Ocean Pines

Ocean Pines Hotels with Wifi

Enter your dates to discover hotels in Ocean Pines with fast, dependable WiFi.

Swipe down to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Hotels with Free WiFi in Ocean Pines

Find the best hotels with WiFi in Ocean Pines for a reliable internet connection.
Most Booked
Lowest price
Closest to downtown
Highest Rated
30
Hotels in Ocean Pines
Beautifully decorated private mother-in-law suite (1,000 square feet) locked off from the rest of the house, across the bay from Ocean City, MD. Private entrance overlooking the marsh with abundant wildlife. Daily visitors include deer, heron and duck. Occasional visitors include fox, raccoon and eagle. We are 10 minutes from Berlin which has been awarded “coolest small town in America”. With award winning restaurants and boutiques there is something for everyone. Hollywood has even filmed 2 movies here: Runaway Bride starring Richard Gere and Julia Roberts and Tuck Everlasting starring: William Hurt, Sissy Spacek and Ben Kingsley. Assategue National Park is 15 minutes away come see the wild ponies and some of the best wind surfing in the country. We offer free use of stand up paddle boards just simply walk the deer path from our backyard to a beautiful gut of water that leads to the bay We also have a kayak available for use.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 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
10/10
Check availability
14
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
Check availability
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
16 reviews
9.8/10
Check availability
12
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
9.8/10
Check availability
16
Hotels in Ocean Pines
Enjoy your time away at our home at White Horse Park, a bayfront community with all of the amenities you need and just a short 20-minute trip to Ocean City! Get the best of both worlds with a quiet, relaxing community but also all of the amenities you're looking for on your vacation. Pets are a part of the family, so we welcome up to two dogs to join you on your vacation (sorry, no cats). Our home is a simple, quaint rental with just what you need for a restful trip.The PropertyThis three bedroom unit provides a fully equipped kitchen with a small tv, a living room with seating for five and a large, flat screen tv on the wall. The kitchen includes all basic pots, pans and utensils, a crockpot, dining table for 4 and all the basics you could need. Please note: we can only sleep four people at a time. Bedroom 1 has a queen sized bed (60"x80"), bedroom 2 has a full sized beds (54" x 72") and bedroom three has a bunk bed with two twin beds (39" x 75") for the little ones. We also have a pull out sofa bed. With a washer and dryer in unit, free WiFi, parking for two, a gas grill and a large deck to enjoy your morning coffee and beautiful weather, our property has everything you need to enjoy your vacation.The CommunityAt White Horse Park, you will have access to a community pool (passes provided), a bay front waterfront, pavilion and playground, all within walking distance of the rental. Enjoy this quiet, quaint community right on the bay.The LocationEnjoy all of the beach activities, while also enjoying calm & quiet at our home in Berlin. Ocean Pines is about a five minute drive away, with your basic dining, shopping and golfing. In just 20 minutes, you'll find yourself in Ocean City, Maryland, where you can immerse yourself in any beach activity you could think of! From public beach access to all the seafood restaurants you can think of, Jolly Rogers Amusement Park, mini golf, or Ocean City's Boardwalk, you have all of the best beach attractions at your fingertips.What to you need to know- The minimum age to rent is 25, in order to protect our home. There are a max of four guests, as required by the county.- No smoking in the home- Up to two dogs are permitted with a $75 pet fee- We use Blink cameras (outside of the doors only) to confirm arrival and departure time and to provide security, both to you and while the house is unoccupied. There are no video cameras in home.- You can bring your own linens, or use ours, as long as you wash and dry prior to your departure. Depending on which rooms you intend to use, we recommend bringing queen sheets with deep pockets for bedroom #1, full sheets for bedroom #2, and two sets of twin sheets for bedroom #3.- Check in time is 3 p.m. and check out time is 11 a.m.We look forward to hosting you!About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Great community pool. Bike Rental, Playground!.About customRules:The cleaning fee of $125 ensures the next renter has a clean home..We use Blink cameras on the outside of our unit to confirm your arrival and departure. They also provide security when no ones renting..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.Absolutely no smoking in unit.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.No grads/ kids. ID checked at office..
Great
9.2/10
Check availability
33
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.Ocean Pines Beach Club parking Included.( located at 48th street Oceanside in Ocean City).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 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
Check availability
76
Hotels in Ocean Pines
Escape to our beautifully updated 3-bedroom rancher in peaceful Ocean Pines! Perfect for families, this single-level home offers a cozy fireplace, screened patio, and modern kitchen. Enjoy access to the exclusive Ocean Pines Beach Club in Ocean City with our included parking pass. A quiet, relaxing retreat for up to 6-8 guests, just minutes from 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
10/10
Check availability
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. Pool passes will need to be purchased separately through the Ocean Pines Association. VERY IMPORTANT: BRING YOUR OWN SHEETS, BATH, AND BEACH TOWELS. We have a three night minimum.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
Check availability
35
Hotels in Ocean Pines
Welcome to your Ocean Pines getaway. Off street parking for 4 cars stacked, and street parking if needed. Enter the home through a beautiful covered front porch with a swing for two and lovely sitting area, love seat and two chairs with large ceiling fans, you'll feel like your sitting in your living room but outside.This sweet home has 3 bedrooms and two full baths, master bedroom with a king sized bed and on-suite bath. Bedroom 2 has a queen bed, and bedroom 3 has a Queen size bed. A fully stocked kitchen, perfect for preparing an evening meal, lunch for the beach or entertaining. With an eat in kitchen, or proper dining room there’s plenty of space for the whole family. Cozy living room with lots of seating, and working fireplace making this rental perfect all year round. All season sun room with sofa, chair and ottoman, high pub table for 4 and bar cabinet stocked with glasses. Dogie door in sun room, large enough for 100# dog which leads to fenced in back yard. Back yard has a large deck, sand pit area with fire pit, Weber gas Grill and plenty of outside seating. Enjoy a parking pass to Ocean Pines Beach Club 49th street (5 miles).Two car garage is locked for owner only. For your convenience the air conditioning is set 70-78 degrees for you to manage during your stay, if you would temp lower then 70 please request in advance and there will be an additional fee charged.About pets:Pets allowed: dogs and cats (limit 2 total).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: 25.About events:No events allowed.
Outstanding
24 reviews
9.8/10
Check availability
46
Hotels in Ocean Pines
Welcome to the blue beach bubble. Located just 5 miles from Ocean City and 25 minutes from Assateague, our cottage is the perfect place to let your cares meltaway. Not just for summertime fun -our home is ideal for a cozy winter getaway!We are situated on a quiet cul-de-sac so parking a breeze and providing a safe space for the kids to play.Morning sun shines on our front porch making it the perfect spot to sit outside, sip your coffee, and listen to the birds.With 3 bedrooms and 2 baths, this home comfortably sleeps 6. 1 King (with 42” TV)1 Full2 twin beds (bunk)We also have 1 roll out cot (adult) and 1 pack and play for younger guests.Need to catch up on your latest shows? Comfortable living space has 65” smart TV.Dining area includes cozy breakfast nook that looks into the living room.Don’t feel like eating out every night? Full kitchen contains electric stove, pots and pans, dish ware, shelves to store some pantry items and a fridge for perishables. Also contains a microwave for heating up those leftovers if you do venture out.Our cottage also has an enclosed 3 season room that gets plenty of sun!What’s around?Ocean City - Beach parking passes included with rentalAssateague IslandFrontier TownTown of Berlin-lovely to walk around and shop. Loads of antique store and boutiques.Outlet shoppingGo-KartsGolf coursesNumerous bike/hiking trailsMarinas5 Community PoolsOcean Downs CasinoThis spot is perfect when you don’t want your whole vacation to be at the beach. There are plenty of other activities so even if it is a rainy day- your plans aren’t awash. So come, relax and unwind at our fantastic blue beach bubble!About pets:Pets allowed: limit 2 total.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:We are so happy that you’ve chosen to stay at our home. We hope that this cottage will give you and chance to rest and rejuvenate..Please treat our home and belongings as you would treat your own.,Please be respectful of the neighbors by keeping the volume down during normal sleeping hours..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
10/10
Check availability
See All Hotels With Wifi in Ocean Pines

