Entire home
The Chesapeake House
Photo gallery for The Chesapeake House





Reviews
9.8 out of 10, Loved by Guests
Top 10% based on
6 bedrooms3 bathroomsSleeps 16
Popular amenities
Rooms & beds
6 bedrooms (sleeps 16)
Bedroom 1
1 King Bed
Bedroom 2
2 Queen Beds
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Single Bunk Bed
Bedroom 6
1 Single Bed
Living Room 1
1 Double Sofa Bed
3 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Spaces
Kitchen
Office
Garden
About this property
The Chesapeake House
Summary:
Indulge in the ultimate beach getaway at The Chesapeake House, a newly remodeled 6-bedroom haven in Ocean City. Perfect for large families! Nestled on the serene canal, it offers aquatic adventures with kayaks and paddle boards. Enjoy evenings on the patio, grilling under bistro lights. Close to dining hotspots like Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's. A mere stroll away from the beach, this retreat promises relaxation and recreation for your perfect coastal escape.
The Space:
✨ Chesapeake Canal Retreat – Waterfront Living, Fire Pit & Spacious Home 🌊✨
Welcome to this beautifully remodeled two-story canalfront home, thoughtfully designed for comfort, space, and relaxed coastal living. With expansive living areas, multiple bedrooms, and peaceful water views, this home is ideal for large families or groups looking to enjoy Ocean City while having room to spread out and unwind.
⸻
🛌 Where You’ll Sleep
• Owner’s Suite (2nd Floor): King bed, Smart TV, walk-in closet, spa-like en-suite bath, and private balcony overlooking the canal 😴
• Bedroom 2: Two queen beds, Smart TV 🛏️
• Bedroom 3: Queen bed, Smart TV
• Bedroom 4: Queen bed, Smart TV
• Bedroom 5: Twin bed with desk area
• Bedroom 6: Twin-over-full bunk bed, Smart TV — perfect for kids 🎉
• Living Room: Sleeper sofa for additional guests
• Total Beds: 9
• Baths: 3 full bathrooms 🛁
⸻
🏠 The Space
First Floor Living & Kitchen:
Step into a spacious open-concept layout featuring a large living room with comfortable seating and a Smart TV—perfect for relaxing after a beach day. The chef-style kitchen offers modern appliances, double sink, ample counter space, and a large island with seating for four. Adjacent is a generous dining table with picnic-style benches, ideal for group meals. A cozy nook with additional seating and a dedicated coffee bar completes the space ☕
Outdoor Living:
Through sliding glass doors, enjoy your private backyard retreat featuring a grill, patio furniture, and a fire pit—perfect for evening gatherings, outdoor dining, or relaxing by the canal 🔥
First Floor Bedrooms & Laundry:
Three bedrooms are located on the first floor along with a full bathroom and a laundry room with washer and dryer for guest convenience.
Second Floor Retreat:
Upstairs you’ll find additional bedrooms, a full bathroom with double sinks, and the spacious owner’s suite—your private escape with balcony views of the canal.
⸻
🚗 Parking & Access
• Convenient street parking available along the side of the home
• Easy access for unloading and arrival
⸻
📍 Location, Location, Location
Enjoy a peaceful canalfront setting while staying close to Ocean City’s best dining, shopping, and attractions.
• 🍽️ Hooked — popular seafood spot nearby
• 🍷 Liquid Assets — local favorite dining & wine bar
• 🥩 Bull on the Beach — classic OC steakhouse
• 🍺 Kirby’s Pub — casual drinks and pub fare
• 🚌 Ocean City Bus — runs along the coastline for easy transportation
• 🏖️ Ocean City Beach — short drive to sand, surf, and boardwalk fun
⸻
🌟 Why Guests Love It
• Spacious layout perfect for large groups
• Canalfront views with private balcony & backyard
• Fire pit and outdoor entertaining space
• Multiple living areas for gathering or quiet time
• Convenient location close to top OC dining
⸻
💡 Your Waterfront OC Escape
Whether you’re gathering around the fire pit, enjoying sunsets from the balcony, or exploring Ocean City’s vibrant dining and attractions, this Chesapeake Drive canalfront home offers comfort, space, and a relaxing coastal atmosphere for an unforgettable stay.
⸻
🧺 STARTER KIT
We provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.
