
Holiday rentals in Denton
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Top-rated holiday rentals in Denton
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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
4.95 out of 5 average rating, 103 reviews
4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre
Bring the whole family to my spacious house. 3 bathrooms for everyone to get ready. 2 king beds and 2 queen beds across 4 bedrooms. Huge living room, kitchen, and dinning room. Enjoy a sun room and fenced in back yard. Fresh eggs from backyard chickens. Merry Maids regularly cleans the bathrooms and kitchen. The basement, garage, and shed are for storage, and are not part of the rental. While quiet just outside of the city, there maybe some highway noise or farm animal noise. Large driveway
4.97 out of 5 average rating, 102 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.
5.0 out of 5 average rating, 45 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.
4.93 out of 5 average rating, 128 reviews
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.
4.95 out of 5 average rating, 313 reviews
Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.
4.99 out of 5 average rating, 151 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)
4.97 out of 5 average rating, 701 reviews
Chill in The Crib! Easton, Maryland
Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.
4.99 out of 5 average rating, 657 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.
4.97 out of 5 average rating, 145 reviews
The Last Hurrah Farmhouse
1875 renovated, 2-bedroom farmhouse. The cozy bedrooms offer a comfortable queen bed, 2 full beds, 2 twin beds for a tranquil night's sleep. 2 full and 1 1/2 bath ensure convenience for all. Our organic farm has horses, chickens, rabbits, dogs, cats. None of which have access to this property but nice watching them all live their best lives on our farm. This ensures the quiet you are looking for. We’re happy to suggest local spots to make your stay more enjoyable.
5.0 out of 5 average rating, 14 reviews
Family Retreat at Historic Lansdowne Manor
Escape to Lansdowne, a historic Federal-period manor house recognized by the Library of Congress. This private, tranquil retreat offers a unique blend of vintage charm and modern comfort for up to 8 guests. Surrounded by open fields and nature, this 4 bedroom home features a fully equipped kitchen and high-speed Wi-Fi. Perfect for families and history lovers seeking a peaceful getaway just minutes from Centreville and a state park lake and trails.
5.0 out of 5 average rating, 63 reviews
Private bungalow with fire pit near Easton, Denton
- High-speed Internet - Premium Samsung washer and dryer - Fire Pit - Level 2 EV Charger - Two (2) cruiser bicycles - Memory foam mattresses - Full kitchen - Smart TV - Quiet, secluded space with easy access - 5 minutes to Denton - 15 minutes to Easton - 15 minutes to Centreville - 30 minutes to St. Michaels Located just minutes from both Easton and Tuckahoe State Park, you'll have endless opportunities for outdoor adventure.
4.94 out of 5 average rating, 109 reviewsPopular amenities for Denton holiday rentals
Other great holiday rentals in Denton

Frosty Acres Choptank River Farm
5.0 out of 5 average rating, 13 reviews
Modern house in the country
4.98 out of 5 average rating, 48 reviews
The Savannah
5.0 out of 5 average rating, 88 reviews
Marblehead Farm I Swing set * Pickleball court
5.0 out of 5 average rating, 5 reviews
Cozy 2BR Home near Idlewild Park
5.0 out of 5 average rating, 35 reviews
Eastern Shore Retreat!
5.0 out of 5 average rating, 58 reviews
Peaceful off the beaten path on the Delaware Bay
5.0 out of 5 average rating, 62 reviews
Waterfront Modern Guest Barn
4.99 out of 5 average rating, 85 reviewsDestinations to explore
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- Cape May Beach NJ
- Broadkill Beach
- Rehoboth Beach
- Bethany Beach Boardwalk
- Cape Henlopen State Park
- Betterton Beach
- Willow Creek Winery & Farm
- Dover Motor Speedway
- Patterson Park
- Delaware Seashore State Park
- Breezy Point Beach & Campground
- United States Naval Academy
- Harbor East
- Elk Neck State Park
- Canton Waterfront Park
- Annapolis City Dock
- Downtown Annapolis Partnership
- Funland
- Bear Trap Dunes
- Gerry Boyle Park
- Navy–Marine Corps Memorial Stadium
- Quiet Waters Park
- Dewey Beach Access
- Cape May Point State Park





