Fenwick Island Lighthouse - 2 min drive - 1.1 miles
Ocean City Beach - 3 min drive - 1.3 miles
Maryland Beach - 3 min drive - 1.3 miles
Fenwick Island Beach - 3 min drive - 1.3 miles
Getting around
Ocean City Station - 20 min drive
Ocean City, MD (OCE-Ocean City Municipal) - 25 min drive
Restaurants
Harpoon Hanna's - 20 min walk
Royal Farms - 3 min drive
Warren's Station Restaurant - 5 min drive
Matt's Fish Camp - 4 min drive
Fins Ale House & Raw Bar - 2 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways
The Cleveland Beach House – Waterfront Luxury Just Minutes from the Beach
Relax and unwind in our spacious 5-bedroom, 3.5-bath waterfront retreat located in the coveted Cape Windsor community. The Cleveland Beach House offers the perfect balance—close to the action of Ocean City, MD and Fenwick Island, DE (just 5 minutes away!), yet far enough to enjoy peace, privacy, and unforgettable water views. Whether you're planning a family vacation, a multi-generational getaway, or a golf weekend near the award-winning Bay Side Golf Course, this 3,200 sq. ft. home has something for everyone.
✨ Highlights:
Waterfront views with a private dock, furnished deck, boat lift, and kayaks
Multiple master suites for privacy and comfort
Spacious open floor plan with multiple gathering spaces
Family-friendly with bunk room, game room, and baby gear included
Resort-style community amenities – pool (seasonal), playground, and boat ramp
Beach proximity – just a 5-minute drive to the MD/DE beaches
🏡 Inside the Home:
This beautifully decorated home features a large, open-concept main level combining the kitchen, dining room, family room, and all-season sun porch—perfect for entertaining and together time.
Living Area:
65" Roku Smart TV and plush sectional
Books, board games, and DVDs for all ages
All-season sunroom with A/C – a perfect morning coffee spot
Kitchen & Dining:
Fully equipped chef’s kitchen with 5-burner gas stove, double ovens, granite countertops, and stainless steel appliances
Large island with seating for 5, and dining with a view for 8
Additional dining/game table in the sunroom
🛏️ Bedrooms & Bathrooms:
Sleeps up to 14 comfortably across five well-appointed bedrooms:
Main Level:
Master Bedroom 1: King bed, 55" Roku TV, walk-in closet, ensuite with step-in shower
Upper Level:
Master Bedroom 2: King bed, sitting room with sectional and crib, 55" Roku TV, ensuite bath with soaking tub, walk-in shower, and dual sinks
Bedroom 3: Queen bed, 55" Roku TV
Bedroom 4: Two twin beds, 32" Roku TV
Bunk Room (Bedroom 5): Two pyramid bunks (twins over fulls), 42" Roku TV, foosball table, built-in stereo, and PS3 gaming system – a kid-favorite!
Hall bath with full tub (great for little ones)
🧳 Amenities:
Private dock, boat lift & ramp
Kayaks, fishing/crabbing gear
Bicycles for exploring
Gas grill & outdoor furniture
Ping pong table in garage
Two refrigerators – one in the kitchen, one in the garage
Washer/dryer and all linens/towels provided (just bring beach towels!)
Beach gear: Chairs, umbrella, toys, beach cart
Baby gear: Stroller, high chair, bouncy seat, booster, crib, pack & play
WiFi & YouTube TV (6 Roku-enabled Smart TVs)
Charging stations throughout
🌊 Location & Community Perks:
Cape Windsor is a quiet, waterfront community offering a lifeguarded pool (Memorial Day–Labor Day), year-round playground, and easy water access for boating and fishing. You're minutes away from Ocean City's vibrant boardwalk, Fenwick Island’s charming shops and restaurants, and top-rated golf.
Book your stay at The Cleveland Beach House – where coastal luxury, comfort, and location come together to create lasting memories.
- Baby must haves: stroller, high chair, bouncy seat, booster seats, crib and pack and play
- Three lounge areas
- Ping Pong Table
- Fully equipped kitchen
- Free private WiFi
- YouTube TV: similar to cable
- Five DVDs player
- Washer/dryer
- Electronics charging stations through out the house
- Second full size refrigerator in the garage
- Game room with foosball & PS3 gaming
- Boat ramp
- 3200 square feet
-Tax free shopping
Location: Located 1 mile from the DE/MD beaches the house is away from noise and congestion and conveniently has parking for 5 cars on site (additional parking provided by the community). Bring your golf clubs to use on the 10 different courses all located within a 2 to 8 mile radius.
