three large bedrooms, a large living room with a fire place as well as an outdoor patio perfect for Cookouts or Smores.This secluded home is only 10 minutes away from the Beach and is a perfect Family Get-Away from Home!We are very accommodating host so if you have any questions about pricing, dates and availabilities or amenities please contact us at any time.The spaceAll space of home is to guest.Guest accessAll space of home are for guest.Other things to noteThe house also comes with Snacks for guest, Washer and Dryer as well as full access to Cable and WIFI.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 events:No events allowed.
Very Good
8.6/10
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Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+
Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+Teal Bay Getaway- Waterfront, 2 Masters, Pet Friendly, 5+ Bedrooms, Sleeps 17+
46
2 Masters
Hotels in Ocean Pines
Relax in this spacious 5 + bedroom, 3.5-bath Ocean Pines home, minutes from Ocean City and Assateague Island. Perfect for groups, it sleeps 17 with 9 beds, including two master suites—one with its own living room. Enjoy a private dock, fire pit, fenced yard, a grill, plus 2 surfboards and 2 Adult & 3 Children Kayaks, 2 Adult fishing Kayaks, TVs in every room, and plenty of games for kids. The home also offers two laundry areas, a fully equipped kitchen, and access to Ocean Pines' pools, trails, tennis courts, and more. Pet-friendly and perfect for lasting memories!About pets:Pets allowed: dogs (limit 1 total).BYOC, Pets must be crated when left unattended..About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
3 reviews
10.0/10
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Serene Ocean Pines Cottage - Great for Families & Close to All Area Attractions!
Serene Ocean Pines Cottage - Great for Families & Close to All Area Attractions!Serene Ocean Pines Cottage - Great for Families & Close to All Area Attractions!Serene Ocean Pines Cottage - Great for Families & Close to All Area Attractions!Serene Ocean Pines Cottage - Great for Families & Close to All Area Attractions!Serene Ocean Pines Cottage - Great for Families & Close to All Area Attractions!Serene Ocean Pines Cottage - Great for Families & Close to All Area Attractions!
45
Hotels in Ocean Pines
Welcome to our Peaceful Pines Family Retreat located in the amenity rich community of Ocean Pines! Whether you are looking for a little R&R or seeking some outdoor adventure, you can enjoy it all just minutes from our cozy, inviting and updated coastal cottage. Our home is located just 8 miles from Ocean City, 7 miles from Berlin (voted America’s Coolest Small Town) 13 miles to Assateague State Park and 2.6 miles to Ocean Downs Casino among many other attractions.Rental Lic # 4033We are so excited to share our newly remodeled home with you all! We have added three bedrooms and a bathroom to our cottage as well new floors throughout the first floor. LIVING AREARelax and unwind on our cozy sofas. In the winter or for cooler nights, turn on the gas fireplace for added comfort. Enjoy your favorite movies or shows on our 55” smart TV.Living Room has a pullout, full size sleeper bed. KITCHEN & DINING Spacious and bright kitchen makes cooking on vacation fun! Equipped with plenty of pots, pans, and kitchen tools for fresh and delicious meals. Additionally, there are plenty of toddler/kid appropriate plastic cups, plates, bowls and utensils.Center island aids in meal prep and also has two bar stools for added seating.Dining table is an 8’ long restored barn wood table with plenty of room for everyone! A perfect place for enjoying crabs with friends and family. Additionally the coffee station folds out into a table and we have short stools that make it a great spot for kids. BED & BATHThis home has a total of four bedrooms and 2.5 bathrooms. First Floor: There is one bedroom on the first floor with a comfortable queen mattress, tv and glider and ottoman. This bedroom has it's own full size bathroom with shower/tub combo and has large walk in closet as well as additional linen closet. The bathroom has plenty of hooks to hang up towels and swimsuits. This first floor suite is great for families who may want a little more privacy or quiet or simply for guests who enjoy first floor living to walking up and down stairs. The glider is great for moms with little ones