🍽️ Kitchen Kit:
- 1 roll of paper towels
- 2 small trash bags
- 2 large trash bags
- Dish soap
- 2 dishwasher pods
- 2 laundry pods
- 1 sponge
- 2 dish towels
🚿 Full Bathroom Kit:
- 2 rolls of toilet paper per bathroom
- Travel-size shampoo, conditioner, body wash, body lotion, and bar soap
🛏️ Linens & Towels:
- Beds are made with sheets, pillowcases, shams, and a comforter
- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)
- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)
- A washer and dryer are available for guest use should you wish to refresh towels or linens during your stay
Guest Access:
Parking & Access: Upon arrival, you'll find convenient street parking along the side of the house.
Located close to hot dining spots such as Hooked, Liquid Assets, Bull on the Beach, Kirby's, and more. If you prefer to not walk or drive the Ocean City bus runs up and down the coastline all day for convenient transportation.
Other Things to Note:
A valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.
A rental agreement must be signed prior to your stay.
A valid credit card is required to be kept on file for incidentals, damages, or policy violations.
Occupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.
Quiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.
This property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.
This home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.
No smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.
No pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.
Guests are responsible for complying with all local laws, HOA rules, and community guidelines.
Check-in and check-out times must be adhered to unless otherwise approved.
Any violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.
If you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office.
If you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. Request are only reviewed 24 hours prior to your check-in date. There is an additional fee of $75 if we can accommodate this request for you.
Our calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book.
This is a non-smoking unit. Oceans Edge Vacation Rentals charges a $1,000 fine for smoking in the unit.
Due to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.
Trust & Safety: By booking a stay with us you give permission permission to the property manager to use a third-party to verify my identity and check criminal databases to confirm my reservation. Complete terms regarding the guest verification can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.
We warmly welcome you to our coastal haven and wish to ensure your stay is as enjoyable as possible. However, we kindly remind our guests that certain elements beyond our control, such as weather conditions, nearby construction activities, or the exuberance of neighboring celebrations, may influence your experience. Nestled close to nature's bounty, our location invites occasional visits from local wildlife, including raccoons, foxes, diverse bird species including seagulls, and an array of insects. While these encounters are part of the natural charm of our setting, we diligently treat our properties to minimize unwanted guests and maintain your comfort.
Should you encounter any aspect of nature that feels less than welcoming or experience any issues with appliances, HVAC systems, electrical components, or cleanliness, please do not hesitate to inform us promptly and provide photographic evidence. We require that you allow us the opportunity to rectify the problem during your stay, as our response time is typically less than an hour. We will make every effort to address and resolve the situation to the best of our ability. However, please understand that such natural occurrences or maintenance issues do not warrant refunds. By booking this property you agree and understand no refunds are given. Our commitment is to provide a serene and delightful escape, and we are here to assist in making your experience as pleasant as possible, within the harmony of our natural surroundings.
Indulge in the ultimate beach getaway at The Chesapeake House, a newly remodeled 6-bedroom haven in Ocean City. Perfect for large families! Nestled on the serene canal, it offers aquatic adventures with kayaks and paddle boards. Enjoy evenings on the patio, grilling under bistro lights. Close to dining hotspots like Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's. A mere stroll away from the beach, this retreat promises relaxation and recreation for your perfect coastal escape.
The Space:
✨ Chesapeake Canal Retreat – Waterfront Living, Fire Pit & Spacious Home 🌊✨
Welcome to this beautifully remodeled two-story canalfront home, thoughtfully designed for comfort, space, and relaxed coastal living. With expansive living areas, multiple bedrooms, and peaceful water views, this home is ideal for large families or groups looking to enjoy Ocean City while having room to spread out and unwind.