24/7 Local Help: Book with confidence knowing that the rates, images and details published on this property are 100% accurate. Seasonally we are located within a mile of the home. This provides us with a local advantage to take care of any issue or need that may arise during your stay, 24/7. If any questions, needs or concerns arise just call us and we will be there at your door to make it right.
Keyless Lock: This home is equipped with a Smart Lock, allowing our guests their own personal access code. This provides easy, secure access to the property at check-in and throughout your stay. There's no need to check in at a separate location and no worries about loosing keys!
What's Included: The home is stocked with all your household essentials, high quality sheets and house towels, and a starter kit of laundry detergent, trash bags, dish and hand soap, tissues, etc.
Guests will be required to sign a booking contract with us to complete booking.
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a patio. There's space to spread out with 5 bedrooms and a dining area. Guests can expect to find free WiFi and a Smart TV with a DVD player. The bathroom offers a jetted tub and hair dryers. Other standard amenities include a washing machine, a fenced private yard, and a coffee maker. Housekeeping is available on request.
Wheelchair-accessible parking and van parking available
Onsite parking options include a garage
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Kitchen island
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster
Dining
Dining table
Bedrooms
5 bedrooms
Bedsheets provided
Bathroom
3.5 bathrooms
Bathtub or shower
Hair dryer
Jetted bathtub
Shower
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Entertainment
Books
DVD player
Games
Smart TV with cable/satellite channels
Stereo
Video games
Video library
Outdoor areas
Barbecue grill
Fenced yard
Firepit
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
5 accessible parking spaces
Upper floors accessible by stairs only
Wheelchair-accessible parking
Wheelchair-accessible van parking
Smoking not allowed
Services and conveniences
Housekeeping (on request)
Iron/ironing board
Meal delivery service
Location highlights
Near a health/beauty spa
Near a hospital
Near an outlet shopping mall
Near the bay
Near the marina
Near the sea
On the waterfront
Things to do
Bicycles
Foosball table
Golf
Kayak
Table tennis
Water sports equipment
Birdwatching nearby
Casino nearby
Cycling nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Surfing/bodyboarding nearby
Swimming nearby
Theme park nearby
Water skiing nearby
Water tubing nearby
Whale watching nearby
Wildlife walks nearby
Windsurfing nearby
Winery tours nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Bicycles
Eco-friendly cleaning products used
Housekeeping (on request)
Recycling
Unit size: 3,200 square feet
Water-efficient toilets
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 27
Check-out
Check-out before 10:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Rules
Rental agreement must be signed in order to complete booking
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Cashless transactions are available
Onsite parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 27
We should mention
Details about charges, deposits, or other important information:
This property is managed by a private host, not a professional engaged in trade or business.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property uses eco-friendly cleaning products.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Cashless payment methods are available for all transactions.
Additional information about polices, regulations, and more:
There are no elevators.
Frequently asked questions
What's there to do within easy reach of this vacation home?
This vacation home is located in Selbyville, a short 13-minute walk from Assawoman Bay and also 13 minutes on foot from Shark's Cove Marina. You'll also find Ocean City Beach and Maryland Beach within a short drive.
Will I be able to park at this vacation home?
Yes, there is accessible parking available.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways good for couples?
Amenities that appeal to couples at this waterfront vacation home include a jetted bathtub, a kitchen, and a meal delivery service.
Does Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways have a hot tub?
No, but this vacation home offers jetted bathtubs in all accommodations.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Does this vacation home have connecting rooms?
No, there aren't connecting rooms at this vacation home.
Where is the closest airport to this vacation home?
The closest major airport to this vacation home is Ocean City, MD (OCE-Ocean City Municipal), which is 13.4 mi away (25 minutes by car). Another top airport is Georgetown, DE (GED-Sussex County), which is located 26.5 mi away (41-minute drive).
Are there rooms with balconies at Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways?
Yes, every accommodation at Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways comes with a deck with some featuring golf course or water views.
Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 78 out of 78 reviews
10 - Excellent
78
Rating 8 - Good. 0 out of 78 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 78 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 78 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 78 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
John P.
Oct 13, 2025
Liked: Cleanliness
The host followed up on more than one occasion checking in making sure we were satisfied. Home was extremely clean and well organized. We will be staying there again.
John P.
Stayed 2 nights in Oct 2025
10/10 Excellent
Deborah E.
Sep 28, 2025
Liked: Cleanliness
Home was great. Our granddaughters loved the bunk house, crabbing off the dock, and views off the sunroom. There was plenty of space for everyone.Would definitely visit again. Kate was a pleasure to work with.
Deborah E.
Stayed 8 nights in Sep 2025
10/10 Excellent
Eric K.
Aug 12, 2025
Liked: Cleanliness
Eric K.
