
Vacation rentals in Greenwood
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Top-rated vacation rentals in Greenwood
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
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Historic Milton Gem w Deck & Modern Touches!
Step into charm & comfort at this renovated 1840s home in the heart of Milton. Blending historic character w/ sleek upgrades, this vacation rental sets the scene for a memorable coastal escape. This home offers: 🌳 Deck & outdoor dining area 📺 Smart TV & living space 🍽️ Fully equipped kitchen w/ stainless appliances 🛏️ 4 comfy queen bedrooms including loft suite 📚 Books, workspace & vintage-meets-modern flair Perfect for families or friends exploring Delaware’s beaches & downtown Milton.
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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)
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Guest Suite with Private Entrance
My wife Justine and I are pleased to host this guest suite with private secure entrance and private bathroom. We do live in the main part of the house full time so you may hear us rattling around from time to time and coming and going or working in the yard but most of our time is spent at the opposite end of the house. The room is completely private and inaccessible from the main house. The screened in porch is shared with the main house. We do not currently have WiFi access in the Airbnb.
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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.
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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.
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Rustic Cabin sleeps 4 on farm setting private
Adventures Await Retreat presents this spacious Cabin on a working farm with plenty to do. Hiking on our 2.5m nature trail or catching and releasing in one of our stocked ponds to a 9hole mini golf or just hanging out with our personable farm animals there is something for everyone. Local food all around and if trying your luck at the slots there is a casino only 6 miles away. Their is an adventure for everyone.
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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
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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...
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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.
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Near Beaches and outlets.
Your family will be close to everything when you stay at this centrally located place near the beach and outlets, 24 hr. gas station and dollar general with in 1/2 mile.
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Milford House
Your family will be close to everything when you stay at this centrally-located place. Close to several beaches, shopping and hospitals
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Popular amenities for Greenwood vacation rentals
Other great vacation rentals in Greenwood

Frederica-Milford-Harrington, DE Cozy Retreat!
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The Punny Farm
LocationFamilyAmenities

Super Suite near the Beach Sport Shopping
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Romantic Hideaway- jacuzzi, beach day!
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Stunning Home-DE Turf 2 min & Gateway to beaches
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Spacious Home| 24/7 entry |Near DE & local hubs
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The Cottage on Watspass Road
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The Savannah
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