Winter Walks by the Sea—OCMD Retreat Before Crowds
Just 5 blocks from the Boardwalk and 2 blocks from the trolley, it is conveniently situated next to Jolly Roger Amusement Park and close to popular attractions and restaurants. This 2BR Condo offers space for the family to create great memories.
Main Bedroom: Features a spacious king-sized bed with direct access to the balcony and bay views. Guest Bedroom: Furnished with two full beds, ensuring comfort for your guests. Balcony: Accessible from both the living room and main bedroom, providing a serene spot to enjoy the scenery. Living Area: Includes a couch with a sofa bed, a love seat, and a cozy space for relaxation. Nautical Decor creates a beachy mood. Kitchen: Well-equipped with a standard coffee pot, Keurig, toaster, kitchenware, utensils, pots, and pans. Dining Area: Comfortably seats six with four chairs and one bench, making it perfect for shared meals and gatherings. Additional conveniences include an in-unit washer and dryer, provided bath towels and linens, free WIFI, and two parking permits.
**Amenities Disclaimer: While we strive to maintain excellent amenities, occasional maintenance or unforeseen issues may arise. Our team is committed to resolving any concerns promptly to ensure a pleasant stay.**
Renters must be 21 or older, and a security hold is due at check-in.
Please note that we do not provide salt, pepper, cooking oils, or coffee filters.
This is a dog-friendly resort. Pet fee is payable upon check-in. Max: 2 dogs per unit 70lbs max weight limit per dog. Dogs are NOT to be left unattended in the unit. Pets are welcome on Ocean City's beaches from October 1st to April 30th but are not permitted on the beach from May 1st to September 30th. We appreciate your understanding and cooperation in adhering to these regulations.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
2 BR 2 BA Ocean a Pool and Amazing Ocean/Beach Views
2 BR 2 BA Ocean a Pool and Amazing Ocean/Beach Views
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 deadlock
Property Registration Number 88085
We should mention
A car is recommended for transport to and from this property
About the area
Ocean City
Located on the waterfront, this condo is in Midtown 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 Inlet Park. 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. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Ocean City, MD
What's nearby
Jolly Roger Amusement Park - 2 min walk - 0.2 km
Isle of Wight Bay - 2 min walk - 0.2 km
Ocean City Beach - 5 min walk - 0.4 km
Ocean City Boardwalk - 8 min walk - 0.7 km
Roland E. Powell Convention Center - 14 min walk - 1.2 km
Getting around
Ocean City Station - 7 min drive
Ocean City, MD (OCE-Ocean City Municipal) - 12 min drive
Restaurants
McDonald's - 2 min walk
Fish Tales - 17 min walk
Shottis Point - 7 min walk
Rita's Italian Ice & Frozen Custard - 15 min walk
Burger King - 3 min walk
Frequently asked questions
Does Winter Walks by the Sea—OCMD Retreat Before Crowds have a pool?
Yes, this property has an indoor pool. Pool types include heated pools.
How much does it cost to stay at Winter Walks by the Sea—OCMD Retreat Before Crowds?
As of 1 Apr, 2026, prices found for a 1-night stay for 2 adults at Winter Walks by the Sea—OCMD Retreat Before Crowds on 21 May, 2026 start from S$476, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Winter Walks by the Sea—OCMD Retreat Before Crowds pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Winter Walks by the Sea—OCMD Retreat Before Crowds?
On-site parking is available at the property.
What time is check-in at Winter Walks by the Sea—OCMD Retreat Before Crowds?
Check-in begins at 5:00 PM.
What time is check-out at Winter Walks by the Sea—OCMD Retreat Before Crowds?
Checkout is at 10:00 AM.
Where is Winter Walks by the Sea—OCMD Retreat Before Crowds located?
Located in Midtown Ocean City, this condo building is within a 5-minute walk of Isle of Wight Bay and Jolly Roger Amusement Park. Ocean City Boardwalk and Ocean City Beach are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Some post season was happening late on our first night but setting that aside I would recommend this location
Christa D.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 13 Nov, 2025
Thank you for your review and feedback, Christa! We're sorry to hear that postseason activity made your first night a bit lively, but we're glad it didn't take away from your overall experience. It's wonderful to know you would recommend our location, and we truly appreciate your kind words. We look forward to welcoming you back again!
Verified
10/10 Excellent
Kelly C.
28 Oct, 2025
Kelly C.
Stayed 4 nights in Oct 2025
Response from VrboOwner on 13 Nov, 2025
Thank you for taking the time to leave us a review, Kelly! Even without a comment, we truly appreciate your feedback and are glad you chose to stay with us. We hope to welcome you back again soon for another visit
Thank you for the 10/10 review, Emily! It was a pleasure hosting you. We hope to host you again in the future.
About the host
Your host
Cool Vacay is a rental property management company with destinations from Maine and Ocean City, MD, to Siesta Key, FL, and beyond. We believe the best memories come from family vacations, and our mission is to help you find the perfect, affordable getaway. Each of our properties is unique but always family-friendly. Whether you're planning a beach escape or a cozy retreat, we're here to help you create unforgettable vacation memories.
What makes this property unique
Fantastic Sunset Bay Views!
Languages:
English
Premier Host
They consistently provide great experiences for their guests