Stayed 7 nights in Jun 2025
10/10 Excellent
Phil T.
Jul 22, 2025
Liked: Cleanliness
Wonderful place to stay to enjoy all the local attractions, restaurants and activities. Access to kayaks and crabbing equipment was great.
Phil T.
Stayed 7 nights in Jul 2025
10/10 Excellent
Henry M.
Oct 21, 2023
Liked: Cleanliness
Nice spot for family gathering.
We enjoyed our brief stay while attending a family wedding.
Kate was responsive, helpful and pleasant to deal with. Check in was easy and although we did not utilize them, the kitchen was well stock. The place was clean and well organized.
Henry M.
Stayed 2 nights in Oct 2023
10/10 Excellent
Jayne L.
Oct 10, 2023
Liked: Cleanliness
Family vacation
We had a great time and the place was beyond our expectations
Jayne L.
Stayed 4 nights in Oct 2023
10/10 Excellent
Bill B.
Oct 5, 2023
Liked: Cleanliness
JC Girls Getaway
Fabulous home for a girls' getaway!
The house was beautiful and spotlessly clean; spacious and cozy. The outdoor deck was perfect for relaxing by the water. Kate was awesome and answered questions before & during our stay. An ideal place for a group of friends to reconnect 💝
Bill B.
Stayed 2 nights in Sep 2023
10/10 Excellent
Diane W.
Sep 30, 2023
Liked: Cleanliness
Golf trip stsy
House was perfect for 8 golfers. Spacious clean and very comfy. Host was very accommodating and let us check out later on Sunday
Diane W.
Stayed 3 nights in Sep 2023
10/10 Excellent
Bridget O.
Sep 11, 2023
Liked: Cleanliness
Bayside escape!
We really enjoyed our stay! Traveled with my parents and our two toddlers. The house was very clean. The garage was full of beach items, bicycles, and ping pong table. The community pool was a bonus! The master bedroom upstairs was a treat. Beautiful views of the water from multiple areas in the home. Owner so easy to talk with. We will definately look into renting again here in the future!
Bridget O.
Stayed 5 nights in Sep 2023
10/10 Excellent
Lindsay L.
Aug 23, 2023
Liked: Cleanliness
Wonderful Family-Friendly Home
Would absolutely stay again! The house was beautiful and spacious. My nephews loved crabbing off the dock. Location was great.
Lindsay L.
Stayed 7 nights in Jul 2023
10/10 Excellent
Sara B.
Jul 24, 2023
Liked: Cleanliness
Amazing location, amazing home.
We really enjoyed so much about this property! To start, it comfortably housed our family of 11, and had so many great amenities. The dock was a great space to gather, and there are kayaks, fishing gear and a paddleboard. Beautiful home inside and out, the kitchen was great for gathering, kids room with bunk beds made a great hangout spot, and every room has a TV + PS3. Master bedroom was definitely a highlight as well as the sunroom. Lastly, the hosts were extremely accommodating, and we appreciate you allowing us to have a great vacation here!
Sara B.
Stayed 7 nights in Jul 2023
10/10 Excellent
Louis P.
Jul 22, 2023
Liked: Cleanliness
Ocean City Fun with a side of Peace, Quiet and Tranquility
Very well maintained with a ton of extras from bikes to beach chairs and games and movies for those family fun nights! All on a beautiful and quiet waterfront dock.
Louis P.
Stayed 7 nights in Jul 2023
10/10 Excellent
Jodie S.
Apr 14, 2023
Liked: Cleanliness
Simply wonderful
We decided to do a last-minute Easter getaway (2 - families of 5 and Grandmom). Kate was extremely responsive, helpful and organized. Upon arrival, the home was sparkling clean and ready for guests. The house/property is well stocked and well cared for. Our children loved the board games, ping-pong table, and foosball table (and the upstairs double bunk room, of course). Weather was a bit chilly during out stay, but the kids enjoyed the basketball net and playground in the community. We hope to visit again so we can enjoy the water activities and more outdoor fun. Absolutely a 5 star experience!
Jodie S.
Stayed 3 nights in Apr 2023
10/10 Excellent
Deb H.
Jan 18, 2023
Liked: Cleanliness
Family Trip
Kate was wonderful to work with. The house was clean was large enough for all 14 of us to enjoy.
Close to restaurants and Game World where we all played laser tag!
Deb H.
Stayed 2 nights in Jan 2023
10/10 Excellent
Sonia G.
Dec 1, 2022
Liked: Cleanliness
Seriously…Just Book It!
