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Pebble Beach East - Chesapeake Properties

"Pebble Beach East" 3 bedroom, 2.5 bath home on the bay side! Say Hello to "Pebble Beach East" an adorable home in the picturesque Bayside Village within the Bay Creek community in Cape Charles, VA. Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *This is a no pet/animal home. Easy access to all of the community amenities, which include pool, tennis, pickleball and expansive 2 mile private beach. Guests will have the option to include a

**Beautiful newly renovated OC MD water view home*

Beautiful Bay view ground floor unit steps away from the water, 1 free parking spot available for guests and tons of street parking comfortable for 2 people for a long stay and 4 for a weekend getaway Located in the middle of all Ocean city major attractions Walking distance to the beach and Jolly Roger Amusement water Park and tons of other activities and restaurants. 6 min away from famous Seacrets, Macky’s & Fish Tales 8 min drive to OC famous board walk & downtown 15 min to Shopping Outlets

Stunning private waterfront suite

Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

Restored 1930’s Tiny Home 3 min to Cape Charles

Step into Cape Charles history when staying in this newly restored 1930’s tiny home! The vintage series of tiny homes is one of 10 located in the 4-acre community. The home features a queen-sized bed with plenty of room for 2 guests, a full bathroom, microwave, mini fridge, coffee pot, a Smart TV, a private porch & access to the largest firepit you may ever see! Enjoy all that Cape Charles has to offer, while being immersed in the history that has allowed the city to grow into what it is today!

Family Reunion on the Bay

Unpretentious, clean & family-friendly. Bright open-plan for easy living. Generous seating throughout. Loads of games, toys. Ideal for extended families. Side-door ramp, 1st-floor ADA bedroom, step-in shower w/seat & grab bar nearby. Backyard fire pit, picnic tables, grill, corn hole. Free firewood, propane, stand-up paddleboard, beach chairs. 3 IMPORTANT NOTES: 1. bedrm #5 reduced to 4 beds in 2026 2. Absolutely NO PETS ALLOWED! ($750 fine) 3. Only 7-day Sat.-to-Sat. rentals June thru Aug. 30.

Mid-town Oceanblock Unit 3 /4 beds /sleeps 8

Charming 2-bedroom rental unit in a well-maintained, family-owned building on Ocean City, MD's ocean block that doesn't break the bank. This cozy abode exudes timeless allure with its vintage charm. Nestled in an quadplex this unit boasts enduring character and is impeccably clean. The proximity to the Atlantic Ocean (120 yards) adds a touch of seaside tranquility, offering residents the soothing sounds of waves and a refreshing ocean breeze. Only rents to families and couples 25+ only.

Luxury Oceanfront Retreat | Private Balcony

Beautifully renovated oceanfront condo with panoramic ocean views and direct beach access. Building indoor pool and hot tub are closed for a full HOA renovation and upgrade, scheduled to reopen in May 2026 and be refreshed and like new for the 2026 season. By booking, you acknowledge the pool and hot tub may be unavailable during your stay and agree no discounts or compensation will be provided for this closure unless confirmed in writing in advance of your reservation and booking.

Three Birds Cottage, Family Vacation house

Our 100 year old home, nestled in the heart of Colonial Beach, where Coastal farmhouse decor creates a warm and inviting space. With plenty of room to accommodate up to 10 guests, it’s the perfect spot for your family getaway. Less than 1 minute walking distance of charming shops, delicious restaurants, and the pier, The fenced backyard is great for kids and pets, featuring a playhouse, a covered picnic area, a gas grill, and a fire pit for making memories.

Cozy Beach Front Condo with Modern Amenities.

Our condo is located on a quiet street, just steps away from the oceanfront. The perfect beach getaway at our cozy condo, situated across the street from Seacrets, mini, restaurant, an array of entertainment options. Accommodates up to 4 guests, features well-stocked kitchen, 2 smart TVs for streaming, WiFi, A/C, washer/dryer, dishwasher, microwave, hair dryer, iron, kitchenware. Relax on the balcony, 1 designated parking space, outdoor shower after.

*Grotto Waterfall* Bethel Oasis | 2masters | 5bdrs

Our home is the perfect place to unwind after your days of exploring and enjoying Virginia. Built in 2019 with guests in mind, the entire home is dedicated to your comfort. With 5 bedrooms, 3.5 baths, 2 masters with walk-in showers, there is plenty of space to relax, recharge, and enjoy your vacation. In 2023, a grotto-style waterfall feature with a 3-foot pond was added to the backyard, which also includes a play set for children.

Spacious and cozy townhouse near Bethany Beach

Sand, sun, and endless family fun await you and your loved ones at this newly built Millville vacation rental just a few miles away from iconic Bethany Beach! It is the perfect home for multi-generational guests, a few couples or a large family. Sitting in the quiet neighborhood of Bishop’s Landing community, this perfect beach retreat has all of the comforts needed to relax after sun filled days at the beach.

Sojourn's Harborage | Pet-Friendly #8

Enjoy a relaxing beach vacation in the fully renovated, pet-friendly OV Harborage Suite. This modern 750 sq. ft. 1-bed/1-bath condo on the 1st floor offers comfort and style. Shared spaces include fire pits and ample seating. Please note, ongoing city construction may cause noise during business hours and significant water pooling in 5th bay. For more details, feel free to contact us before booking.