
Vacation rentals in Isle of Wight Bay
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Top-rated vacation rentals in Isle of Wight Bay
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Luxurious Ocean Block condo
Enjoy a stylish experience at this centrally-located place. The exquisite and beautiful updated condo offers a combination of luxury, comfort and elegance with a modern look. Located midtown, across the street from Secrets, just a few steps away from the beach! The ideal place for a vacation that offers a fully brand new equipped kitchen, washer and dryer, dishwasher and WiFi. King size bed and a sleeper sofa in the living room. Half bathroom attached to the bedroom. Must be at least 25 to book!

Bayside - Waterfront - Dock - Quiet Area
The Good Life is home to all that OCMD has to offer. This bayfront home is a short drive to beautiful Assateague Island and central OCMD. Freshly renovated with brand new furniture and stunning finishes in the kitchen and baths. Formal dining area opens to kitchen; screened in porch with ceiling fan and deck with grill, picnic table, outdoor shower and boat dock with quick access to the bay. House includes beach chairs; wagon; washer and dryer. The perfect place to create vacation memories.

Hot Tub & Pool Table Waterfront Home | 4King Beds
Yes- Linens are included! (Bed sheets & bath towels) New pool table & jacuzzi!! Experience the ultimate Ocean City getaway this year, with unbelievable water views from every room & a private two-story wrap-around balcony. Enjoy 4 comfy king beds. The home is perfect for groups seeking relaxation & home away from home. Only 4.2 miles from the Ocean City Boardwalk! What else is included? Bonfire pit Parking area Shampoo-Conditioner-Body Wash Soaps Laundry Detergent Kayak Beach chairs

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf
Immediate removal of stress at the front door. Being nestled in a marinaโs serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets may apply.

Cozy beach home away from home!
Welcome! Come enjoy a cozy experience at this centrally located home in the desired Ocean Pines Community! This home is near the playground and allows access to the on-site golf course, five pools (including indoor pool!) tennis courts, and marina for a small fee. Fun in the sun awaits 15 minutes away in downtown Ocean City, where you can stroll the boardwalk, lounge on the sand, or hit the amusement park. Plenty of restaurants, grocery stores and shopping within 15 minutes.

Bayfront - Walk to Beach & Boardwalk - King Bed
Welcome to our Home Beach Resort! Just a 5-minute walk to Ocean City Beach, boardwalk, bars, restaurants, and amusement parks. ๐ Bayfront Views โ Enjoy stunning sunrises from the master bedroom and sunsets on the bay. ๐ก Comfort & Convenience โ Fully furnished home with a private gated boardwalk. ๐ฃ Outdoor Fun โ Fish and crab right in front of the house! โ Modern Amenities โ Fully equipped kitchen, Keurig coffee maker, WiFi-6. Book now for the ultimate Ocean City getaway!

Assateague, Golf, Ocean City, all Within Minutes!
Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

Bright and Airy Oceanside Condo
Wake up to stunning ocean sunrises from your private balcony and enjoy bay sunsets just outside your front door. This oceanside condo in midtown Ocean City, MD is steps from the beach!! Beachside with no street to cross. Park your car for free in our covered lot. Enjoy a walkable location near top restaurants, bars, nightlife, and attractions like Seacrets, Fagerโs Island, Mackyโs, breakfast at barn 34 and mini golf. Ideal for a convenient Ocean City beach vacation.

Steps to the Beach, Ocean View 1BR, Renovated
Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

Secluded Waterfront - Beach 15mi, Kayaks, Firepit
Casa Blue Heron is a 2,254 ftยฒ (209 mยฒ) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. โ "A private and tranquil setting where it is impossible not to relax and appreciate natureโฆ Wish I had booked an extra day!" Add us to your wish list by clicking the โค๏ธ in the upper-right corner.

Luxurious Bay Front Condo
Escape to luxury at our bay-front condo, just 2 blocks from the beach. This tranquil retreat is perfect for families, offering stunning views and modern comforts. Enjoy nearby sandy shores, and unwind in a serene setting. Ideal for creating cherished memories. Optional boat slips available please message for details. (We do not rent to seniors for senior week)
Popular amenities for Isle of Wight Bay vacation rentals
Other great vacation rentals in Isle of Wight Bay

Coastal Retreat near the beach

Looney Dunes

Charming countryside bungalow, just off the Beach!

Waterfront Coastal Casual + Dock + Dog-Friendly!

Bayside Breeze! 6 Guests, 2 bedrooms: 1 bathroom

Sunset Serendipity!

The Oliver House

Peaceful Pines: 3 Bedroom Home with Coastal Charm
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- Chincoteague Island
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- Assateague Island National Seashore
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- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
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- Northside Park
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