⸻
🛌 Where You’ll Sleep
• Owner’s Suite (2nd Floor): King bed, Smart TV, walk-in closet, spa-like en-suite bath, and private balcony overlooking the canal 😴
• Bedroom 2: Two queen beds, Smart TV 🛏️
• Bedroom 3: Queen bed, Smart TV
• Bedroom 4: Queen bed, Smart TV
• Bedroom 5: Twin bed with desk area
• Bedroom 6: Twin-over-full bunk bed, Smart TV — perfect for kids 🎉
• Living Room: Sleeper sofa for additional guests
• Total Beds: 9
• Baths: 3 full bathrooms 🛁
⸻
🏠 The Space
First Floor Living & Kitchen:
Step into a spacious open-concept layout featuring a large living room with comfortable seating and a Smart TV—perfect for relaxing after a beach day. The chef-style kitchen offers modern appliances, double sink, ample counter space, and a large island with seating for four. Adjacent is a generous dining table with picnic-style benches, ideal for group meals. A cozy nook with additional seating and a dedicated coffee bar completes the space ☕
Outdoor Living:
Through sliding glass doors, enjoy your private backyard retreat featuring a grill, patio furniture, and a fire pit—perfect for evening gatherings, outdoor dining, or relaxing by the canal 🔥
First Floor Bedrooms & Laundry:
Three bedrooms are located on the first floor along with a full bathroom and a laundry room with washer and dryer for guest convenience.
Second Floor Retreat:
Upstairs you’ll find additional bedrooms, a full bathroom with double sinks, and the spacious owner’s suite—your private escape with balcony views of the canal.
⸻
🚗 Parking & Access
• Convenient street parking available along the side of the home
• Easy access for unloading and arrival
⸻
📍 Location, Location, Location
Enjoy a peaceful canalfront setting while staying close to Ocean City’s best dining, shopping, and attractions.
• 🍽️ Hooked — popular seafood spot nearby
• 🍷 Liquid Assets — local favorite dining & wine bar
• 🥩 Bull on the Beach — classic OC steakhouse
• 🍺 Kirby’s Pub — casual drinks and pub fare
• 🚌 Ocean City Bus — runs along the coastline for easy transportation
• 🏖️ Ocean City Beach — short drive to sand, surf, and boardwalk fun
⸻
🌟 Why Guests Love It
• Spacious layout perfect for large groups
• Canalfront views with private balcony & backyard
• Fire pit and outdoor entertaining space
• Multiple living areas for gathering or quiet time
• Convenient location close to top OC dining
⸻
💡 Your Waterfront OC Escape
Whether you’re gathering around the fire pit, enjoying sunsets from the balcony, or exploring Ocean City’s vibrant dining and attractions, this Chesapeake Drive canalfront home offers comfort, space, and a relaxing coastal atmosphere for an unforgettable stay.
⸻
🧺 STARTER KIT
We provide essential linens and a starter supply kit to help you settle in. Please note that these items are not replenished during your stay.
🍽️ Kitchen Kit:
- 1 roll of paper towels
- 2 small trash bags
- 2 large trash bags
- Dish soap
- 2 dishwasher pods
- 2 laundry pods
- 1 sponge
- 2 dish towels
🚿 Full Bathroom Kit:
- 2 rolls of toilet paper per bathroom
- Travel-size shampoo, conditioner, body wash, body lotion, and bar soap
🛏️ Linens & Towels:
- Beds are made with sheets, pillowcases, shams, and a comforter
- Sheets for sofa beds are provided and left in the room with the couch (not provided for trundles or rollaway beds)
- Each guest receives 1 towel set (bath towel, hand towel, and washcloth)
- A washer and dryer are available for guest use should you wish to refresh towels or linens during your stay
Guest Access:
Parking & Access: Upon arrival, you'll find convenient street parking along the side of the house.
Located close to hot dining spots such as Hooked, Liquid Assets, Bull on the Beach, Kirby's, and more. If you prefer to not walk or drive the Ocean City bus runs up and down the coastline all day for convenient transportation.
Other Things to Note:
A valid government-issued photo ID is required to verify identity, confirm age, and finalize your booking. Access to the property will not be granted until verification is completed.
A rental agreement must be signed prior to your stay.
A valid credit card is required to be kept on file for incidentals, damages, or policy violations.
Occupancy is limited to the number of guests listed on the reservation. Unauthorized guests or parties are strictly prohibited.
Quiet hours are enforced from 10PM-9AM. Excessive noise or disturbances may result in fines or immediate removal from the property without refund.
This property may be equipped with exterior security cameras for safety and verification purposes. There are no cameras inside the home.
This home is equipped with noise monitoring devices that measure decibel levels only. These devices do not record conversations or audio.
No smoking or vaping is permitted inside the home. Evidence of smoking will result in additional cleaning fees.
