Vacation rentals in Bridgeville

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Top-rated vacation rentals in Bridgeville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living room is defined by a large flat-screen television mounted on the wall. Comfortable seating includes two dark sofas and an armchair, arranged around a coffee table. Natural light enters through two wide windows, enhancing the warm ambiance of the space.
Home in Federalsburg
5 out of 5 average rating, 42 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.

Top guest favorite
A bright living area features a yellow sofa and an oversized ottoman, set against a backdrop of large glass doors overlooking the river. Natural light floods the space, highlighting the modern design and comfortable furnishings. A dining table is also visible, along with a seating area by the window.
Home in Preston
4.93 out of 5 average rating, 120 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.

Top guest favorite
The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.
Apartment in Greenwood
4.97 out of 5 average rating, 681 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)

Top guest favorite
A cabin nestled among tall trees presents a rustic appearance. A flowering garden features pink blooms and lush greenery, complementing a wooden fence. The cabin's dark exterior contrasts with the vibrant natural surroundings, creating a serene atmosphere.
Cabin in Greenwood
4.98 out of 5 average rating, 50 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.

Top guest favorite
A comfortable seating area is presented with a dark sofa featuring cushions. A small coffee table sits on a patterned area rug, while large windows allow natural light to illuminate the space. The kitchen area is visible in the background, with modern appliances.
Guesthouse in Greenwood
5 out of 5 average rating, 37 reviews

Guest Suite, Private Entrance

One bedroom guest suite w/ private coded entrance. The space is complete with full kitchen stocked with the essentials, including microwave and Keurig coffee maker. Queen size bed in bedroom w/ extra pillows and blankets. Sofa queen size pull out bed complete w/linens. 12 miles to DE Turf, 7 miles to First State BMX, 26 miles to Lewes, 29 miles to Rehoboth, 27 miles to Dover Downs, 16 miles to Dogfish Brewery. Our home is attached and we are happy to answer any questions.

Guest favorite
Home in Bridgeville
5 out of 5 average rating, 15 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.

Top guest favorite
A tiny house exterior is displayed, featuring a wooden deck with two blue chairs and a small table. Large windows allow natural light into the space while string lights hang above, creating a relaxed outdoor ambiance. Surrounding greenery enhances the connection to nature.
Tiny home in Mardela Springs
4.98 out of 5 average rating, 45 reviews

Tiny House on Maypop Homestead

Welcome to Maypop Homestead, our peaceful 14-acre retreat in historic San Domingo. Stay in a cozy tiny house surrounded by a lush forest and a wildlife-filled pond. Enjoy a queen bed, kitchenette, full bath with a composting toilet, meditation loft, Wi-Fi, and a large deck with a fire pit. We grow organic food, medicinal herbs, and flowers—tours and seasonal harvests available! Meet our friendly cats and relax in nature. Come enjoy a quiet, earthy escape.

Guest favorite
A modern two-story home is depicted, featuring white siding and a well-maintained exterior. A spacious lawn surrounds the house, with a driveway leading up to it. Lush greenery can be seen in the background, complementing the home's inviting curb appeal.
Home in Georgetown
4.84 out of 5 average rating, 19 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.

Superhost
The exterior of a single-story home is showcased, featuring a light-colored facade with a front porch and white railings. A manicured lawn and several trees are visible, creating a serene atmosphere. A paved driveway leads up to the house, while dark rain clouds suggest a potential rainstorm.
Home in Seaford
4.89 out of 5 average rating, 115 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

Guest favorite
The master suite features wooden beams and log walls, creating a rustic atmosphere. A plush bed is positioned next to a classic bench. Soft lighting illuminates the space, while a colorful woven rug adds warmth to the wooden floor.
Cabin in Goldsboro
4.86 out of 5 average rating, 178 reviews

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Wigwam Lodge is an experience nestled in a pine & hard wood forest with rural privacy. Incredibly spacious decks. Surround Forest Views inside and out! 5-min from Choptank river, 20-min from Historic Denton, Irish Pub & Grocery, 1hr from the beach. Easy PARKING 10ft from the front door. Solid WIFI! Click “Show More” Below to SEE ALL Deets...

Guest favorite
A modern living area features a light-colored sectional sofa alongside a dark blue armchair. A round coffee table displays a decorative item, while a bright kitchen with stainless steel appliances is visible in the background. Natural light enters through large windows, enhancing the openness of the space.
Apartment in Seaford
5 out of 5 average rating, 37 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.

Superhost
Home in Seaford
4.8 out of 5 average rating, 5 reviews

Pool + Hot Tub Retreat • Game Room • Sleeps 12

Welcome to the Cordoba House, your new home away from home, complete with a game room, in-ceiling speakers, dedicated office, outdoor pool, grill, patio, fire pit, and outdoor play areas.

Popular amenities for Bridgeville vacation rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. Sussex County
  5. Bridgeville