Fenwick Island

Fenwick Island's combination of natural beauty, recreational activities, and a relaxed beach atmosphere make it an appealing destination for visitors looking to enjoy the Delaware coast. Fenwick Island is located between the Atlantic Ocean and Little Assawoman Bay and is ideal for fishing, boating, crabbing, clamming, sailing, kayaking and paddle boarding. Enjoy many tax free, locally owned boutiques, delicious restaurants, or simply relax on its wide open beach. Fenwick Island offers family friendly activities like a water park, go karting, mini-golf and a state park. Fenwick Island is a serene place to enjoy the great outdoors, delicious dining and so much more.


Properties Available 10 properties available
5-STAR REVIEWS COMING SOON! This home is brand new to rentals and will soon have plenty of top-notch reviews, as all properties rented through Win-Le Vacation Rentals do. Book now and be among the first to stay in this beautiful home! - - - - - - - - - - - - - - - - - - - - - - - - - - - - INTRODUCTION Welcome to Cook's Cove Retreat, located in
Cook's Cove Retreat
HOUSE
$285 / per night
Bedrooms 4 bedrooms
Bathrooms 3.5 baths
Guests 9 guests
Rating 5 (3)
INTRODUCTION Welcome to the Bayside Community of Fenwick Island, DE! This modern home features 4 bedrooms and 3.5 baths, comfortably accommodating up to 8 people. There is a full kitchen, dining area, living area, a first floor primary bedroom, and a laundry room with a full-size washer & dryer. The second floor has another primary bedroom, 2 addit
Sunchase Sunset Villa
HOUSE
$270 - $685 / per night
Bedrooms 4 bedrooms
Bathrooms 3.5 baths
Guests 8 guests
Rating 4.9 (11)
5-STAR REVIEWS & PROFESSIONAL PHOTOS COMING SOON! This home is brand new to rentals and will soon have plenty of top-notch reviews, as all properties rented through Win-Le Vacation Rentals do. Book now and be among the first to stay in this beautiful home! A little bit of a makeover is in progress but we'll have professional photography posted a
Beachy Keen
HOUSE
$285 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
Ever wonder why people get so starry-eyed over south-facing condos on the Delmarva Shore? This is why... Welcome to Mallard Cove on the Bay, a tucked-away retreat that will deliver some of the most astonishing sunsets and cool saltwater breezes you've ever experienced. This townhouse-style condo is located in Delaware's favorite laid-back beach t
Mallard Cove
TOWNHOME
$515 / per night
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Welcome to the Bayside Community of Fenwick Island, DE. This spacious home features 4 bedrooms and 2.5 baths, comfortably accommodating up to 13 people. There is a full kitchen, a first floor ensuite primary bedroom, a laundry room with a full-size washer & dryer, a loft-style lounging & gaming area, and a 1-car garage with beach equipment for your
Indigo Sands Getaway
HOUSE
$285 - $765 / per night
Bedrooms 4 bedrooms
Bathrooms 2.5 baths
Guests 13 guests
Rating 4.9 (11)
Welcome to Grill 'n Chill Cottage, a charming 3-bedroom home located in Keenwick Sound, a quaint community loved by locals for its ideal location and charm. This home exudes the beach lifestyle, placing emphasis on outdoor living and indoor comfort. And with Fenwick Island, Ocean City, and Bethany Beach all less than 10 miles away... Why limit yo
Hot HOT 20
Grill & Chill Cottage
HOUSE
$215 - $420 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 9 guests
Welcome to Lily by the Shore, located in the Commons neighborhood in Delaware's finest golf resort community: Bayside. With the Commons pool only a few minutes away by foot and a minute by bike or car, this lovely end-of-group townhome features 3 bedrooms and 2.5 baths, comfortably accommodating up to 10 people. There is a full kitchen, a first fl
Lily by the Shore
TOWNHOME
$220 - $540 / per night
Bedrooms 3 bedrooms
Bathrooms 2.5 baths
Guests 10 guests
Rating 5 (1)
Welcome to Sunflower Shores, located in the Commons neighborhood in Delaware's finest golf resort community: Bayside. With the Commons pool less than 10 minutes away by foot and a couple minutes or less by bike or car, this charming single family home features 5 bedrooms and 3.5 baths, comfortably accommodating up to 12 people. There is a full kit
Sunflower Shores
HOUSE
$305 - $805 / per night
Bedrooms 5 bedrooms
Bathrooms 3.5 baths
Guests 12 guests
PET-FRIENDLY! Bring your furry family members on vacation with you. - - - - - - - - - - - - - - - - - - - - - - - - - - - - INTRODUCTION Welcome to Heron Hideaway, located in the Heron's Ridge neighborhood in Delaware's finest golf resort community: Bayside. Located in a peaceful nook backing to trees - a rarity in this popular, bustling co
Heron Hideaway
HOUSE
$270 / per night
Bedrooms 4 bedrooms
Bathrooms 2.5 baths
Guests 10 guests
Rating 5 (1)
Welcome to The Grove in Fenwick Island! Located only 2.8 miles from the Fenwick Island Beach and less than 10 miles from the Bethany Beach Boardwalk - and with Ocean City, MD right around the corner - the wooded Grove community provides the peace, convenience, and comfort that every vacation deserves. - - - - - - - - - - - - - - - - - - - - - -
Sandy Toes Villa
TOWNHOME
$200 / per night
Bedrooms 4 bedrooms
Bathrooms 2.5 baths
Guests 8 guests
Rating 5 (3)

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