Vacation rentals in Greenwood

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

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.

Stunning Home-DE Turf 2 min & Gateway to beaches

Your family will be close to everything when you stay at our well appointed yet comfortable, centrally-located home! Just 2 min to the Turf Field Complex, 5 min to restaurants, movie theater, bowling, and shopping. 12 min to DAFB, only 20 min to the beaches! ✅ 3bed/2 bath- sleeps 9 ✅ Sleep number King, 2 Full, 2 Twin beds, pack-n-play ✅ Open LR, DR, Kitchen w/pellet stove FP 📺 Fast/secure Wifi & TV’s 🐾 Pet friendly ⭐️ HUGE, private fenced in yard(1.5 acres), fire pit, patio,basketball court!

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)

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.

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.

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.

Downtown Milford | Near DE Turf & Beaches

Experience Riverwalk Retreat, a beautifully renovated home in historic downtown Milford. Walk to restaurants, breweries, coffee shops, boutiques, and the scenic Riverwalk. Perfect for beach trips, sports tournaments, casino weekends, or relaxing getaways. Private parking, fully equipped kitchen, fast Wi-Fi, Roku TV, washer/dryer, and dog-friendly. Minutes from DE Turf, Sports at the Beach, Killens Pond, Dover, and Delaware’s beaches. Please note our home is dog-friendly. 🐶

Frederica-Milford-Harrington, DE Cozy Retreat!

Stay close to it all in this centrally located Rancher home! 🏡 Pet-friendly 🐾 with a fully fenced backyard 🔒🌿, it’s perfect for families and furry friends. Just minutes from: • Frederica Sports Complex ⚽ (10-mins) • Delaware beaches 🌊 (35–45 mins) • Outlet shopping 🛍️ (25–30 mins) • Harrington Casino 🎰 (5–10 mins) • Killens Pond State Park (5-mins) • Local Milford & Harrington businesses 🏪✨ (5–15 mins) Convenience, comfort, and fun all within easy reach!

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.

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...

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.