
Holiday houses in Bridgeville
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Top-rated holiday rentals in Bridgeville
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Turnbridge Manor - Waterfront Historic House
A waterfront property located in the heart of downtown Denton, on Maryland's Eastern Shore, the stately historic home built in the 1860’s offers modern amenities and luxurious accommodations. Guests can take in the charm of Denton from our sunny front porch or sit in the many outdoor oases to relax and enjoy the beautiful terraced grounds overlooking the tranquil Choptank River. Located less than 60 minutes to the beach, 35 minutes to historic St. Michaels and minutes to the Harriet Tubman Byway
FamilyLocationCondition
4.95 out of 5 average rating, 104 reviews
Welcome to the Cornfield!
Conveniently located right off highway 404 outside of Denton this spacious 3 bedroom modular home is ready to welcome you. Electric car charger, Nectar mattresses, filtered water, a dedicated fiber connection and 2 large televisions are some of the amenities to enjoy. Centrally located in Caroline County, this home is 20 minutes to Seaford or Harrington, 30 minutes to Easton and around an hour to Rehoboth Beach. Pet friendly home on a couple acres with convenient access to Martinak and Tuckahoe.
ValueFamilyCheck-in
5.0 out of 5 average rating, 46 reviews
River House on the Choptank
Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.
ValueLocationBackyard
4.92 out of 5 average rating, 129 reviews
Beach Highway Hobby Farm
We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)
LocationFamilyBeach
4.97 out of 5 average rating, 701 reviews
Discovery Rancher
This stylish new family ranch-style home, designed for comfort and privacy, was just completed in 2023. 3 bedrooms, 2 bathrooms, an outdoor grilling area, and a fully equipped kitchen make it the perfect spot for your group's beach vacation. Nearby - 4 miles to Food Lion grocery, 10 miles to Prime Hook National Wildlife Refuge & Rookery Golf Course, 15 miles to Lewes and Cape Henlopen State Park Beaches, 20 miles to Rehoboth Beach. 15 Minutes drive to Sports on the Beach in Georgetown, DE
FamilyValueQuiet
4.93 out of 5 average rating, 100 reviews
Mast Cabin
Enjoy a peaceful stay in our cabin set in the edge of the woods. The cabin is 100 feet from our house, and has its own gravel driveway along the woods. We are located in a rural area on 8 acres, 30 miles from DE beaches. Absolutely no marijuana use anywhere on the property, and no smoking in the cabin. When requesting to book, please include a message telling us who is coming (max 2 guests) and the purpose for your travel plans. Requests without this basic info won’t be approved.
LocationAccuracyParking
4.98 out of 5 average rating, 62 reviews
The 1934 Farmhouse (close to the beaches)
The 1934 Farmhouse not only has local history but plenty of space for everyone. Originally a century family farm with only few owners since being developed. It hosts 4 bedrooms, 2 1/2 baths, 2 dining rooms, large kitchen, a huge living room all sitting on 2 1/2 acres for the kids and pets to run have everything you need. Close to everything (Sports at the beach) just minutes away. The beaches Lewes, Rehoboth and Ocean City all within 30-40 minute drives. Thank you for booking.
FamilyLocationView
4.81 out of 5 average rating, 221 reviews
Cozy 2 bedroom home on wooded private lane
Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.
ValueFamilyBathroom
4.97 out of 5 average rating, 145 reviews
Helen's Homestead
Welcome to Helen’s Homestead, a beautifully rebuilt farmhouse in Bridgeville, Delaware. With 5 bedrooms, 3 bathrooms, and space for up to 12 guests, it’s the perfect setting for family getaways, group retreats, or intimate celebrations. Enjoy relaxing on the patio, or spend time outdoors on our new putting green, perfect for a little friendly competition. Whether you’re planning a quiet escape or hosting a small gathering, Helen’s Homestead offers warmth, space, and charm.
LocationFamilyLayout
4.86 out of 5 average rating, 21 reviews
4BR Near Beach & Sports Fields
Welcome to your modern 4BR/2BA Georgetown getaway, a clean, comfortable home base for beach trips, sports tournaments, work stays, and family visits. Enjoy bright open living spaces, a full kitchen, Smart TV, fast Wi-Fi, washer/dryer, and a private yard with room to unwind. Just 30 minutes to Lewes, 40 minutes to Rehoboth, and close to local sports complexes, it’s an easy place to relax, recharge, and enjoy Southern Delaware.
LocationFamilyCleanliness
4.79 out of 5 average rating, 24 reviews
Cozy home in Seaford
Relax with your family in this quiet & peaceful home located in the heart of Seaford Located near state parks to hike, hunt, fish A short 50-minute drive to the Delaware beaches Conveniently located 5 minutes from Heritage Shores golf course and wedding venue Less than 5 miles from Vanderwende Acres and Willowbrook Weddings 5-10 minutes from Walmart, Dunkin Donuts, Starbucks, and many fast food option
FamilyLocationComfort
4.89 out of 5 average rating, 120 reviews
Apartment in Seaford, DE
Enjoy a stylish suite at this centrally-located place in Seaford. We are within 45 min to 1 hour to the beach and minutes to the Nanticoke River. A golf course is located a couple miles away. Everything you need for your stay included in kitchen and bath. 1 parking spot available. Steps lead up to your private apartment.
LocationQuietNearby
4.98 out of 5 average rating, 44 reviewsPopular amenities for Bridgeville holiday rentals
Other great holiday rentals in Bridgeville

Peaceful off the beaten path on the Delaware Bay
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 62 reviews
Hidden Gem of the Eastern Shore on Gravelly Creek
ValueLocationIndoor spaces
4.94 out of 5 average rating, 51 reviews
The Savannah
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5.0 out of 5 average rating, 88 reviews
Private Cabin near the Delaware Beaches!
LocationValueKitchen
4.88 out of 5 average rating, 69 reviews
Peaceful Private Nature Home by Shopping Center
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4.93 out of 5 average rating, 80 reviews
Gathering Place • Boho Retreat • Walkable • Pets
FamilyLocationHospitality
5.0 out of 5 average rating, 21 reviews
Guest Suite, Private Entrance
ValueFamilyParking
5.0 out of 5 average rating, 46 reviews
Milford House
ValueLocationNearby
4.96 out of 5 average rating, 27 reviewsDestinations to explore
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- Cape May Beach NJ
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- Broadkill Beach
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- Bethany Beach Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Betterton Beach
- Dover Motor Speedway
- Willow Creek Winery & Farm
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- Wildwood Boardwalk
- Delaware Seashore State Park
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- Fenwick Island State Park Beach
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- Roland E Powell Convention Center
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- Mariner's Arcade
- Ocean City Boardwalk
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- Bear Trap Dunes
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