FAQs

How do I book a hotel on Trip.com?

To book a hotel on Trip.com, simply enter your destination, travel dates, and the number of guests on the page. Then, browse through the available hotels and select the one you want to book. Follow the prompts to enter your payment information and complete the booking.

How do I get hotel deals on Trip.com?

There are several ways to find affordable hotels on Trip.com. You can narrow down your search results by filtering hotels according to your preferred price range, or you can sort the results by price to view the cheapest options first.

Where can I find hotel deals on Trip.com?

Trip.com offers a wide variety of hotel deals and promotions that are available throughout the year. You can easily find these special offers on our deals page. What's more, if you are a member of our loyalty program, you can sign in to your account and discover exclusive discounted rates at hotel list pages.

How can I get lower prices for hotels?

Sometimes booking hotels midweek is cheaper, but it also depends on the season.

How many hotels are listed on Trip.com?

You can find over 1.5 million hotels in more than 230 countries or regions on Trip.com. Haven't decided which hotel to book? Browse our site to get ideas!

Can I cancel or change my hotel bookings on Trip.com?

It depends on the hotel policy and date of cancellation. Please check the policy section of the related hotel pages. To cancel or change your bookings, sign in to your Trip.com account, go to "My Bookings", and follow the instructions.

How do I contact Trip.com customer support?

You can contact Trip.com's 24/7 customer support by visiting the Help Center on Trip.com and submitting a request. You can also contact us by phone or service chat, depending on your location.