A group of 11 of us traveled for our annual Friendsgiving celebration, and it was perfect. If anything, everything you see in the photos is even better in person! So many details are simply perfection by the host, ranging from communication, to bedding, to entertainment, to cooking, to relaxing. If you’re even considering this property…just book it!
Sonia G.
Stayed 4 nights in Nov 2022
10/10 Excellent
Cindy B.
Nov 7, 2022
Liked: Cleanliness
Family weekend
We had a delightful weekend at your beautiful beach house. It was just the perfect place for a sibling weekend with our Mom! Thanks so much for the excellent accommodations. Kate is a wonderful hostess! Would definitely return to this lovely spot
Cindy
Cindy B.
Stayed 2 nights in Nov 2022
10/10 Excellent
Jen B.
Aug 20, 2022
Liked: Cleanliness
It’s all there
Everything you need to enjoy the bay and the nearby beaches is available at this house. It was so great to not have to bring all that gear with us. Kate was excellent with communication. Highly recommend.
Jen B.
Stayed 7 nights in Aug 2022
10/10 Excellent
Esther O.
Jul 2, 2022
Liked: Cleanliness
5 star Beach house
Thank you Kate and Dave!! We gave our children a Christmas gift for a week at this beach house. We have 3 married daughters, a son who's engaged for Nov, a teenage son, twelve yr old daughter and 4 beautiful grand children, one whose in the nicu. He wasn't due until August, but made an early appearance. Our daughter and son-in-law were able to come for two nights and have a break from running to the nicu and just relax! Our days were spend crabbing off the back deck, kayaking, going to the beach,which was only a mile from the house. The men loved that there was a boat lift for our son-in-laws boat and this grandmother loved that there was a fence along the deck to protect our granddaughters from the canal. Also alot of wonderful restaurants in the area!! We had a wonderful time!! Kate and Dave thought of everything to make their house comfortable and very clean!! Thanks so much for sharing it with us!! May God bless you for it!! Eddie and Esther
Esther O.
Stayed 7 nights in Jun 2022
10/10 Excellent
Lou R.
May 25, 2022
Liked: Cleanliness
Excellent
Excellenr
Lou R.
Stayed 4 nights in May 2022
10/10 Excellent
jessica h.
May 11, 2022
Liked: Cleanliness
Fully equipped canal home
The house was well stocked for just about any activity you'd want. From fishing to kayaking to games and movies, Foosball, ping pong, bicycling, etc. We brought 3 families with 8 kids and had a blast! Very close to OC and the Delaware beaches. Great restaurants mins away. Beautiful home. Lots of very thoughtful touches.
jessica h.
Stayed 3 nights in Apr 2022
10/10 Excellent
Kathleen R.
Dec 3, 2021
Liked: Cleanliness
Thanksgiving Gathering
After a few years, our family continued the tradition of gathering at the beach to celebrate Thanksgiving.
We were fortunate to have found a lovely home to rent. Very clean, accommodations met all we needed and Kate was so gracious. We are thankful that she shared her home with us and made us feel very welcome. We would love to return for another get together
Kathleen R.
Stayed 6 nights in Nov 2021
10/10 Excellent
Athena H.
Nov 23, 2021
Liked: Cleanliness
Anazing!
We really enjoyed our stay, great host.
Athena H.
Stayed 2 nights in Nov 2021
10/10 Excellent
Patricia H.
Nov 14, 2021
Liked: Cleanliness
Fantastic house and owner!! /great location!
Owner was very helpful/information on checking in and out was in a book and easy! Would love to rent again from this family!!! Best girl’s weekend!
Patricia H.
Stayed 3 nights in Nov 2021
10/10 Excellent
Joseph d.
Sep 29, 2021
Liked: Cleanliness
Amazing Amazing Amazing
The property was everything we could ask for. Kids really enjoyed the bunk bed room and kept themselves entertained (but most of all out of trouble). We were able to use the provided chairs and wagon from the garage when we went to the beach. Fishing right outside the backyard was so convenient and at night we enjoyed family time at the fire pit. Kate is an extremely helpful host during booking and even during our stay. Our family had such a great time and will certainly come back and stay at this property.
Joseph d.
Stayed 5 nights in Sep 2021
10/10 Excellent
Jolene B., Oswego, NY
Sep 21, 2021
Liked: Cleanliness
This was our first family vacation which was a gift for my in laws from all of us. .
The house was absolutely incredible and everything we expected. There was plenty of room for 8 adults throughout. The sunsets were beautiful, we walked down Lincoln ave. in the evening to get a better view but still was good at the home. We are dog people so we made sure we were out front for evening walks for Mona, George and Lola . Neighbors are friendly and the location was perfect. Definitely will be renting again at some point! Thank you Kate for opening your home it is truly beautiful!