No pets allowed unless explicitly approved. Unauthorized pets will result in additional charges.
Guests are responsible for complying with all local laws, HOA rules, and community guidelines.
Check-in and check-out times must be adhered to unless otherwise approved.
Any violations of these policies may result in additional charges, cancellation of the reservation, or removal from the property without refund.
If you need to have a package delivered during your stay please note that our delivery pick up window is Monday-Friday 9am-5pm at our main office. Please reach out to obtain the address that the package would be delivered to. Please note Oceans Edge Vacations is not responsible for packages that are not shipped directly to our office.
If you would like to inquire about requesting an early check-in, please note that all early check-in requests are based upon availability. Request are only reviewed 24 hours prior to your check-in date. There is an additional fee of $75 if we can accommodate this request for you.
Our calendars do tend to full up rather quickly. If you see a spot open feel free to instantly book.
This is a non-smoking unit. Oceans Edge Vacation Rentals charges a $1,000 fine for smoking in the unit.
Due to the high volume of turnovers in season and to provide the latest check out possible, cleaners may be completing cleanings until 6PM.
Trust & Safety: By booking a stay with us you give permission permission to the property manager to use a third-party to verify my identity and check criminal databases to confirm my reservation. Complete terms regarding the guest verification can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.
We warmly welcome you to our coastal haven and wish to ensure your stay is as enjoyable as possible. However, we kindly remind our guests that certain elements beyond our control, such as weather conditions, nearby construction activities, or the exuberance of neighboring celebrations, may influence your experience. Nestled close to nature's bounty, our location invites occasional visits from local wildlife, including raccoons, foxes, diverse bird species including seagulls, and an array of insects. While these encounters are part of the natural charm of our setting, we diligently treat our properties to minimize unwanted guests and maintain your comfort.
Should you encounter any aspect of nature that feels less than welcoming or experience any issues with appliances, HVAC systems, electrical components, or cleanliness, please do not hesitate to inform us promptly and provide photographic evidence. We require that you allow us the opportunity to rectify the problem during your stay, as our response time is typically less than an hour. We will make every effort to address and resolve the situation to the best of our ability. However, please understand that such natural occurrences or maintenance issues do not warrant refunds. By booking this property you agree and understand no refunds are given. Our commitment is to provide a serene and delightful escape, and we are here to assist in making your experience as pleasant as possible, within the harmony of our natural surroundings.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill- C
Pet Friendly Steps to Boardwalk/Beach/Bikes/Grill- C
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (2 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property Registration Number 88088
About the area
Ocean City
Located on the waterfront, this holiday home is in North Ocean City, a neighbourhood in Ocean City. Jolly Roger Amusement Park is a popular attraction and the area's natural beauty can be seen at Ocean City Beach and Maryland Beach. Looking to enjoy an event or a game while in town? See what's going on at Ocean City Tennis Center, or consider a night out at Seacrets.

Ocean City, MD
What's nearby
- 94th Street Ocean City Dog Playground - 5 min walk - 0.4 km
- Ocean Plaza Mall Shopping Center - 6 min walk - 0.6 km
- Ocean City Beach - 6 min walk - 0.6 km
- Assawoman Bay - 8 min walk - 0.7 km
- Carousel Ice Skating Rink - 2 min drive - 2.4 km
Getting around
Restaurants
- Reef 118 - 3 min drive
- Bayside Skillet - 18 min walk
- Ropewalk Ocean City - 13 min walk
- Bull on the Beach - 7 min walk
- Royal Farms - 11 min walk
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
9.0/10
Check-in
9.8/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
8 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jun 2025
Verified
10/10 Excellent
Abby H.
19 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Abby H.
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Brian M.
23 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, great location
Brian M.
Stayed 3 nights in Mar 2025
Verified
10/10 Excellent
Monica G.
30 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Monica G.
Monica G.
Stayed 4 nights in Aug 2024
Verified
10/10 Excellent
Shanita U.
15 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Shanita U.
Stayed 2 nights in Dec 2024
Verified
8/10 Good
Karen L.
3 Mar, 2025
Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in
Karen L.
Stayed 2 nights in Feb 2025
About the host
Hosted by Chris
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback




