and a pack and play (provided) fits comfortably in this space as well. Second Floor: There are three bedrooms and one bathroom on the second floor. All bedrooms are equally cozy and inviting. Bedroom #1: Queen size bed and rocking chair. Bedroom #2: Full size bunk bed along with twin trundle. Cozy reading nook with floor cushions.Bedroom #3: Queen size bed, twin bed, work space with desk and chair. The second floor has a full bathroom with beautiful rain head and hand held shower combo. Plenty of hooks as well for towels and swimsuits. Guests will find complimentary toiletries upon arrival.Linens, and bath towels are provided to our guests at no additional cost. Please bring your own beach towels. We apologize for any inconvenience but we simply do not have the capacity for them. There is an additional half bath on the first floor as well. OUTDOOR AREASThere is a screened in porch located off of the dining area. This is a lovely place to enjoy coffee in the morning or unwind in the evening. The porch has two chairs, loveseat and bistro table with two dining chairs.Additionally there is an outdoor table with umbrella and six chairs just outside of the screened porch. Front driveway is allowed to have up to (4) cars. EXTRA AMENITIES & ADDITIONAL DETAILSComplimentary WifiWasher/DryerPack & Play with sheetsHigh Chair Keurig K-Cups(4) beach chairsBeach ToysCoolerLaundry DetergentDish DetergentDish SoapHand SoapShampoo & ConditionerBody WashPrivate work space (desk & chair)(2) Hair dryersProperty includes one parking pass for the Ocean Pines Beach Club on 49th Street in Ocean City, MD. Parking pass must be left at property upon departure. Cost to replace lost parking pass is $50.Access to property is secure through Wifi enabled smart lock. Guests will receive code prior to arrival at home. Your code will be active during the length of your stay.There is a small daily fee for use of the four seasonal outdoor pools or one year round indoor poolTHE LOCATION Enjoy waking up and quickly grabbing fresh bagels, coffee and donuts as we are walking distance to many shops and restaurants in Ocean Pines as well as to the dog park, playground and racquet center. Ocean Pines has 5 pools, a small beach area (perfect for younger kids), trails, playgrounds, Saturday morning Farmer’s Market, Yacht Club, Golf Course and racquet sports and more! If you want to enjoy the sand and surf of the Atlantic Ocean, Ocean City, MD is only 8 miles away. With our Ocean Pines Beach Club parking pass you can easily get to and from the beach. And if you prefer to avoid some of the summer crowds in Ocean City, you can enjoy great restaurants, go-carts, mini-golf, arcades, etc. all within 6 miles from our home. Frontier Town is a fun Western Theme and Water Park located 8 miles from our home. Assateague State Park is a must do to see the beautiful wild horses that inhabit the island. There are many wonderful and serene hiking trails as well that everyone can enjoy. Again, a pass to the state park is included with the home. Berlin has an incredible and charming small town vibe with a vibrant main street. There are lots of great shops, restaurants, coffee shops and more to explore and enjoy. I have included a list of some of the happenings in the area below. There is always so much to enjoy. We require a 3-night minimum. Check out is at 10AM and Check in is at 4PM. Property capacity is 10 guests. Please notify us ahead of time if any other guests will be visiting during your stay. Linens and towels are provided during your stay. You will find linens, blankets and pillows in the master bathroom linen closet for the sleeper sofa and pack and play. Dogs are not allowed at this property. Smoking is not allowed on the property, inside or outside. Sorry for the inconvenience. Please adjust the AC to your liking. Upon leaving please set to 78 degrees in the summer and 55 degrees in the winter. We currently have beach towels, four beach chairs, cooler and beach toys to use during your stay. Please just make sure they all return to the home for the next guest to use and enjoy.Please feel free to reach out with any questions at all. We are so excited for you to enjoy our home and make lasting memories during your fun-filled and relaxing Eastern Shore vacation!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
17 reviews
9.8/10
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